A branched amino heptasaccharide derivative that is beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->3)-beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc in which the beta-GlcNAc residue distal to the reducing end carries an alpha-L-Fuc residue via a (1->3) linkage and the GlcNAc residue at the reducing end carries an alpha-L-Fuc residue via a (1->6) linkage.


dicarboxylic fatty acid dianion

Any fatty acid that contains 2 carboxylic groups. Major microspecies at pH 7.3


phthiocerol derivatives

A lipid derived from phthiocerol.


An N(6)-acyl-L-lysine residue derived from N(6)-(9Z)-hexadec-9-enoyl]-L-lysine.


N(6)-(fatty acyl)-L-lysine residue

An L-alpha-amino acid residue derived from any N(6)-(fatty acyl)-L-lysine.


DOI: 10.1021/acscatal.1c04321


triacylglycerol O-51:2

An alkyldiacylglyceride that has a 51 carbons and 2 double bonds in the alkyl and acyl chains (positions not specified).


A nitrile that is 3-phenylpropionitrile in which one of the methylene hydrogens at position 3 is replaced by a hydroxy group.


A racemate comprising equimolar amount of (2R,3S)-C75 and its enantiomer, (2S,3R)-C75. It is a fatty-acid synthase (FAS) inhibitor and an activator of carnitine palmitoyl-transferase-1 that leads to weight loss and feeding inhibition in mice.


PPDA

A racemate comprising equimolar amounts of (2R,3S)- and (2S,3R)-PPDA. It is a subtype-selective NMDA receptor antagonist that preferentially binds to GluN2C/GluN2D (formally NR2C/NR2D) containing receptors.


A secondary carboxamide resulting from the formal condensation of the carboxy group of 4-[(4-ethylpiperazin-1-yl)methyl]-3-(trifluoromethyl)benzoic acid with the amino group of 5-(5-amino-2-methylphenoxy)-1,3-dihydro-2H-indol-2-one. It is a potent inhibitor of discoidin domain receptor tyrosine kinase 1 and 2 (DDR1/2) with IC50 = 105 nM and 413 nM, respectively.


[Met]enkephalin

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Met-enkephalin. Major species at pH 7.3.


A peptide cation obtained by deprotonation of the carboxy terminus and protonation of the side-chain guanidino group and the amino terminus of Arg-Phe; major species at pH 7.3.


A 1-(phenanthren-2-ylcarbonyl)piperazine-2,3-dicarboxylic acid that has 2R,3S-configuration.


A 1-(phenanthren-2-ylcarbonyl)piperazine-2,3-dicarboxylic acid that has 2S,3R-configuration.


A tertiary carboxamide resulting from the formal condensation of the carboxy group of phenanthrene-2-carboxylic acid with the amino group of piperazine-2,3-dicarboxylic acid.


name: 8-iso-17-phenyl trinor Prostaglandin F2alpha


name: 16-phenyl tetranor Prostaglandin F2alpha


(S)-tianeptine

The S-enantiomer of tianeptine.


(R)-tianeptine

The R-enantiomer of tianeptine.


tianeptine

A member of the class of dibenzothiazepines that is 3-chloro-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide substituted by a (6-carboxyhexyl)amino group at position 11.


himastatin

A dimeric cyclohexadepsipeptide with formula C72H104N14O20. It is an antibiotic isolated from Streptomyces hygroscopicus and exhibits antitumor and antibacterial activity.


GlyTouCan G06042JP

A composition-only glycan consisting of two acetaminohexosyl groups and one 6-deoxyhexosyl group (identities and connectivity unknown). Composition: HexNAc2 dHex1.


GlyTouCan G06231AO

A composition-only glycan consisting of five hexosyl groups, three acetaminohexosyl groups and three 6-deoxyhexosyl groups (identities and connectivity unknown). Composition: Hex5 HexNAc3 dHex3.


GlyTouCan G06853GH

A composition-only glycan consisting of four hexosyl groups, seven acetaminohexosyl groups and one 6-deoxyhexosyl group (identities and connectivity unknown). Composition: Hex4 HexNAc7 dHex1.


Published in DOI: 10.1021/acscatal.1c04321


name: 16-phenoxy tetranor PGF2alpha cyclopropyl methyl amide


name: 3',4'-Methylenedioxy epicatechin 5,7-dimethyl ether


trimethylpyrazine

A member of the class of pyrazines that is pyrazine in which three hydrogens at positions 2, 3 and 5 have been replaced by methyl groups.


A retinoid anion that is the conjugate base of 13-cis-4-oxoretinoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A cyclitol phosphate that is 5a-carba-beta-D-mannose having a (4S,8S,12S,16S,20S)-4,8,12,16,20-pentamethylheptacosyl)phosphate group at position 1.


A mannose phosphate consisting of beta-D-mannose having a (4S,8S,12S,16S,20S)-4,8,12,16,20-pentamethylheptacosyl)phosphonomethyl group at position 1.


A mannose phosphate consisting of beta-D-mannose having a (4S,8S,12S,16S,20S)-4,8,12,16,20-pentamethylheptacosyl)phosphono(difluoro)methyl group at position 1.


A branched amino tetrasaccharide consisting of an N-acetyl-alpha-L-quinovosaminyl-(1->3)-N-acetyl-alpha-D-galacturonosaminyl-(1->3)-N-acetyl-alpha-L-quinovosamine trisaccharide unit, the galacturonosaminyl residue of which carries a further N-acetyl-alpha-L-quinovosaminyl residue via a (1->4) glycosidic linkage. Corresponds to the tetrasaccharide repeating unit of the capsular polysaccharide of Vibrio vulnificus MO6-24.


dG+

2'-deoxy-7-formamidino-7-deazaguanosine, 2'-deoxy-archaeaosine


dG+ monophosphate

2'-deoxy-5'-phosphate-7-formamidino-7-deazaguanosine, 2'-deoxyarachaeosine monophosphate


A branched amino tetrasaccharide consisting of an N-acetyl-alpha-L-fucosaminyl-(1->3)-N-acetyl-alpha-D-galacturonosaminyl-(1->3)-N-acetyl-alpha-L-quinovosamine trisaccharide unit, the galacturonosaminyl residue of which carries also an N-acetyl-alpha-L-rhamnosaminyl residue via a (1->4) glycosidic linkage. Corresponds to the tetrasaccharide repeating unit of the capsular polysaccharide of Vibrio vulnificus BO62316.


methylmercury L-cysteine zwitterion

An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of methylmercury L-cysteine; major species at pH 7.3.


A carboxamide consisting of a 1-hydroxydodecan-2-yl moiety linked via nitrogen to tetracosanamide. A ceramide mimetic, it is composed of a saturated C12-sphingosine mimetic and lignoceric acid (C24:0).


An organic anion that is the conjugate base of hispidin resulting from the deprotonation of the 4-hydroxy group; major species at pH 7.3.


inorganic calcium salt

A calcium salt that lacks C-H bonds


inorganic magnesium salt

A magnesium salt that lacks C-H bonds


organic magnesium salt

A magnesium salt with C-H bonds


Any  amino alcohol that is propan-2-ol substituted by an amino group at position 1.


inorganic phosphate salt

A phosphate salt that lacks C-H bonds


organic phosphate salt

A phosphate salt with C-H bonds


inorganic potassium salt

A potassium salt that lacks C-H bonds


artificial glycosphingolipid

Any glycosphingolipid designed and synthesized for the purposes of research.


6'-sialyl LacNAc-C12L

An artificial glycosphingolipid composed of the ceramide mimetic C12L (CHEBI:190285) bound to a 6'-sialyl LacNAc [alpha-Neu5Ac-(2->6)-beta-D-Gal-(1->4)-D-GlcNAc] oligosaccharide via a beta-linkage.


An artificial glycosphingolipid composed of the ceramide mimetic C12L (CHEBI:190285) bound to a sialyl Lewis(x) [alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-D-GlcNAc] oligosaccharide via a beta-linkage.


An artificial glycosphingolipid composed of the ceramide mimetic C12L (CHEBI:190285) bound to a Lewis(x) [beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-D-GlcNAc] oligosaccharide via a beta-linkage.


A haloalkane that is bromoethane substituted by chlorine at position 2.


gamma-camphorene

A cycloalkene that is cyclohexene substituted by 2-methylpent-2-en-5-yl and 6-methylhepta-1,5-dien-2-yl groups at positions 1 and 5, respectively. It is a diterpene isolated from several plant species.


name: cis-5,8,11-Eicosatrienoic acid methyl ester


azobenzene

A molecule whose structure comprises two phenyl rings linked by a N=N double bond; the parent compound of the azobenzene class of compounds.


A secondary alcohol that is diphenylmethanol which carries chloro groups at positions 4 and 4'. It is a metabolite of the insecticide DDT.


A beta-D-glucosiduronic acid having a 4-methylumbelliferyl substituent at the anomeric position. A hyaluronan synthesis inhibitor, it is  anti-tumourigenic for various malignant tumours.


A 17-oxo steroid that is dehydroepiandrosterone in which the hydroxy group at position 3beta is replaced by a 2-(diethylamino)ethoxy group. It is a cholesterol biosynthesis inhibitor and induces cataracts in rats.


A tertiary ammonium ion that is the conjugate acid of 3beta-(2-diethylaminoethoxy)androst-5-en-17-one arising from the protonation of the tertiary amino group. Major microspecies at pH 7.3.


inorganic chromium salt

A chromium salt that lacks C-H bonds


organic chromium salt

A chromium salt with C-H bonds


inorganic copper salt

A copper salt that lacks C-H bonds


organic copper salt

A copper salt with C-H bonds


inorganic fluoride salt

A fluoride salt that lacks C-H bonds


organic fluoride salt

A fluoride salt with C-H bonds


inorganic iodine salt

An iodine salt that lacks C-H bonds


organic iodine salt

An iodine salt with C-H bonds


inorganic iron salt

A iron salt that lacks C-H bonds


organic iron salt

An iron salt with C-H bonds


inorganic manganese salt

A manganese salt that lacks C-H bonds


organic manganese salt

A manganese salt with C-H bonds


inorganic molybdenum salt

A molybdenum salt that lacks C-H bonds


organic molybdenum salt

A molybdenum salt with C-H bonds


inorganic selenium salt

A selenium salt that lacks C-H bonds


organic selenium salt

A selenium salt with C-H bonds


inorganic zinc salt

A zinc salt that lacks C-H bonds


organic zinc salt

A zinc salt with C-H bonds


inorganic aluminium salt

A aluminium salt that lacks C-H bonds


organic aluminium salt

An aluminium salt with C-H bonds


inorganic antimony salt

A antimony salt that lacks C-H bonds


organic antimony salt

An antimony salt with C-H bonds


inorganic arsenic salt

An arsenic salt that lacks C-H bonds


organic arsenic salt

A arsenic salt with C-H bonds


inorganic barium salt

A barium salt that lacks C-H bonds


organic barium salt

A barium salt with C-H bonds


inorganic bismuth salt

A bismuth salt that lacks C-H bonds


organic bismuth salt

A bismuth salt with C-H bonds


dPreQ0 monophosphate

2'-deoxy-7-cyano-7-deazaguanosine-3'-monophosphate


dADG monophosphate

2'-deoxy-7-amido-7-deazaguanosine 5'-monophosphate


dPreQ1 monophosphate

2'-deoxy-7-aminomethyl-7-deazaguanosine 5'-monophosphate


dCDG monophosphate

2'-deoxy-7-carboxy-7-deazaguanosine 5'-monophosphate


dDG monophosphate

2'-deoxy-7-deazaguanosine 5'-monophosphate


2'-deoxy-7-methylaminomethyl-7-deazaguanosine


dmPreQ1 monophosphate

2'-deoxy-7-methylaminomethyl-7-deazaguanosine 5'-monophosphate


2'-deoxy-7-formylaminomethyl-7-deazaguanosine


dfPreQ1 monophosphate

2'-deoxy-7-formylaminomethyl-7-deazaguanosine 5'-monophosphate


A tertiary ammonium ion that is conjugate acid of ergotamine resulting from the protonation of the tertiary amino group; major species at pH 7.3.


inorganic boron salt

A boron salt that lacks C-H bonds


17beta-estradiol 17-sulfate(1-)

A steroid sulfate oxoanion obtained by deprotonation of the sulfo group of 17beta-estradiol 17-sulfate; major species at pH 7.3.


organic boron salt

A boron salt with C-H bonds


inorganic cadmium salt

A boron salt that lacks C-H bonds


organic cadmium salt

A boron salt with C-H bonds


inorganic caesium salt

A caesium salt that lacks C-H bonds


organic caesium salt

A caesium salt with C-H bonds


inorganic lanthanum salt

A lanthanum salt that lacks C-H bonds


organic lanthanum salt

A lanthanum salt with C-H bonds


organic lead salt

A lead salt with C-H bonds


inorganic lithium salt

A lithium salt that lacks C-H bonds


inorganic mercury salt

A mercury salt that lacks C-H bonds


organic mercury salt

A mercury salt with C-H bonds


inorganic methylmercury compound salt

A methylmercury compound saltthat lacks C-H bonds


organic methylmercury compound salt

A methylmercury compound salt with C-H bonds


inorganic nickel salt

A nickel salt that lacks C-H bonds


organic nickel salt

A nickel salt with C-H bonds


inorganic rubidium salt

A rubidium salt that lacks C-H bonds


organic rubidium salt

A rubidium salt with C-H bonds


testosterone sulfate(1-)

A steroid sulfate oxoanion that is the conjugate base of testosterone sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.


inorganic strontium salt

A strontium salt that lacks C-H bonds


organic strontium salt

A strontium salt with C-H bonds


An artificial glycosphingolipid composed of the ceramide mimetic C12L (CHEBI:190285) bound to a beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-D-GlcNAc oligosaccharide via a beta-linkage.


An artificial glycosphingolipid composed of the ceramide mimetic C12L (CHEBI:190285) bound to a beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-[alpha-L-Fuc-(1->6)]-D-GlcNAc oligosaccharide via a beta-linkage.


inorganic tin salt

A tin salt that lacks C-H bonds


organic tin salt

A tin salt with C-H bonds


inorganic titanium salt

A titanium salt that lacks C-H bonds


organic titanium salt

A titanium salt with C-H bonds


inorganic vanadium salt

A vanadium salt that lacks C-H bonds


4-methylumbelliferone sulfate

A member of the class of coumarins that is umbelliferone sulfate which carries a methyl group at position 4. It is a metabolite of 4-methylumbelliferone.


organic vanadium salt

A vanadium salt with C-H bonds


inorganic cobalt salt

A cobalt salt that lacks C-H bonds


organic cobalt salt

A cobalt salt with C-H bonds


A carboxamide consisting of a 1-hydroxyoctadecan-2-yl moiety linked via nitrogen to tetracosanamide. A ceramide mimetic, it is composed of a saturated C18-phytosphingosine and lignoceric acid (C24:0).


A taxane diterpenoid that is taxusin substituted by a hydroxy group at position 2alpha.


A taxane diterpenoid that is taxusin substituted by hydroxy groups at positions 2alpha and 7beta.


An artificial glycosphingolipid composed of the ceramide mimetic C182L (CHEBI:190504) bound to a beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-[alpha-L-Fuc-(1->6)]-D-GlcNAc oligosaccharide via a beta-linkage.


An artificial glycosphingolipid composed of the ceramide mimetic C182L (CHEBI:190504) bound to a beta-D-GlcNAc-(1->4)-[alpha-L-Fuc-(1->6)]-D-GlcNAc oligosaccharide via a beta-linkage.


imipenem zwitterion

Zwitterionic form of imipenem having an anionic carboxy group and a protonated methaneimidamido group; major species at pH 7.3.


A branched amino tetrasaccharide consisting of a beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc trisaccharide unit, to the GlcNAc residue at the reducing end of which is also linked (1->6) an alpha-L-fucosyl residue.


An amino trisaccharide that is 2-acetamido-2-deoxy-beta-D-glucopyranose in which the hydroxy groups at positions 4 and 6 have been converted into the corresponding 2-acetamido-2-deoxy-beta-D-glucopyranosyl and alpha-L-fucopyranosyl derivatives, respectively.


A tertiary ammonium ion that is the conjugate acid of dasatinib, resulting from the protonation of the piperazine tertiary amino group. Major microspecies at pH 7.3.


organic calcium compound

A calcium compound with C-H bonds


organic phosphate compound

A phosphate compound with C-H bonds


organic iron compound

An iron compound with C-H bonds


a polar L-alpha-amino acid zwitterion

An L-alpha-amino acid zwitterion resulting from a transfer of a proton from the carboxy to the amino group of any polar L-alpha-amino acid; major species at pH 7.3.


name: a nonpolar L-alpha-amino acid zwitterion

description: An L-alpha-amino acid zwitterion resulting from a transfer of a proton from the carboxy to the amino group of any nonpolar L-alpha-amino acid; major species at pH 7.3.


fructooligosaccharide

carbohydrate-based polymers derived from natural sources that can be utilized by certain gastrointestinal tract bacteria but not by the host animal


mucilages A

polysaccharides containing hexose and pentose sugars and uronic acids, is secreted by root cells as the root grows through the soil


lysophosphatidylcholine 17:2

A lysophosphatidylcholine in which the remaining acyl group (position unspecified) contains 17 carbons and 2 double bonds.


lysophosphatidylcholine 19:1

A lysophosphatidylcholine in which the remaining acyl group (position unspecified) contains 19 carbons and 1 double bond.


lysophosphatidylcholine 19:2

A lysophosphatidylcholine in which the remaining acyl group (position unspecified) contains 19 carbons and 2 double bonds.


phosphatidylinositol 34:0

A 1-phosphatidyl-1D-myo-inositol in which the two acyl groups contain a total of 34 carbon atoms and no double bonds.


phosphatidylinositol 37:4

A 1-phosphatidyl-1D-myo-inositol in which the two acyl groups contain a total of 37 carbon atoms and 4 double bonds.


phosphatidylinositol 37:5

A 1-phosphatidyl-1D-myo-inositol in which the two acyl groups contain a total of 37 carbon atoms and 5 double bonds.


phosphatidylinositol 39:4

A 1-phosphatidyl-1D-myo-inositol in which the two acyl groups contain a total of 39 carbon atoms and 4 double bonds.


Guanosine substituted with a methyl group at position N-1.


Inosine carrying a methyl substituent at position 1 on the hypoxanthine ring.


HA Binder_1-scrm

310 helical peptide without hyaluronic acid binding domain -  negative control


HA Binder_17X-3

Hyaluronic acid binding peptide from 310 domains


HA Binder_6f-2

310 helical peptide with hyaluronic acid binding domains


A methylpseudouridine in which the methyl group is located at position N-1 on the uracil ring.


A linear amino trisaccharide comprising a chain of alpha-N-acetylneuraminyl, N-acetyl-beta-D-galactosaminyl and beta-D-galactose residues linked sequentially (2->6) and (1->3). A 5-aminopentyl linker may be attached to the oxygen at position 1 of the galactose residue.


Leu-enkephalin zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Leu-enkephalin. Major species at pH 7.3.


A 6-(N-acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol(1-) arising from deprotonation of the phosphate OH group of 6-(N-acetyl-alpha-D-glucosaminyl)-(1-stearoyl,2-(9Z)-octadecenoyl-sn-glycero-3-phospho)-1D-myo-inositol; major species at pH 7.3.


A 6-(alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol zwitterion arising from deprotonation of the phosphate OH group of 6-(alpha-D-glucosaminyl)-(1-stearoyl,2-(9Z)-octadecenoyl-sn-glycero-3-phospho)-1D-myo-inositol; major species at pH 7.3.


substance P(3+)

A peptide cation obtained from the protonation of the amino and guanidino groups of substance P; major species at pH 7.3.


A peptide cation that is the conjugate acid of L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2, arising from the protonation of the N-terminal amino group. Major species at pH 7.3.


A peptide cation that is the conjugate acid of L-Phe-Gly-L-Leu-L-Met-NH2, arising from the protonation of the N-terminal amino group. Major species at pH 7.3.


A peptide cation that is the conjugate acid of Gly-L-Leu-L-Met-NH2, arising from the protonation of the N-terminal amino group. Major species at pH 7.3.


A mononitroglycerol that is glycerol in which the hydrogen atom of the hydroxy group at position 1 is replaced by a nitro group.


A peptide cation that is the conjugate acid of L-Leu-L-Met-NH2, arising from the protonation of the N-terminal amino group. Major species at pH 7.3.


A peptide anion obtained by removal of protons from the two carboxy groups as well as protonation of the primary amino group of goralatide; major species at pH 7.3.


A peptide anion obtained by deprotonation of the two carboxy groups of N-acetyl-L-seryl-L-aspartic acid; major species at pH 7.3.


A peptide cation obtained by deprotonation of the carboxy terminus and protonation of the side-chain amino group and the amino terminus of Lys-Pro; major species at pH 7.3.


Ile-Leu zwitterion

A dipeptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Ile-Leu.


Tyr-Ile-Leu zwitterion

A tripeptide zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of Tyr-Ile-Leu. Major microspecies at pH 7.3.


Tyr-Gly-Gly zwitterion

A tripeptide zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of Tyr-Gly-Gly. Major microspecies at pH 7.3.


Phe-Met zwitterion

A dipeptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Phe-Met.


Phe-Leu zwitterion

A dipeptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Phe-Leu.


epoxy fatty acid anion

An epoxy monocarboxylic acid anion resulting from the deprotonation of the carboxy group of any epoxy fatty acid.


epoxy monocarboxylic acid anion

Any monocarboxylic acid anion containing at least one epoxy group.


A branched amino tetrasaccharide comprising a chain of alpha-N-acetylneuraminyl, N-acetyl-beta-D-glucosaminyl and beta-D-galactose residues linked sequentially (2->6) and (1->3), to the N-acetyl-beta-D-glucosaminyl residue of which is also attached via a beta(1->3) linkage a futher D-galactosyl residue. A 5-aminopentyl linker may be attached to the oxygen at position 1 of the galactose residue.


A branched amino pentasaccharide comprising a chain of alpha-N-acetylneuraminyl, N-acetyl-beta-D-glucosaminyl and beta-D-galactose residues linked sequentially (2->6) and (1->3), to the N-acetyl-beta-D-glucosaminyl residue of which is also attached via a beta(1->3) linkage an  N-acetyl-beta-D-galactosaminyl-(1->4)-D-galactosyl disaccharide side-chain. A 5-aminopentyl linker may be attached to the oxygen at position 1 of the reducing-end galactose residue.


A branched amino pentasaccharide comprising a chain of alpha-N-acetylneuraminyl, N-acetyl-beta-D-glucosaminyl and beta-D-galactose residues linked sequentially (2->6) and (1->3), to the N-acetyl-beta-D-glucosaminyl residue of which is also attached via a beta(1->3) linkage an N-acetylneuraminyl-(1->3)-D-galactosyl disaccharide side-chain. A 5-aminopentyl linker may be attached to the oxygen at position 1 of the reducing-end galactose residue.


dihydrodemethylsterigmatocystin

An organic heteropentacyclic compound that is sterigmatocystin in which the methoxy group at position 6 is replaced by a hydroxy group.


name: Cis-Ferulic acid [arabinosyl-(1->3)-[glucosyl-(1->6)]-glucosyl] ester


A branched amino pentasaccharide comprising a chain of alpha-N-acetylneuraminyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl and beta-D-galactose residues linked sequentially (2->3), (1->3) and (1->3), to the D-galactosyl residue distal to the reducing end is also attached an N-acetyl-beta-D-glucosaminyl residue of which is also attached via a beta(1->6) linkage an N-acetyl-D-galactosyl residue. A 5-aminopentyl linker may be attached to the oxygen at position 1 of the reducing-end galactose residue.


A linear amino trisaccharide comprising alpha-N-acetylneuraminyl, N-acetyl-beta-D-glucosaminyl and beta-D-glucose residues linked sequentially (2->6) and (1->3). A 5-aminopentyl linker may be attached to the oxygen at position 1 of the reducing-end glucose residue.


A tertiary amine consisting of 1,2,3,4-tetrahydroquinoline having an N-methyl substituent.


name: 3-furancarboxylic acid, tetrahydro-4-methylene-5-oxo-2-propyl-, (2r,3s)-rel-


name: 8,11-tridecadienoic acid, 13-(3-pentyl-2-oxiranyl)-, (8z,11z)-


name: 4,5-epoxy-7z,10z,13z,16z,19z-docosapentaenoic acid, methyl ester


name: Adenosine, cyclic 3',5'-[hydrogen [p(s)]-phosphorothioate]


name: Carbamic acid, [(3,4-dichlorophenyl)methyl]-, (1s)-2,3-dihydro-1h-inden-1-yl ester


A member of the class of 4-nitroanisoles that is anisole in which one the hydrogen meta to the methoxy group is replaced by a nitro group.


name: Pyrrolidinium, 1-[(7r)-7-(acetyloxy)-4-hydroxy-4-oxido-3,5,9-trioxa-4-phosphapentacos-1-yl]-1-methyl-, inner salt


name: Methylphosphonothioic acid o-ethyl ester


name: Rac-trans-4-cotininecarboxylic acid methyl ester


A dipeptide composed of L-leucine and L-methioninamide units joined by a peptide linkage. It is a noncompetitive inhibitor of Gap1 transport.


A tripeptide composed of glycine, L-leucine and L-methioninamide joined in sequence by peptide linkages. It is a C-terminal fragment of substance P.


N-acetyl-L-seryl-L-aspartic acid

A dipeptide formed from N-acetyl-L-seryl and L-aspartic acid residues.


A tetrapeptide composed of L-phenylalanine, glycine, L-leucine, and L-methioninamide joined in sequence by peptide linkages. It is a C-terminal fragment of substance P.


A pentapeptide composed of L-phenylalanine, L-phenylalanine, glycine, L-leucine, and L-methioninamide joined in sequence by peptide linkages. It is a C-terminal fragment of substance P.


Ser-Asp-Lys-Pro

A tetrapeptide composed of L-serine, L-aspartic acid, L-lysine, and L-proline joined in sequence by peptide linkages.


4-formylbenzoic acid

A member of the class of benzoic acids that is benzoic acid substituted by a formyl group at position 4.


An amino hexasaccharide comprised of a backbone of N-acetyl-beta-D-glucosaminyl, alpha-D-mannosyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and  N-acetyl-beta-D-glucosamine residues linked in sequence (1->2), (1->3), (1->4) and (1->4), to the beta-D-mannosyl residue is also linked (1->2) a beta-D-xylosyl residue.


zearalenone hapten ZEo

A macrolide that is an immunizing hapten of the mycotoxin zearalenone which incorporates a carboxylated[(5-carboxypentyl)oxy]imino spacer arm through the carbonyl function at C-7.


zearalenone hapten ZEp

A macrolide that is an immunizing hapten of the mycotoxin zearalenone which incorporates a carboxylated five-carbon long aliphatic spacer arm through the oxygenated quasi-distal position at C-14.


N-succinyl-L-alpha-amino acid

An N-acyl-L-alpha-amino acid that is any L-alpha-amino acid in which the amino group undergoes formal condensation with one of the carboxy groups of succinic acid.


17beta-estradiol 17-sulfate

A steroid sulfate obtained by the formal condensation of sulfuric acid with the 17-hydroxy group of 17beta-estradiol.


benzpyrimoxan

A member of the class of pyrimidines that is pyrimidine substituted by [4-(trifluoromethyl)phenyl]methoxy and 1,3-dioxan-2-yl groups at positions 4 and 5, respectively. It is an insecticide discovered and developed by Nihon Nohyaku, inhibits molting of nymphs of plant and leaf hoppers and reduces the pest population in paddy fields.


MANNOSTATIN A

An amino cyclitol that is cyclopentane substituted by hydroxy groups at positions 1, 2 and 3, by an amino group at positon 4, and by a methylsulfanediyl group at position 5 (the 1R,2R,3R,4S,5R-stereoisomer). It is isolated from the soil bacterium Streptoverticillium verticillium.


branched-chain keto acid

An oxo carboxylic acid in which the parent hydrocarbon chain has one or more alkyl substituents. Derivatives formed from the first step in the metabolism of branched-chain amino acids and can provide important information on animal health and disease.


mannostatin B

An amino cyclitol that is cyclopentane substituted by hydroxy groups at positions 1, 2 and 3, by an amino group at positon 4, and by a methylsulfinyl group at position 5 (the 1R,2R,3R,4S,5R-stereoisomer). It is isolated from the soil bacterium Streptoverticillium verticillium.


A deoxyribonucleotide(1-) residue that is thymidine 5'-monophosphate(1-) residue substituted by an ADP-alpha-D-ribofuranosyl group at position N(3) of the thymidine ring; Major microspecies at pH 7.3.


name: medium-chain (3S)-hydroxy fatty acyl-CoA(4-)

description: A (3S)-3-hydroxyacyl-CoA arising from deprotonation of the phosphate and diphosphate OH groups of any medium-chain (3S)-hydroxy fatty acyl-CoA; major species at pH 7.3.


branched-chain keto acid anion

An oxo carboxylic acid anion that is the conjugate base of branched-chain keto acid resulting from the deprotonation of the carboxy group.


A peptide cation obtained by deprotonation of the carboxy terminus and protonation of the side-chain amino group and the amino terminus of Lys-Gly; major species at pH 7.3.


A peptide anion obtained by deprotonation of the terminal and side-chain carboxy groups and protonation of the terminal amino group of Asp-Gly; major species at pH 7.3.


A peptide anion obtained by deprotonation of the terminal and side-chain carboxy groups and protonation of the terminal amino group of Gly-Asp; major species at pH 7.3.


Phe-Phe zwitterion

An L-aminoacyl-L-amino acid zwitterion resulting from transfer of a proton from the carboxy to the amino group of L-phenylalanyl-L-phenylalanine; major species at pH 7.3.


A branched amino heptasaccharide consisting of a beta-D-GlcNAc residue at the reducing end with a beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->3)-[alpha-D-Man-(1->6)]-[beta-D-Xyl-(1->2)]-beta-D-Man-(1->4)-beta-D-GlcNAc moiety attached via a beta-(1->4)-linkage.


Leu-Leu zwitterion

An L-aminoacyl-L-amino acid zwitterion resulting from transfer of a proton from the carboxy to the amino group of L-leucyl-L-leucine; major species at pH 7.3.


A guanosine 5'-phosphate that is 7-methyl-GTP in which the hydroxy group of the terminal phosphate is substituted by a guanosinyl group. It is a cap analog that can be incorporated into mRNA.


Tyr-Gly zwitterion

A dipeptide zwitterion resulting from transfer of a proton from the carboxy to the amino group of L-tyrosylglycine; major species at pH 7.3.


Met-Phe-Met zwitterion

A tripeptide zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of Met-Phe-Met. Major microspecies at pH 7.3.


Ala-Leu-Ala zwitterion

A tripeptide zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of Ala-Leu-Ala. Major microspecies at pH 7.3.


A branched amino heptasaccharide comprised of a backbone of N-acetyl-beta-D-glucosaminyl, alpha-D-mannosyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues linked in sequence (1->2), (1->3), (1->4) and (1->4), to the beta-D-mannosyl residue is also linked (1->2) a beta-D-xylosyl residue, while to the N-acetyl-beta-D-glucosamine residue at the reducing end is also linked (1->6) an alpha-L-fucosyl residue.


A secondary ammonium ion that is the conjugate acid of (R,R)-labetalol resulting from the protonation of the secondary amino group; major species at pH 7.3.


(R)-leptophos

The (R)-enantiomer of leptophos.


(S)-leptophos

The (S)-enantiomer of leptophos.


LEPTOPHOS

An organic phosphonate that is phenylphosphonothioic O,O-acid in which the hydroxy groups are substituted by methoxy and 4-bromo-2,5-dichlorophenoxy groups.


epyrifenacil

An ethyl ester resulting from the formal condensation of the carboxy group of S-3100-CA with ethanol. It is a proherbicide for S-3100-CA  and exhibits high efficacy against a wide range of broad-leaved weeds and grass weeds.


An aromatic ether that is benzene substituted by [2-(carboxymethoxy)pyridin-3-yl]oxy, chloro, fluoro, and 3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl groups at position 1, 2, 4 and 5, respectively. It is the active metabolite of the proherbicide epyrifenacil.


The dicarboxylate anion of (S)-methylsuccinic acid; major species at pH 7.3.


spirobudifen

An oxaspiro compound that is 1-oxaspiro[4.5]dec-3-en-2-one substituted by 2,4-dichlorophenyl and (butoxycarbonyl)oxy groups at positions 3 and 4, respectively. It is an acaricide from Zhejiang Udragon Bioscience.


tiorantraniliprole

A secondary carboxamide resulting from the formal condensation of the carboxylic acid group of 3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid with the primary amino group of 2-amino-3,5-dichloro-N-(propan-2-yl)benzenecarbothioamide. It is an insecticide from Zhejiang Udragon Bioscience.


A dicarboxylic acid dianion resulting from the deprotonation of the two carboxy groups of 3-methylbenzylsuccinic acid; Major species at pH 7.3.


name: (6RS)-22-hydroxy-23,24,25,26,27-pentanorvitamin D3 6,19-sulfur dioxide adduct


name: (6R)-vitamin D3 6,19-(4-phenyl-1,2,4-triazoline-3,5-dione) adduct


A C18, polyunsaturated, epoxy fatty acid having double bonds at positions 9 and 11, and a (13S)-12,13-epoxy group.


3-methylbenzylsuccinic acid

A dicarboxylic acid consisting of succinic acid carrying a 3-methylbenzyl group at position 2.


isocycloseram

A diastereoisomeric mixture containing containing 80-100% of the (4R,5S)-isomer and 0-20% of (4R,5R)-,(4S,5R)-, and (4S,5S)-isomers. It is a broad-spectrum insecticide and acaricide developed by Syngenta Crop Protection that is active against several pest species including lepidopteran, hemipteran, and dipteran pest species.


The (4R,5S)-stereoisomer of isocycloseram.


The (4R,5R)-stereoisomer of isocycloseram.


The (4S,5R)-stereoisomer of isocycloseram.


The (4S,5S)-stereoisomer of isocycloseram.


A member of the class of isoxazoles that is 4,5-dihydro-1,2-oxazole substituted by 4-[(2-ethyl-3-oxo-1,2-oxazolidin-4-yl)carbamoyl]-3-methylphenyl, trifluoromethyl, and 3,5-dichloro-4-fluorophenyl groups at positions 3, 5, and 5, respectively.


A dicarboxylic acid dianion resulting from the deprotonation of the two carboxy groups of 3-hydroxyglutaric acid; major species at pH 7.3.


A HETE that is icosa-5,8,10,14-tetraenoic acid substituted by a hydroxy group at position 12. It is a metabolite of arachidonic acid.


2,4-dimethylphenyl hydrogen sulfate

An aryl sulfate that is 2,4-xylenol in which the phenolic hydrogen has been replaced by a sulfo group.


A member of the class of phenols that phenol substituted by methyl groups at positions 2 and 5.


2,5-dimethylphenyl hydrogen sulfate

An aryl sulfate that is 2,5-xylenol in which the phenolic hydrogen has been replaced by a sulfo group.


A dicarboxylic acid dianion resulting from the deprotonation of the two carboxy groups of 2,2-dimethylsuccinic acid; major species at pH 7.3.


A dicarboxylic acid dianion resulting from the deprotonation of the two carboxy groups of  2,3-dimethylsuccinic acid ; major species at pH 7.3.


fusoxypene A

A pentacyclic sesterterpene derivative.


fusoxypene B

A pentacyclic sesterterpene derivative.


fusoxypene C

A tricyclic sesterterpene derivative.


(-)-astellatene

A pentacyclic sesterterpene derivative.


preaspterpenacid acid I

A pentacyclic sesterterpene derivative.


preaspterpenacid acid II

A pentacyclic sesterterpene derivative.


tetflupyrolimet

An N-alkylpyrrolidine that is pyrrolidine substituted by methyl, oxo, (2-fluorophenyl)aminocarbonyl, and 3-(trifluoromethyl)phenyl groups at positions 1, 2, 3, and 4, respectively. It is a herbicide developed by FMC Corporation for the control of grass weeds in rice, as well as key broadleaf weeds and sedges.


fusahexin

A cyclic hexapeptide with the amino acid sequence cyclo-(D-Ala-L-Leu-D-allo-Thr-L-Pro-D-Leu-L-Leu). Fusahexin is a secondary metabolite produced by the plant pathogenic fungus Fusarium graminearum.


butyrolactone II

Major microspecies at pH 7.3


A N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide in which the double bond adopts a trans-configuration.


BUTYROLACTONE I

The prenylated form of butyrolactone II; major microspecies at pH 7.3


An organic anionic group obtained by deprotonation of the diphosphate OH groups of N(tele)-(ADP-D-ribosyl)-L-histidyl residue; major microspeciess at pH 7.3.


A 4-methylidene-2-octyl-5-oxotetrahydrofuran-3-carboxylic acid that has 2R,3S-configuration.


A 4-methylidene-2-octyl-5-oxotetrahydrofuran-3-carboxylic acid that has 2S,3R-configuration.


A tetrahydrofuranone that is tetrahydrofuran substituted by octyl, carboxy, methylidene, and oxo groups at positions 2, 3, 4 and 5, respectively.


A branched amino hexasaccharide that is beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-D-GlcpNAc in which the hydroxy groups at positions 2 and 3 of the mannosyl residue have been glycosylated by beta-D-xylopyranosyl and alpha-D-mannopyranosyl residues respectively, while the GlcNAc residue at the reducing end carries also an alpha-L-fucosyl residue attached via a (1->3)-linkage.


ADP-alpha-D-ribose

An ADP-D-ribose with beta configuration at the anomeric centre.


ADP-beta-D-ribose

An ADP-D-ribose with alpha configuration at the anomeric centre.


A secondary carboxamide resulting from the formal condensation of the carboxy group of 4-[(4-ethylpiperazin-1-yl)methyl]-3-(trifluoromethyl)benzoic acid with the primary amino group of N(3)-[(4-methoxy-1H-pyrrolo[2,3-b]pyridin-5-yl)methyl]-4-methylbenzene-1,3-diamine. It is a potent inhibitor of discoidin domain receptor tyrosine kinase 1 and 2 (DDR1/2) with IC50 = 47 nM and 145 nM, respectively.


TAIWANIN C

A furonaphthodioxole that is furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one substituted by a 1,3-benzodioxol-5-yl group at position 5. It is a naturally occurring lignan extracted from Taiwania cryptomerioides and found to be a potential inhibitor of COX2 expression.


2-aminoacetyl fluoride

An acyl flouride that is acetyl fluoride substituted by an amino group at position 2. It is a carcinogenic agent which induces hepatocellular carcinoma in rodents.


12-oxo-cis-dodec-9-enoic acid

A C12, omega-oxo fatty acid with a double bond at position 9; found in soybean, a metabolite of both linolenic and linoleic acids.


12-oxo-trans-10-dodecenoic acid

A monounsaturated fatty acid comprising dodecanoic acid having a trans-double bond at the 10-position and a 12-oxo group.


2,4-hexadienyl acetate

An acetate ester obtained by formal condensation of the carboxy group of acetic acid with the hydroxy group of hexa-2,4-dien-1-ol.


17-oxo steroid

Any  oxo steroid carrying the oxo group at position 17.


name: 8-Hydroxyluteolin 4'-methyl ether 8-glucuronide


alpha-camphorene

A cycloalkene that is cyclohexene substituted by 2-methylpent-2-en-5-yl and 6-methylhepta-1,5-dien-2-yl groups at positions 1 and 4, respectively. It is a diterpene isolated from several plant species.


name: 8-Hydroxyluteolin 4'-methyl ether 8-glucoside


Glu-Arg-Gly-Met-Thr zwitterion

A pentapeptide zwitterion resulting from transfer of protons from the carboxy to the amino groups of L-glutamyl-L-arginyl-glycyl-L-methionyl-L-threonine; major species at pH 7.3. It is a quorum-sensing molecule secreted by Bacillus subtilis.


A cyclopentanone that is cyclopentane substituted by a 7-carboxyheptyl, (2Z)-pent-2-en-1-yl, and oxo groups at positions 1, 2, and 3, respectively.


A fatty amide obtained by the formal condensation of arachidonic acid with 2-chloroethanamine. It is a potent agonist of the CB1 receptor (Ki = 1.4 nM) and also has a low affinity for the CB2 receptor (Ki = 3100 nM).


An oxo monocarboxylic acid anion that is the conjugate base of 8-[(1S,2S)-3-oxo-2-{(Z)-pent-2-en-1-yl}cyclopentyl]octanoic acid resulting from the deprotonation of the carboxy group; major species at pH 7.3.


HELIOXANTHIN

A furonaphthodioxole that is furo[3',4':6,7]naphtho[1,2-d][1,3]dioxol-7(9H)-one substituted by a 1,3-benzodioxol-5-yl group at posiiton 10. It is a inhibitor of HBV, HCV and HSV-1 viruses.


A modified GTP nucleotide lacks a hydroxyl group at the 3' carbon of the ribose moiety; major microspecies at pH 7.3


A modified UTP nucleotide lacks a hydroxyl group at the 3' carbon of the ribose moiety; major microspecies at pH 7.3


A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group  of 5alpha-androstane-3alpha,17beta-diol 3-glucosiduronic acid; major species at pH 7.3.


fatty acid 26:0

A saturated fatty acid containing 26 carbons and 0 double bonds.


dextran sulfate sodium

An organic sodium salt of dextran sulfate. It induces colitis in mice.


dextran sulfate anion

An organosulfate oxoanion resulting from the deprotonation of the sulfo groups of dextran sulfate; major species at pH 7.3.


acetyl fluoride

An acyl fluoride that is fluoroethane carrying an oxo group at position 1.


PENNICITRINONE C

A pyranoxanthene that is 3,5-dihydro-2H-pyrano[4,3,2-kl]xanthene substituted by methyl groups at positions 2R, 3S, 4, and 10, by an oxo group at position 5, by hydroxy groups at positions 8 and 10, and by a (2S,3S)-3-hydroxybutan-2-yl group at position 9. It is a natural product isolated from the fungus Penicillium citrinum B-57.


PENICITRINOL B

A furopyranoxanthene with formula C24H28O6. It is a natural product isolated from the fungus Penicillium citrinum B-57.


furopyranoxanthene

An organic heteropentacyclic compound having a skeleton comprising of pyranoxanthene ortho-fused to a furan ring.


A branched amino octasaccharide consisting of a beta-D-GlcNAc residue at the reducing end with an alpha-D-Man-(1->6)-[beta-D-Xyl-(1->2)]-[alpha-D-Man-(1->3)]-beta-D-Man-(1->4)-beta-D-GlcNAc moiety attached via a (1->4)-linkage and alpha-L-Fuc residues attached via (1->3) and (1->6) linkages.


A C27-steroid that is cholesterol carrying a hydroxy group at position 16S and 22S.


A tertiary ammonium ion that is the conjugate acid of ponatinib resulting from the protonation of the piperazine nitrogen. Major microspecies at pH 7.3.


A C27-steroid that is cholesterol carrying a hydroxy group at position 16S and an oxo group at position 22.


Glu-Arg-Gly-Met

A tetrapeptide composed of L-glutamic acid, L-arginine, glycine, and L-methionine joined in sequence by peptide linkages.


Glu-Arg-Gly-Met-Thr

A pentapeptide composed of L-glutamic acid, L-arginine, glycine, L-methionine, and L-threonine joined in sequence by peptide linkages.


A 3beta-hydroxy-Delta(5)-steroid that is furostan carrying a double bond between positions 5-6 and hydroxy groups at positions 3beta and 22R.


lauryl acrylate

An acrylate ester obtained by the formal condensation of the hydroxy group of dodecan-1-ol with the carboxy group of acrylic acid.


A branched amino heptasaccharide that is beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc in which the hydroxy groups at positions 2 and 3 of the mannosyl residue have been glycosylated by a beta-D-xylopyranosyl residue and an N-acetyl-beta-D-glucopyranosaminyl-(1->2)-alpha-D-mannopyranosyl group respectively, while the GlcNAc residue at the reducing end carries also an alpha-L-fucosyl residue attached via a (1->3)-linkage.


PYRROLE

A tautomer of pyrrole that has the double bonds at positions 2 and 4.


N-methyl-aminoisobutyrate zwitterion

The conjugate base of N-methylaminoisobutyric acid obtained from the deprotonation of the carboxy group; major species at pH 7.3.


anisiflupurin

A member of the class of 6-aminopurines that is 9H-purine substituted by fluoro and (3-methoxyphenyl)amino groups at positions 2 and 6, respectively. It is a plant growth regulator developed by Syngenta crop protection AG and an inhibitor of cytokinin oxidase/dehydrogenase 2.


fenmezoditiaz

An iminium betaine that is 2,3,7,8-tetrahydro[1,3]thiazolo[3,2-a]pyrimidin-4-ium substituted by a 2-chloro-1,3-thiazol-5-yl, oxidanidyl, phenyl, oxo, and methyl groups at positions 3R, 5, 6, 7 and 8, respectively. It is a mesoionic insecticide developed by BASF.


A primary ammonium ion that is the conjugate acid of 3-methoxytyramine resulting from the protonation of the primary amino group; Major microspecies at pH 7.3.


4-oxocyclohexanecarboxylic acid

A 5-oxo monocarboxylic acid that is cyclohexanone in which one of the hydrogens at position 4 is substituted by a carboxylic acid group.


methoxylated aromatic compound

Organic aromatic compounds having one methoxy group and one or more other groups attached to a benzene or other arene ring.


A branched amino hexasaccharide comprised of a backbone of alpha-D-mannosyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues linked in sequence (1->3), (1->4) and (1->4), to the beta-D-mannosyl residue is also linked (1->2) a beta-D-xylosyl residue, while to the N-acetyl-beta-D-glucosamine residue at the reducing end is also linked (1->6) an alpha-L-fucosyl residue.


caesium salt

Any alkali metal salt having caesium(1+) as the cation.


A branched amino heptasaccharide consisting of a beta-D-GlcNAc residue at the reducing end with an alpha-D-Man-(1->3)-[beta-D-Xyl-(1->2)]-beta-D-Man-(1->4)-beta-D-GlcNAc moiety attached via a (1->4) linkage and alpha-L-Fuc residues attached via (1->3) and (1->6) linkages.


A branched amino octasaccharide comprised of a backbone of N-acetyl-beta-D-glucosaminyl, alpha-D-mannosyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues linked in sequence (1->2), (1->3), (1->4) and (1->4), to the beta-D-mannosyl residue is also linked (1->2) a beta-D-xylosyl residue, while to the N-acetyl-beta-D-glucosamine residue at the reducing end are also linked (1->3) and (1->6) alpha-L-fucosyl residues.


fluoxytioconazole (thiol)

A racemate comprising equimolar amounts of (R)- and (S)-fluoxytioconazole (thiol). It is a conazole fungicide from Corteva Agriscience. Its mechanism of action is most likely due to the inhibition of ergosterol biosynthesis via inhibition of C14-demethylase (SBI Class I).


fluoxytioconazole (thione)

A racemate comprising equimolar amounts of (R)- and (S)-fluoxytioconazole (thione).


A methyluridine that consists of uridine bearing two methyl substituents located at position C-5 on the uracil ring and position O-2' on the ribose ring.


A member of the class of cyclobutanes that is cyclobutane substituted by [2-(trifluoromethyl)pyridine-3-carbonyl]amino and 2,4-dichlorophenyl groups at positions 1 and 2, respectively.


(R,R)-cyclobutrifluram

A N-[2-(2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide that has 1R,2R-configuration.


(S,S)-cyclobutrifluram

A N-[2-(2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide that has 1S,2S-configuration.


metarylpicoxamid

An ester resulting from the formal condensation of the hydroxy group of (2S,3S)-3-(2-methylphenyl)butan-2-yl N-(3-hydroxy-4-methoxypyridine-2-carbonyl)-L-alaninate with the carboxy group of propanoic acid. It is a fungicide from Corteva Agriscience.


A methyl ester resulting from the formal condensation of the carboxy group of N-{[(2S)-1-(4-nitroanilino)-1-oxo-3-phenylpropan-2-yl]carbamoyl}-D-norleucyl-L-lysine with methanol. It is a partial agonist of somatostatin subtype receptor 3 (Ki = 24 nM) that exhibits anticonvulsant effects.


A 1-O-D-glucopyranosyl-D-mannitol that has alpha configuration at the anomeric centre.


ISOMALT

A glycosyl alditol consisting of alpha-D-glucopyranose and (2xi)-D-arabino-hexitol residues joined in sequence by a (1->1) glycosidic bond.


A branched amino nonasaccharide consisting of a beta-D-GlcNAc residue at the reducing end with a beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->3)-[alpha-D-Man-(1->6)]-[beta-D-Xyl-(1->2)]-beta-D-Man-(1->4)-beta-D-GlcNAc moiety attached via a beta-(1->4)-linkage and two alpha-L-Fuc residues attached via alpha-(1->3)- and alpha-(1->6)-linkages.


A methyluridine that consists of uridine bearing a single methyl substituent located at position O-2' on the ribose ring.


A branched amino decasaccharide consisting of a beta-D-GlcNAc residue at the reducing end with a beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->3)-[beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->6)]-[beta-D-Xyl-(1->2)]-beta-D-Man-(1->4)-beta-D-GlcNAc moiety attached via a beta-(1->4)-linkage and two alpha-L-Fuc residues attached via alpha-(1->3)- and alpha-(1->6)-linkages.


A branched amino heptasaccharide comprised of a backbone of beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl, alpha-D-mannosyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues linked in sequence (1->4), (1->2), (1->3), (1->4) and (1->4), to the beta-D-mannosyl residue is also linked (1->2) a beta-D-xylosyl residue.


A branched amino octasaccharide consisting of a beta-D-GlcNAc residue at the reducing end with a beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->6)-[alpha-D-Man-(1->3)]-[beta-D-Xyl-(1->2)]-beta-D-Man-(1->4)-beta-D-GlcNAc moiety attached via a beta-(1->4)-linkage.


A branched amino octasaccharide consisting of a beta-D-GlcNAc residue at the reducing end with a beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->3)-[alpha-D-Man-(1->6)]-[beta-D-Xyl-(1->2)]-beta-D-Man-(1->4)-beta-D-GlcNAc moiety attached via a beta-(1->4)-linkage.


A branched amino decasaccharide consisting of a beta-D-GlcNAc residue at the reducing end with a beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->3)-[beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->6)]-[beta-D-Xyl-(1->2)]-beta-D-Man-(1->4)-beta-D-GlcNAc moiety attached via a beta-(1->4)-linkage.


A branched amino heptasaccharide comprised of a backbone of N-acetyl-beta-D-galactosaminyl, N-acetyl-beta-D-glucosaminyl, alpha-D-mannosyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues linked in sequence (1->4), (1->2), (1->3), (1->4) and (1->4), to the beta-D-mannosyl residue is also linked (1->2) a beta-D-xylosyl residue.


A branched amino octasaccharide consisting of a beta-D-GlcNAc residue at the reducing end with a beta-D-GalNAc-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->6)-[alpha-D-Man-(1->3)]-[beta-D-Xyl-(1->2)]-beta-D-Man-(1->4)-beta-D-GlcNAc moiety attached via a beta-(1->4)-linkage.


A branched amino octasaccharide consisting of a beta-D-GlcNAc residue at the reducing end with a beta-D-GalNAc-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->3)-[alpha-D-Man-(1->6)]-[beta-D-Xyl-(1->2)]-beta-D-Man-(1->4)-beta-D-GlcNAc moiety attached via a beta-(1->4)-linkage.


A branched amino decasaccharide consisting of a beta-D-GlcNAc residue at the reducing end with a beta-D-GalNAc-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->3)-[beta-D-GalNAc-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->6)]-[beta-D-Xyl-(1->2)]-beta-D-Man-(1->4)-beta-D-GlcNAc moiety attached via a beta-(1->4)-linkage.


guanosine-5'-triphosphate(3-) group

An organic anionic group obtained by deprotonation of the three free phosphate OH groups of guanosine 5'-triphosphate group.


ascomycotin A

An organic heterotricyclic compound that is 3,4-dihydro-2H,5H-pyrano[3,2-c]chromene substituted by methyl, oxo, hydroxy, methoxy and methoxycarbonyl groups at positions 2R, 4, 7, 8 and 10, respectively. It is isolated from the fungal strain Ascomycota sp. Ind19F07, which was isolated from the deep sea sediment of the Indian Ocean.


chaetocyclinone B

An organic heterotricyclic compound that is 1H,10H-pyrano[4,3-b]chromene substituted by methyl, hydroxy, methoxy, methoxycarbonyl, and oxo groups at positions 3, 6, 7, 9 and 10, respectively. It is produced by cultures of Chaetomium sp. Goe 100/2, which was isolated from marine algae.


Guanosine with the hydrogen on the hydroxyl at position C-2' substituted with a methyl group.


A methylpseudouridine in which the methyl group is located at position O-2' on the ribose ring.


A C-glycosyl compound that is L-tryptophan in which the hydrogen at position 2 on the indole protion has been replaced by an alpha-mannosyl residue.


chaetocyclinone A

An organic heterotricyclic compound that is 1H,10H-pyrano[4,3-b]chromene substituted by methoxy, methyl, hydroxy, methoxy, methoxycarbonyl, and oxo groups at positions 1, 3, 6, 7, 9 and 10, respectively. It is produced by cultures of Chaetomium sp. Goe 100/2, which was isolated from marine algae.


chaetocyclinone C

A chromone with formula C32H24O14. It is produced by cultures of Chaetomium sp. Goe 100/2, which was isolated from marine algae.


anisotanol A

A norsesquiterpenoid with formula C14H24O3. It is isolated from Anisodus tanguticus.


anisotanol B

A norsesquiterpenoid with formula C14H22O3. It is isolated from Anisodus tanguticus.


anisotanol C

A norsesquiterpenoid with formula C14H22O3. It is isolated from Anisodus tanguticus and displays antiangiogenic activity by inhibiting the viability, migration, and tube formation in HUVECs.


westerdijkin A

A methyl ester resulting from the formal condensation of the the carboxy group of {4-[(2-hydroxy-3-methylbut-3-en-1-yl)oxy]phenyl}acetic acid with methanol. It is a natural product isolated from the culture of the deep sea-derived fungus Aspergillus westerdijkiae SCSIO 05233.


sydoxanthone C

A member of the class of xanthones that is 9H-xanthen-9-one substituted by methoxycarbonyl, methylsulfinyl, hydroxymethyl and hydroxy groups at positions 1, 2, 6 and 8, respectively. It is a natural product isolated from the deep-sea-derived fungus Aspergillus sp. SCSIO Ind09F01.


acremolin B

An imidazopurine that is 4,5-dihydro-1H-imidazo[2,1-b]purine substituted by methyl, oxo, methyl, and isopropyl groups at positions 1, 4, 5, and 7, respectively. It is a natural product isolated from the deep-sea-derived fungus Aspergillus sp. SCSIO Ind09F01.


Major microspecies at pH 7.3.


An organic anionic group obtained by deprotonation of the diphosphate OH groups of O-(ADP-D-ribosyl)-L-threonine residue; major microspecies at pH 7.3.


A dicarboxylic acid monoester(1-) that is the conjugate base of secoxyloganin, resulting from the deprotonation of the carboxy group. Major microspecies at pH 7.3.


A member of the class of phenazines that is phenazine substituted by hydroxy groups at positions 1 and 6.


A member of the class of phenazines that is phenazine substituted by a hydroxy group at position 1 and a methoxy groups at position 6. It is a bacterial metabolite found in Streptomyces thioluteus and exhibits weak antibacterial activity.


A member of the class of phenazines that is phenazine substituted by methoxy groups at positions 1 and 6. It is a bacterial metabolite found in Streptomyces thioluteus.


1,6-dimethoxyphenazine N(5)-oxide

An N-oxide that is 1,6-dimethoxyphenazine carrying an oxido group at positions 5; Major microspecies at pH 7.3.


Zwitterionic form of E64, a compound isolated from Aspergillus japonicus, resulting from transfer of a proton from the carboxy to the guanidino group; major species at pH 7.3.


1,6-dihydroxyphenazine N(5)-oxide(1-)

Major microspecies at pH 7.3


An N-oxide that is 1,6-dimethoxyphenazine carrying oxido groups at positions 5 and 10; Major microspecies at pH 7.3.


8-hydroxyquinoline N-oxide

A quinoline N-oxide carrying a hydroxy substituent at position 8.


O-methyltyrosine

A tyrosine derivative that is tyrosine in which the hydroxy group at position 4 of the phenyl ring is substituted by a methoxy group.


A hydroxypyrimidine that is pyrimidine-2,4-diol carrying a carboxy group at position 5.


O-methyl-D-tyrosine

The D-enantiomer of O-methyltyrosine.


QUINACILLIN

A semisynthetic penicillase-resistant penicillin with antibacterial activity; it binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall.


CEFALORAM

A cephalosporin derivative with potent antibacterial activity which binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division, inactivation of which interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity, resulting in the weakening of the bacterial cell wall and causing cell lysis.


ERYSODINE

An erythrina alkaloid with formula C18H21NO3 isolated from several erythrina plant species. It is a competitive antagonist of nicotinic acetylcholine receptors and exhibits antiparasitic and insecticidal activities.


Erythrina alkaloid

Any alkaloid found in Erythrina species, a genus of plants widely distributed throughout the tropical and semi-tropical regions of the world.


name: Quercetin 3,3'-dimethyl ether 4'-glucoside


A peptide cation obtained by deprotonation of the carboxy terminus and protonation of the side-chain amino groups and the amino terminus of Ala-Lys; major species at pH 7.3.


Ala-Val zwitterion

A dipeptide zwitterion resulting from the transfer of a proton from the carboxy to the amino group of Ala-Val; major species at pH 7.3.


A branched amino octasaccharide comprised of a backbone of N-acetyl-beta-D-galactosaminyl, N-acetyl-beta-D-glucosaminyl, alpha-D-mannosyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues linked in sequence (1->4), (1->2), (1->3), (1->4) and (1->4), to the beta-D-mannosyl residue is also linked (1->2) a beta-D-xylosyl residue, while to the D-GlcNAc residue at the reducing end is also linked (1->3) an alpha-L-fucosyl residue.


A sphingolipid where the sphingoid base has 2 hydroxy groups and no double bonds, and the fatty acyl chain is hydroxylated at position C2. The chain lengths for both, the sphingoid base and the fatty acyl are undefined.


A branched amino octasaccharide comprised of a backbone of beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl, alpha-D-mannosyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues linked in sequence (1->4), (1->2), (1->3), (1->4) and (1->4), to the beta-D-mannosyl residue is also linked (1->2) a beta-D-xylosyl residue, while to the beta-D-GlcNAc residue at the reducing end is also linked (1->6) an alpha-L-fucosyl residue.


An inositolphosphoceramide where the chain lengths for both the sphingoid base and the fatty acyl are undefined, the sphingoid base is dihydroxylated with no double bonds, and the fatty acyl chain is hydroxylated at position C2.


(2R)-2-methyl-3-oxopropanoic acid

A 2-methyl-3-oxopropanoic acid that has R-configuration.


A branched amino nonasaccharide comprised of a backbone of beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl, alpha-D-mannosyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues linked in sequence (1->4), (1->2), (1->3), (1->4) and (1->4), to the beta-D-mannosyl residue is also linked (1->2) a beta-D-xylosyl residue, while to the two D-GlcNAc residues distal to the reducing end and at the reducing end are also linked (1->3) and (1->6) respectively alpha-L-fucosyl residues.


L-isoglutamine

An isoglutamine that has L-configuration.


D-isoglutamine

An isoglutamine that has D-configuration.


A branched amino octasaccharide comprised of a backbone of beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl, alpha-D-mannosyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues linked in sequence (1->4), (1->2), (1->3), (1->4) and (1->4), to the beta-D-mannosyl residue is also linked (1->2) a beta-D-xylosyl residue, while the D-GlcNAc residue distal to the reducing end has also linked (1->3) to it an alpha-L-fucosyl residue.


A secondary carboxamide resulting from the formal condensation of the carboxy group of 3-cyano-5-(pentafluoro-lambda(6)-sulfanyl)benzoic acid with the amino group of 2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]aniline. It is a potent TIE-2 inhibitor (Kd = 1.6 nM) which displays in vivo efficacy in some murine glioma models.


A member of the class of naphthalenediols that is 1,2-dihydronaphthalene substituted by hydroxy, hydroxy and methyl groups at position 1, 2 and 7, respectively.


A secondary ammonium ion that is the conjugate acid of ciprofloxacin resulting from the protonation of the NH group; major species at acidic pH.


A branched amino nonasaccharide comprised of a backbone of beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl, alpha-D-mannosyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues linked in sequence (1->4), (1->2), (1->3), (1->4) and (1->4), to the beta-D-mannosyl residue are also linked (1->2) and (1->6) beta-D-xylosyl and alpha-D-mannosyl residues respectively, while the D-GlcNAc residue distal to the reducing end has also linked (1->3) to it an alpha-L-fucosyl residue.


A branched amino nonasaccharide comprised of a backbone of beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl, alpha-D-mannosyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues linked in sequence (1->4), (1->2), (1->6), (1->4) and (1->4), to the beta-D-mannosyl residue are also linked (1->2) and (1->3) beta-D-xylosyl and alpha-D-mannosyl residues respectively, while the D-GlcNAc residue distal to the reducing end has also linked (1->3) to it an alpha-L-fucosyl residue.


A guanidinium ion that is the conjugate acid of leupeptin, arising from protonation of the guanidino group; major species at pH 7.3.


A branched amino oligosaccharide that is a dodecasaccharide derivative in  which two alpha-L-fucosyl-(1->3)-[beta-D-galactosyl-(1->4)]-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl tetrasaccharide units are linked (1->3) and (1->6) to the mannose residue of a beta-D-xylosyl-(1->2)-beta-D-mannosyl-(1->4)-N-acetyl-beta-D-glucosaminyl(1->4)-N-acetyl-beta-D-glucosamine tetrasaccharide.


8-hydroxyquinoline N-oxide(1-)

An organic anion arising from the deprotonation of the hydroxy group of 8-hydroxyquinoline N-oxide; major microspecies at pH 7.3.


imidazopyrazole

Any organic heterobicyclic compound that is imidazole ortho-fused to a pyrazole ring.


A branched amino oligosaccharide that is a tetradecasaccharide derivative in which two alpha-L-fucosyl-(1->3)-[beta-D-galactosyl-(1->4)]-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl tetrasaccharide units are linked (1->3) and (1->6) to the mannose residue of a beta-D-xylosyl-(1->2)-beta-D-mannosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-[alpha-L-fucosyl-(1->3)]-[alpha-L-fucosyl-(1->6)]-N-acetyl-beta-D-glucosamine hexasaccharide.


A branched amino oligosaccharide that is a dodecasaccharide derivative consisting of a beta-D-GlcNAc residue at the reducing end with a beta-D-GalNAc-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->3)-[beta-D-GalNAc-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->6)]-[beta-D-Xyl-(1->2)]-beta-D-Man-(1->4)-beta-D-GlcNAc moiety attached via a beta-(1->4) linkage and with two alpha-L-fucosyl residues attached via (1->3) and (1->6) linkages.


A hydroxy monocarboxylic acid anion that is the conjugate base of 6-hydroxyphenazine-1-carboxylic acid resulting from the deprotonation of the carboxy group; major microspecies at pH 7.3.


Major microspecies at pH 7.3


anthoxanthin

are a type of flavonoid pigments in plants. Anthoxanthins are water-soluble pigments which range in color from white or colorless to a creamy to yellow, often on petals of flowers.


flavanonol

a class of flavonoids that use the 3-hydroxy-2,3-dihydro-2-phenylchromen-4-one (IUPAC name) backbone.


sanguiin H6

Dimer of casuarictin linked by a bond between the gallic acid residue and one of the hexahydroxydiphenic acid units. It has sanguisorbic acid ester groups as linking units between glucopyranose moieties.


lambertianin C

Is trimer of casuarictin linked by sanguisorbic acid ester groups between glucopyranose moieties. It contributes to the antioxidant capacity of raspberries.


arecatannin a2

a class of condensed tannins in the sub-class procyanidins contained in the seeds of Areca catechu also called betel nut. The arecatannin-type natural products from Ceylonese cassia bark and Areca seed are examples polyphenols by both current definitions, and fit the distinct definition of a polymeric phenol as well.


6-hydroxyphenazine-1-carboxylic acid

A member of the class of phenazines that is phenazine substituted by a carboxy group at positions 1 and a hydroxy group at position 6. A natural product found in Streptomyces sp. IFM 11204.


A branched amino nonasaccharide derivative that is beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-D-GlcNAc in which the mannosyl group is substituted at position 6 by an alpha-L-Fuc-(1->6)-[beta-D-GalNAc-(1->4)]-beta-D-GlcNAc-(1->2)-alpha-D-Man group and at position 3 by a beta-D-GlcNAc-(1->2)-alpha-D-Man group.


Effector protein

A protein secreted by microbial pathogens that alter host cells to suppress host defence mechanisms and facilitate infection by the pathogen so it can derive nutrients from the host


foslevodopa

An L-tyrosine derivative that is L-dopa in which the hydroxy group at position 4' is replaced by a phosphonooxy group. It is a water-soluble prodrug of levodopa which is used for the treatment of Parkinson's disease.


foscarbidopa

An L-tyrosine derivative that is carbidopa in which the hydroxy group at position 4' is replaced by a phosphonooxy group. It is a water-soluble prodrug of carbidopa which is used for the treatment of Parkinson's disease.


Major species at pH 7.3


N-phenyl-D-glucopyranosylamine

An N-D-glucosylarylamine that is D-glucopyranose in which the hydroxy group at position 1 is replaced by an anilino group.


polyporic acid anion(1-)

Major microspecies at pH 7.3.


ascocorynin anion(1-)

Major microspecies at pH 7.3.


cyclic A(3'-5')pA(3'-5')pA(3'-5')p(3-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of cyclic A(3'-5')pA(3'-5')pA(3'-5')p; major species at pH 7.3.


An isochromane that is mellein bearing an additional methyl substituent at position 7.


Major species at pH 7.3.


ochratoxin B(1-)

A monocarboxylic acid anion that is the conjugate base of ochratoxin B resulting from the deprotonation of the carboxy group; Major microspecies at pH 7.3.


ochratoxin alpha(1-)

Conjugate base of ochratoxin alpha; major species at pH 7.3.


An indole alkaloid with formula C21H24N2O3.


Major microspecies at pH 7.3


N-carbamoyl-L-tryptophanate

An N-carbamoyl-L-alpha-amino acid anion obtained by deprotonation of the carboxy group of N-carbamoyl-L-tryptophan; major microspecies at pH 7.3.


N-carbamoyl-L-alaninate

An N-carbamoyl-L-alpha-amino acid anion obtained by deprotonation of the carboxy group of N-carbamoyl-L-alanine; major microspecies at pH 7.3.


(12Z)-10-hydroxyoctadec-12-enoic acid

An octadecenoic acid that is (12Z)-octadec-12-enoic acid substituted by a hydroxy group at position 10. It is a metabolite of linoleic acid produced by the gut lactic acid bacterium Lactobacillus plantarum.


purine 2'-deoxyribonucleoside

A 2'-deoxyribonucleoside that has a purine moiety as the nucleobase (the R group in the illustration).


N-carbamoyl-L-phenylalaninate

An L-phenylalanine in which one of the hydrogens of the amino group has been replaced by a carbamoyl group; major microspecies at pH 7.3.


An organic heterobicyclic compound that is (1R,5S)-2-oxabicyclo[3.1.0]hexane carrying amino, carboxy, and carboxy groups at positions 4R, 4R and 6R, respectively. It is a potent agonist of group II metabotropic glutamate receptors mGluR2 and mGluR3 (EC50 = 2.69 nM and 4.48 nM, respectively) that exhibits antipsychotic-like action in animal models of schizophrenia.


proatranorin I

Major microspecies at pH 7.3.


proatranorin II

Major microspecies at pH 7.3.


proatranorin III

Major microspecies at pH 7.3.


didemethylasterriquinone D(1-)

A bisindole alkaloid that is quinone bearing two hydroxy substituents at position 2 and 5 and two indol-3-yl groups at positions 3 and 6; major microspecies at pH 7.3.


A thioester that is ethanethioic S-acid in which the thiol group is substituted by a (3-hydroxypropyl)sulfanediyl group.


asterriquinone C1

A bisindole alkaloid that is quinone bearing two hydroxy substituents at position 2 and 5 and two indol-3-yl groups at positions 3 and 6, one of which is carrying a 1,1-dimethylallyl group at position 2; major microspecies at pH 7.3.


proatranorin IV

Major microspecies at pH 7.3.


asterriquinone C1(1-)

Conjugate base of asterriquinone C1; major microspecies at pH 7.3.


harmol

A 9H-beta-carboline carrying a methyl substituent at C-1 and a hydroxy group at C-7; major microspecies at pH 7.3.


A 9H-beta-carboline carrying a methyl substituent at C-1, a dimethylallyl at C-6 and a hydroxy group at C-7; major microspecies at pH 7.3.


N(tele)-methyl-L-histidine zwitterion

A L-histidine zwitterion in which the methyl group is at N(tele)-position; major microspecies at pH 7.3.


N(tele)-methyl-trans-urocanate

A urocanate derivative obtained by deprotonation of the carboxy group of   N(tele)-methyl-trans-urocanic acid; major species at pH 7.3.


(2R,3S,11R)-aszonalenin zwitterion

Major microspecies at pH 7.3.


INDOLACTUM

A 9-membered ring that is a potent protein kinase C activator


(2S,3R,11R)-aszonalenin zwitterion

Major microspecies at pH 7.3.


(2S,3R,11S)-aszonalenin zwitterion

Major microspecies at pH 7.3.


(2R,3S,11S)-aszonalenin zwitterion

Major microspecies at pH 7.3.


N-acetyl-DL-methionine

A racemate comprising equimolar amounts of N-acetyl-L-methionine and N-acetyl-D-methionine.


A cis-1,2-dihydroxy-1,2-dihydro-7-methylnaphthalene that has 1R,2S-configuration.


A cis-1,2-dihydroxy-1,2-dihydro-7-methylnaphthalene that has 1S,2R-configuration.


L-altritol

A hexitol that is hexane-1,2,3,4,5,6-hexol having (2S,3S,4R,5S) configuration; the L-enantiomer of altritol.


Major species at pH 7.3


LADANEIN

A dimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4' and 7 are replaced by methoxy groups. It is an effective anti-HCV agent.


SALVIGENIN

A trimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4', 6, and 7 are replaced by methoxy groups.


luteolin-5-olate 7-methyl ether

Major species at pH 7.3


kaempferol-3-olate 7-methyl ether

Major species at pH 7.3


a (Kdo)3-lipid IVA(7-)

Major species at pH 7.3


A potent cell-permeable and bivalent Smac mimetic which binds to XIAP, cIAP-1 and cIAP-2 proteins (Ki = 0.56 nM,  0.31 nM and 1.1 nM, respectively). It induces apoptosis and tumor regression in cancer xenograft models.


cembrene A

A diterpene


Paxlovid

A mixture containing nirmatrelvir and ritonavir. It is co-administered in tablet form for the treatment and post-exposure prophylaxis of COVID-19.


klysimplexin R

A diterpene


nephthene

A sesquiterpene.


a-muuroladiene

A sesquiterpene


xeniaphyllene

A diterpene.


capnellene

A sesquiterpene.


A member of the class of chromenes that is 4H-chromene substituted by amino, cyano, 3-nitrophenyl, and dimethylamino groups at positions 2, 3, 4 and 7, respectively. It exhibits anti-cancer activity.


lobaplatin

A 1:1 diastereomeric mixture comprising of R,R,S and S,S,S configuration of platinum(II) complexes with 1,2-bis(aminomethyl)cyclobutane as the carrier ligand and lactate as the leaving group. It is a third-generation platinum anticancer drug approved in China for the treatment of chronic myelogenous leukaemia, inoperable metastatic breast cancer and small cell lung cancer.


alpha-springene

A diterpene.


A linear hexasaccharide derivative consisting of six 3-O-methyl-alpha-L-rhamnose residues linked sequentially (1->4), with the residue at the reducing end linked glycosidically to the 2-oxygen of L-glyceraldehyde.


spiroalbatene

A diterpene produced by a diterpene synthase from Allokutzneria albata.


A flavonoid oxoanion obtained by deprotonation of the 7-hydroxy group of diosmetin; major microspecies at pH 7.3.


thunbergol

A diterpene


(S)-(+)-cembrene A

A diterpene.


alpha-cembratrien-ol

A diterpene


beta-cembratrien-ol

A diterpene.


scutellarein-7-olate 4'-methyl ether

Major species at pH 7.3


A polysaccharide derivative comprising a trisaccharide repeating unit consisting of three alpha-L-rhamnosyl residues linked sequentially (1->3) and (1->3), with the trisaccharide repeats themselves being linked (1->2); a main component of Pseudomonas aeruginosa A-band polysaccharide (A-PS).


mochimganine

A benzoate ester resulting from the formal condensation of the carboxy group of vanillic acid with the hydroxy group of cyclohexanol.


A branched amino decasaccharide derivative that is beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-D-GlcNAc in which the mannosyl group is substituted at position 6 by an alpha-L-Fuc-(1->6)-[beta-D-GalNAc-(1->4)]-beta-D-GlcNAc-(1->2)-alpha-D-Man group and at position 3 by a beta-D-GalNAc-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man group.


A branched amino decasaccharide derivative that is beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-D-GlcNAc in which the mannosyl group is substituted at position 3 by an alpha-L-Fuc-(1->3)-[beta-D-GalNAc-(1->4)]-beta-D-GlcNAc-(1->2)-alpha-D-Man group and at position 6 by a beta-D-GalNAc-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man group.


A dimethoxyflavone that is the 7,8-dimethyl ether derivative of 7,8-dihydroxyflavone.


A flavonol oxoanion that is the conjugate base of rhamnacene resulting from the deprotonation of the 3-hydroxy group; Major species at pH.7.3.


A branched amino octasaccharide consisting of alpha-D-mannose, beta-D-mannose and two N-acetyl-beta-D-glucosamine residues linked sequentially (1->6), (1->4) and (1->4), to the alpha-D-mannose residue of which are linked (1->3) and (1->6) two further alpha-D-mannose residues and to the beta-D-mannose residue of which is (1->3)-linked also an alpha-D-mannose residue. The N-acetyl-beta-D-glucosamine residue at the reducing end carries also an alpha-L-fucosyl residue via a (1->3) linkage.


metabolite of ciprofloxacin


A branched amino tetrasaccharide comprised of N-acetyl-alpha-neuraminyl, N-acetyl-beta-D-glucosaminyl and (at the reducing end) N-acetyl-beta-D-glucosamine residues all linked sequentially (1->4), with the reducing-end N-acetyl-beta-D-glucosamine residue carrying also an L-fucosyl residue via a (1->3) linkage.


pentafluorobenzyl bromide

A member of the class benzyl bromides that is benzyl bromide in which the hydrogens at positions 2, 3, 4, 5 and 6 of the phenyl ring are replaced by fluoro groups. It is a versatile derivatization agent in chromatography and mass spectrometry.


beta-longipinene

A bridged compound and sesquiterpene that is tricyclo[5.4.0.0(2,8)]undecane that is substituted by methyl groups at positions 2, 6, and 6, and by a methylidene group at position 9.


Major microspecies at pH 7.3.


cimicifugate K

Conjugate base of cimicifugic acid K; major microspecies at pH 7.3.


cimicifugate D

Conjugate base of cimicifugic acid D; major microspecies at pH 7.3.


cimicifugate J

Conjugate base of cimicifugic acid J; major microspecies at pH 7.3.


cimicifugate E

Conjugate base of cimicifugic acid E; major microspecies at pH 7.3.


beta-alanyl-tryptaminium

A beta-alanine derivative that is the amide obtained by formal condensation of the carboxy group of beta-alanine with the primary amino group of tryptamine; major microspecies at pH 7.3.


beta-alanyl-5'-AMP zwitterion

Major microspecies at pH 7.3


carcininium

A primary ammonium ion obtained by protonation of the primary amino group of  carcinine; major species at pH 7.3.


sulfociprofloxacin

An organosulfonic acid that is ciprofloxacin  carrying a sulfo group at position 4 of the piperazine ring. It is a metabolite of ciprofloxacin.


Conjugate acid of beta-alanyl-dopamine; major microspecies at pH 7.3.


VARESPLADIB METHYL

A methyl ester resulting from the formal condensation of the carboxy group of varespladib with methanol. It is a potential therapy for the treatment of snakebite envenomings in which toxicity depends on the action of PLA2s.


A methyl glycoside that is alpha-L-fucopyranosyl-(1->3)-2-acetamido-2-deoxy-alpha-D-glucopyranose in which the anomeric hydroxy group is replaced by methoxy.


A branched amino octasaccharide that consists of the linear tetrasaccharide beta-D-Xyl-(1->2)-beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc in which the Man residue is substituted at positions 3 and 6 by beta-D-GlcNAc-(1->2)-alpha-D-Man groups.


octanoyloxidanyl

An organic radical derived from  octanoic acid.


cubebol

A sesquiterpene


A  ring assembly that consists of two thiophene rings connected by a single covalent bond.


cyclosativene

A sesquiterpene.


bicyclosesquiphellandrene

An octahydronaphthalene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene substituted by isopropyl, methyl, and methylidene groups at positions 1, 4 and 7, respectively (the (1S,4R,4aR)-stereoisomer).


A monoterpene.


A 5-hydroxy-4',7-dimethoxyflavanone that has (S)-configuration.


protochlorophyllide b(1-)

Major species at pH 7.3


(-)-helminthogermacrene

The (-)-isomer of helminthogermacrene.


(+)-helminthogermacrene

The (+)-isomer of helminthogermacrene.


A 1-aci-nitro-omega-(methylsulfanyl)alkane in which the double bond adopts an E-configuration.


A omega-(methylsulfanyl)alkyl desulfoglucosinolate in which the double bond adopts a Z-configuration.


(E,E)-piperate

Major species at pH 7.3


(E,E)-feruperate

Major species at pH 7.3


A guanosine where the hydrogens of the amine group at C-2 are substituted by methyl groups.


A 3beta-hydroxy steroid that is 5beta-cholestane containing a double bond between positions 7 and 8, and substituted by an oxo group at position 6 and by hydroxy groups at the 3beta and 14alpha positions.


An octahydronaphthalene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene substituted by isopropyl, methyl, and methylidene groups at positions 1, 4 and 7, respectively (the (1S,4R,4aS)-stereoisomer).


An ethyl ester resulting from the formal condensation of the carboxy group of 4-{4-[(5-nitrofuran-2-yl)methylidene]-3,5-dioxopyrazolidin-1-yl}benzoic acid with ethanol. It is an irreversible and cell-permeable inhibitor of ubiquitin-activating enzyme E1.


deoxyhexitol

A hexitol compound in which any hydroxy substituent is either absent or replaced by a different functional group.


prespatane

A carbotricyclic compound that is decahydrocyclobuta[1,2-a:3,4-a']dicyclopentene substituted by prop-1-en-2-yl, methyl and methyl groups at positions 1, 3a and 6, respectively (the 1S,3aS,3bR,6S,6aS,6bS-stereoisomer). It is a sesquiterpene initially isolated from the tropical marine sponge Cymbastela hooperi.


talaropentaene

A triterpene produced by Talaromyces verruculosus talaropentaene synthase from all-trans-hexaprenyl diphosphate.


macrophomene

A triterpene produced by Macrophomina phaseolina macrophomene synthase.


colleterpenol

A triterpenoid produced by Colletotrichum gloeosporioides colleterpenol synthase from all-trans-hexaprenyl diphosphate.


chrysodiene

A diterpene.


ent-bonnadiene

A diterpene produced by a bacterial diterpene synthase from Chryseobacterium wanjuense.


wanjudiene

A diterpene.


A sesquiterpene.


delta-araneosene

A diterpene.


bisfarnesyl ether

bisfarnesyl ether


A primary ammonium ion that is the conjugate acid of 4-methoxytyramine resulting from the protonation of the primary amino group; major microspecies at pH 7.3.


4-O-methyl-L-dopa zwitterion

An aromatic L-alpha-amino acid zwitterion resulting from transfer of a proton from the carboxy to the amino group of 4-O-methyl-L-dopa. Major species at pH 7.3


Major microspecies at pH 7.3.


discoidol

A sesquiterpene


A PYR-41 that has (Z)-configuration.


A PYR-41 that has (E)-configuration.


mollebenzylanol A

A diterpenoid isolated from the leaves of Rhododendron molle.


cyclo(L-tryptophyl-L-alanyl)

The L-tryptophan-L-alanine cyclic dipeptide is a structural moiety containing an indole diketopiperazine (DKP) scaffold


neoechinulin B (anion)

Major microspecies at pH 7.3.


7-dimethylallyl neoechinulin B anion

Major microspecies at pH 7.3.


7-dimethylallyl isoechinulin B anion

Major microspecies at pH 7.3.


An L-dopa in which the hydroxy group at position 4 is replaced by a methoxy group.


Major species at pH 7.3


isoechinulin B anion

Major microspecies at pH 7.3.


okaramine C

An indole alkaloid isolated from Penicillium simplicissimum. It exhibits insecticidal activity.


An amino tetrasaccharide that is beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc in which the hydroxy group at position 3 of the mannosyl group has been glycosylated by an alpha-D-mannopyranosyl residue.


alpha-L-iduronate

Conjugate base of alpha-L-iduronic acid.


fluchloraminopyr

A 2-[(4-amino-3,5-dichloro-6-fluoropyridin-2-yl)oxy]propanoic acid that has (R)-configuration. It is a herbicide developed by KingAgroot (an agricultural biotechnology company in China) for the treatment of grass weeds and broadleaf weeds.


A member of the class of aminopyridines that is pyridine substituted by 1-carboxyethoxy, chloro, amino, chloro, and fluoro groups at positions 2, 3, 4, 5, and 6, respectively.


fluchloraminopyr-tefuryl

A tetrahydrofuran-2-ylmethyl 2-[(4-amino-3,5-dichloro-6-fluoropyridin-2-yl)oxy]propanoate that has (R)-configuration. It is the proherbicde of fluchloraminopyr.


psilocinium

Conjugate acid of psilocin; major microspecies at pH 7.3.


An organophosphate oxoanion resulting from the deprotonation of the phosphate group of aeruginascin; major microspecies at pH 7.3.


Conjugate base of norlichexanthone; major microspecies at pH 7.3.


griseophenone D(1-)

Conjugate base of griseophenone D; major microspecies at pH 7.3.


griseophenone C(1-)

Conjugate base of griseophenone C; major microspecies at pH 7.3.


griseophenone B(2-)

Conjugate base of griseophenone B; major microspecies at pH 7.3.


desmethyl-dehydrogriseofulvin

Major microspecies at pH 7.3.


A prenylglycerol phosphate that consists of 1-phosphoglycerol having an all-trans-pentaprenyl group attached at position 3; major microspecies at pH 7.3.


A prenylglycerol phosphate that consists of 1-phosphoglycerol having two all-trans-pentaprenyl groups attached at position 2 and 3; major microspecies at pH 7.3.


phenyl phosphate(2-)

Major microspecies at pH 7.3.


2-aminoisobutanoic acid zwitterion

The zwitterionic form of 2-aminoisobutyric acid obtained by transfer of a proton from the carboxy to the amino group of L-valine; major species at pH 7.3.


A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of four isoprenoid units.


A quadruply-charged carboxyalkyl phosphate oxoanion resulting from global deprotonation of O-phospho-3-sulfolactic acid; major microspecies at pH 7.3.


sulfoacrylate

Major microspecies at pH 7.3.


3-sulfo propionyl L-cysteine(1-)

Major microspecies at pH 7.3.


sulfoethanethioaldehyde

Major microspecies at pH 7.3.


discodiene

A C12 trisnorsesquiterpene.


delphinidin 3-O-beta-D-galactoside(1-)

Major microspecies at pH 7.3.


peonidin 3-O-beta-D-galactoside betaine

Major microspecies at pH 7.3.


malvidin 3-O-beta-D-galactoside betaine

Major microspecies at pH 7.3.


petunidin 3-O-beta-D-glucoside betaine

Major microspecies at pH 7.3.


anthocyanidin 3-O-beta-D-galactoside

An anthocyanidin D-galactoside having the galactosyl residue at the 3-position attached via a beta-linkage.


methylcarbamate

The conjugate base of methylcarbamic acid; major microspecies at pH 7.3.


two-alkyl ammonium ion

A primary amine protonated on nitrogen bound to carbon with two alkyl chains.


(R)-fluoxytioconazole (thione)

The (R)-enantiomer of fluoxytioconazole (thione).


(S)-fluoxytioconazole (thione)

The (S)-enantiomer of fluoxytioconazole (thione).


(R)-fluoxytioconazole (thiol)

The (R)-enantiomer of fluoxytioconazole (thiol).


(S)-fluoxytioconazole (thiol)

The (S)-enantiomer of fluoxytioconazole (thiol).


N-methyltryptaminium

Major microspecies at pH 7.3.


N,N-dimethyltryptaminium

Major microspecies at pH 7.3


(R)-laudanosolinium

Conjugate acid of (R)-laudanosoline arising from protonation of the isoquinoline nitrogen; major microspecies at pH 7.3.


A carboxylic ester resulting from the formal condensation of the carboxy group of 2-[(4-amino-3,5-dichloro-6-fluoropyridin-2-yl)oxy]propanoic acid with the hydroxy group of tetrahydrofuran-2-ylmethanol.


3'-(L-homoseryl)adenylyl residue

An organic anionic group obtained by deprotonation of the phosphate group of 3'-(L-homoseryl)adenylyl zwitterion residue; major microspecies at pH 7.3


LCL161 is a small molecule inhibitor of IAPs that has potent antitumour activity in a range of solid tumours. In HCC, response to LCL161 therapy has shown to be mediated by Bcl-2 expression.


A diphenylethane that is 1,2-dihydrostilbene substituted by hydroxy groups at positions 4, 4', and 5 and a methoxy groups at positions 3 and 3'. It is isolated from Dendrobium ellipsophyllum and sensitizes lung cancer cells to anoikis.


A coumarin substituted by a methyl group at position 4 and by acetyloxy groups at positions 7 and 8. It exhibits strong antioxidant and radical scavenging properties.


Major species at pH 7.3


a lipid A(4-)

Major species at pH 7.3


an acyl-lipid A(4-)

Major species at pH 7.3


a lipid IVB(4-)

Major species at pH 7.3


a lipid IIA(2-)

Major species at pH 7.3


a lipid IIB(2-)

Major species at pH 7.3


interhalogen compound

A molecule which contains two or more different halogen atoms (fluorine, chlorine, bromine, iodine, or astatine) and no atoms of elements from any other group.


name: an alpha-D-Kdo-(2->4)-alpha-D-Kdo-(2->6)-lipid A 1-diphosphate(7-)

description: Major species at pH 7.3


D-isoleucine zwitterion

An alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of D-isoleucine; major species at pH 7.3.


kwakhurin

A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone with additional hydroxy groups at positions 4' and 6', a methoxy group at position 3' and a prenyl group at position 2'. A characteristic estrogen-like isoflavonoid produced in Pueraria candollei var. mirifica (Leguminosae), which has long been used as a folk medicine for rejuvenation in Thailand.


cyclolavandulyl diphosphate

A monoterpene.


A diterpene.


albireticulene

A diterpene.


sceliphrolactam

A polyene macrocyclic lactam with formula C28H35NO6. It was isolated from an actinomycete, Streptomyces sp. and displays antifungal activity against amphotericin B-resistant Candida albicans.


talarodiene

A diterpene that is produced by a cryptic type I diterpene synthase in marine-derived fungus Aspergillus flavipes.


A branched amino hexasaccharide derivative that is beta-D-GlcNAc-(1->2)-alpha-D-Man-(1->3)-beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc in which the D-GlcNAc residue at the reducing end is substituted at position 6 by an alpha-L-Fuc residue.


A branched amino heptasaccharide compound consisting of a beta-D-GlcNAc residue at the reducing end with an alpha-D-Man-(1->3)-[alpha-D-Man-(1->6)]-beta-D-Man-(1->4)-beta-D-GlcNAc moiety attached via a (1->4)-linkage and two alpha-L-Fuc residues attached via (1->3)- and (1->6)-linkages.


ISOVANILLIN

A member of the class of benzaldehydes that is 4-methoxybenzaldehyde substituted by a hydroxy group at position 3. It is an inhibitor of aldehyde oxidase.


name: 9(Z),11(E),13(E)-Octadecatrienoic Acid methyl ester


A chlorophenoxyacetate anion obtained by deprotonation of the carboxy group of (2,4,5-trichlorophenoxy)acetic acid.


A monomethoxybenzene that is 1,3,5-trichlorobenzene in which one of the hydrogens is replaced by a methoxy group.


A member of the class of aminotoluenes that is 2,4-diaminotoluene bearing an additional hydroxylamino substituent at position 6.


A member of the class of amino-nitrotoluenes that is 2,4-diaminotoluene bearing a nitro substituent at position 6.


name: 17-trifluoromethylphenyl-13,14-dihydro trinor Prostaglandin F1alpha


An oxo dicarboxylate that is the conjugate base of 2,4-dichloro-3-oxoadipic acid arising from the deprotonation of the two carboxy groups. Major microspecies at pH 7.3.


name: Quercetagetin 3-methyl ether 7-O-sulfate


A chlorophenoxyacetate anion that is the conjugate base of  (2,4-dichlorophenoxy)acetic acid, obtained by deprotonation of the carboxy group.


A beta-lactam that is azetidin-2-one substituted by an ethyl group at position 4.


Major species at pH 7.3


(+)-dihydroisorhamnetin

A dihydroisorhamnetin that has 2R,3R-configuration.


name: 17-phenoxy trinor Prostaglandin F2alpha isopropyl ester


An organic anion that is the conjugate base of viridicatin resulting from the deprotonation of the 3-hydroxy group. Major microspecies at pH 7.3.


O-methyl-L-tyrosine zwitterion

An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy group to the amino group of O-methyl-L-tyrosine. The major species at pH 7.3.


glutamic acid 5-methyl ester

A glutamic acid derivative that is glutamic acid in which the carboxy group at position 5 has been replaced by a methoxycarbonyl group.


yaequinolone C

Published in DOI:10.1038/ja.2006.86


yaequinolone D

Published in DOI:10.1038/ja.2006.86


penigequinolone B

Published in DOI:10.1038/ja.2006.86


name: glycerol dibiphytanyl glycerol tetraether glycerophospholipid(2-)


iritremulanol A

A carbobicyclic compound that is 1,2,3,3a,4,5,6,7-octahydroazulene substituted by methyl groups at positions 2, 2, 4 and 8, and by a hydroxymethyl group at position 8 (the 5R,8R,8aR-stereoisomer). It is a sesquiterpenoid synthesised by heterologous expression of a sesquiterpene synthase from the basidiomycete Irpex lacteus.


Conjugate base of erythro-3-methyl-L-aspartic acid, major microspecies at pH 7.3.


A member of the class of nitrotoluenes that is ortho-nitrotoluene bearing two additional hydroxylamino substituents located at the two positions meta to the nitro group.


protectin

Docosanoids characterized by the presence of a conjugated system of double bonds.


eoxin

Oxylipins that derive from eicosanoids.


A plasmalogen that has no fatty acyl chain at sn-2 and where the glycerolipid is not defined, R3 can be H or a phospholipid.


Major microspecies at pH 7.3.


A qinazoline derivative carrying chloro and fluoro substituents at positions 6 and 8 respectively, a 2-fluoro-6-hydroxyphenyl group at position 7, and a 4-(prop-2-enoyl)piperazin-1-yl group at position 4. A potent, selective, and orally bioavailable covalent KRAS-G12C inhibitor, it inhibits the protein coding gene KRAS (Kirsten rat sarcoma virus) with high potency in cells and animals.


calditol

A cyclopentyl ring attached to glycerol by an ether linkage.


N(alpha)-acetyl-L-Cys-L-Asp(1-) residue

Major microspecies at pH 7.3.


nonitol

A sugar alcohol containing nine carbon atoms.


N(alpha)-acetyl-L-Cys-L-Glu(1-) residue

Major microspecies at pH 7.3.


An O(4')-glycosyl-L-tyrosine in which the glycosyl group is specified as N-acetyl-alpha-D-galactosaminyl.


A member of the class of 1,4-benzoquinones that is p-benzoquinone in which the hydrogens at positions 2 and 5 are replaced by aziridin-1-yl groups.


name: Phosphoric acid mono-[(2R,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester


An oxo dicarboxylate obtained by deprotonation of both carboxy groups of 2,5-dichloro-4-oxohex-2-enedioic acid.


A member of the class of amino-nitrotoluenes that is 2,6-diaminotoluene bearing a nitro substituent at position 4.


A dibromophenol that is phenol in which both of the hydrogens that are ortho to the phenolic hydroxy group have been replaced by bromines.


difurfuryl ether

A member of the class of furans that is furan which is substituted by a (furan-2-ylmethoxy)methyl group at position 2.


Major species at pH 7.3


name: glycerol dibiphytanyl glycerol tetraether


name: a glycerol dibiphytanyl glycerol tetraether phospholipid(2-)


name: a macrocyclic archaeaol phospholipid(1-)


A spiro compound that is 1,8-dimethyl-4-(prop-1-en-2-yl)spiro[4.5]decane that has been dehydrogenated to introduce a double bond at position 8-9 (the 1R,4R,5S isomer).


A 3alpha-hydroxy steroid that is androst-5-ene carrying three additional hydroxy groups at positions 3alpha, 16beta and 17beta.


7-O-methylmyricetin 5-olate

Major microspecies at pH 7.3


3,3'-O-dimethylmyricetin 7-olate

Major microspecies at pH 7.3.


7,4'-O-dimethylkaempferol 3-olate

Major microspecies at pH 7.3.


7,4'-O-dimethylquercetin 3-olate

Major microspecies at pH 7.3.


7,3',5'-O-trimethylmyricetin 3-olate

Major microspecies at pH 7.3.


3-O-methylmyricetin 7-olate

Major microspecies at pH 7.3.


3-O-methylkaempferol 7-olate

Major microspecies at pH 7.3.


3,4'-O-dimethylkaempferol 7-olate

Major microspecies at pH 7.3.


3,3',5'-O-trimethylmyricetin 7-olate

Major microspecies at pH 7.3.


A linear amino trisaccharide consisting of three N-acetyl-beta-D-galactosamine residues linked (1->4).


Peptide that acts as a mechanosensitive ion channel blocker.


A member of the class of  thiadiazoles  that is 1,3,4-thiadiazole substituted by pyrazin-2-yl and (2,6-dichlorobenzyl)sulfanediyl groups at positions 2 and 5, respectively. It is a selective activator of mechanosensitive channel piezo1.


A secondary ammonium ion that is the conjugate acid of (R)-salsolinol obtained by protonation of the amino group; major species at pH 7.3.


The conjugate acid of (R)-N-methylsalsolinol obtained by protonation of the imino group; major species at pH 7.3.


An organosulfate oxoanion obtained by deprotonation of the sulfate and neuraminosyl carboxy groups of 8-O-sulfo-alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide; major species at pH 7.3.


A trisaccharide consisting of alpha-L-fucose, beta-D-galactose and beta-D-glucose residues joined by sequential (1->2)- and (1->3)-linkages.


An indolyl pyrimidinamine compound resulting from the Sonogashira coupling of 10-bromo-6,7-dihydro-5H-pyrimido[5,4-c]carbazol-2-amine with 2-methylbut-3-yn-2-ol.


Major species at pH 7.3


(R)-salsolinol-1-carboxylate zwitterion

Major microspecies at pH 7.3.


A secondary ammonium ion that is the conjugate acid of  norsalsolinol arising from the protonation of the amino group; major species at pH 7.3.


A member of the class of phenylacetic acids that is phenylacetic acid in which the phenyl group is substituted by nitro, hydroxy and nitro groups at positions 3, 4 and 5 respectively.


4-(trimethylammonio)butanoic acid

A quaternary ammonium ion that is the  conjugate acid of 4-(trimethylammonio)butanoate.


an isonitrile lipopeptide

Major species at pH 7.3


S. aureus (alpha-1,4)-GlcNAc WTA-trimer

A Staphylococcus aureus wall technoic acid (WTA) fragment consisting of a chain of three ribitol 5-phosphate (RboP) residues modified with an alpha-D-GlcNAc residue linked to C-4 of the central RboP residue.


S. aureus (beta-1,4)-GlcNAc WTA-trimer

A Staphylococcus aureus wall technoic acid (WTA) fragment consisting of a chain of three ribitol 5-phosphate (RboP) residues modified with a beta-D-GlcNAc residue linked to C-4 of the central RboP residue.


S. aureus (beta-1,3)-GlcNAc WTA-trimer

A Staphylococcus aureus wall technoic acid (WTA) fragment consisting of a chain of three ribitol 5-phosphate (RboP) residues modified with a beta-D-GlcNAc residue linked to C-3 of the central RboP residue.


erythrostominone

A natural pigment produced by fungi, major tautomer defined by heteronuclear multiple bond correlation (HMBC).


akebia saponin D

A triterpenoid saponin that is hederagenin attached to a alpha-L-arabinopyranosyl residue at position 3 via a glycosidic linkage and a 6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl residue at position 28 via an ester linkage. It is the active ingredient found in the traditional Chinese herb Radix Dipsaci.


OCHNAFLAVONE

A biflavonoid with an ether linkage between the B-rings of the apigenin and luteolin subunits. It has been isolated from several members of the Ochnaceae plant family.


ustilaginoidin B

A binaphthopyran resulting from the formal oxidative coupling at positions 9 of molecules of 5,6,8-trihydroxy-2-methyl-4H-benzo[g]chromen-4-one and 5,6,8-trihydroxy-2-(hydroxymethyl)-4H-benzo[g]chromen-4-one.


ustilaginoidin C

A binaphthopyran resulting from the formal oxidative coupling at position 9 of two molecules of 5,6,8-trihydroxy-2-(hydroxymethyl)-4H-naphtho[2,3-b]pyran-4-one.


ustilaginoidin G

A binaphthopyran resulting from the formal oxidative coupling at positions 9 of molecules of 5,6,8-trihydroxy-2-methyl-2,3-dihydro-4H-benzo[g]chromen-4-one and (6S)-5,6,8-(6S)-5,6,8-trihydroxy-2-methyl-6,9-dihydro-4H-benzo[g]chromen-4-one.


ustilaginoidin I

A binaphthopyran resulting from the formal oxidative coupling at positions 9 of molecules of 5,6,8-trihydroxy-2-(hydroxymethyl)-2,3-dihydro-4H-benzo[g]chromen-4-one and (6S)-5,6,8-trihydroxy-2-methyl-6,9-dihydro-4H-benzo[g]chromen-4-one.


hemiustilaginoidin F

A naphtho-gamma-pyrone which carries hydroxy substituents at positions C-5, C-6 and C-8 and a methyl group at C-2. Obtained from the laccase gene deletion mutant of Villosiclava virens (anamorph: Ustilaginoidea Virens), it is a precursor of ustilaginoidins used as the raw material for hapten synthesis through diazotization and Mannich reactions followed by bioconjugation with carrier proteins for complete antigen synthesis.


hemiustilaginoidin D

A naphtho-gamma-pyrone which carries hydroxy substituents at positions C-5, C-6 and C-8 and methyl groups at C-2 and C-3. Obtained from the laccase gene deletion mutant of Villosiclava virens (anamorph: Ustilaginoidea Virens), it is a precursor of ustilaginoidins used as the raw material for hapten synthesis through diazotization and Mannich reactions followed by bioconjugation with carrier proteins for complete antigen synthesis.


ofloxacin

An oxazinoquinoline that is 2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinolin-7-one substituted by methyl, carboxy, fluoro, and 4-methylpiperazin-1-yl groups at positions 3, 6, 9, and 10, respectively.


A member of the class of pyrazolopyrimidines that is pyrazolo[3,4-d]pyrimidin-4-amine bearing additional tert-butyl and 3-bromobenzyl substituents at positions 1 and 3 respectively. It is an ATP-competitive inhibitor of CDPK1 and AKT kinase.


E-METHYL CINNAMATE

The E (trans) isomer of methyl cinnamate.


methyl cis-cinnamate

The Z (cis) isomer of methyl cinnamate.


dipalmitoleoylglycerol

A diglyceride in which both groups are palmitoleoyl with their positions of acylation unspecified. For the structure shown, either R1 = H and R2 = palmitoleoyl or R1 = palmitoleoyl and R2 = H.


A diacyl-sn-glycerol with palmitoyl as the 1-acyl group and oleoyl with its position of acylation unspecified. For the structure shown, either R1 = H and R2 = oleoyl or R1 = oleoyl and R2 = H.


A monocarboxylic acid anion that is the conjugate base of 9-[(9Z),(12Z)-octadecadienoyloxy]-octadecanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A triglyceride formed by acylation of the three hydroxy groups of glycerol with (10Z)-heptadecenoic acid.


A diglyceride in which both groups are (10Z)-heptadecenoyl with their positions of acylation unspecified. For the structure shown, either R1 = H and R2 = (10Z)-heptadecenoyl or R1 = (10Z)-heptadecenoyl and R2 = H.


A monocarboxylic acid anion that is the conjugate base of 9-[(10Z)-heptadecenoyloxy]-octadecanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


tigilanol tiglate

A diterpenoid natural product isolated from the kernels of the Australian blushwood tree (Fontainea picrosperma). It is approved as a veterinary pharmaceutical for the treatment of non-metastatic and non-resectable canine mast cell tumours.


aristolochic acids

Organic heterotetracyclic compounds which are a group of nitro phenanthrene organic acids, naturally found in many kinds of plants, such as Aristolochia and Asarum, and widely cultivated in Asia.They are identified as a class 1 human carcinogen by the International Agency for Research on Cancer owing to their carcinogenicity and nephrotoxicity and can pose a significant hazard to food safety and human health.