L-alanyl-L-prolylglycine zwitterion

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


Gly-Gly-Ile zwitterion

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


Gly-Gly-Pro zwitterion

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


Published in DOI:10.1104/pp.116.1.369


Intermediate in the biosynthesis of pyrroindomycin antibiotics. Major species at pH 7.3.


dehydrocitreoisocoumarin

A member of the class of isocoumarins that is 1H-isochromen-1-one substituted by a 2,4-dioxopentyl group at position 3 and by hydroxy groups at positions 6 and 8.


A member of the class of isocoumarins that is 1H-isochromen-1-one substituted by a 2-oxopropyl group at position 3 and by hydroxy groups at positions 6 and 8.


D-citramalic acid

The D-enantiomer of citramalic acid.


A dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde in which the hydrogens at positions 3 and 6 have been replaced by a methyl and 2-oxopropyl groups, respectively.


A dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde in which the hydrogen at position 6 has been replaced by a methyl group. It is a fungal metabolite isolated from Grifola frondosa and Phlebiopsis gigantea.


A dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde in which the hydrogens at positions 3 and 6 have been replaced by a methyl and 2-oxoundecyl groups, respectively.


elemental cobalt

An element in the cobalt group of the periodic table with atomic number 27, atomic mass 58.933, M.P. 1495 C, and B.P. 2927 C.


elemental chromium

An element in the chromium group of the periodic table with atomic number 24, atomic mass 51.996, M.P. 1907 C, and B.P. 2671 C.


elemental lithium

An element in the hydrogen group of the periodic table with atomic number 3, atomic mass 6.94, M.P. 180.50 C, and B.P. 1330 C.


elemental nickel

An element in the nickel group of the periodic table with atomic number 28, atomic mass 58.69, M.P. 1455 C, and B.P. 2730 C.


elemental scandium

An element in the scandium group of the periodic table with atomic number 21, atomic mass 44.956, M.P. 1541 C, and B.P. 2836 C.


(R)-3,3-dimethylmalic acid

The (R)-enantiomer of 3,3-dimethylmalic acid.


elemental titanium

An element in the titanium group of the periodic table with atomic number 22, atomic mass 47.867, M.P. 1668 C, and B.P. 3287 C.


2-butyloctyl sulfate

An organosulfate oxoanion that is the conjugate base of 2-butyloctyl hydrogen sulfate, obtained by deprotonation of the sulfate group. Major microspecies at pH 7.3.


2-butyloctyl hydrogen sulfate

An alkyl sulfate that is the mono(2-butyloctyl) ester of sulfuric acid.


glycylsarcosine

A dipeptide obtained by formal condensation of the carboxy group of glycine with the amino group of sarcosine.


L-altropyranose

The pyranose form of L-altrose.


D-idopyranose

The pyranose form of D-idose.


Ala-Pro-Gly

A tripeptide composed of L-alanine, L-proline and glycine joined in sequence by peptide linkages.


An optically active form of malate having (R)-configuration.


Gly-Gly-Pro

A tripeptide composed of glycine, glycine and L-proline amino acids joined in sequence by peptide linkages.


name: alpha-D-mannosyl-6-(1D-myo-inositol phospho)-(1<->6)-1D-myo-inositol-1-phospho-N-[(R)-2-hydroxy-very-long-chain fatty acyl]-(R)-4-hydroxysphingoid base(2-)


name: N-[(R)-2-hydroxy-very-long-chain fatty acyl]-(R)-4-hydroxysphingoid base


name: N-(1,2-saturated very-long-chain fatty acyl)-(R)-4-hydroxysphingoid base


An optically active form of malate having (S)-configuration.


DIHYDROGEODIN

A member of the class of benzophenones that is sulochrin in which the hydrogens at positions 3 and 5 are substituted by chloro groups. It is isolated from several Aspergillus species.


TREMULDIN

An aryl beta-D-glucoside that is salicin in which the hydrogen of the 2-hydroxy group is replaced by a benzoyl group. It is found in the leaves and bark of willows and poplars.


A linear trisaccharide derivative consisting of 2-acetamido-4-O-acetyl-2-deoxy-beta-D-mannuronic acid, N-acetyl-alpha-L-fucosamine and N-acetyl-alpha-D-fucosamine residues all linked sequentially (1->3) with the N-acetylfucosamine residue linked glycosidically to a 3-aminopropyl group. A synthetic conjugation-ready CP8 trisaccharide bearing an amine linker, which effectively serves for immunological evaluation in Staphylococcus aureus vaccine development.


phenguignardic acid

A member of the class of dioxolanes that is 1,3-dioxolane substituted by a carboxy, benzyl and benzylidene groups at positions 2, 2 and 4, respectively. It is a phytotoxic metabolite of the grape black rot fungus Guignardia bidwellii.


benzyl 2,5-dihydroxybenzoate

A benzoate ester resulting from the formal condensation of the carboxy group of 2,5-dihydroxybenzoic acid with the hydroxy group of phenylmethanol.


hydroxy torasemide

An aromatic primary alcohol resulting from the hydroxylation of the 3'-methyl group of the phenyl ring of torasemide. It is a metabolite of torasemide.


3-nitro-L-tyrosine residue

An L-alpha-amino acid residue derived from 3-nitro-L-tyrosine.


2,3-dimethylmalic acid

A 2-hydroxydicarboxylic acid that is malic acid substituted by methyl groups at positions 2 and 3.


A quinolone that is 1,4-dihydroquinoline substituted by an oxo group at position 4.


methyl D-glucopyranuronate

A carbohydrate acid ester resulting from the formal condensation of the carboxy group of D-glucuronic acid with methanol.


A member of the class of butenolides that is furan-2(5H)-one substituted by 4-hydroxyphenyl, hydroxy and 4-hydroxybenzylidene groups at positions 3, 4 and 5, respectively.


(+)-albicanol

A drimane-type sesquiterpenoid orginally isolated from the liverwort Diplophyllum albicans. It exhibits fish antifeedant, antifungal and antineoplastic activities.


crinosterol

A 3beta-sterol that is campesterol in which position 22 has been dehydrogenated to introduce a double bond. It is a phytosterol found in marine algae, mussels, crinoids, mites and plants.


A carbobicylic compound that is (8aS)-1,2,3,3a,4,5,8,8a-octahydroazulene substituted by a propan-2-ylidene, methyl and methyl groups at positions 1, 3aR and 6, respectively.


3-ethylmalic acid

The 2-hydroxy-3-ethyl derivative of succinic acid.


aculene D

A sesquiterpenoid that is (3aR)-4,7,8,8a-tetrahydroazulen-1(3aH)-one substituted by an ethyl, methyl, hydroxy and methyl groups at positions 3, 6, 8S, and 8aR, respectively. It is a fungal metabolite isolated from Penicillium sp. SCS-KFD08 and Aspergillus aculeatus.


asperaculane G(1-)

A monocarboxylic acid anion that is the conjugate base of asperaculane G, arising from the deprotonation of the carboxy group. Major species at pH 7.3.


aculene C

A sesquiterpenoid that is 8,8a-dihydroazulen-1(7H)-one substituted by an ethyl, methyl, hydroxy and methyl groups at positions 3, 6, 8S, and 8aR, respectively. It is a fungal metabolite isolated from Penicillium sp. SCS-KFD08 and Aspergillus aculeatus.


aculene B(1+)

A secondary ammonium ion that is the conjugate acid of aculene B, arising from the protonation of the pyrrolidine nitrogen. Major species at pH 7.3.


aculene A(1+)

A secondary ammonium ion that is the conjugate acid of aculene A, arising from the protonation of the pyrrolidine nitrogen. Major species at pH 7.3.


4'-hydroxy torasemide

A member of the class of phenols that is torasemide which carries a hydroxy group at position 4' of the phenyl ring. It is a metabolite of torasemide.


torasemide carboxylic acid

A monocarboxylic acid resulting from the replacement of the 3'-methyl group of the phenyl ring of torasemide by a carboxy group. It is a metabolite of torasemide.


A branched amino hexasaccharide consisting of a D-glucosyl residue beta-linked to a 3-aminopropyl group and which carries an N-acetyl-beta-D-glucosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-glucosyl unit linked (1->6) and an N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl unit linked (1->4). Its conjugation to the carrier protein CRM197 elicits an immune response to type III Group B Streptococcus (GBSIII) indicating that it may suffice as a synthetic vaccine antigen.


A branched amino hexasaccharide consisting of a D-glucose residue which carries an N-acetyl-beta-D-glucosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-glucosyl unit linked (1->6) and an N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl unit linked (1->4).


elemental caesium

An element in the hydrogen group of the periodic table with atomic number 55, atomic mass 132.9055, M.P. 28.5 C, and B.P. 671 C.


A dicarboxylic acid dianion resulting from deprotonation of both carboxy groups of 3-isopropylmalic acid.


elemental gallium

An element in the boron group of the periodic table with atomic number 31, atomic mass 69.723, M.P. 29.7646 C, and B.P. 2400 C.


elemental lanthanum

An element in the scandium group of the periodic table with atomic number 57, atomic mass 138.91, M.P. 920 C, and B.P. 3464 C.


elemental niobium

An element in the vanadium group of the periodic table with atomic number 41, atomic mass 92.906, M.P. 2477 C, and B.P. 4744 C.


elemental rubidium

An element in the hydrogen group of the periodic table with atomic number 37, atomic mass 85.468, M.P. 39.30 C, and B.P. 688 C.


elemental thorium

An element in the cerium group of the periodic table with atomic number 90, atomic mass 232.04, M.P. 1750 C, and B.P. 4788 C.


elemental yttrium

An element in the scandium group of the periodic table with atomic number 39, atomic mass 88.906, M.P. 1526 C, and B.P. 2930 C.


name: 1D-myo-inositol-1-phospho-N-[(R)-2-hydroxy-very-long-chain fatty acyl]-(R)-4-hydroxysphingoid base(1-)


A primary ammonium ion that is the conjugate acid of arterolane, resulting from the protonation of the primary amino group. Major species at pH 7.3.


name: N-(2-hydroxy-very-long-chain fatty acyl)-(R)-4-hydroxysphingoid base


A tricarboxylic acid trianion that is the conjugate base of 3-oxalomalic acid.


trioxolane

An oxocycle that is a five-membered, saturated heterocycle which contains two carbon atoms and three oxygen atoms and includes any derivative of this compound.


A member of the class of trioxolanes that is cyclopentane in which the carbon atoms at positions 1, 2 and 4 are replaced by oxygen atoms.


A mannosyl-alpha-1->6-inositol-1-phospho-N-(2-hydroxyacyl)-phytoceramide(1-) in which the acyl group has a chain length greater than 22 carbon atoms.


name: alpha-D-mannosyl-6-(1D-myo-inositol phospho)-(1<->6)-1D-myo-inositol-1-phospho-N-(2-hydroxy-very-long-chain fatty acyl)-(R)-4-hydroxysphingoid base


A dicarboxylic acid dianion resulting from the removal of a proton from both of the carboxylic acid groups of 3-propylmalic acid.


A C4-dicarboxylate resulting from deprotonation of both carboxy groups of malic acid.


sinapic acid (S)-malate ester

The 4-O-(S)-malate derivative of sinapic acid.


marilonates

Major species at pH 7.3


pseudomonates

Major species at pH 7.3


A quadruply-charged carboxyalkyl phosphate oxoanion resulting from global deprotonation of (2R)-O-phospho-3-sulfolactic acid.


A tricarboxylic acid trianion that is the  conjugate base of 2-methylcitric acid.


catechin

The (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite.


A 2,4-diaminopentanoate that is the conjugate base of (2R,4S)-2,4-diaminopentanoic acid.


A dicarboxylic acid monoanion that is the conjugate base of (2S)-2-[(R)-1-carboxyethylamino]pentanoic acid.


L-leucine

The L-enantiomer of leucine.


The (3R)-beta-isomer of leucine.


A secondary carboxamide resulting from the formal condensation of the carboxy group of 1-[1-(naphthalen-1-yl)ethyl]piperidine-4-carboxylic acid with the amino group of 1-(2-methoxypyridin-4-yl)methanamine. It is a SARS-CoV-2 papain-like protease (PLpro) inhibitor.


N-docosanoyltaurine

A fatty acid-taurine conjugate derived from  docosanoic acid.


benzoyl-AMP

A purine ribonucleoside 5'-monophosphate that is adenosine 5'-monophosphate in which one of the hydroxy groups of the phosphate has been condensed with the carboxylic acid group of benzoic acid.


Glu-Cys

A dipeptide composed of L-glutamic acid and L-cysteine joined by a peptide linkage.


A hydroxyflavan that is (2S)-flavan substituted by a hydroxy group at position 4.


FMN-L-serine(2-) residue

An organic anionic group obtained by deprotonation of the phosphate OH group and the heterocyclic ring of FMN-L-serine residue.


uridylyl-L-serine(1-) residue

An alpha-amino-acid residue anion obtained by deprotonation of the phosphate OH group of uridylyl-L-serine residue; major species at pH 7.3.


uridylyl-L-threonine(1-) residue

An alpha-amino-acid residue anion obtained by deprotonation of the phosphate OH group of uridylyl-L-threonine residue; major species at pH 7.3.


3-(1H-imidazol-1-yl)propanoic acid

An imidazolyl carboxylic acid that is propanoic acid in which one of the methyl hydrogens is substituted by an imidazol-1-yl group. It is a metabolite of histidine found in human urine and faeces.


aculene B

A carboxylic ester resulting from the formal condensation of the hydroxy group of aculene D with the carboxylic acid group of L-proline. It is a sesquiterpenoid isolated from the fungus Aspergillus aculeatus.


aculene A

A carboxylic ester resulting from the formal condensation of the hydroxy group of aculene C with the carboxylic acid group of L-proline. It is a sesquiterpenoid isolated from the fungus Aspergillus aculeatus.


The (S)-enantiomer of flavanone.


hexylcarbamic acid

An amino acid consisting of carbamic acid having an N-hexyl substituent.


chlorinated naphthalene

A group of compounds based on the naphthalene ring system where one or more hydrogen atoms have been replaced by chlorine. The generic molecular formula is C10H8-nCln, where n = 1-8. There are 75 possible chlorinated naphthalenes and they are commonly used in the electrical industry and as additives.


N(6)-formyl-L-lysine residue

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


L-methionine sulfone residue

An L-alpha-amino acid residue derived from L-methionine sulfone.


trans-sinapyl actetate

Sinapyl acetate in which the configuration of the propenyl double bond is E.


The conjugate base of alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-D-glucose arising from deprotonation of the neuraminosyl carboxy group; major species at pH 7.3.


trans-cinnamyl acetate

Cinnamyl acetate in which the configuration of the propenyl double bond is E.


A 3-hydroxybutane-1,2,3-tricarboxylic acid which has (2S,3R) configuration.


butyl benzoate

A benzoate ester obtained by condensation of benzoic acid and butanol. It is used as a perfume ingredient and as a solvent for cellulose ether, a dye carrier for textiles.


propyl benzoate

A benzoate ester obtained by condensation of benzoic acid and propanol. It has a balsamic odor reminescent of nuts with a sweet, fruity, nut-like taste.


butyl 3-(methylsulfanyl)propanoate

A carboxylic ester obtained by the formal condensation of the carboxy group of 3-(methylthio)propionic acid with butan-1-ol.


ETHYL BENZOATE

A benzoate ester obtained by condensation of benzoic acid and ethanol. It is a volatile oil component found in ripe kiwifruit, cranberry juice, and palm kernel oil.


This group is attached to proteins in mammalian and E. coli cells (see PDB 1A14 and PMID 7881169).


An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of 2-(methylsulfanyl)acetyl-CoA; major species at pH 7.3.


butyl 2-(methylsulfanyl)acetate

A carboxylic ester obtained by the formal condensation of the carboxy group of (methylthio)acetic acid with butan-1-ol.


This group is attached to proteins when expressed in mammalian (PDB 2HR7, 3TYG), insect (PDB 4H53), or fungal (PDB 3A5V) cells.


Cys-Gln-Gln

A tripeptide composed of one L-cysteine and two L-glutamine acid units joined by peptide linkages.


The (2S,3S)-diastereomer of 2-hydroxytridecane-1,2,3-tricarboxylic acid.


Arg-Trp-Pro

A tripeptide composed of L-arginine, L-tryptophan and L-proline joined in sequence by peptide linkages.


thiosulfurous acid

A sulfuroxoacid with formula H2O2S2.


alpha-D-glucosyl-L-threonyl residue

An L-alpha-amino acid residue derived from alpha-D-glucose-L-threonine.


An L-alpha-amino acid residue derived from N-acetyl-alpha-D-glucosaminyl-L-threonine.


DIPHENYLMETHANOL

A secondary alcohol that is  diphenylmethane which carries a hydroxy group at position 1.


This group is attached to proteins when expressed in mammalian (PDB 6OHY) cells.


This group is attached to proteins when expressed in mammalian (PDB 6U7H, 6TYB) and fungal (PDB 6FJE) cells.


N-(aminomethyl)urea

A member of the class of  ureas that is urea substituted by an aminomethyl group at the nitrogen atom.


This group is attached to proteins when expressed in mammalian (PDB 6J11)  and fungal (PDB 1SZN) cells.


Attached to proteins that are expressed in insects (PDB 6PZW) and mammals (PDB 6MDT).


A linear amino pentasaccharide comprising the sequence alpha-Neu5Ac, beta-D-Gal, beta-D-GlcNAc, beta-D-Gal and (at the reducing end) beta-D-Glc linked in sequence (2->3), (1->4), (1->3) and (1->4).


lumefantrine

A member of the class of fluorenes that is 9-(p-chlorobenzylidene)-9H-fluorene which is substitutec by chlorine at positions 2 and 7, and by a 2-(dibutylamino)-1-hydroxyethyl group at position 4. An antimalarial drug used in combination with artemether for the treatment of multi-drug resistant strains of falciparum malaria.


Attached to proteins that are expressed in fungi (PDB 6Q7J) and mammals (PDB 6QP8).


A branched amino pentasaccharide comprising the linear sequence alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc, to the terminal GlcNAc residue is attached at the 6-position a beta-D-Gal-(1->4)-beta-D-Glc disaccharide side-branch.


Attached to proteins that are expressed in mammals (PDB 4NCO).


Attached to proteins that are expressed in fungi (PDB 6Q7I) and mammals (PDB 5L0E).


gibberellin A12 aldehyde

A C20-gibberellin that is gibberellin A12 in which the carboxy group at position 10 has been reduced to the corresponding aldehyde.


A 2-pentenal in which the double bond has (E)-configuration. It is found in cigarette smoke, virgin olive oil, and milk.


Attached to proteins that are expressed in mammals (PDB 5KZC, 6CDE).


A member of the class of benzaldehydes that is benzaldehyde substituted by a fluoro group at position 3.


3-fluorobenzyl alcohol

A member of the class of benzyl alcohols that is benzyl alcohol substituted by a fluoro group at position 3.


Attached to proteins that are expressed in bacteria (PDB 1DP5).


Attached to proteins that are expressed in insects (PDB 6N2X) and mammals (PDB 6CBJ).


sarcosine

A N-alkylglycine that is the N-methyl derivative of glycine. It is an intermediate in the metabolic pathway of glycine.


sigmoidin G

A pentahydroxyflavanone that is 2,3,3',4'-tetrahydro-2'H,4H-[2,6'-bichromen]-4-one substituted by hydroxy groups at positions 3', 4', 5, 7, and 8' and by two methyl groups at position 2'. It is isolated from the stam bark of Erythrina sigmoidea.


An hydroxy fatty aldehyde that is nonanal in which one of the hydrogens at position 4 has been replaced by a hydroxy group.


monoacylglycerol 20:4

A monoglyceride in which the acyl group contains a total of 20 carbon atoms and 4 double bonds.


trans-2-carboxybenzylidenepyruvic acid

A 4-(2-carboxyphenyl)-2-oxobut-3-enoic acid where the C=C double bond has (E)-configuration.


(3S)-3,6-diaminohexanoic acid

A chiral diamino acid consisting of hexanoic acid having amino substituents at the 3- and 6-positions and (S)-configuration.


L-thialysinium

Major microspecies at pH 7.3.


Major microspecies at pH 7.4


N-acetyl-L-thialysine zwitterion

A S-alkyl-L-cysteine zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of N-acetyl-L-thialysine. Major microspecies at pH 7.3.


N-acetyl-L-thialysine

An L-cysteine thioether resulting from the formal condensation of the carboxy group of acetic acid with the amino group of L-thialysine.


(S)-3-methyl-2-oxovaleric acid

The (S)-enantiomer of 3-methyl-2-oxovaleric acid.


An S-conjugate L-cysteine zwitterion substituted by a 3-sulfanylhexan-1-ol group; major species at pH 7.3.


felinine zwitterion

A S-alkyl-L-cysteine zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of felinine. Major microspecies at pH 7.3.


An alkanethiol that is butane substituted at position 1 by a hydroxy group and at position 3 by methyl and sulfanyl groups. A volatile organic compound found in coffee, passion fruit juice, beer and domestic cat urine.


An S-conjugate L-cysteine zwitterion substituted by a 3-sulfanylpentan-1-ol group; major species at pH 7.3.


An alkanethiol that is pentane substituted at positions 1 and 3 by hydroxy and sulfanyl groups respectively.


S-ethyl-L-cysteine zwitterion

A S-alkyl-L-cysteine zwitterion obtained by transfer of a proton from the carboxy to the amino group of S-ethyl-L-cysteine; major species at pH 7.3.


An S-conjugate L-cysteine zwitterion substituted by a 2-methyl-3-sulfanylbutan-1-ol group; major species at pH 7.3.


An alkanethiol that is butan-1-ol substituted at positions 2 and 3 by methyl and sulfanyl groups respectively.


ASCOFURANONE

A dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde which is substituted by a (2E,6E)-7-[(2S)-5,5-dimethyl-4-oxotetrahydrofuran-2-yl]-3-methylocta-2,6-dien-1-yl group at position 3, chlorine at position 5, and a methyl group at position 6. A meroterpenoid produced by the soil fungus, Acremonium sclerotigenum. It is a promising drug candidate against the tropical disease, African trypanosomiasis.


(3S,5S)-3,5-diaminohexanoic acid

A chiral diamino acid consisting of hexanoic acid having amino substituents at the 3- and 5-positions and (S,S)-configuration.


The (3Z)-isomer of (2R)-phycocyanobilin.


The (3Z)-isomer of phycoerythrobilin.


The (3Z)-isomer of phytochromobilin.


serratol

A cembrane diterpenoid obtained by regio- and stereoselective hydration of the exocyclic double bond of cembrene C.


ganolucidic acid D

A tetracyclic triterpenoid isolated from the spores of Ganoderma lucidum.


ambrettolic acid

An omega-hydroxy-long-chain fatty acid that is hexadec-7-enoic acid carrying a hydroxy group at position 16.


amrubicinol

A diastereoisomeric mixture resulting from the formal reduction of the acetyl group at position 9 of amrubicin to the corresponding 1-hydroxyethyl group. The active metabolite of amrubicin in lung cancer patients.


A beta-alanine derivative obtained by formal condensation of the carboxy group of orotic acid with the amino group of beta-alanine. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


A beta-alanine derivative obtained by formal condensation of the carboxy group of orotic acid with the amino group of methyl beta-alaninate. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


An aminopyrimidine, protonated on N-1, substituted with an isopropyl group at C-6 and carrying a (3-carbamoyl-1,2,4-oxadiazol-5-yl)methyl substituent on the amino group at C-4. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


high-mannose N-glycan group

An N-acetyl-D-glucosaminyl group obtained formally by removal of the hydroxy group from the hemiacetal function of a high-mannose N-glycan.


S-ethyl-L-cysteine

A S-alkyl-L-cysteine that is L-cysteine in which the hydrogen of the thiol group is substituted by an ethyl group.


A pyrazolopyrimidine that is pyrazolo[1,5-a]pyrimidine carrying a methoxymethyl substituent at C-5 and a [(2S)-2,3-dihydroxypropyl](methyl)amino group at C-7. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


A pyrazolopyrimidine that is pyrazolo[3,4-d]pyrimidine carrying a methoxymethyl substituent at C-6 and a   [(3S)-1,1-dioxo-2,3-dihydro-1H-1lambda(6)-thiophen-3-yl]amino group at C-4. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


A quinazoline carrying a hydroxymethyl substituent at C-2 and a [(3,5-dimethyl-1,2-oxazol-4-yl)methyl]amino group at C-4. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


A quinoxaline derivative in which quinoxalin-2(1H)-one carries an L-serine-based function {[(2S)-1-amino-3-hydroxy-1-oxopropan-2-yl]amino}-3-oxopropyl} at C-2. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


ethoxy(isopropylamino)phosphinate

Major species at pH 7.3.


O,O-diethyl thiophosphate

An organic phosphorothioate anion that is the conjugate base of O,O-diethyl hydrogen thiophosphate, resulting from the deprotonation of the thiophosphate group. Major species at pH 7.3.


bis(sec-butylsulfanyl)phosphinate

Major species at pH 7.3.


Piperidine carrying a 6-oxo-1,6-dihydropyrimidin-4-yl group at C-4 and a [(4R)-2,7-dioxo-1,3-diazepan-4-yl]carbonyl substituent on N-1. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


ASCOCHLORIN

A dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde which is substituted by a (1E,3E)-3-methyl-1-[(1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]penta-1,3-dien-5-yl group at position 3, chlorine at position 5, and a methyl group at position 6. A meroterpenoid produced by several fungi including Ascochyta viciae . It exhibits anticancer, antifungal and antiprotozoal activities.


2,3-diketogulonic acid

A carbohydrate acid formally derived from gulonic acid by oxidation of the -OH groups at positions 2 and 3 to keto groups.


Piperidine carrying a 2-amino-9H-purin-6-yl group on nitrogen and a 4-[(1S)-1-hydroxyethyl]-1H-1,2,3-triazol-1-yl substituent on N-4. One of a series of mucosal-associated invariant T (MAIT) cell agonists.


A diisocyanate in which an isocyanatoheyl group is linked to each of the nitrogens in 1,3-diazetidine-2,4-dione.


uretdiones

Organic heteromonocyclic compounds having a 1,3-diazetidine-2,4-dione structure formed from cyclodimerization of monomeric diisocyanates.


(-)-delta-cadinol

A cadinane sesquiterpenoid that consists of 1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalene having a hydroxy substituent at position 1 and (1R,4S,4aR,8aS)-configuration.


(-)-cubenol

A sesquiterpenoid that is (8aS)-1,2,3,4,4a,5,6,8a-octahydronaphthalene substituted by an isopropyl group at position 1, methyl groups at positions 4 and 7, and by a hydroxy group at position 4a (the 1S,4R,4aR,8aR-diastereoisomer).


epizonarene

A sesquiterpene that is (8aR)-1,2,3,7,8,8a-hexahydronaphthalene which is substituted at positions 2 and 5 by methyl groups and at position 8 by an isopropyl group (the 1R,8aS-diastereoisomer).


(-)-epicubenol

A sesquiterpenoid that is (8aS)-1,2,3,4,4a,5,6,8a-octahydronaphthalene substituted by an isopropyl group at position 1, methyl groups at positions 4 and 7, and by a hydroxy group at position 4a (the 1S,4R,4aS,8aR-diastereoisomer).


viridiflorol

A carbotricyclic compound that is (1aS,4aR,7aR,7bR)-decahydro-1H-cyclopropa[e]azulene carrying four methyl substituents at positions 1, 1, 4 and 7 as well as a hydroxy substituent at position 4. It is a sesquiterpenoid isolated from several plant species and is a strong feeding deterrent for the melaleuca weevil that retards larval development.


tetramyristoyl cardiolipin(2-)

A cardiolipin(2-) that is the conjugate base of tetramyristoyl cardiolipin obtained by deprotonation of the phosphate OH groups; major species at pH 7.3.


A monocarboxylic acid anion that is the conjugate base of 1-naphthaleneacetic acid, arising from the deprotonation of the carboxy group; major species at pH 7.3.


3-hydroxybenzyl benzoate

A benzoate ester obtained by the formal condensation of the carboxy group benzoic acid with the primary hydroxy group 3-hydroxybenzyl alcohol.


3-hydroxybenzyl acetate

An acetate ester resulting from the formal condensation of the carboxy group of acetic acid with the hydroxy group of 3-hydroxybenzyl alcohol.


PHENETHYL BENZOATE

A benzoate ester resulting from the formal condensation of the carboxy group of benzoic acid with the hydroxy group of  2-phenylethanol.


geranyl benzoate

A benzoate ester resulting from the formal condensation of the carboxy group of benzoic acid with the hydroxy group of geraniol.


(3Z)-hex-3-en-1-yl benzoate

The benzoate ester of (3Z)-hex-3-en-1-ol.


BENZOIC ACID OCTYL ESTER

A benzoate ester resulting from the formal condensation of the carboxy group of benzoic acid with the hydroxy group of octan-1-ol. It is found in the leaves of lemon balm.


phomopsene

A tetracyclic diterpene that is (6aS,6bR,10aR)-1,2,3,5,6,6a,6b,7,8,9,9a,10-dodecahydrodicyclopenta[a,d]indene substituted by methyl groups at positions 1, 4, 7, 7 and 9a, respectively.


small molecule


purine based


A dioxo monocarboxylic acid that is the 4,5-dihydroxy-2,6-dioxo derivative of hexanoic acid having (4S,5S)-configuration.


purine type


intermediate for SRA8


Se-methyl-DL-selenomethionine

A racemate comprising equimolar amounts of Se-methyl-D-selenomethionine and Se-methyl-L-selenomethionine.


Se-methylselenomethionine

A selenoamino acid that is selenomethionine in which the selanyl group has been methylated.


Se-methyl-D-selenomethionine

A Se-methylselenomethionine that has D-configuration.


name: E. coli strain O157 LPS core oligosaccharide R1

description: A branched ten-membered oligosaccharide phosphate consisting of two galactose residues, three glucose residues, one 4-phospho-D-glycero-alpha-D-manno-heptose residue, one L-glycero-alpha-D-manno-heptose residue, one 4-phospho-L-glycero-alpha-D-manno-heptose residue and two Kdo residues, one of which is at the reducing end. The unit constitutes one of the core oligosaccharide structures of enterobacterial lipopolysaccharide obtained from E. coli strain O157.


Tetraanion of (E)-5-hydroxyferuloyl-CoA arising from deprotonation of phosphate and diphosphate functions; major microspecies at pH 7.3.


S-adenosylmethioninamine

The S-adenosyl derivative of methioninamine. It acts as the aminopropyl donor in the biosynthesis of the polyamines, spermidine and spermine.


Gln-Phe-Tyr

A tripeptide composed of L-glutamine, L-phenylalanine and L-tyrosine joined in sequence by peptide linkages.


di-antennary complex N-glycan group

Any complex N-glycan group that has not been fucosylated, and that has two branches with terminal HexNAc moiety. Precursor to tri- and tetra-antennary groups in glycosylation pathways of animal cells.


tri-antennary complex N-glycan group

Any complex N-glycan group that has been fucosylated, and that has three branches with terminal HexNAc moiety.


sialylated complex N-glycan group

Any complex N-glycan group that is sialylated at one or more terminal Gal or subterminal GlcNAc moieties.


3-sulfino-L-alanyl residue

N-terminal 3-sulfino-L-alanyl residue; major species at pH 7.3.


name: E. coli strain O157 LPS core oligosaccharide R3

description: A branched ten-membered oligosaccharide phosphate consisting of three galactose residues, two glucose residues, one 4-phospho-D-glycero-alpha-D-manno-heptose residue, one L-glycero-alpha-D-manno-heptose residue, one 4-phospho-L-glycero-alpha-D-manno-heptose residue and two Kdo residues, one of which is at the reducing end. The unit constitutes one of the core oligosaccharide structures of enterobacterial lipopolysaccharide obtained from E. coli strain O157.


ENRASENTAN

A member of the class of indanes that is 2,3-dihydro-1H-indene which is substituted by a 1,3-benzodioxol-5-yl group, carboxy group, 2-(2-hydroxyethoxy)-4-methoxyphenyl group and a propoxy group at positions 1S, 2R, 3S and 5, respectively. It is an orally active mixed endothelin A/B receptor antagonist with a 100-fold greater affinity for the endothelin A receptor. The drug was being developed by GSK for the treatment of congestive heart failure and pulmonary hypertension (clinical trials discontinued).


A member of the class of pyridopyrimidines that is pyrido[2,3-d]pyrimidine substituted by an amino group at position 2, 3,5-dimethoxyphenyl group at position 6, and by a (tert-butylcarbamoyl)nitrilo group at position 7. It is a selective ATP competitive inhibitor of the human fibroblast growth factor-1 receptor (FGFR1) tyrosine kinase with an IC50 of 52.4 nM.


The (S)-enantiomer of 12-HPETE.


A fatty acyl-AMP(1-) obtained by deprotonation of the phosphate OH group of octanoyl-AMP; the major species at pH 7.3.


A fatty acyl-AMP(1-) obtained by deprotonation of the phosphate OH group of decanoyl-AMP; the major species at pH 7.3.


An O-(S-acylpantetheine-4'-phosphoryl)-L-serine residue in which the S-acyl group is specified as octanoyl.


An O-(S-acylpantetheine-4'-phosphoryl)-L-serine residue in which the S-acyl group is specified as decanoyl.


A secondary carboxamide resulting from the formal condensation of the carboxy group of [(4-oxo-6-propyl-1,4-dihydropyrimidin-2-yl)sulfanyl]acetic acid with the amino group of 4-(difluoromethoxy)aniline. It is a specific matrix metalloproteinase-9 (MMP-9) inhibitor.


A deuterated compound that is methanol in which all four hydrogen atoms are replaced by deuterium. It is commonly used as a solvent in NMR spectroscopy.


An S-acyl-4-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-acetyl-4'-phosphopantetheine; major species at pH 7.3.


A phenolate anion that is the conjugate base of  4-hydroxychlorothalonil, arising from the deprotonation of the hydroxy group. Major microspecies at pH 7.3


asperaculane G

A sesquiterpenoid that is (8aR)-1,2,3,3a,4,5,8,8a-octahydroazulene substituted by a 1-carboxyethylidene group at position 1, hydroxy groups at positions 3 and 4, and methyl groups at positions 3a and 6 (the 3R,3aR,4S,8aR-diastereomer).


A branched synthetic oligosaccharide derivative containing a terminal Le(y) tetrasaccharide, a unique alpha(1->3)-, alpha(1->6)- and alpha(1->2)-linked heptoglycan, and a beta-D-galactose connector. An aminopropyl linker at the reducing end enables printing onto microscope slides. Synthesised for immunological evaluation of the Helicobacter pylori O6 O-antigen tridecasaccharide.


thromboxane A2

A thromboxane which is produced by activated platelets and has prothrombotic properties: it stimulates activation of new platelets as well as increases platelet aggregation.


GALLOCATECHIN GALLATE

A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of (-)-gallocatechin. A natural product found in found in green tea.


fagopyritol A1

An alpha-D-galactoside having a 1D-chiro-inositol substituent at the anomeric position.


A linear synthetic trisaccharide derivative consisting of three D-glycero-alpha-D-manno-heptopyranose residue linked (1->2). An aminopropyl linker at the reducing end enables printing onto microscope slides. One of a series of substructures of the Helicobacter pylori O6 O-antigen tridecasaccharide O-antigen used for its immunological evaluation.


A linear synthetic tetrasaccharide derivative consisting of four D-glycero-alpha-D-manno-heptopyranose residue linked in sequence (1->6),(1->2), (1->2), (1->2). An aminopropyl linker at the reducing end enables printing onto microscope slides. One of a series of substructures of the Helicobacter pylori O6 O-antigen tridecasaccharide O-antigen used for its immunological evaluation.


The (S)-enantiomer of 15-HPETE.


A 13-docosenamide in which the double bond adopts an (E)-configuration.


A linear synthetic pentasaccharide derivative consisting of five D-glycero-alpha-D-manno-heptopyranose residue linked in sequence (1->3), (1->6),(1->2), (1->2), (1->2). An aminopropyl linker at the reducing end enables printing onto microscope slides. One of a series of substructures of the Helicobacter pylori O6 O-antigen tridecasaccharide O-antigen used for its immunological evaluation.


A linear synthetic trisaccharide derivative consisting of three D-glycero-alpha-D-manno-heptopyranose residue linked (1->3). An aminopropyl linker at the reducing end enables printing onto microscope slides. One of a series of substructures of the Helicobacter pylori O6 O-antigen tridecasaccharide O-antigen used for its immunological evaluation.


A branched synthetic pentasaccharide derivative consisting of a chain of alpha-L-fucose, beta-D-galactose, N-acetyl-beta-D-glucosamine and beta-D-glucose residues linked in sequence (1->2), (1->4), (1->3), to the N-acetyl-beta-D-glucosamine is also linked (1->3) another alpha-L-fucose residue. An aminopropyl linker at the reducing end enables printing onto microscope slides. One of a series of substructures of the Helicobacter pylori O6 O-antigen tridecasaccharide O-antigen used for its immunological evaluation.


(+)-gallocatechin gallate

A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3S)-hydroxy group of (+)-gallocatechin.


A linear synthetic octasaccharide derivative consisting of eight D-glycero-alpha-D-manno-heptopyranose residue linked in sequence (1->3), (1->3), (1->3), (1->3), (1->6),(1->2), (1->2). An aminopropyl linker at the reducing end enables printing onto microscope slides.  One of a series of substructures of the Helicobacter pylori O6 O-antigen tridecasaccharide O-antigen used for its immunological evaluation.


dimethyl terephthalate

A diester resulting from the formal condensation of the carboxy groups of terephthalic acid with methanol. It is a primary ingredient widely used in the manufacture of polyesters and industrial plastics.


An organic heterotetracyclic compound that is 5-oxo-5H-[1,3]benzothiazolo[3,2-a][1,8]naphthyridine-6-carboxylic acid substituted by a 4-methyl-1,4-diazepan-1-yl group at position 2 and in which the carboxy group at position 6 is substituted by a [(5-methylpyrazin-2-yl)methyl]nitrilo group. An inhibitor of ribosomal RNA (rRNA) synthesis which specifically inhibits RNA polymerase I-driven transcription of rRNA in several cancer cell lines. It is currently in phase I/II clinical trials for advanced hematologic malignancies and triple-negative breast cancer with BRCA1/2 mutation.


decanoyl-RVKR-chloromethylketone

A tetrapeptide consisting of N-decanoyl-L-arginine, L-valine, L-lysine, and L-arginine joined in sequence by peptide linkages and in which the carboxy group at the C-terminus is substituted by a chloroacetyl group. It is a furin inhibitor that has antiviral activity against Chikungunya virus, Zika virus and Japanese encephalitis virus.


The (R)-enantiomer of 8-HPETE.


A primary fatty amide resulting from the formal condensation of the carboxy group of 13-docosenoic acid with ammonia. The double bond configuration is unspecified.


oviedomycin

A member of the class of tetraphenes that is 1,4,7,12-tetrahydrotetraphene substituted by oxo groups at positions 1, 4, 7, and 12, by hydroxy groups at positions 2, 6 and 8, and by a methyl group at position 3. It is a natural product found in Streptomyces antibioticus ATCC 11891 which exhibits cytotoxicity against A549 human lung cancer cells, HepG2 liver cancer cells, and MCF-7 breast cancer cells.


tilivalline

A pyrrolobenzodiazepine that is (11aS)-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine substituted by an oxo group at position 5, by a hydroxy group at position 9, and by a 1H-indol-3-yl group at position 11S. It is a natural product discovered in Klebsiella oxytoca which is the causative toxin in antibiotic associated hemorrhagic colitis. It exhibits a microtubule-stabilizing activity that leads to mitotic arrest in the host cells.


tilimycin

A pyrrolobenzodiazepine that is (11aS)-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine which is substituted by an oxo group at position 5 and by hydroxy groups at positions 9 and 11. It is an enterotoxic natural product synthesized via a non-ribosomal peptide synthase in Klebsiella oxytoca.


steffimycin D

An anthracycline antibiotic that is steffimycin in which the carbonyl group that is adjacent to the carbon bearing both a hydroxy group and a methyl group has been reduced to the corresponding methylene group. An antitumour anthracycline first isolated from Streptomyces steffisburgensis.


aurafuron A

A polyketide that is 2,3-dihydrofuran substituted by hydroxy, methyl, oxo, methyl and (2S,3Z,5E,7R,8R,9E)-2,8-dihydroxy-7,9,12-trimethyltrideca-3,5,9-trien-1-yl groups at positions 2, 2, 3, 4, and 5, respectively. It is a cytotoxic natural product found in several myxobacteria species and inhibits the growth of some filamentous fungi.


A branched amino pentasaccharide comprising a linear tetrasaccharide chain of alpha-D-galactose, beta-D-galactose, N-acetyl-beta-D-glucosamine and N-acetyl-alpha-D-galactosamine residues linked (1->3), (1->4) and (1->3) respectively, with an alpha-L-fucose residue linked (1->2) to the beta-galactose residue.


A hydroxy monocarboxylic acid consisting of icosa-5,9,14-trienoic acid having three hydroxy groups placed at the 8-, 11- and 12-positions.


legioliulin

A member of the class of isocoumarins that is 8-hydroxy-1H-isochromen-1-one substituted by a (1E,3E)-4-phenylbuta-1,3-dien-1-yl group at position 3. It is a fluorophore responsible for the blue-white autofluorescence in Legionella dumoffii.


auricin

An angucycline-like polyketide discovered in Streptomyces aureofaciens that is only stable at acidic pH.


colibactin

A member of the class of 1,3-thiazoles that comprises of two units of 2-[(2-{6-[(2S)-2-methyl-3,4-dihydro-2H-pyrrol-5-yl]-5-oxo-4-azaspiro[2.4]hept-6-en-7-yl}acetamido)methyl]-1,3-thiazole-4-carboxylic acid linked together via the formal condensation of the carboxy groups. It is a secondary metabolite produced by certain strains of bacteria found in the human gut such as Escherichia coli. It has the ability to bind covalently to DNA and is strongly associated with colorectal cancer.


4-acetoxybenzyl alcohol

An aromatic primary alcohol that is benzyl alcohol in which the hydrogen at position 4 is substituted by an acetyloxy group.


A C20 trienoic hydroxy fatty acid consisting of 8-hydroxyicosa-5,9,14-trienoic acid having an epoxy group at the 11,12-position.


A monolysocardiolipin where the acyl chains are all linoleoyl groups but position is not defined.


erdasporine A

A organic heterohexacyclic compound that is 12,13-dihydro-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole in which the hydrogens at positions 5 and 10 are substituted by a methoxycarbonyl and hydroxy groups, respectively. It is synthesized by a gene cluster found in environmental DNA and exhibits cytotoxic activity against human HCT116 cancer cells and Staphylococcus aureus.


erdasporine B

An organic heterohexacyclic compound that is 12,13-dihydro-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole in which the hydrogen at position 5 is substituted by a methoxycarbonyl group. It is synthesized by a gene cluster found in environmental DNA and exhibits cytotoxic activity against human HCT116 cancer cells and Staphylococcus aureus.


erdasporine C

An organic heterohexacyclic compound that is 6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole in which the hydrogens at positions 5 and 7 are substituted by a methoxycarbonyl and oxo groups, respectively. It is synthesized by a gene cluster found in environmental DNA and exhibits cytotoxic activity against human HCT116 cancer cells and Staphylococcus aureus.


lavendiol

An olefinic compound that is (6E,8E,10E)-dodeca-6,8,10-trien-5-one substituted by a hydroxy group at positions 1 and 3S, and by a methyl group at position 4. It is a polyketide synthesized by a silent biosynthetic gene cluster from Streptomyces lavendulae.


A branched heptasaccharide consisting of four alpha-D-mannosyl residues, one beta-D-mannosyl residue and two N-acetyl-beta-D-glucosamine residues, one of which at the reducing end is bonded to the the aryl amino group of 2-amino-N-(2-aminoethyl)benzamide.


alternapyrone

A member of the class of 2-pyranones that is 2H-pyran-2-one in which the hydrogens at positions 3, 4, 5 and 6 are replaced by methyl, hydroxy, methyl and (4E,6E,12E)-4,6,8,12,14-pentamethylhexadeca-4,6,12-trien-2-yl groups, respectively. It is a decaketide that is anabolized by a type I polyketide synthase in Alternaria solani.


An N(4)-glycosylated asparagine residue in which the glycan moiety is a branched octasaccharide consisting of two alpha-D-mannosyl residues, one beta-D-mannosyl residue and five N-acetyl-beta-D-glucosamine residues, one of which at the reducing end is bonded to the asparagine N(4) atom.


An icosatetraenoic acid in which the double bonds are located at the 6-7, 8-9, 11-12, and 14-15 positions and have E, Z, Z, and Z geometry, respectively, and in which the pro-S hydrogen is substituted by a hydroperoxy group.


mangicol A

A sesterterpenoid natural product found in the fungus Fusarium heterosporum. It exhibits significant antiinflammatory activity in the PMA-induced mouse ear edema model.


DIAZEPINOMICIN

A dibenzodiazepine with a farnesyl sidechain synthesized by Micromonospora sp.. It has a potent activity against a broad spectrum of tumor cell lines.


luminmycin A

A syrbactin derivative with a 12-carbon sidechain. It exhibits a protease-inhibition activity, and is synthesized by a non-ribosomal peptide synthase in Photorhabdus luminescens.


A secondary carboxamide resulting from the formal condensation of the carboxy group of 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid with the primary amino group of 5-(4-aminophenyl)-1,3,4-oxadiazole-2(3H)-thione.


A diacylglycerol where the acyl group at sn-1 or sn-3 is palmitoyl and the acyl group at position sn-2 is unkown.


palmitoylacylglycerol

A diacylglycerol with an undefined acyl group at position sn-1 or sn-3 and a palmitoyl group at an undefined position.


PECTOLINARIN

A disaccharide derivative that consists of  pectolinarigenin substituted by a 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.


Glu-Asp-Asp

A tripeptide composed of one L-glutamic acid and two L-aspartic acid units joined in sequence by peptide linkages.


A branched amino pentasaccharide comprising a trisaccahride backbone consisting of beta-D-galactose, N-acetyl-beta-D-glucosamine and N-acetyl-alpha-D-galactosamine residues linked in sequence (1->4) and (1->3), with alpha-L-fucose residues linked to the galactose and N-acetylglucosamine via (1->2) and (1->3) linkages respectively.


DIHYDROFOLIC ACID

A folic acid derivative acted upon by dihydrofolate reductase to produce tetrahydrofolic acid. It interacts with bacteria during cell division and is targeted by various drugs to prevent nucleic acid synthesis.


A pyrimidine 3'-deoxyribonucleoside that is cytidine in which the hydroxy group at position 3' is replaced by a hydrogen and a double bond is introduced between positions 3' and 4'. It is a metabolite of 3'-deoxy-3',4'-didehydro-CTP.


An organic triphosphate resulting from the formal condensation of the 5'-hydroxy group of 3'-deoxy-3',4'-didehydro-cytidine with triphosphoric acid. It is a chain terminator for RNA-dependent RNA polymerases.


10-formyldihydrofolic acid

The 10-formyl derivative of dihydrofolic acid.


A branched amino hexasaccharide comprising a tetrasaccharide backbone consisting of alpha-D-galactose, beta-D-galactose, N-acetyl-beta-D-glucosamine and N-acetyl-D-galactosamine residues linked in sequence (1->3), (1->4) and (1->3), with alpha-L-fucose residues linked to the beta-galactose and N-acetylglucosamine via (1->2) and (1->3) linkages respectively.


Arg-Asp-Asp

A tripeptide composed of one L-arginine and two L-aspartic acid units joined in sequence by peptide linkages.


hexan-2-yl benzoate

Hexan-2-yl ester of benzoate.


hexan-3-yl benzoate

Hexan-3-yl ester of benzoate.


A branched amino hexasaccharide comprising a tetrasaccharide backbone consisting of N-acetyl-alpha-D-galactosamine, beta-D-galactose, N-acetyl-beta-D-glucosamine and N-acetyl-D-galactosamine residues linked in sequence (1->3), (1->4) and (1->3), with alpha-L-fucose residues linked to the beta-galactose and N-acetylglucosamine via (1->2) and (1->3) linkages respectively.


(6S)-5,6,7,8-tetrahydrofolic acid

A derivative of folic acid in which the pteridine ring is fully reduced; it is the parent compound of a variety of coenzymes that serve as carriers of one-carbon groups in metabolic reactions.


gougerotin

A peptidyl nucleoside antibiotic which functions as a specific inhibitor of protein synthesis by binding ribosomal peptidyl transferase.


fragin zwitterion

A diazeniumdiolate natural product found in Burkholderia cenocepacia with an antifungal activity.


A branched amino oligosaccharide comprising a beta-D-mannosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-[alpha-L-fucosyl-(1->6)]-N-acetyl-beta-D-glucosamine branched tetrasaccharide, onto the mannosyl residue of which are two beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl tetrasaccharide units linked (1->3) and (1->6).


fragin

A natural product found in Burkholderia cenocepacia, which zwitterion is an iron chelator with antifungal properties.


Lys-Lys-Leu

A tripeptide composed of two L-lysine units and L-leucine joined in sequence by peptide linkages.


A benzaldehyde that is salicylaldehyde which is substituted at position 6 by a (3S,4S,5E)-3,4-dihydroxyhepta-1,5-dien-1-yl group. It is an epimer of pyriculol with stronger phytotoxic activity.


SALINIPYRONE A

A member of the class of 2-pyranones that is 2H-pyran-2-one in which the hydrogens at positions 3, 4, 5 and 6 are replaced by methyl, hydroxy, methyl and (1E,3E,5S,6R)-6-hydroxy-3,5-dimethylocta-1,3-dienyl groups, respectively. It is a polyketide isolated from the marine actinomycete Salinispora pacifica.


Lys-Leu-Ser

A tripeptide composed of L-lysine, L-leucine and L-serine joined in sequence by peptide linkages.


Glu-Glu-Leu

A tripeptide composed of two L-glutamic acid residues and an L-leucine residue joined in sequence by peptide linkages.


Glu-Glu-Lys

A tripeptide containing two L-glutamic acid residues and an L-lysine residue joined in sequence.


A cyclic ketone that is tropolone in which the hydrogens at positions 3 and 7 are substituted by hydroxy groups. It is isolated from the soil bacterium Streptomyces tropolofaciens strain K611-97.


gibepyrone A

A member of the class of 2-pyranones that is 2H-pyran-2-one in which the hydrogens at positions 3 and 6 are replaced by methyl and (2E)-2-buten-2-yl groups, respectively. It is a mycotoxin produced by the rice pathogen Fusarium fujikuroi.


A member of the class of benzoates that is the conjugate base of lasalocid, resulting from the deprotonation of the carboxy group. Major species at pH 7.3.


xenocyloin

A member of the class of indoles that is 1-H indole with the hydrogen at position 3 substituted with a 2'-hydroxy-3'-alkoxy-4'-alkyl group. It is an antiinsectan compound found in the nematode parasite Xenorhabdus bovienii.


10-formyltetrahydrofolic acid

A form of tetrahydrofolate that acts as a donor of formyl groups in anabolism. In these reactions 10-formyltetrahydrofolic acid is used as a substrate in formyltransferase reactions, which is important in purine biosynthesis.


Glu-Asp-Arg

A tripeptide composed of L-glutamic acid, L-aspartic acid, and L-arginine joined in sequence by peptide linkages.


An FGFR2-IIIb isoform-specific monoclonal antibody used in cancer patients with aberrantly activated/amplified FGFR2 signaling


S-(acetaldehyde)-L-cysteine zwitterion

Major microspecies at pH 7.3.


paraherquonin

Published in DOI:10.1016/S0040-4039(00)88109-5


(6R)-5,10-methenyltetrahydrofolic acid

The 5,10-methenyl derivative of tetrahydrofolic acid arising from enzymatic cyclisation of 5-formyltetrahydrofolic acid.


jawsamycin

A polyketide that is 5'-amino-5'-deoxy-3,4,5,6-tetrahydrouridine in which one of the hydrogens of the amino group is substituted by a (1E,3E)-1-[(1R,1'R,1''R,1'''R,2S,2'R,2''R,2'''S)-2'''-{(E)-2-[(1R,2R)-2-methylcyclopropyl]ethenyl}[1,1':2',1'':2'',1'''-quater(cyclopropan)]-2-yl]-5-oxopenta-1,3-dien-5-yl group. It is a metabolite isolated from the bacterium, Streptoverticillium fervens and targets the catalytic subunit of the fungal UDP-glycosyltransferase, the first step in the biosynthesis of glycosylphosphatidylinositol (GPI) anchors. It exhibits broad spectrum antifungal activity against several pathogenic fungi including Mucorales.


An indan-1-ol in which the carbon bearing the hydroxy group has S configuration.


shanorellin

A member of the class monohydroxy-1,4-benzoquinones that is 1,4-benzoquinone in which the hydrogens at positions 2, 3, 5 and 6 are replaced by hydroxy, methyl, methyl and hydroxymethyl groups, respectively. It is a secondary metabolite synthesized by several fungi of the Ascomycota phylum.


asperlactone

A member of the class of butenolides that is furan-2(5H)-one substituted by (2S,3S)-3-methyloxiran-2-yl and (1S)-1-hydroxyethyl group at positions 3 and 5R, respectively. It is a secondary metabolite isolated from Aspergillus ochraceus that exhibits antifungal and antibacterial properties.


aspyrone

A member of the class of 2-pyranones that is 5,6-dihydro-2H-pyran-2-one in which the hydrogens at positions 3, 5S and 6R are replaced by (2S,3S)-3-methyloxiran-2-yl, hydroxy and methyl groups, respectively. It is a fungal metabolite isolated from Aspergillus melleus and exhibits nematicidal, antibacterial and antifungal properties.


streptazone E

A member of the class of cyclopentapyridines that is 2,3,4,5-tetrahydro-1H-cyclopenta[b]pyridine substituted by an oxo group at position 4 and by a (2E)-but-2-en-1-ylidene group at position 5. It is a polyketide natural product found in Streptomyces sp.


An ester of 4-deoxy-alpha-L-threo-hex-4-enopyranuronic acide produced by Streptomyces sp..


5-formimidoyltetrahydrofolic acid

The 5-formimidoyl derivative of tetrahydrofolic acid.


perquinoline

A benzyltetrahydroisoquinoline ortho-fused with a gamma-lactam ring synthesized by the prq gene cluster in Streptomyces sp..


perquinoline A

A perquinoline that is 8-amino 20-N-butanoic acid.


perquinoline B

A perquinoline that is 8-amino 20-N-propanoic acid.


perquinoline C

A perquinoline that is 8-hydroxy 20-N-butanoic acid.


A member of the class of tetralins that is tetralin in which the hydrogens at positions 1 and 2 are replaced by oxo and methyl groups, respectively.


name: ultra-long-chain mono-unsaturated fatty acyl-pantetheine-4'-phosphoryl-L-serine (1-) residue

description: An O-(S-acylpantetheine-4-phosphoryl)serine residue in which the S-acyl group is a mono-unsaturated very long-chain fatty acid anion with a chain length greater than C27.


folinic acid

A formyltetrahydrofolic acid in which the formyl group is located at position 5.


name: ultra-long-chain mono-unsaturated 3-oxoacyl-pantetheine-4'-phosphoryl-L-serine(1-) residue

description: An O-(S-acylpantetheine-4-phosphoryl)serine residue in which the S-acyl group is a mono-unsaturated very long-chain 3-oxo-fatty acid anion with a chain length greater than C27.


name: ultra-long-chain di-unsaturated fatty acyl-pantetheine-4'-phosphoryl-L-serine(1-) residue

description: An O-(S-acylpantetheine-4-phosphoryl)serine residue in which the S-acyl group is a di-unsaturated very long-chain fatty acid anion with a chain length greater than C27.


name: ultra-long-chain di-unsaturated 3-oxoacyl-pantetheine-4'-phosphoryl-L-serine(1-) residue

description: An O-(S-3-oxoacylpantetheine-4-phosphoryl)serine residue in which the S-acyl group is a di-unsaturated very long-chain fatty acid anion with a chain length greater than C27.


hydroperoxy fatty amide

Any fatty amide carrying one or more hydroperoxy substituents.


A branched amino pentasaccharide comprising a linear tetrasaccharide unit consisting of alpha-D-galactosyl, beta-D-galactosyl, N-acetyl-beta-D-galactosaminyl and (at the reducing end) N-acetyl-D-glucosamine residues all linked (1->3), to the beta-galactosyl residue is linked also (1->2) an alpha-L-fucosyl residue.


MONASCORUBRIN

A bulgarialactone azaphilone compound found in Monascus pilosus used as an orange food colourant for biscuits or ice-cream.


5-methyltetrahydrofolic acid

A tetrahydrofolic acid that is 5,6,7,8-tetrahydrofolic acid substituted by a methyl group at position 5.


A 4a-hydroxytetrahydrobiopterin which has R configuration at position 6 and in which the dihydroxypropyl substituent has L-erythro configuration.


celesticetin

A lincosamide antibiotic produced in Streptomyces caelestis.


name: O-[S-(virensol B carboxy)pantetheine-4'-phosphoryl]-L-serine(1-) residue


This is compound 5


cryptomaldamide

A hybrid tripeptide from the marine cyanobacterium Moorea producens.


curacomycin

A homodetic cyclic peptide found in several Streptomyces species, consisting of 3-hydroxyasparagine, L-ornithine, L-isoleucine, D-leucine, D-valine and 5-chloro-L-tryptophan joined in sequence in a cyclic arrangement by peptide linkages. It exhibits antibacterial properties.


dechlorocuracomycin

A cyclic peptide found in several Streptomyces, consisting in the six following amino acids: D-valine, D-leucine, L-isoleucine, L-ornithine, L-beta-hydroxyasparagine and L-tryptophan.


curacozole

An azamacrocycle obtained from a core peptide of sequence Phe-Ile-Ile-Gly-Ser-Thr-Cys-Cys encoded in the genome of several Streptomyces species. It exhibits potent cytotoxic activity against HCT116 and HOS cancer cells.


tabtoxin

A monobactam phytotoxic dipeptide produced by Pseudomonas syringae, that causes wildfire disease in tobacco.


A 6,7-dihydrobiopterin that has R configuration at position 6 and in which the 1,2-dihydroxypropyl substituent has 1S,2R configuration.


tabtoxinine beta-lactam

A L-alpha-amino acid with a 3-hydroxy-2-oxoazetidin-propyl side chain. It is a monobactam antibiotic derived from tabtoxin with an inhibitory effect over glutamine synthetase.


(-)-(S)-chlorizidine A

An alkaloid natural product containing chlorinated pyrroloisoindolone and pyrrolizine rings found in a marine Streptomyces sp..


florylpicoxamid

A carboxylic ester resulting from the formal condensation of the carboxy group of N-{[3-(acetyloxy)-4-methoxypyridin-2-yl]carbonyl}-L-alanine with the hydroxy group of (2S)-1,1-bis(4-fluorophenyl)propan-2-ol. It is a fungicide introduced by Dow AgroSciences for the control of a wide variety of pathogens such as Septoria spp, Powdery Mildews, Botrytis spp, and others in cereals, vines, fruits, nuts and vegetables.


A nickel coordination entity that is (S)-citronellalthiosemicarbazonate complexed with nickel in a 2:1 ratio. It induces apoptosis and exhibits anticancer properties.


A member of the class of thiazolidinones that is 2-sulfanylidene-1,3-thiazolidin-4-one in which the hydrogens at positions 3 and 5 are replaced by carboxymethyl and 3-(1-phenylethoxy)-4-(2-phenylethoxy)benzylidene groups, respectively. It is an inhibitor of protein mannosyl transferase 1 (PMT1) and blocks protein O-mannosylation.


isoflavipucine

A natural product found in Aspergillus flavipes with weak cytotoxicity against human leukemia HL-60 cells.


(+)-flavipucine

An antimicrobial and cytotoxic natural product isolated from the mycophylic fungus Cladobotryum rubrobrunnescens.


(-)-flavipucine

An antimicrobial and cytotoxic natural product isolated from Aspergillus flavipes.


A 2-methylbutanoyl-CoA(4-) obtained by deprotonation of phosphate and diphosphate functions of (R)-2-methylbutanoyl-CoA; major species at pH 7.3.


An acyl-CoA(4-) that is the tetraanion of An acyl-CoA(4-) that is the tetraanion of 3-methylbut-2-enoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


A pyrazolopyrimidine that is pyrazolo[1,5-a]pyrimidine which is substituted at positions 3, 5, and 7 by cyano, (4-methyl-3-propanamidophenyl)nitrilo and cyclopropylnitrilo groups, respectively. It is a potent and selective chemical probe for the pleiotropic kinase CK2.


A thienopyrimidine that is thieno[3,2-d]pyrimidine which is substituted by a (carboxymethyl)sulfanediyl group at position 4 and by a 1-benzothiophen-2-yl group at position 6. It is a STK17B kinase inhibitor.


A pyrazolopyridazine that is pyrazolo[1,5-b]pyridazine which is substituted by a 2-[3-methoxy-5-(trifluoromethyl)anilino]pyrimidin-4-yl group at position 3 and by a methoxy group at position 6. It is a human GSK-3beta, CDK2, CDK4, CLK1, CLK2, and CLK4 kinase inhibitor.


A member of the class of furopyridines that is furo[2,3-b]pyridine substituted by a 4-carboxy-3-cyclopentylphenyl group at position 3 and by a 3-methylphenyl group at position 5. It is an inhibitor of CAMKK2 kinase (IC50 = 30nM).


loline alkaloid

A pyrrolizidine alkaloid that is hexahydro-1H-pyrrolizine carrying an exo-1-amino group at position 1 and an ether bridge between C-2 and C-7. It is a class of natural insecticides produced by fungal symbionts of Poaceae.


A (2E)-2-methylhexenoyl-CoA(4-) obtained by deprotonation of phosphate and diphosphate functions of (2E)-2-methylhexenoyl-CoA; major species at pH 7.3.


norloline

A loline alkaloid with formula C7H12N2O. It is isolated from the plants Lolium cuneatum and Lolium temulentum.


loline

A loline alkaloid with formula C8H14N2O.


dithiolopyrrolone antibiotic

A class of antibiotics that possess the unique pyrrolinonodithiole (4H-[1,2]dithiolo[4,3-b]pyrrol-5-one) skeleton linked upto three variable acyl groups.


THIOLUTIN

A dithiolopyrrolone antibiotic that is 4,5-dihydro[1,2]dithiolo[4,3-b]pyrrole in which the hydrogens at positions 4,5 and 6 have been replaced by methyl, oxo and acetamido groups, respectively. It is a potent inhibitor of RNA polymerases, inhibits the angiogenesis of human umbilical vein endothelial cells, and also inhibits JAMM metalloproteases.


HOLOMYCIN

A dithiolopyrrolone antibiotic that is 4,5-dihydro[1,2]dithiolo[4,3-b]pyrrole in which the hydrogens at positions 5 and 6 have been replaced by oxo and acetamido groups, respectively. It is an inhibitor of DNA-dependent RNA polymerase, and exhibits antibacterial and antitumour properties.


AUREOTHRICIN

A dithiolopyrrolone antibiotic that is 4,5-dihydro[1,2]dithiolo[4,3-b]pyrrole in which the hydrogens at positions 4,5 and 6 have been replaced by methyl, oxo and propanoylamino groups, respectively. It is a moderate antimicrobial by-product of the thiolutin fermentation in various Streptomyces species.


PYOLUTEORIN

A member of the class of resorcinols that is resorcinol in which the hydrogen at position 2 is replaced by a 4,5-dichloro-1H-pyrrole-2-carbonyl group. It is a natural product found in Pseudomonas fluorescens which exhibits antibacterial properties and is a strong inducer of caspase-3-dependent apoptosis.


tropodithietic acid

A monocarboxylic acid that is 8,9-dithiabicyclo[5.2.0]nona-1,3,6-triene substituted by a carboxy group at position 2 and an oxo group at position 3. It is a broad spectrum antibiotic produced by the marine bacterium Phaeobacter inhibens that also acts as a signalling molecule at lower concentrations.


sevadicin

A non-ribosomal tripeptide with antibacterial activity of sequence D-Phe-D-Ala-Trp synthesized by the bee pathogenic bacterium Paenibacillus larvae.


The 20-hydroxy derivative of leukotriene B4.


A 7-methyl guanosine (m7G) linked via an inverted 5'-5' triphosphate bridge to an initiating ribonucleoside


name: 5'-end (N(2),N(2),N(7)-trimethyl 5'-triphosphoguanosine)-purine ribonucleoside(2-) residue

description: A N(2),N(2),N(7)-trimethyl guanosine linked via an inverted 5'-5' triphosphate bridge to an initiating purine ribonucleoside; major species at pH 7.3.


A charged organophosphate oxoanion arising from deprotonation of the diphosphate OH groups of N2,N2,N7-trimethylguanosine 5'-diphosphate; major species at pH 7.3.


(S)-citronellalthiosemicarbazonate

A thiosemicarbazone resulting from the formal condensation of the formyl group of (S)-(-)-citronellal with the non-thioacylated amino group of hydrazinecarbothioamide.


thiosemicarbazone

A hydrazone resulting from the formal condensation of an aldehyde or ketone with the non-thioacylated nitrogen of thiosemicarbazide or its substituted derivatives.


A member of the class of aminopyrimidines that is pyrimidine in which the hydrogens at positions 2, 4 and 5 have been replaced by [3-methyl-1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl]nitrilo, {3-[(cyclobutylcarbonyl)amino]propyl}nitrilo, and cyclopropyl groups, respectively.


An organic heterotricyclic compound that is 4,5-dihydro-1H-[1,3]thiazolo[4,5-g]indazole which is substituted at positions 1, 3 and 7 by 2-chlorophenyl, pyridin-3-yl, and [(1H-imidazol-2-ylmethyl)carbamoyl]amino groups, respectively.


A leukotriene composed of (6Z,8E,10E,14Z)-icosatetraenoic acid having (5S)- and (12R)-hydroxy substituents. It is a lipid mediator of inflammation that is generated from arachidonic acid via the 5-lipoxygenase pathway.


tetrahydropentoxyline

A member of the class of beta-carbolines that is 2,3,4,9-tetrahydro-1H-beta-carboline in which a hydrogen at positions 1 and 3 have been replaced by a (5S)-D-arabinityl and carboxy groups, respectively. It is a metabolite found in human urine.


cyproflanilide

A member of the class of benzamides that is benzene in which the hydrogens at positions 1, 2 and 3 are substituted by [2-bromo-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-6-(trifluoromethyl)phenyl]aminocarbonyl, fluoro, and (cyclopropylmethyl)(4-fluorobenzoyl)nitrilo groups, respectively. It is an insecticide developed by CAC Shanghai International Trading Co Ltd., China.


cyclobutrifluram

A diastereoisomeric mixture containing 80-100% of (S,S)-cyclobutrifluram and 0-20% of (R,R)-cyclobutrifluram. It is a nematicide developed by Syngenta Crop Protection AG and used for the control of both nematodes and soil-borne diseases, especially Fusarium species. It is presumed to be an inhibitor of the mitochondrial electron transport chain complex II based on its chemical structure similarity to fluopyram.


cyclobutanes

Cyclobutane and its derivatives formed by substitution.


name: 5'-end (N(2),N(2),N(7)-trimethyl 5'-triphosphoguanosine)-guanosine(2-) residue

description: A N(2),N(2),N(7)-trimethyl guanosine linked via an inverted 5'-5' triphosphate bridge to an initiating guanosine; major species at pH 7.3.


name: 5'-end (N(2),N(2),N(7)-trimethyl 5'-triphosphoguanosine)-adenosine(2-) residue

description: A N(2),N(2),N(7)-trimethyl guanosine linked via an inverted 5'-5' triphosphate bridge to an initiating adenosine; major species at pH 7.3.


virensol B

A member of the class of hydroxybenzyl alcohols that is 2-(hydroxymethyl)phenol in which the hydrogen at position 3 is substituted by a (1E,3E,5E)-undeca-1,3,5-trien-1-yl group.


name: 5'-end (5'-triphosphoguanosine)-(2'-O-methyl-purine ribonucleoside)(3-) residue

description: major species at pH 7.3


methylprednisolone suleptanate

A carboxylic ester resulting from the formal condensation of the 21-hydroxy group of 6alpha-methylprednisolone with the carboxy group of 8-[methyl(2-sulfoethyl)amino]-8-oxooctanoic acid.


name: methylprednisolone 21-suleptanic acid ester(1-)

description: An organosulfonate oxoanion that is the conjugate base of methylprednisolone 21-suleptanic acid ester, obtained by deprotonation of the sulfo group. Major species at pH 7.3.


A guanosine (G) linked via an inverted 5'-5' triphosphate bridge to an initiating 2'-O-methyl-AACA oligonucleotide. Major species at pH 7.3.


A 7-methyl guanosine (m7G) linked via an inverted 5'-5' triphosphate bridge to an initiating 2'-O-methyl-AACA oligonucleotide; major species at pH 7.3.


A guanosine (G) linked via an inverted 5'-5' triphosphate bridge to an initiating AACA oligonucleotide; major species at pH 7.3.


A ketone that is propan-2-one in which a hydrogen at positions 1 and 3 have been replaced by chloro groups. It is used in the synthesis of citric acid. Also used as a solvent and as an intermediate in organic synthesis.


A member of the class of pterocarpans carrying three hydroxy substituents at positions 3, 6a and 9.


hexyl hexanoate

A hexanoate ester obtained by the formal condensation of the carboxy group of hexanoic acid (caproic acid) with hexan-1-ol. It is a constituent found in passion fruit, apples, strawberries and wine.


A branched amino hexasaccharide made up from one alpha-L-fucose residue, two beta-D-galactose residues, two N-acetyl-beta-D-glucosamine residues and one D-glucose residue (at the reducing end).


A branched amino octasaccharide made up from four N-acetyl-beta-D-glucosamine residues, two alpha-D-mannose residues, one beta-D-mannose residue and (at the reducing end) one N-acetyl-D-glucosamine residue.


A branched amino nonasaccharide consisting of a tetrasaccharide backbone of N-acetyl-beta-D-glucosaminyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues all linked sequentially (1->4), in which the mannosyl residue carries via a (1->6) linkage an N-acetyl-beta-D-glucosaminyl-(1->2)-[N-acetyl-beta-D-glucosaminyl-(1->6)]-alpha-D-mannosyl trisaccharide unit, as well as an N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl disaccharide unit via a (1->3) linkage.


phloxine O

A xanthene dye that is  fluorescein in which the hydrogens at positions 2',4',5' and 7' are replaced by bromo groups, and the hydrogens at positions 4,5,6 and 7 are replaced by chloro groups. It is a red synthetic pigment which is widely used in colored cosmetics (e.g. lipsticks and blushers).


novolactone

A natural product isolated from a fungal strain closely related to Aporospora terricola. It is an allosteric inhibitor of Hsp70.


ROHITUKINE

A member of the class of chromones that is 4H-chromen-4-one in which the hydrogens at positions 2,5,7 and 8 are replaced by methyl, hydroxy, hydroxy, and (3S,4R)-3-hydroxy-1-methylpiperidin-4-yl groups, respectively. It is an alkaloid initially isolated from Amoora rohituka and is a precursor of the anti-cancer compound flavopiridol.


LEUKOTRIEN E4

A leukotriene that is (7E,9E,11Z,14Z)-icosa-7,9,11,14-tetraenoic acid substituted by a hydroxy group at position 5 (5S) and an L-cystein-S-yl group at position 6 (6R).


A branched amino decasaccharide consisting of a tetrasaccharide backbone of N-acetyl-beta-D-glucosaminyl, beta-D-mannosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-glucosamine residues all linked sequentially (1->4), in which the mannosyl residue carries via (1->3) and (1->6) linkages two beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl trisaccharide units.


An amino oligosaccharide that is a tetradecasaccharide derivative consisting of a tetrasaccharide chain of N-acetyl-beta-D-glucosamine, beta-D-mannose, N-acetyl-beta-D-glucosamine and N-acetyl-D-glucosamine residues, all linked sequentially (1->4), to the beta-D-mannose residue of which are also linked beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-[beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->6)]-alpha-D-mannosyl and beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-[beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)]-alpha-D-mannosyl units via (1->6) and (1->3) linkages respectively.


A member of the class of naphthalenes that is naphthalene in which the hydrogens at positions 1 and 6 are replaced by cyano and methoxy groups, respectively.


(R)-ethyl 1-(1-benzylpiperidin-4-yl)piperidine-3-carboxylate


dithiolopyrrole

A heterobicyclic compound that is any dithiole ortho-fused with a pyrrole ring.


A chemical compound that affects cell wall integrity, sharing the common basic molecular structure of 4-chloro-6-arylamino-7-nitro-benzofurazane with 4 other CANBEF chemicals.


A leukotriene that is the (5S,6S)-epoxy derivative of (7E,9E,11Z,14Z)-icosa-7,9,11,14-tetraenoic acid.


An enamide resulting from the formal condensation of the carboxy group of (2E,4E,6E)-7-phenylhepta-2,4,6-trienoic acid with the amino group of hydroxylamine. It is an inhibitor of histone deacetylase (HDAC) which exhibits anticancer properties.


poacic acid

A hydroxycinnamic acid that is (2E)-3-phenylprop-2-enoic acid in which the hydrogens at positions 3, 4 and 5 are replaced by 2-(4-hydroxy-3-methoxyphenyl)ethenyl, hydroxy and methoxy groups, respectively. It is a natural product found in maize bran which exhibits antifungal activities against several fungal and oomycete pathogens including Sclerotinia sclerotiorum, Alternaria solani, and Phytophthora sojae. It inhibits beta-1,3-glucan synthesis in cells walls resulting in rapid cell lysis.


cyclic A(2'-5')pA(3'-5')pA(3'-5')p(3-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of cyclic A(2'-5')pA(3'-5')pA(3'-5')p; major species at pH 7.3.


Protein kinase inhibitor of SNF1 analog sensitive allele.


(beta-D-glucosyl)-O-mycofactocinone

Published in DOI:10.1039/d0sc01172j


5'-xanthylic acid

A purine ribonucleoside 5'-monophosphate having xanthine as the nucleobase.


(beta-D-glucosyl)-O-mycofactocinol

Published in DOI:10.1039/d0sc01172j


premycofactocinol

A member of the class of pyrrolines that is  2-pyrroline in which the hydrogens at positions 2,3,4,4, and 5 are replaced by hydroxy, hydroxy, methyl, methyl, and (4-hydroxyphenyl)methyl groups, respectively. It results from the reduction of premycofactocin by oxidoreductases.


cleisthantin derivative

vacuolar ATPase inhibitor


A tetraarabinofuranosyl group consisting of four D-arabinofuranosyl residues linked sequentially beta(1->2), alpha(1->5), alpha(1->5) with the anomeric centre of the residue at the reducing end also having alpha stereochemistry; corresponds to part of the lipoarabinomannan from Mycobacterium tuberculosis.


A glycosyl group consisting of two alpha-D-mannosyl residues linked (1->2) and modified on the residue distal to the reducing end by a 5-methylthio-D-xylofuranose residue via a (1->4) linkage; corresponds to part of the lipoarabinomannan from Mycobacterium tuberculosis.


A long-chain trienoic fatty acid consisting of octadecanoic acid having the three double bonds at positions 9, 11 and 15 as well as an epoxy ring linking positions 12 and 13.


A retinoid that consists of all-trans-retinol having a hydroxy substituent at position 3 on the cyclohexenyl ring.


ficellomycin

A dipeptide antibiotic containing an azabicyclohexane ring system that exhibits potent in vitro activity against Penicillium oxalicum and Staphylococcus aureus. It inhibits semi-conservative DNA replication by causing accumulation of 34S DNA species.


S. pneumoniae serotype 6B CPS

Streptococcus pneumoniae serotype 6B capsular polysaccharide


S. pneumoniae serotype 18C CPS

Streptococcus pneumoniae serotype 18C capsular polysaccharide


A member of the class of chromenes that is 2H-chromene substituted at positions 2,3,6 and 8 by phenyl, 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethenyl, chloro and chloro groups, respectively. It is a potent retinoic acid receptor alpha agonist (Kd = 14nM) designed for the treatment of kidney disease.


name: LPS  O antigen repeat from P. aeruginosa serotype 10

description: O-Ag repeat unit


Any oligosaccharide having a beta-D-glucose residue at the reducing end.


Major species at pH 7.3


The (9Z)-isomer of (13S)-12,13-epoxyoctadeca-9,11-dienoic acid.


glyceryl monothioglycolate

A thioglycolate ester resulting from esterification of thioglycolic acid with glycerol. As a component of developer solutions in permanent wave products, it is the second most frequent allergen in hairdressers and avoidance of acid permanent waves is mandatory.


terreic acid

A 2-hydroxy-1,4-benzoquinone that is 5,6-epoxy. It is a natural product of Aspergillus terreus. It has an antibacterial activity explained by its inhibitory effect on bacterial enzymes MurA and GlmU. It is an inhibitor of Bruton's tyrosine kinase, and has an anti-tumoral activity against HeLa and EAC cells.


fujikurin D

A pyrandione that is dihydro-2H-pyran-2,4(3H)-dione in which the hydrogens at positions 3, 5 and 6 are substituted by 1-hydroxy-2-methylbutylidene, methyl, and methyl groups, respectively. It is a natural product isolated from the fungus Fusarium fujikuroi.


A dicarboxylate resulting from deprotonation of both carboxy groups of kainic acid, and protonation of its amine group. Major species at pH 7.3.


The (S)-enantiomer of 13-HPODE


pyrrolomycin A

A member of the class of pyrroles that is 1H-pyrrole which is substituted by chloro groups at positions 2 and 3 and by a nitro group  position 4. It is the simplest member of the pyrrolomycins, a family of natural products found in several species of the Streptomyces genus. The compound is active against Gram-positive and Gram-negative bacteria and some genera of fungi.


cacibiocin A

An aminocoumarin resulting from the formal condensation of one of the carboxy groups of pyrrole-2,5-dicarboxylic acid with the amino group of 3-amino-4,7-dihydroxycoumarin. It is a natural product isolated from Catenulispora acidiphila that doesn't exhibit an antimicrobial activity contrary to most aminocoumarins.


cacibiocin B

A derivative of cacibiocin A where the hydrogen atoms in positions 6 and 8 of the coumarin moiety are substituted with chlorine atoms.


BENZOIC ACID 3-HYDROXYPHENYL ESTER

A benzoate ester resulting from the formal condensation of benzoic acid with resorcinol.


A monocarboxylic acid anion that is conjugate base of beraprost, arising from the deprotonation of the carboxy group. Major microspecies at pH 7.3.


A polysaccharide derivative comprising a tetrasaccharide repeating unit consisting of a trisaccharide backbone of beta-D-galactosyl, beta-D-glucosyl and N-acetyl-beta-D-glucosaminyl residues linked sequentially (1->4) and (1->6), with a further beta-D-galactosyl residue linked (1->4) to the N-acetyl-beta-D-glucosaminyl residue, and with the tetrasaccharide repeats themselves being linked (1->3); corresponds to the serotype 14 capsular polysaccharide (CPS) of Streptococcus pneumoniae. The structure diagram shows a portion of the polysaccharide chain consisting of three such tetrasaccharide repeating units showing clearly the (1->3) linkages existing between the repeating units.


GlyTouCan G06110VR

An aminoheptasaccharide consisting of five hexosyl and two acetaminohexosyl groups (identities and connectivity unknown). Composition: Hex5 HexNAc2.


GlyTouCan G43417UB

A partially-defined glycan consisting of unknown numbers of hexosyl and acetaminohexosyl groups (identities and connectivity unknown). Composition: Hex? HexNAc?.


GlyTouCan G70101JE

A partially-defined glycan consisting of nine hexosyl and two acetaminohexosyl groups (identities and connectivity unknown). Composition: Hex9 HexNAc2.


GlyTouCan G84452RH

A partially-defined glycan consisting of five hexosyl groups, four acetaminohexosyl groups, a 6-deoxyhexosyl group and an N-acetcylneuraminic acid group (identities and connectivity unknown). Composition: Hex5 HexNAc4 6dHex1 Neu5Ac1.


GlyTouCan G06356OH

An amino decasaccharide consisting of five hexosyl groups, four acetaminohexosyl groups and an N-acetcylneuraminic acid group (identities and connectivity unknown). Composition: Hex5 HexNAc4 Neu5Ac1.


GlyTouCan G74724QE

A partially-defined glycan consisting of three hexosyl groups, 2 acetominohexosyl groups and a 6-deoxyhexosyl group (identities and connectivity unknown). Composition: Hex3 HexNAc2 6dHex1.


GlyTouCan G29068FM

An partially-defined glycan that is an acetaminohexose in which the identity of the acetaminohexose and configuration of the anomeric centre is not known.


GlyTouCan G23863VK

An amino decasaccharide consisting of five hexosyl groups, four acetaminohexosyl groups and a 6-deoxyhexosyl group (identities and connectivity unknown). Composition: Hex5 HexNAc4 6-dHex1.


A glucuronosylinositol phosphorylceramide in which the acyl group is hydroxylated at position 2 and the ceramide base is hydroxylated at position 4.


GlyTouCan G23294PN

An aminodecasaccharide consisting of six hexosyl groups, three acetaminohexosyl groups and an N-acetylneuaminic acid group (identities and connectivity unknown). Composition: Hex6 HexNAc3 Neu5Ac1.


GlyTouCan G14669DU

An amino pentasaccharide  consisting of three hexosyl groups and two acetaminohexosyl groups (identities and connectivity unknown). Composition: Hex3 HexNAc2.


(11S)-11-hydroperoxylinoleic acid

The 11-hydroperoxy derivative of linoleic acid having (S)-configuration.


GlyTouCan G72291OX

An amino octasaccharide consisting of four hexosyl groups, three acetaminohexosyl groups and an N-acetcylneuraminic acid group (identities and connectivity unknown). Composition: Hex4 HexNAc3 Neu5Ac1.


(R)-toloxatone

The (R)-enantiomer of toloxatone.


(S)-toloxatone

The (S)-enantiomer of toloxatone.


ritodrine

A 4-[2-[[1-hydroxy-1-(4-hydroxyphenyl)propan-2-yl]amino]ethyl]phenol that has (1S,2R)-configuration.


A dihydroxy monocarboxylic acid that is the 7(S),8(S)-dihydroxy derivative of linoleic acid.


GlyTouCan G14548ZL

An amino decasaccharide that is alpha-D-Manp-(1->2)-alpha-D-Manp-(1->2)-alpha-D-Manp-(1->3)-[alpha-D-Manp-(1->3)-[alpha-D-Manp-(1->6)]-alpha-D-Manp-(1->6)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc which contains an additional D-mannospyranose unit attached by an (alpha-1->2) glycosidic bond. In the structure shown, one of the five R atoms represents the alpha-1->2 attached mannosyl group; the remaining four R atoms are hydrogens.


GlyTouCan G42358LZ

An amino polysaccharide that is alpha-D-Manp-(1->3)-[beta-D-Manp-(1->6)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc in which one hydroxy group in each of the terminal mannose moieties has been converted into the corresponding Neu5Ac-(1->?)-?-D-Gal-(1->?)-?-D-GlcNAc-(1->?)- glycoside. For the structure shown, one of the R1 atoms and one of the R2 atoms represents a Neu5Ac-(1->?)-?-D-Gal-(1->?)-?-D-GlcNAc-(1->?)- group; the remaining R1 and R2 aroms are hydrogens.


GlyTouCan G22140GZ

An amino nonasaccharide that is alpha-D-Manp-(1->3)-[beta-D-Manp-(1->6)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc in which one hydroxy group in each of the terminal mannose moieties has been converted into the corresponding D-Gal-(1->?)-?-D-GlcNAc-(1->?)- glycoside. For the structure shown, one of the R1 atoms and one of the R2 atoms represents a ?-D-Gal-(1->?)-?-D-GlcNAc-(1->?)- group; the remaining R1 and R2 atoms are hydrogens.


GlyTouCan G40608DF

A polysaccharide that is alpha-D-Manp-(1->3)-[beta-D-Manp-(1->6)]-beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc in which one hydroxy group in each of the terminal mannose moieties has been converted into the corresponding Neu5Gc-(1->?)-?-D-Gal-(1->?)-?-D-GlcNAc-(1->?)- glycoside. For the structure shown, one of the R1 atoms and one of the R2 atoms represents a Neu5Gc-(1->?)-?-D-Gal-(1->?)-?-D-GlcNAc-(1->?)- group; the remaining R1 and R2 atoms are hydrogens.


GlyTouCan G57818FI

A polysaccharide that is GlyTouCan G22140GZ in which the 2-acetamido-beta-D-glucopyranosyl group bearing the anomeric hydroxy group has been glycosylated at position 6 by an alpha-L-fucosyl group. For the structure shown, one of the R1 atoms and one of the R2 atoms represents a ?-D-Gal-(1->?)-?-D-GlcNAc-(1->?)- group; the remaining R1 and R2 atoms are hydrogens.


A member of the class of acrylamides that is acrylamide which is substituted at positions 2 and 3 by 2-furyl and 5-nitro-2-furyl groups, respectively (the trans isomer). Formerly used as a food preservative, it was withdrawn from the market following suspicions of carcenogenicity.


A glycosyl glycoside derivative consisting of a 2-amino-2-deoxy-D-glucopyranose residue and a D-galactopyranose residue joined in sequence by a (1<->1) glycosidic bond.


A glycosyl glycoside D-xylopyraonse and D-glucopyranose joined by a (1<->1) glycosidic linkage.


The 2-(methoxycarbonylmethyl) derivative of fumaric acid.


A glycosyl glycoside consisting of a D-glucopyranose residue and a D-galactopyranose residue joined by a (1<->1) glycosidic bond.


The 2-(methoxycarbonyl) derivative of (Z)-glutaconic acid.


A prenol phosphate comprising (2E)-4-hydroxy-3-methylbut-2-en-1-ol having an O-diphosphate substituent.


A glycosylfucose consisting of a beta-D-glucopyranose residue and a beta-L-fucopyranose residue joined in sequence by a (1->3) glycosidic bond.


beta-L-lyxofuranose

An L-lyxofuranonse that has beta configuration at the carbon bearing the anomeric hydroxy group.


A 4-oxo derivative of but-1-ene-1,2,4-tricarboxylic acid with (E)-stereochemistry about the C=C bond.


A glycosyl glycoside consisting of alpha-D-glucopyranose and alpha-D-xylopyranose residues joined by a (1<->1) glycosidic bond.


GLUTACONATE

The (E)-isomer of glutaconic acid.


A glycosyl galactose consisting of an alpha-D-glucopyranose residue and a beta-D-galactofuranose residue joined in sequence by a (1->2) glycosidic bond.


TARTARIC ACID

The D-enantiomer of tartaric acid.


meso-tartaric acid

A 2,3-dihydroxybutanedioic acid that has meso configuration.


An amino tetrasaccharide consisting of a beta-D-xylofuranose residue, a beta-D-mannopyranose residue and two 2-acetamido-2-deoxy-beta-D-glucopyranose residues joined in sequence by (1->2), (1->4) and (1->4) glycosidic bonds.


CADAVERINE TARTRATE

A tetraric acid that is butanedioic acid substituted by hydroxy groups at positions 2 and 3.


A 1-aminopropan-2-ol that has R-configuration.


allantoin

An imidazolidine-2,4-dione that is 5-aminohydantoin in which a carbamoyl group is attached to the exocyclic nitrogen.


(R)-(-)-allantoin

An optically active form of allantoin having (R)-(-)-configuration.


(S)-(+)-allantoin

An optically active form of allantoin having (S)-(+)-configuration.


A glycosylglucose consisting of a beta-D-xylopyranose residue and an alpha-D-glucopyranose residue joined in sequence by a (1->6) glycosidic bond.


A glycotriaosylceramide having alpha-N-acetylneuraminyl-(2->6)-beta-D-galactosyl-(1->4)-beta-D-glucose as the trisaccharide component.


A branched amino heptasaccharide consisting of a hexasaccharide backbone comprising alpha-D-galactosyl, beta-D-galactosyl, N-acetyl-beta-D-galactosaminyl,alpha-D-galactosyl, beta-D-galactosyl and (at the reducing end) D-glucose residues linked sequentially (1->3), (1->3), (1->3), (1->4) and (1->4), to the D-galactosyl residue proximal to the non-reducing end is also linked (1->2) an alpha-L-fucosyl residue.


A sialodiosylceramide consisting of the trisaccharide alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-beta-D-Glc attached to the primary hydroxy function of ceramide.


A hydroxy monocarboxylic acid anion resulting from the removal of the proton from the carboxy group of (R)-10-hydroxyoctadecanoic acid.


acetoin

A methyl ketone that is butan-2-one substituted by a hydroxy group at position 3.


2,3-dihydroxy-3-methylbutanoic acid

A dihydroxy monocarboxylic acid that is isovaleric acid which is substituted by hydroxy groups at positions 2 and 3.


A branched amino heptasaccharide in which a tetrasaccharide backbone consisting of beta-D-galactose, N-acetyl-beta-D-glucosamine, beta-D-galactose and  beta-D-glucose residues linked sequentially (1->3), (1->3) and (1->4), the galactose residue at the non-reducing end of which carries via a (1->6) linkage a trisaccharide side-chain comprising N-acetyl-alpha-neuraminyl, beta-D-galactose and N-acetyl-beta-D-glucosamine residues linked (2->6) and (1->4).


A branched amino oligosaccharide that is a hexadecasaccharide derivative consisting of a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which are linked two N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl linear hexasaccharide units [linked (1->3) and (1->6)], while to the N-acetyl-beta-D-glucosamine residue at the reducing end is linked (1->6) an alpha-L-fucose residue.


aldose

Aldehydic parent sugars (polyhydroxy aldehydes H[CH(OH)]nC(=O)H, n >= 2) and their intramolecular hemiacetals.


(R)-S-lactoylglutathione

The S-[(R)-lactoyl] derivative of glutathione. It is an intermediate in the pyruvate metabolism.


An amino disaccharide comprising two N-acetyl-beta-D-galactosamine residues linked (1->6).


A tetrasaccharide that is alpha-L-fucopyranosyl-(1->2)-beta-D-galactopyranosyl-beta-D-galactopyranose in which the hydroxy group at position 2 of the galactopyranose moiety bearing the anomeric hydroxy group has been glycosylated by a molecule of alpha-L-fucopyranose.


The D-enantiomer of 4-hydroxyphenylglycine. A non-proteinogenic amino acid found in Herpetosiphon aurantiacus.


A polyprenyl glycosyl diphosphate having eleven prenyl units and with beta-D-glucosyl-(1->4)-N-acetyl-D-glucosamine as the glycosyl fragment.


DOXECITINE

A pyrimidine 2'-deoxyribonucleoside having cytosine as the nucleobase.


A glycosylglucose consisting of an alpha-D-xylopyranose residue and a F-glucopyranose residue joined in sequence by a (1->3) glycosidic bond.


HOMOSERINE

The L-enantiomer of homoserine.


dTDP-alpha-D-glucose

A dTDP-sugar having alpha-D-glucopyranose as the sugar portion.


peptidylproline (omega=180)

The trans isomer of the L-proline peptide bond.


TEREPHTHALIC ACID

A benzenedicarboxylic acid carrying carboxy groups at positions 1 and 4. One of three possible isomers of benzenedicarboxylic acid, the others being phthalic and isophthalic acids.


alpha-maltose 6'-phosphate

A maltose phosphate having the phosphate group placed at the 6'-position.


A beta-D-glucopyranoside with a 6-alkylamino-7-H-purin-7-yl substituent at the anomeric carbon atom.


A glycosyl alditol consistion of a D-glucopyranose and a D-manitol residue joined in sequence by a (1->1) glycosidic bond.


L-alpha-amino acid

Any alpha-amino acid having L-configuration at the alpha-carbon.


2,6-dioxo-6-phenylhexanoic acid

A dioxo monocarboxylic acid consisting of 6-phenylhexanoic acid having the two oxo groups at the 2- and 6-positions.


An aconitate(3-) that is the conjugate base of trans-aconitic acid.


A linear amino tetrasaccharide consisting of beta-D-galactosyl, N-acetyl-alpha-D-glucosaminyl, beta-D-galactosyl and N-acetyl-alpha-D-glucosamine residues linked glycosidically in a (1->3), (1->3) and (1->4) sequence.


A branched amino oligosaccharide that is a docosasaccharide derivative consisting of a linear trisaccharide of beta-D-mannose and two N-acetyl-beta-D-glucosamine residues all linked in sequence (1->4), to the mannosyl residue of which are linked two beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl linear nonasaccharide units [linked (1->3) and (1->6)], while to the N-acetyl-beta-D-glucosamine residue at the reducing end is linked (1->6) an alpha-L-fucose residue.


BETAINE ALDEHYDE

A quaternary ammonium ion that is nitrogen substituted by three methyl groups and a 2-oxoethyl group. It is an intermediate in the metabolism of amino acids like glycine, serine and threonine.


A cyclitol ester that is 1D-myo-inositol bearing a indol-3-acetyl substituent at position 1.


DIHYDROBIOCHANIN A

A hydroxyisoflavanone that is the 2,3-dihydro derivative of biochanin A.


UTP

A pyrimidine ribonucleoside 5'-triphosphate having uracil as the nucleobase.


SINAPINATE

A sinapic acid in which the double bond has trans-configuration.


streptomycin 3''-phosphate

A streptomycin phosphate having the phosphate group placed at the 3''-position.


A benzophenanthridine alkaloid comprising dihydrochelirubine carrying a hydroxy substituent at the 12-position.


enoxacin

A 1,8-naphthyridine derivative that is 1,4-dihydro-1,8-naphthyridine with an ethyl group at the 1 position, a carboxy group at the 3-position, an oxo sustituent at the 4-position, a fluoro substituent at the 5-position and a piperazin-1-yl group at the 7 position. An antibacterial, it is used in the treatment of urinary-tract infections and gonorrhoea.


An oxo monocarboxylic acid anion that is the conjugate base of 8-[(1R,2R)-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.


sedoheptulose 7-phosphate

A ketoheptose phosphate consisting of sedoheptulose having a phosphate group at the 7-position. It is an intermediate metabolite in the pentose phosphate pathway.


A partially-defined glycan that is alpha-D-galactopyranose in which the hydroxy group at position 2 has been glycosylated to give the corresponding D-glucopyranoside.


A galloyl-beta-D-glucose compound having two galloyl groups in the 1- and 6-positions.


A linear amino tetrasaccharide consisting of N-acetyl-alpha-neuraminyl, beta-D-galactosyl, N-acetyl-beta-glucosyl and N-acetyl-beta-D-galactosamine residues linked sequentially (2->6), (1->4) and (1->6).


An amino disaccharide consisting at the non-reducing end of a beta-D-galactosyl residue joined through a (1->3) glycosidic linkage to N-acetyl-6-O-sulfo-beta-D-galactose.


trimethylamine N-oxide

A tertiary amine oxide resulting from the oxidation of the amino group of trimethylamine.


trimethylenediamine

An alkane-alpha,omega-diamine comprising a propane skeleton with amino substituents at positions 1 and 3.


A 1,2-diacyl-sn-glycero-3-phosphocholine where the 2-O-acyl group is specified as linoleoyl.


carnosine

A dipeptide that is the N-(beta-alanyl) derivative of L-histidine.


4-guanidinobutanoic acid

The 4-guanidino derivative of butanoic acid.


L-ornithine

An optically active form of ornithine having L-configuration.


pyruvic oxime

An oxime obtained via formal condensation of pyruvic acid with hydroxylamine.


rRNA containing 2'-O-methyladenosine

A ribonucleic acid that is ribosomal RNA (rRNA) in which one of the RNA nucleotides is 2'-O-methyladenosine 5'-monophosphate.


FOSFONET

A member of the class of phosphonic acids that is phosphonic acid in which the hydrogen attached to the phosphorous is replaced by a carboxymethyl group.


A galactobiose consisting of an alpha-D-galactofuranose residue and a beta-D-galactopyrannose residue joined in sequence by a (1->2) glycosidic bond.


A glycosylgalactose consisting of a D-glucopyranose residue and a beta-D-galactopyranose residue joined in sequence by a (1->2) glycosidic bond.


N-methylaniline

A methylaniline that is  aniline carrying a methyl substituent at the nitrogen atom.


primary alcohol

A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.


N-carbamoylsarcosine

The N-carbamoyl derivative of sarcosine.


ISOPROPYLAMINE

A member of the class of  alkylamines that is propane carrying an amino group at position 2.


formate

A monocarboxylic acid anion that is the conjugate base of formic acid. Induces severe metabolic acidosis and ocular injury in human subjects.


succinic acid

An alpha,omega-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle.


An amino disaccharide that consists of N-acetyl-6-O-sulfo-beta-D-glucosamine having an N-acetyl-beta-D-galactosaminyl residue attached at position 4.


BUTANAL

A member of the class of  butanals that consists of propane bearing a formyl substituent at the 1-position. The parent of the class of butanals.


D-glucopyranose 3-sulfate

A monosaccharide sulfate that is D-glucopyranose in which the hydroxy group at position 3 has been converted to the corresponding hydrogen sulfate derivative.


A galactobiose consisting of a beta-D-galactofuranose residue and a beta-D-galactopyranose residue joined in sequence by a (1->3) glycosidic bond.


A dTDP-sugar having 4-dehydro-6-deoxy-L-mannose as the sugar portion.


A linear amino octasaccharide comprised of beta-D-galactose, N-acetyl-beta-D-glucosamine, beta-D-galactose, N-acetyl-beta-D-glucosamine, beta-D-galactose, N-acetyl-beta-D-glucosamine, beta-D-galactose and D-glucose residues linked sequentially (1->4), (1->3), (1->4), (1->3), (1->4), (1->3) and (1->4). It is found in human milk.


2-aminomuconic 6-semialdehyde

A muconic semialdehyde having a 2-amino substituent.


spermine

A polyazaalkane that is tetradecane in which the carbons at positions 1, 5, 10 and 14 are replaced by nitrogens. Spermine has broad actions on cellular metabolism.


3-carboxy-cis,cis-muconic acid

The 3-carboxy derivative of cis,cis-muconic acid.


ADP alpha-D-glucoside

An ADP-aldose having alpha-D-glucopyranose as the sugar moiety.


α-oxoadipic acid

An oxo dicarboxylic acid that is adipic acid substituted by an oxo group at position 2.


A bile acid anion that is the conjugate base of 3alpha,7alpha,12beta-trihydroxy-5beta-cholanic acid, obtained by deprotonation of the carboxy group.


A glycosylmannose consisting of an alpha-D-galactopyranose residue and a beta-D-mannopyranose residue joined in sequence by a (1->2) glycosidic bond.


palmitic acid

A straight-chain, sixteen-carbon, saturated long-chain fatty acid.


(S)-4-amino-5-oxopentanoic acid

A 5-oxo monocarboxylic acid that is 5-oxopentanoic acid substituted by an amino group at position 4 (the 4S-stereoisomer).


N-tetracosanoyl-sphingoid base

A ceramide having a tetracosanoyl chain with an undefined sphingoid base.


N-tetracosenoyl-sphingoid base

A ceramide having a tetracosenoyl fatty chain where the double bond position is not defined, and also the sphingoid base is undefined.


GlyTouCan G39397SW

A polysaccharide that is GlyTouCan G57818FI in which the terminal galactosyl groups have each been glycosylated by an N-glycolylneuraminic acid group. For the structure shown, one of the R1 atoms and one of the R2 atoms represents a ?-Neu5Gc-(1->?)-?-D-Gal-(1->?)-?-D-GlcNAc-(1->?)- group; the remaining R1 and R2 atoms are hydrogens.


tyramine

A primary amino compound obtained by formal decarboxylation of the amino acid tyrosine.


This is compound 11 in the reference


This is the intermediary compound between compound 11 and compound 5 in the reference.


isotrichodermol

A trichothecene mycotoxin produced by Fusarium graminearum. It is a biosynthetic precursor in the synthesis of T2-toxin.


A cationic sphingoid that is the conjugate acid of (4R)-hydroxysphing-(8Z)-enine, obtained by protonation of the primary amino function; major species at pH 7.3.


buzepide

A member of the class of azepanes that is 2-phenylacetamide in which the methylene hydrogens at position 2 are replaced by a phenyl group and an aminocarbonyl group. It inhibits gastric juice secretion.