A nucleoside analogue that is cytidine which carries a hydroxy group at the N(4)-positon. It has broad-spectrum antiviral activity against influenza, SARS-CoV , SARS-CoV-2 and MERS-CoV.


An aminobenzoate that is the conjugate base of 3-amino-2,4-dihydroxybenzoic acid arising from the deprotonation of the carboxy group; major species at pH 7.3.


actinomycin X2

Actinomycin X2, is a chemotherapy medication used to treat a number of types of cancer and has strong antimicrobial activity against Gram-positive bacteria, including MRSA and non-MRSA. It is given by injection into a vein. Most people develop side effects. Common side effects include bone marrow suppression, vomiting, mouth ulcers, hair loss, liver problems, infections, and muscle pains. Other serious side effects include future cancers, allergic reactions, and tissue death at the site of injection. Use in pregnancy may harm the baby. It is in the cytotoxic antibiotic family of medications. It is believed to work on DNA and  Isoleucyl-tRNA synthetase (IleRS).


UDP-D-glucose

A UDP-sugar having D-glucose as the sugar component.


3,3-dimethyl-2-oxobutanoic acid

A 2-oxo monocarboxylic acid that is 3,3-dimethylbutyric acid substituted by an oxo group at position 2.


TEMPOL

A member of the class of aminoxyls that is TEMPO carrying a hydroxy substituent at position 4. It is a radical scavenger which exhibits anti-inflammatory and analgesic properties.


A member of the class of aminoxyls that is TEMPO carrying an oxo group at position 4.


isovaleronitrile

An aliphatic nitrile that is 2-methylpropane substituted by a cyano group at position 1.


A primary nitroalkane that is 2-methylbutane substituted by a nitro group at position 4. It is a herbivore-induced plant volatile found in the leaves of Oenothera biennis.


phytomenadione

A member of the class of phylloquinones that consists of 1,4-naphthoquinone having methyl and phytyl groups at positions 2 and 3 respectively. The parent of the class of phylloquinones.


A member of the class of aminoxyls that is TEMPO carrying a methoxy substituent at position 4.


A member of the class of aminoxyls that is TEMPO carrying a carboxy group at position 4.


TEMPAMINE

A member of the class of aminoxyls that is TEMPO carrying an amino group at position 4.


A piperidinecarboxamide that is TEMPO carrying an acetamido group at position 4.


A piperidinecarboxamide that is TEMPO carrying an 2-iodoacetamido group at position 4.


A member of the class of piperidines that is TEMPO carrying a maleimido group at position 4.


4-hydroxy-TEMPO benzoate

A member of the class of piperidines that is TEMPO carrying a benzoyloxy group at position 4.


A member of the class of piperidines that is TEMPO carrying a methacryloyloxy group at position 4.


A monocarboxylic acid anion that is the conjugate base of cremeomycin resulting from the deprotonation of the carboxy group; major species at pH 7.3.


lignocellulose

A complex biopolymer that is a component of plant cell walls which is used as a renewable feedstock for the production of paper, fuels, and chemicals (also used as a feed supplement in the poultry industry). Its structure comprises of three main types of carbon-based polymer -- cellulose, hemicellulose and lignin. Generally, its biomass consists of 35-50% cellulose, 20-35% hemicellulose, and 10-25% lignin with proteins, oils, and ash making up the remaining fraction.


The ionised form of 6-Thioinosine-5'-monophosphate (Chebi:2332)


6-Thioxanthine 5'-monophosphate(2-)

A drug intermediate in the formation of pharmacologically active metabolites of azathioprine. Based on Chebi:80612


6-Thioguanosine monophosphate(2-)

A drug intermediate in the formation of pharmacologically active metabolites of azathioprine. Based on  Chebi:80613


6-Thioguanosine diphosphate(3-)

A pharmacologically active metabolite of azathioprine


A ketoaldonic acid phosphate consisting of 3-deoxy-D-manno-oct-2-ulosonic acid having a phospho group at the 8-position.


A secondary ammonium ion that is the conjugate acid of fasudil arising from the protonation of the diazepane ring; major species at pH 7.3.


A glucocorticoid that is prednisolone in which the oxo group at position 20 has been reduced to the corresponding beta-hydroxy group. It is a metabolite of prednisolone.


A glucocorticoid that is prednisolone carrying a hydroxy group at the 6beta position. It is a metabolite of prednisolone found in human urine.


(methylthio)acetate

A monocarboxylic acid anion that is the conjugate base of (methylthio)acetic acid.


5-hydroxyisouric acid

An oxopurine that is 5,7-dihydro-1H-purine-2,6,8(9H)-trione in which the hydrogen at position 5 is substituted by a hydroxy group.


xanthoaphin

The product from the treatment of protoaphin aglucone with protoaphin dehydratase (EC 4.2.1.73).


dTDP

A thymidine phosphate having a diphosphate group at the 5'-position.


TTP

A thymidine phosphate having a triphosphate group at the 5'-position.


2-dehydro-3-deoxy-L-rhamnonic acid

A ketoaldonic acid that is rhamnonic acid which is lacking the 3-hydroxy group, has a keto group at the 2-position and L-configuration.


name: Uridine diphosphate acetylgalactosamine 4-sulfate


(4-chlorophenoxy)acetic acid

A chlorophenoxyacetic acid that is phenoxyacetic acid carrying a chloro substituent at position 4.


5-oxo-2,5-dihydro-2-furylacetic acid

A 5-oxo-2-furylacetic acid having the C=C double bond at the 3,4-position.


3-hexaprenyl-4,5-dihydroxybenzoic acid

A dihydroxybenzoic acid where the hydroxy groups are at the 4- and 5-positions together with a hexaprenyl group at the 3-position.


PENTAGALLOYL GLUCOSE

A galloyl-beta-D-glucose compound having five galloyl groups in the 1-, 2-, 3-, 4- and 6-positions.


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


ferulsinaic acid

A member of the class of coumarins that is 2H-chromen-2-one substituted by a [(1R,2R,3S,5S)-2-(2-carboxyethyl)-2,5-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopentyl]methoxy group at position 7. It is isolated from the roots of Ferula sinaica.


(S)-nomifensine

The S enantiomer of nomifensine.


glycosaminoglycan

Any polysaccharide containing a substantial proportion of aminomonosaccharide residues.


An indoleacetaldehyde that is acetaldehyde in which one of the methyl hydrogens are replaced by a indol-3-yl group. It is an intermediate metabolite in the metabolism of tryptophan.


FORMONONETIN

A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by a methoxy group at position 4'.


HIPPURIC ACID

An N-acylglycine in which the acyl group is specified as benzoyl.


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


Product of the enzymatic  deamination of kynuramine.


A propanal having an amino substituent at the 3-position


MIDAFOTEL

A member of the class of piperazines that is piperazine substituted by a carboxy group at position 2R and a (1E)-1-phosphonoprop-1-en-3-yl group at position 4. It is an antagonist of N-methyl-D-aspartate receptors (NMDARs) and was in clinical development by Novartis for the treatment of cognition disorders and brain injuries (now discontinued).


spermine dialdehyde(2+)

Major microspecies at pH 7.3


spermine monoaldehyde(+3)

Major microspecies at pH 7.3


(R)-nicardipine

The R-enantiomer of nicardipine.


nicardipine

A dihydropyridine that is 1,4-dihydropyridine substituted by a methyl, {2-[benzyl(methyl)amino]ethoxy}carbonyl, 3-nitrophenyl, methoxycarbonyl and methyl groups at positions 2, 3, 4, 5 and 6, respectively.


terpenoid phytoalexin

A class of terpenoids formed in plants in response to fungal infection, physical damage, chemical injury, or a pathogenic process.


An alkane-alpha,omega-diamine that is putrescine substituted by a hydroxy group at position 2.


An alkane-alpha,omega-diammonium(2+) that is the dication of 2-hydroxyputrescine arising from protonation of both primary amino groups; major species at pH 7.3.


Cation of N-hydroxyputrescine arising from protonation of the terminal amino groups; major microspecies at pH 7.3.


An organosulfate oxoanion that is the hexanion of suramin resulting from the deprotonation of the six sulfo groups; major species at pH 7.3.


A glucocorticoid that is prednisolone in which a double bond is introduced at position 6. It is a metabolite of prednisolone found in human urine.


A glucocorticoid that is prednisolone carrying a hydroxy group at the 6alpha position. It is a metabolite of prednisolone found in human urine.


metabolite of prednisolone


A glucocorticoid that is prednisone in which a double bond is introduced at position 6. It is a metabolite of prednisone found in human urine.


A glucocorticoid that is prednisone carrying a hydroxy group at the 6alpha position. It is a metabolite of prednisone found in human urine.


A 4,5-dihydrocortisone that has beta- configuration at position 5.


A glucocorticoid that is prednisone carrying a hydroxy group at the 6beta position. It is a metabolite of prednisone found in human urine.


GS-nitroimidazole

A by-product in the activation of azathioprine to 6-mercaptopurine


2-hydroxyatorvastatin lactone

An intermediate metabolite of the statin drug atorvastatin


A 3-hydroxy steroid that is solanid-5-ene substituted by a hydroxy group at position 3.


(E)-jasmolactone

A jasmolactone in which the double bond adopts a trans-configuration.


(Z)-jasmolactone

A jasmolactone in which the double bond adopts a cis-configuration.


1,4-dihydroxy-2-naphthoic acid

A naphthoic acid that is 2-naphthoic acid substituted by hydroxy groups at positions 1 and 4.


A 3,4-dihydroxymandelaldehyde that has R-configuration.


Major microspecies at pH 7.3 of (R)-3,4-dihydroxymandelate


An optically active form of 4-hydroxyproline having L-trans-configuration.


N-acetylarylalkylamine

A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen has been replaced by an aryl-substituted alkyl group.


CMP-N-glycoloyl-beta-neuraminic acid

A CMP-N-acyl-beta-neuraminic acid in which the N-acyl group is glycoloyl.


name: cis-8,11,14-Eicosatrienoic acid methyl ester


CYCLOHEXANOL

An alcohol that consists of cyclohexane bearing a single hydroxy substituent. The parent of the class of cyclohexanols.


Any 6-carbon amino monosaccharide with at least one alcoholic hydroxy group replaced by an amino group.


multi-methyl-branched fatty acyl-CoA

A branched-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any multi-methyl-branched fatty acid.


4-hydroxyphenylacetic acid

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group.


O-octanoyl-L-carnitine

The L-enantiomer of an O-octanoylcarnitine.


L-tyrosine methyl ester 4-sulfate

An O-sulfoamino acid consisting of methyl L-tyrosinate in which the hydrogen of the phenolic hydroxy group has been replaced by a sulfo group.


2-dehydro-3-deoxy-D-fuconic acid

A ketoaldonic acid comprising D-fuconic acid lacking the 3-hydroxy substituent and having a keto group at the 2-position.


keto-D-fructose 1-phosphate

The open chain form of D-fructose 1-phosphate.


deacetylipecoside

An isoquinoline alkaloid consisting of beta-D-glucose having a (2S,3R,4S)-3-ethenyl-4-{[(1R)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinolinium-1-yl]methyl}-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-2-yl group attached at the anomeric centre.


XANTHOSINE

A purine nucleoside in which xanthine is attached to ribofuranose via a beta-N(9)-glycosidic bond.


A carboxyalkyl phosphate oxoanion resuting from deprotonation of the carboxy and phosphate groups of 3-phosphooxypyruvic acid.


name: Phenylalanine conjugated chenodeoxycholic acid


name: Putative Chenodeoxycholic acid Phenylalanine conjugate


ribosomal RNA

RNA molecules which are essential structural and functional components of ribosomes, the subcellular units responsible for protein synthesis.


QUESTIOMYCIN B

The aminophenol which has the single amino substituent located ortho to the phenolic -OH group.


An organofluorine compound that is 1,3,5,2,4,6-triazatriphosphinine substituted by 2,2,3,3-tetrafluoropropoxy groups at positions 2, 2, 4, 4, 6, and 6.


A cyanohydrin that is obtained by the formal addition of hydrogen cyanide to the aldehyde group of 4-hydroxybenzaldehyde.


pseudouridine 5'-phosphate

A C-nucleoside phosphate consisting of pseudouridine having a monophosphate group at the 5'-position.


3-ADP-2-phosphoglyceric acid

A 3-ADP-glyceric acid having a phosphate group at the 2-position of the glyceric acid moiety.


name: Aspartate conjugated chenodeoxycholic acid


name: Methionine conjugated chenodeoxycholic acid


A fatty amide consisting of pentanamide having an amino substituent at the 5-position.


name: Deoxycommendamide (putative) or in source fragment-H2O observed in AGP sample


TRIGONELLINE

An iminium betaine that is the conjugate base of N-methylnicotinic acid, arising from deprotonation of the carboxy group.


phosphonoacetaldehyde

A phosphonic acid consisting of acetaldehyde with the phospho group at the 2-position.


name: Glutamate conjugated chenodeoxycholic acid


O-COUMARIC ACID

The trans-isomer of 2-coumaric acid.


S-acylglutathione

Any glutathione carrying an S-acyl substituent.


cadaverine

An alkane-alpha,omega-diamine comprising a straight-chain pentane core with amino substitutents at positions 1 and 5. A colourless syrupy liquid diamine with a distinctive unpleasant odour, it is a homologue of putresceine and is formed by the bacterial decarboxylation of lysine that occurs during protein hydrolysis during putrefaction of animal tissue. It is also found in plants such as soyabean.


luteolin 7-O-beta-D-glucosiduronic acid

A luteolin glucosiduronic acid consisting of luteolin having a beta-D-glucosiduronic acid residue attached at the 7-position.


(S)-2-hydroxyoctadecanoic acid

An optically active form of 2-hydroxyoctadecanoic acid having (S)-configuration.


An optically active 5-oxo-1,2-campholide having (-)-(1R,5R)-configuration.


licodione

A beta-diketone that is acetylacetone in which a 4-hydroxyphenyl group and a 2,4-dihydroxyphenyl group replace the two methyl groups.


PHOSPHOCHOLINE

The phosphate of choline; and the parent compound of the phosphocholine family.


hexose

Any six-carbon monosaccharide which in its linear form contains either an aldehyde group at position 1 (aldohexose) or a ketone group at position 2 (ketohexose).


A steroid acid consisting of 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene having a carboxy group at the 4-position.


CATECHOL

A  benzenediol comprising of a benzene core carrying two hydroxy substituents ortho to each other.


3-(2,3-dihydroxyphenyl)propanoic acid

A monocarboxylic acid that is propionic acid carrying a 2,3-dihydroxyphenyl substituent at C-3; a microbial metabolite of quinoline.


heparan sulfate alpha-D-glucosaminide

A heparan sulfate having an alpha-D-glucosaminyl residue at the non-reducing end. The heparan sulfate part consists of a variably sulfated repeating disaccharide unit.


biuret

A member of the class of condensed ureas that is the compound formed by the condensation of two molecules of urea; the parent compound of the biuret group of compounds. Used as a non-protein nitrogen source in ruminant feed.


trimethylamine

A tertiary amine that is ammonia in which each hydrogen atom is substituted by an methyl group.


N(6')-acetylkanamycin B

An N(6')-acetylkanamycin derived from kanamycin B.


An isoquinoline substituted by a methyl group at position 3.


rRNA containing N(2)-methylguanine

A ribonucleic acid that is ribosomal RNA (rRNA) in which one of the RNA bases is N(2)-methylguanine.


all-trans-nonaprenyl diphosphate

A nonaprenyl diphosphate where all C=C double bonds have (E)-configuration.


Vitamin E

An alpha-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of alpha-tocopherol, it is found particularly in sunflower and olive oils.


(R)-canadine

A canadine which has R configuration.


maltose

A maltose that has beta-configuration at the reducing end anomeric centre.


name: 2-Butenoic acid, 2-methyl-, 2-carboxy-2-butenyl ester, (Z,Z)-


alpha-D-glucose 1,6-bisphosphate

A D-glucose 1,6-bisphosphate in which both phosphate groups are monophosphates.


AUREUSIDIN

A  hydroxyaurone that is aurone substituted by hydroxy groups at positions 4, 6, 3' and 4' respectively.


A ketoaldonic acid phosphate consisting of 2-dehydro-3-deoxy-D-arabino-heptonic acid having a phospho group at the 7-position.


menaquinol

Any polyprenylhydroquinone having a polyprenyl moiety at position 2 and a methyl group at position 3..


myricetin

A hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7. It has been isolated from the leaves of Myrica rubra and other plants.


name: 3,5-Dimethoxy-4-[(alpha-L-rhamnopyranosyl)oxy]benzoic acid methyl ester


polysaccharide

A biomacromolecule consisting of large numbers of monosaccharide residues linked glycosidically. This term is commonly used only for those containing more than ten monosaccharide residues.


A sialotetraosylceramide consisting of a branched hexasaccharide made up from two sialyl residues, two galactose residues, one N-acetylgalactosamine residue and a glucose residue at the reducing end attached to the ceramide portion via a beta-linkage.


(2S)-2-hydroxyphytanic acid

A 20-carbon, methyl-branched hydroxy fatty acid and intermediate in phytanic acid degradation; accumulates in patients with peroxisimal disorders.


alpha-maltose

A maltose that has alpha-configuration at the reducing end anomeric centre.


fluoroacetate

A haloacetate(1-) resulting from the deprotonation of the carboxy group of fluoroacetic acid.


A cyclitol ether formed by etherification of the 5-hydroxy group of 1D-chiro-inositol.


A glycosyloxyisoflavone that is 7-hydroxyisoflavone attached to a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage.


2-coumaric acid

A monohydroxycinnamic acid in which the hydroxy substituent is located at C-2 of the phenyl ring.


name: Solasodine base + 2H, 1O, O-Hex-Hex-Hex-Pen


name: 3alpha,7alpha,15beta-Trihydroxy-5beta-cholane-24-oic acid methyl ester


phosphoinositide

Any phosphatidylinositol that is phosphorylated at one or more of the hydroxy groups of inositol.


PIDOLIC ACID

An optically active form of 5-oxoproline having L-configuration.


GAMMA-TOCOPHEROL

A tocopherol in which the chroman-6-ol core is substituted by methyl groups at positions 7 and 8. It is found particularly in maize (corn) oil and soya bean (soybean) oils.


tyrosine

An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring.


alpha-D-ribofuranose 5-phosphate

A D-ribofuranose 5-phosphate with an alpha-configuration at anomeric position.


alpha,alpha'-trehalose 6,6'-bismycolate

A trehalose mycolate compound consisting of two mycolate groups attached to the 6- and 6'-positions of alpha,alpha'-trehalose.


name: [5-(2-Amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methylperoxy phosphono hydrogen phosphate


An undecaprenyl diphosphate in which the eight double bonds closest to the phosphate group have Z configuration, while the next two double bonds have E configuration.


4-amino-4-deoxychorismic acid

A dicarboxylic acid comprising chorismic acid having its 4-hydroxy group replaced by an amino group.


UDP-glycopeptide having N-acetylmuramoyl as the glyco portion and L-alanyl-gamma-D-glutamyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine as the peptide portion (attached via an amide bond between the amino terminus and the muramoyl carboxy group).


A dihydropyridine that is 2,3-dihydropyridine substituted by methyl, acetyl, hydroxy and methyl groups at position 2, 3, 4, and 6, respectively.


isoscoparin

A C-glycosyl compound that consists of chrysoeriol substituted by a 1,5-anhydro-D-glucitol moiety at position 6.


name: Methyllycaconitine Perchlorate, Delphinium sp.


L-iditol

The L-enantiomer of iditol.


alpha-D-mannose 1-phosphate

A D-mannose 1-phosphate with an alpha-configuration at the anomeric position.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-amino-5-oxocyclohex-1-enecarboxylic acid.


N-acetyl-D-galactosamine 6-phosphate

A galactosamine phosphate that is N-acetyl-D-galactosamine substituted at position 1 by a monophosphate group.


name: Cysteine conjugated chenodeoxycholic acid


name: 3alpha,7alpha,15alpha-Trihydroxy-5beta-cholane-24-oic acid methyl ester


citrulline

The parent compound of the citrulline class consisting of ornithine having a carbamoyl group at the N(5)-position.


The 5alpha-stereoisomer of bufol.


name: Ingenol O-Decatrienoyl, O-Ac or isomer putative


SYRINGETIN

A dimethoxyflavone that is myricetin in which the hydroxy groups at positions 3' and 5' have been replaced by methoxy groups.


name: Soyasapogenol B base + O-HexA-dHex-dHex-Pen


A sialotetraosylceramide having beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-beta-D-Glc as the sialotetraosyl component.


An amino trisaccharide consisting of two D-galactose residues, linked alpha(1->3), and an N-acetyl-D-glucosamine residue, linked beta(1->4), at the reducing end.


ISOFLAVONE

A simplest member of the class of isoflavones  that is 4H-chromen-4-one in which the hydrogen at position 3 is replaced by a phenyl group.


xylose

An aldopentose, found in the embryos of most edible plants and used in medicine to test for malabsorption by administration in water to the patient.


name: 2-[3-(Formylamino)-2-hydroxybenzoylamino]-3-hydroxybutanoic acid methyl ester


CIS/TRANS-ISOEUGENOL

A phenylpropanoid that is an isomer of eugenol in which the allyl substituent is replaced by a prop-1-enyl group.


name: 2,3-Dihydroxy-3-methylbutanoic acid 4-(beta-D-glucopyranosyloxy)benzyl ester


STERIGMATOCYSTIN

An organic heteropentacyclic compound whose skeleton comprises a xanthene ring system ortho-fused to a dihydrofuranofuran moiety. The parent of the class of sterigmatocystins.


N,N'-diethylethylenediamine

A diazaalkane consisting of octane having the two aza groups at the 3- and 6-positions.


arsenic acid

An arsenic oxoacid comprising one oxo group and three hydroxy groups attached to a central arsenic atom.


D-galactosamine 6-phosphate

A galactosamine phosphate that is D-galactosamine substituted at position 1 by a monophosphate group.


xyloglucan

A glucan that consists of a backbone of alpha-(1->4)-linked glucose residues, most of which are substituted with (1->6)-linked xylose side-chains.


alpha,alpha'-trehalose 6-mycolate

A trehalose monomycolate comprising alpha,alpha'-trehalose having the mycolate group attached to the 6-position.


glutamic acid

An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2.


The L-stereoisomer of 4-hydroxyproline.


2'-deoxyribonucleoside 5'-monophosphate

A 2'-deoxyribonucleoside monophosphate compound with the phosphate group in the 5'-position.


dopamine

Catechol in which the hydrogen at position 4 is substituted by a 2-aminoethyl group.


A glycerophosphoethanolamine that is sn-glycero-3-phosphoethanolamine carrying any alkyl substituent at position 1.


A beta-D-glucan in which the glucose units are connected by (1->4) linkages.


5-O-Phosphono-D-ribitol in which the hydroxy group at position 1 is substituted by the 6-amino group of 5,6-diaminopyrimidine-2,4(1H,3H)-dione.


iron atom

An iron group element atom that has atomic number 26.


A 3beta-sterol having double bonds in the 5-, 7- and 22-positions and a methylene group at position 24.


chondroitin sulfate

A chondroitin sulfate in which the site of sulfation is carbon 4 of the N-acetylgalactosamine (GalNAc) sugar.


UDP-D-galactofuranose

A UDP-sugar having D-galactose as the sugar component.


name: 3-{1-[(E)-Allyloxyimino]-butyl}-4-hydroxy-6,6-dimethyl-2-oxo-cyclohex-3-enecarboxylic acid methyl ester


name: 4,20-Dideoxyphorbol diester from Euphorbia


ribonucleoside

Any nucleoside where the sugar component is D-ribose.


NEBULARINE

A purine ribonucleoside that is 9H-purine attached to a beta-D-ribofuranosyl residue at position 9 via a glycosidic (N-glycosyl) linkage.


ORNITHINE aKETOGLUTARATE

An alpha-amino acid that is pentanoic acid bearing two amino substituents at positions 2 and 5.


triiodothyronine

An iodothyronine compound having iodo substituents at the 3-, 3'- and 5-positions. Although some is produced in the thyroid, most of the 3,3',5-triiodo-L-thyronine in the body is generated by mono-deiodination of L-thyroxine in the peripheral tissues. Its metabolic activity is about 3 to 5 times that of L-thyroxine. The sodium salt is used in the treatment of hypothyroidism.


A glycotetraosylceramide having N-acetyl-beta-D-galactosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucose as the tetrasaccharide component.


N-carbamoyl-beta-alanine

A beta-alanine derivative that is propionic acid bearing a ureido group at position 3.


dodecanoate

A medium-chain fatty acid anion that is the conjugate base of dodecanoic acid (lauric acid); major species at pH 7.3.


A member of the class of methyl myo-inositols that is cyclohexane-1,2,3,4,5-pentol substituted by a methoxy group at position 6 (the 1R,2S,3S,4S,5S,6S-isomer).


5-oxo-4,5-dihydro-2-furylacetic acid

The 4,5-dihydro- derivative of 5-oxo-2-furylacetic acid.


name: Thymidine-3',5'-cyclic monophosphate sodium salt


An alpha-D-glucan in which the glucose units are connected by (1->6) linkages.


pacificanone A

A polyketide isolated from the marine actinomycete Salinispora pacifica.


A glycinamide ribonucleotide having a phosphate group at the 5-position and a formyl group on the glycine nitrogen.


ANIASATIN

A sesquiterpene lactone with formula C15H20O8. It is a neurotoxic natural product found in plants of the family Illiciaceae.


An organophosphate oxoanion resulting from deprotonation of the phosphate and carboxy groups of N-(5-phospho-beta-D-ribosyl)anthranilic acid.


BENZOYL FORMIC ACID

A 2-oxo monocarboxylic acid that is glyoxylic acid in which the aldehyde hydrogen is substituted by a phenyl group.


nucleobase

That part of DNA or RNA that may be involved in pairing.


thiamine(1+) triphosphate(1-)

An ammonium betaine that is the conjugate base of thiamine(1+) triphosphate arising from the deptoronation of one of the hydroxy groups of the terminal phosphate group.


STYLOPINE

A berberine alkaloid isolated from the plants of the family papaveraceae.


L-fucose

Any form of fucose having L configuration.


A quinolone that is 1,2-dihydroquinoline substituted by an oxo group at position 2.


JASMONIC ACID

An oxo monocarboxylic acid that is (3-oxocyclopentyl)acetic acid substituted by a (2Z)-pent-2-en-1-yl group at position 2 of the cyclopentane ring.


bergapten

A 5-methoxyfurocoumarin that is psoralen substituted by a methoxy group at position 5.


histamine

A member of the class of imidazoles that is 1H-imidazole substituted at position C-4 by a 2-aminoethyl group.


An oxysterol that is cholesterol substituted by hydroxy groups at positions 17 and 20 (the 20S-stereoisomer).


chondroitin 6'-sulfate

A chondroitin sulfate in which the site of sulfation is carbon 6 of the N-acetylgalactosamine (GalNAc) sugar.


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


A glucocorticoid that is prednisone in which the oxo group at position 20 is replaced by a hydroxy group. It is a metabolite of prednisone found in human urine.


inositol 1-phosphate

An inositol having myo- configuration substituted at position 1 by a phosphate group.


The amino disaccharide beta-D-ManpNAc-(1->4)-beta-D-Glcp phosphorylated at O-4 of the mannosyl residue.


maleic acid

A butenedioic acid in which the double bond has cis- (Z)-configuration.


name: 25-hydroxy-16,17-didehydrovitamin D3 / 25-hydroxy-16,17-didehydrocholecalciferol


A 1-(phosphoribosyl)imidazolecarboxamide that is the 5-(5-phospho-beta-D-ribosylamino)methylidene derivative of 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide.


name: 18,25-dihydroxyvitamin D3 / 18,25-dihydroxycholecalciferol


phosphatidyl-L-serine

A class of aminophospholipids in which a phosphatidyl group is esterified to the hydroxy group of serine.


name: (24R)-6,19-epidioxy-1,24-dihydroxy-6,19-dihydrovitamin D3 / (24R)-6,19-epidioxy-1,24-di hydroxy-6,19-dihydrocholecalciferol


A  carbohydrate derivative formed from a tetra-acetyl-N-azidoacetylmannosamine (AC4ManNAz) linked through a dibenzylcyclooctyl group (DBCO) to the triacylipopeptide N-palmitoyl-S-[2,3-bis(palmitoyloxy)propyl]-Cys-Ser-Lys-Lys-Lys-Lys (Pam3CSK4; CHEBI:134411). Commonly abbreviated to MDP, it has been developed as an artificial neoantigen on tumour cells to enhance tumour immunogenicity, able to significantly improve the response and the clinical outcome of immune checkpoint inhibitors (ICIs).


arbutin

A monosaccharide derivative that is  hydroquinone attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage.


tetraacetyl-N-azidoacetyl-D-mannosamine

A monosaccharide derivative that is D-mannosamine in pyranose form with an azidocarbonyl group substituted on nitrogen and all hydroxy groups acetylated. It can be used to introduce  an azido group in living cells which can be metabolized to N-azido acetylneuramic acid and eventually incorporated into the glycoproteins and glycolipids on the cell surface, while exhibiting very low toxicity.


(Z)-alkanethial S-oxide

A member of the class of sulfoxides that is any alkanethial in which the sulfur atom carries an oxidanidyl group and the double bond adopts a Z-configuration.


thiamine(1+) carboxylic acid

A monocarboxylic acid that is thiamine(1+) which carries an oxo group at position 2.


allyl cyanide

An aliphatic nitrile that is hydrogen cyanide in which the hydrogen has been replaced by an allyl group.


UDP-D-galactose

A UDP-sugar having D-galactose as the sugar component.


ACRYLIC ACID

A alpha,beta-unsaturated monocarboxylic acid that is ethene substituted by a carboxy group.


indirubin

A member of the class of indolones that is 1,3-dihydro-2H-indol-2-one substituted by a 3-oxo-1,3-dihydro-2H-indol-2-ylidene group at position 3. It is the active component of Dang Gui Long Hui Wan, which has been used in traditional Chinese medicine to treat inflammatory diseases and chronic myeloid leukemia.


A methyl-branched fatty acid anion that is the conjugate base of 14-methylpentadecanoic acid resulting from the deprotonation of the carboxy group; major microspecies at pH 7.3.


(Z)-N-(sulfonatooxy)alkanimidothioate

This compound described both aliphatic and aromatic glucosinolates


A hydroxynitrile that is butanenitrile substituted by a hydroxy group at position 4.


alkane

An acyclic branched or unbranched hydrocarbon having the general formula CnH2n+2, and therefore consisting entirely of hydrogen atoms and saturated carbon atoms.


3-hydroxypropyl isothiocyanate

An isothiocyanate that is 1-isothiocyanatopropane substituted by a hydroxy group at position 3.


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


NORVALINE

A 2-aminopentanoic acid that has S-configuration.


PYRROLOQUINOLINE QUINONE

A pyrroloquinoline having oxo groups at the 4- and 5-positions and carboxy groups at the 2-, 7- and 9-positions.


A monohydroxy-1,3,5-triazine that is  atrazine in which the chloro group has been replaced by a hydroxy group.


A dicarboxylic acid dianion resulting from removal of a proton from both carboxy groups of N-acetyl-LL-2,6-diaminopimelic acid.


galactosylceramide sulfate

A galactosylceramide substituted at O(3) of galactose by a sulfo group.


SAICAR

A 1-(phosphoribosyl)imidazolecarboxamide resulting from the formal condesation of the darboxy group of 5-amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxylic acid with the amino group of L-aspartic acid.


The threo-diastereomer of 1,4-dimercaptobutane-2,3-diol.


A myo-inositol monophosphate derivative that is 1D-myo-inositol substituted at position 1 by an sn-glycero-3-phospho group.


A straight-chain fatty acid anion and the conjugate base of 6-oxohexanoic acid, formed by deprotonation of the carboxylic acid group.


Lacto-series glycosphingolipid

A series of oligoglycosylceramides having beta-D-galactosyl-(1-3)-N-acetyl-beta-D-glucosaminyl-(1-3)-beta-D-galactosyl-(1-4)-beta-D-glucose as the tetrasaccharide sequence root. The oligosaccharide portion can be elongated in a linear or branched form.


Neolacto-series glycosphingolipid

A series of oligoglycosylceramides having beta-D-galactosyl-(1-4)-N-acetyl-beta-D-glucosaminyl-(1-3)-beta-D-galactosyl-(1-4)-beta-D-glucose as the tetrasaccharide sequence root. The oligosaccharide portion can be elongated in a linear or branched form.


(RS)-goitrin

A racemate composed of equimolar amounts of (R)- and (S)-goitrin. It is an antithyroid agent found in cabbage, rutabaga, turnip, and brassicaceous weeds.


goitrin

A member of the class of oxazolidines that is 1,3-oxazolidine substituted by sulfanylidene and ethenyl groups at positions 2 and 5, respectively.


(R)-goitrin

A 5-ethenyl-1,3-oxazolidine-2-thione that has R-configuration. It is a constituent of a traditional Chinese herbal medicine, Radix isatidis.


A 4-hexen-3-one in which the double bond adopts a trans-configuration.


ANSERINE

A dipeptide comprising of beta-alanine and 3-methyl-L-histidine units.


A 4-hexen-3-one in which the double bond adopts a cis-configuration.


lysophosphatidic acid 17:0

A lysophosphatidic acid in which the acyl group (position not specified) contains 17 carbons and no double bonds.


Major microspecies at pH 7.3


lysophosphatidylethanolamine 17:1

A lysophosphatidylethanolamine in which the acyl group (position not specified) contains 17 carbons and 1 double bond.


lysophosphatidylethanolamine 18:4

A lysophosphatidylethanolamine in which the acyl group (position not specified) contains 18 carbons and 4 double bonds.


lysophosphatidylglycerol 16:0

A lysophosphatidylglycerol in which the acyl group has a fully saturated C16 chain and is attached to the glycero moiety at either position 1 or 2.


lysophosphatidylglycerol 17:0

A lysophosphatidylglycerol in which the acyl group has a fully saturated C17 chain and is attached to the glycero moiety at either position 1 or 2.


lysophosphatidylglycerol 18:0

A lysophosphatidylglycerol in which the acyl group has a fully saturated C18 chain and is attached to the glycero moiety at either position 1 or 2.


lysophosphatidylinositol 18:4

A lysophosphatidyl-1D-myo-inositol in which the remaining acyl group (position not specified) contains 18 carbons and 4 double bonds.


lysophosphatidylinositol 14:0

A lysophosphatidyl-1D-myo-inositol in which the remaining acyl group (position not specified) contains 14 carbons and 0 double bonds.


lysophosphatidylinositol 15:0

A lysophosphatidyl-1D-myo-inositol in which the remaining acyl group (position not specified) contains 15 carbons and 0 double bonds.


lysophosphatidylinositol 16:0

A lysophosphatidyl-1D-myo-inositol in which the remaining acyl group (position not specified) contains 16 carbons and 0 double bonds.


lysophosphatidylinositol 17:0

A lysophosphatidyl-1D-myo-inositol in which the remaining acyl group (position not specified) contains 17 carbons and 0 double bonds.


lysophosphatidylserine 14:0

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 14 carbons and 0 double bonds.


lysophosphatidylserine 16:0

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 16 carbons and 0 double bonds.


lysophosphatidylserine 18:0

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 18 carbons and 0 double bonds.


lysophosphatidylserine 16:1

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 16 carbons and 1 double bond.


lysophosphatidylserine 18:1

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 18 carbons and 1 double bond.


lysophosphatidylserine 18:3

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 18 carbons and 3 double bonds.


lysophosphatidylserine 19:1

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 19 carbons and 1 double bond.


lysophosphatidylserine 22:4

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 22 carbons and 4 double bonds.


lysophosphatidylserine 22:6

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 22 carbons and 6 double bonds.


name: 1,2-Cyclohexanedicarboxylic acid, 2-methylpent-3-yl nonyl ester


name: 1,2-Cyclohexanedicarboxylic acid, nonyl 4-octyl ester


A dicarboxylic acid anion resuting from removal of a proton from both carboxy groups of N-formimidoyl-L-glutamic acid.


name: 2-Propenoic acid, 2-methyl-, 3,3,5-trimethylcyclohexyl ester


name: Alanine, N-methyl-N-methoxycarbonyl-, undecyl ester


name: Benzenepropanoic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-, methyl ester


ANDROSTANEDIOL

An androstane-3,17-diol that is 5alpha-androstane substituted by beta-hydroxy groups at positions 3 and 17. It is a metabolite of dihydrotestosterone.


ISOVITEXIN

A C-glycosyl compound that consists of apigenin substituted by a 1,5-anhydro-D-glucitol moiety at position 6.


keratan 6'-sulfate

A keratan sulfate with random sulfation at the 6'-position.


bis(pinacolato)diboron

A 1,3,2-dioxaborolane that is 4,4,5,5-tetramethyl-1,3,2-dioxaborolane in which the boron hydrogen at position 2 is replaced by a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl group. It is a reagent used in organic synthesis to synthesise pinacol boronic esters.


trimethyl phosphite

An organophosphorus compound that is phosphane in which the three hydrogens are replaced by methoxy groups. It is an alkylating agent used primarily in the synthesis of organophosphate compounds.


Ro 25-6981(1+)

A piperidinium ion resulting from the protonation of the piperidine nitrogen of Ro 25-6981; major species at pH 7.3.


Major microspecies at pH 7.3


lysophosphatidylethanolamine 12:0

A lysophosphatidylethanolamine in which the acyl group has a fully saturated C12 chain and is attached to the glycero moiety at either position 1 or 2.


lysophosphatidylcholine 16:3

A lysophosphatidylcholine in which the remaining acyl group (position unspecified) contains 16 carbons and 3 double bonds.


triphenylphosphine

A member of the class of  tertiary phosphines that is phosphane in which the three hydrogens are replaced by phenyl groups.


The L-enantiomer of thyroxine.


capsidiol 3-acetate

An acetate ester resulting from the formal condensation of the hydroxy group at position 3 of capsidiol with acetic acid. It is a phytoalexin produced by Nicotiana benthamiana against potato virus X.


D-arabinitol

The D-enantiomer of arabinitol.


A purine ribonucleoside 5'-tetraphosphate having adenine as the nucleobase.


PYRIDOXAMINE PHOSPHATE ANHYDROUS

A vitamin B6 phosphate that is the  phosphoric ester derivative of pyridoxamine.


name: PB-22 N-pentanoic acid-3-carboxyindole metabolite


An androstanoid that is dehydroepiandrosterone carrying an additional hydroxy substituent at the 7beta-position. It is a metabolite of dehydroepiandrosterone.


An N-glycosyl compound that consists of 5,6-diaminouracil in which one of the hydrogens on the 6-amino function is substituted by a 5-phospho-beta-D-ribosyl residue.


A 3-naphthalen-2-ylalanine that has D-confliguration.


diacetylchitobiosyldiphosphodolichol

A chitobiosyldiphosphodolichol compound having two acetyl substituents in unspecified positions.


A tetrahydropyridine that is 1,2,3,4-tetrahydropyridine substituted by methyl, oxo, acetyl and methyl groups at position 2, 4, 5, and 6, respectively.


kynurenic acid

A quinolinemonocarboxylic acid that is quinoline-2-carboxylic acid substituted by a hydroxy group at C-4.


vanillin

A member of the class of benzaldehydes carrying methoxy and hydroxy substituents at positions 3 and 4 respectively.


name: 5-fluoro AB-PINACA N-(4-hydroxypentyl) metabolite


L-norleucine

A non-proteinogenic L-alpha-amino acid comprising hexanoic acid carrying an amino group at C-2. It does not occur naturally.


A phosphatidylinositol bisphosphate in which the two phosphate groups are at C-4 and C-5 of the inositol moiety which has the 1D-myo configuration.


methyl-branched fatty acyl-CoA(4-)

A branched-chain fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of any methyl-branched-chain fatty acyl-CoA; major species at pH 7.3.


branched-chain fatty acyl-CoA(4-)

A fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of any branched-chain fatty acyl-CoA; major species at pH 7.3.


A hexanone that is hexan-3-one substituted by a hydroxy group at position 4.


A methyl-branched fatty acyl-CoA(4-) arising from the deprotonation of the phosphate and diphosphate OH groups of 2-methylacyl-CoA; major microspecies at pH 7.3.


A methyl-branched fatty acyl-CoA in which the unspecified acyl group carries a methyl substituent at position 2.


3-bromo-L-tyrosine residue

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


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


A member of the class of psoralens that is psoralen substituted by a 4-phenylbutoxy group at position 5. It is a potent inhibitor of the voltage-gated potassium channel Kv1.3 (EC50 = 3 nM).


An enamide obtained by formal condensation of the carboxy group of (2Z)-2-cyano-3-hydroxybut-2-enoic acid with the amino group of 2,5-dibromoaniline. It is a dual-function inhibitor of Bruton's tyrosine kinase (BTK) and Polo-like kinases (PLK) that exhibits anticancer properties.


VANILLYL ALCOHOL

A monomethoxybenzene that is 2-methoxyphenol substituted by a hydroxymethyl group at position 4.


2-hydroxypenta-2,4-dienoic acid

A 5-carbon, bis-unsaturated, alpha-hydroxy fatty acid metabolite of the proteobacterium substrate 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid (HOPDA).


pyrroloquinoline quinol

A pyrroloquinoline having hydroxy groups at the 4- and 5-positions and carboxy groups at the 2-, 7- and 9-positions.


(-)-noradrenaline

The R-enantiomer of noradrenaline.


name: 9R-hydroxy-10E,12E-octadecadienoic acid, methyl ester


methoxsalen

A member of the class of psoralens that is 7H-furo[3,2-g]chromen-7-one in which the 9 position is substituted by a methoxy group. It is a constituent of the fruits of Ammi majus. Like other psoralens, trioxsalen causes photosensitization of the skin. It is administered topically or orally in conjunction with UV-A for phototherapy treatment of vitiligo and severe psoriasis.


A vinca alkaloid that is vindoline in which the acetate ester group at position 17 has been hydrolysed to give the corresponding secondary alcohol.


reticulinylium

A benzylisoquinoline alkaloid that is obtained by selective dehydrogenation at the 1,2-position of reticuline.


A fluoroindole that is 1H-indole in which the hydrogens at positions 3 and 6 are replaced by 1-[2-(2,2-dioxo-5,6-dihydro-4H-2lambda(6)-[1,2,5]thiadiazolo[4,3,2-ij]quinolin-1(2H)-yl)ethyl]-1,2,3,6-tetrahydropyridin-4-yl and fluoro groups, respectively. It is an inhibitor of the 5-hydroxytryptamine transporter (Ki = 2.3 nM) and an antagonist of 5-hydroxytryptamine(2A) receptor (Ki = 0.81 nM).


A secondary carboxamide resulting from the formal condensation of the carboxy group of 2-{[(2S,3S)-2-{[(2R)-2-amino-3-sulfanylpropyl]amino}-3-methylpentyl]oxy}-3-phenylpropanoic acid with the amino group of propan-2-yl (2S)-2-amino-4-(methylsulfonyl)butanoate. It is a farnesyltransferase inhibitor that exhibits anticancer properties.


A piperidinium ion obtained by protonation of the piperidine nitrogen of ketanserin; major microspecies at pH 7.3.


A 3beta-sterol formed formally by loss of a methyl group from the 14-position of lanosterol.


arsenic triglutathione(3-)

tester fester bester


A member of the class of  6-aminopurines that is adenine bearing two hydroxy substituents at positions 2 and 8. It is a highly insoluble metabolite of adenine that causes radiolucent urolithiasis. It is produced by individuals who suffer from adenine phosphoribosyltransferase (APRT) deficiency, a rare autosomal recessive error of purine metabolism.


lysophosphatidylinositol 17:1

A lysophosphatidyl-1D-myo-inositol in which the remaining acyl group (position not specified) contains 17 carbons and 1 double bond.


lysophosphatidylserine 18:4

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 18 carbons and 4 double bonds.


lysophosphatidylserine 20:0

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 20 carbons and 0 double bonds.


lysophosphatidylserine 20:1

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 20 carbons and 1 double bond.


lysophosphatidylserine 20:2

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 20 carbons and 1 double bonds.


lysophosphatidylserine 20:4

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 20 carbons and 4 double bonds.


lysophosphatidylserine 20:5

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 20 carbons and 5 double bonds.


A naphthalenetetrol that is naphthalene substituted by hydroxy groups at positions 1, 3, 6 and 8.


lysophosphatidylserine 22:5

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 22 carbons and 5 double bonds.


lysophosphatidylethanolamine 16:3

A lysophosphatidylethanolamine in which the acyl group (position not specified) contains 16 carbons and 3 double bonds.


An alkadiene that is octane carrying two double bonds at positions 1 and 7.


A 4-oxo monocarboxylic acid that is 4-oxobutanoic acid substituted at position 4 with a 5-chloro-2-[2-methyl-4-(2-methylbenzamido)benzamido]phenyl group. An oxobutyric acid metabolite of the vasopressin V2-receptor antagonist tolvaptan.


A 4-hydroxy monocarboxylic acid that is 4-hydroxybutanoic acid substituted at position 4 with a 5-chloro-2-[2-methyl-4-(2-methylbenzamido)benzamido]phenyl group. An hydroxybutyric acid metabolite of the vasopressin V2-receptor antagonist tolvaptan.


(Z)-propanethial S-oxide

A propanethial S-oxide in which the double bond adopts a Z-configuration.


(E)-propanethial S-oxide

A propanethial S-oxide in which the double bond adopts an E-configuration.


A phosphate ion that is the conjugate base of hydrogenphosphate.


D-glucosyl-N-acylsphingosine

Sphingosine substituted at the 1-hydroxy group by a D-glucosyl group and at the 2-amino group by an acyl group.


An AMP-sugar in which the hydrogen at position 1 of AMP is substituted by a 5-phospho-beta-D-ribosyl group.


nucleoside 3',5'-cyclic phosphate

A ribosyl or deoxyribosyl derivative of a pyrimidine or purine base in which C-3 and C-5 of the ribose ring are engaged in formation of a cyclic mono-, di-, tri- or tetra-phosphate.


dermatan sulfate

Any of a group of glycosaminoglycans with repeating units consisting of variously sulfated beta1->4-linked L-iduronyl-(alpha1->3)-N-acetyl-D-galactosamine units.


nitrile

A compound having the structure RC#N; thus a C-substituted derivative of hydrocyanic acid, HC#N. In systematic nomenclature, the suffix nitrile denotes the triply bound #N atom, not the carbon atom attached to it.


Major microspecies at pH 7.3


The N-(4-aminobutyl) derivative of 3-aminopropanal.


A cholesterol ester in which the acyl group contains 20 carbons in total and 4 double bonds.


A cholesterol ester in which the acyl group contains 18 carbons in total and 2 double bonds.


A cholesterol ester in which the acyl group contains 18 carbons in total and 1 double bond.


A cholesterol ester in which the acyl group contains 22 carbons in total and 2 double bonds.


A cholesterol ester in which the acyl group contains 22 carbons in total and 1 double bond.


A cholesterol ester in which the acyl group contains 22 carbons in total and 4 double bonds.


A cholesterol ester in which the acyl group contains 20 carbons in total and 2 double bonds.


A cholesterol ester in which the acyl group contains 20 carbons in total and 1 double bond.


A 20-oxo steroid that is pregnenolone carrying an additional hydroxy substituent at the 7beta-position.


A 3beta-hydroxy-Delta(5)-steroid that is pregnenolone carrying an oxo group at position 7.


A 3beta-hydroxy-Delta(5)-steroid that is  dehydroepiandrosterone carrying an additional oxo group at position 7.


A 3beta-hydroxy steroid that is epiandrosterone carrying a hydroxy group at the 7beta position. It is an endogenous androgen metabolite that has been shown to exert neuroprotective effects.


sphingomyelin 44:6

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 44 with 6 double bonds.


A diamino acid that is alanine in which one of the hydrogens of the methyl group is replaced by an amino group.


thiamine

A primary alcohol that is 1,3-thiazol-3-ium substituted by (4-amino-2-methylpyrimidin-5-yl)methyl, methyl and 2-hydroxyethyl groups at positions 3, 4 and 5, respectively.


QUINALDIC ACID

A quinolinemonocarboxylic acid having the carboxy group at the 2-position.


A dicarboxylic acid anion resuting from removal of a proton from both carboxy groups of N-formimidoyl-L-aspartic acid.


apigenin

A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4', 5 and 7.  It induces autophagy in leukaemia cells.


name: 3,5,9-Trioxa-4-phosphapentacosan-1-aminium, 7-(acetyloxy)-4-hydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide


name: 3'-Hydroxy Repaglinide(Mixture of Diastereomers)


name: 4-thiazolidinecarboxylic acid, 2-undecyl-, (4r)-


N-acyl-beta-D-galactosylsphingosine

An N-acyl-D-galactosylsphingosine in which the anomeric configuration of the galactosyl residue is beta; sphingosine substituted at the O-1 position by a beta-D-galactosyl group and at the N-2 position by an acyl group.


D-gluconate

A gluconate having D-configuration.


A naphthalenetriol that is naphthalene substituted by hydroxy groups at positions 1, 3 and 8.


A glycosylfructose that is D-fructofuranose attached to a alpha-D-glucopyranosyl unit at position 6 via a glycosidic linkage. It is found in honey and sugarcane.


sphingomyelin 43:7

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 43 with 7 double bonds.


β-phenylethylamine

A phenylethylamine having the phenyl substituent at the 2-position.


name: 1h-indole-3-carboxylic acid, 1-[(4-fluorophenyl)methyl]-, 1-naphthalenyl ester


name: 1h-indole-3-carboxylic acid, 1-[(4-fluorophenyl)methyl]-, 8-quinolinyl ester


linear maltodextrin

A maltodextrin in which the alpha-(1->4)-linked D-glucose units form a linear chain, typically from 3 to 17 glucose units long. (Cf. amylose, in which the chain length ranges from around 300 to several thousand glucose units).


The simplest member of the class of 2-hydroxy-1,4-benzoquinones, that is 1,4-benzoquinone in which a single hydrogen is replaced by a hydroxy group.


name: 3-oxazolidinecarboxylic acid, 2,2-dimethyl-4-(1-oxo-2-hexadecyn-1-yl)-, 1,1-dimethylethyl ester, (4s)-


phenylacetate

A monocarboxylic acid anion that is the conjugate base of phenylacetic acid.


A steroid acid that is 5beta-cholestan-26-oic acid which is substituted by hydroxy groups as the 3alpha, 7alpha, and 12alpha positions.


name: Benzoic acid, 4-[[4-(1h-indol-4-yl)-1-piperazinyl]methyl]-, 1,1-dimethylethyl ester


L-arabinitol

The L-enantiomer of arabinitol.


A methylcatechol carrying a methyl substituent at position 3. It is a xenobiotic metabolite produced by some bacteria capable of degrading nitroaromatic compounds present in pesticide-contaminated soil samples.


pyridoxal 5-phosphate

The monophosphate ester obtained by condensation of phosphoric acid with the primary hydroxy group of pyridoxal.


name: Furostane base -2h + 1o, o-hex, o-pen-dhex


name: Isoflavone base + 1o, 1meo, o-hex+c7h12no


AICA ribonucleotide

A 1-(phosphoribosyl)imidazolecarboxamide that is acadesine in which the hydroxy group at the 5' position has been converted to its monophosphate derivative.


CYANIDE

A one-carbon compound consisting of a methine group triple bonded to a nitrogen atom


A hydrocarbyladenosine in which adenosine is substituted at N-6 by a (2R)-1-phenylpropan-2-yl group. It is a potent adenosine A1 receptor agonist that exhibits neuroprotective and antinociceptive properties.


N-formylanthranilate

An amidobenzoate consisting of anthranilate carrying an N-formyl group.


name: Soyasapogenol b base + o-ddmp, o-hexa-hexa


laminarabiose

A glycosylglucose consisting of D-glucose with undefined anomeric stereochemistry and a beta-D-glucosyl residue attached at the 3-position.


An amino tetrasaccharide comprised of a linear sequence of 4-O-sulfo-beta-D-galactose, N-acetyl-beta-D-glucosamine, beta-D-galactose and N-acetyl-beta-D-glucosamine residues linked (1->4), (1->3) and (1->4).


(+)-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 (1S,4R,4aS,8aR)-configuration.


N(omega)-phospho-L-arginine

An arginine derivative that is L-arginine substituted by a phosphono group at N(omega)-position.


An amino disaccharide consisting of N-acetyl-alpha-D-galactopyranosamine and N-acetyl-beta-D-galactofuranosamine residues joined in sequence by a (1->3) glycosidic linkage.


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


An amino disaccharide that consists of muramic acid having an N-acetyl-beta-D-glucosaminyl residue attached at position 4.


A dihydroxyacetophenone that is acetophenone carrying hydroxy substituents at positions 2' and 4'.


name: 6-Hydroxyluteolin 6,7-dimethyl ether 4'-glucoside


lactaldehyde

A member of the class of  propanals obtained by the reduction of the carboxylic group of lactic acid (2-hydroxypropanoic acid).


1D-myo-inositol 1,2-cyclic phosphate

A  myo-inositol cyclic phosphate that is the 1,2-cyclic phosphate derivative of 1D-myo-inositol.


A member of the class of methyl myo-inositols that is cyclohexane-1,2,3,4,5-pentol substituted by a methoxy group at position 6 (the 1R,2R,3S,4S,5R,6S-isomer).


dehydrovomifoliol

A fenchane monoterpenoid that is substituted by methyl groups at positions 3, 5, and 5, and by both a hydroxy group and a 3-oxobut-1-en-1-yl group at position 4.


4-cyanobenzoyl chloride

An acyl chloride consisting of benzoyl chloride in which the hydrogen at position 4 is replaced by a cyano group.


di-tert-butyl nitroxide

An aminoxyl that is N-tert-butyl-2-methylpropan-2-amine carrying an oxidanediyl group at the nitrogen atom.


A member of the class of oxazolidines that is 4,4-dimethyl-1,3-oxazolidine carrying an oxidanediyl group at position 3.


An oxysterol that is cholesterol which is substituted by hydroxy groups at the 7alpha and 26 positions.


(+)-7-isojasmonic acid

An oxylipin that is [(1S)-3-oxocyclopentyl]acetic acid substituted by a (2Z)-pent-2-en-1-yl group at position 2 on the cyclopentanone ring.


cremeomycin

A diazo compound that is cyclohexa-1,3-diene substituted by carboxy, methoxy, diazo and oxo groups at positions 1, 4, 5, and 6, respectively. It is an natural product isolated from Streptomyces cremeus.


A guanidinium ion obtained by protonation of both guanidino groups of streptidine; major species at pH 7.3.


bacitracin A zwitterion

A homodetic cyclic peptide consisting of (4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazole-4-carboxylic acid attached head-to-tail to L-leucyl,D-glutamyl, L-lysyl, D-ornityl, L-isoleucyl, D-phenylalanyl, L-histidyl. D-aspartyl and L-asparaginyl residues coupled in sequence and cyclised by condensation of the side-chain amino group of the L-lysyl residue with the C-terminal carboxylic acid group. It is the major component of bacitracin.


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


An aminooxyl that is pyrroline substituted by an oxidanediyl group at position 1, by methyl groups at positions 2, 2, 5 and 5, and by a [(methylsulfonyl)sulfanyl]methyl group at position 3. It is a highly reactive thiol-specific spin label.


3-amino-2,4-dihydroxybenzoic acid

An aminobenzoic acid that is benzoic acid substituted by hydroxy groups at positions 2 and 4, and by an amino group at position 3.


4-hydroxy-3-polyprenylbenzoic acid

A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted at position 3 by any polyprenyl group.


name: 8-Prenylkaempferol 4'-methyl ether 3-[4'''-,6'''-diacetylglucosyl-(1->3)-4''-acetylrhamnoside]


name: Scutellarein 6,4'-dimethyl ether 7-(6''-acetylglucoside)


name: Apigenin 7-methyl ether 5-(6''-malonylglucoside)


name: Quercetin 3,3'-dimethyl ether 7-glucoside


name: 6-Hydroxymyricetin 3,6,3',5'-tetramethyl ether 7-glucoside


name: Quercetin 3,4'-dimethyl ether 7-glucoside


A monosaccharide derivative that is (-)-11-hydroxy-9,10-dihydrojasmonic acid attached to a beta-D-glucopyranosyl residue at position 11 via a glycosidic linkage.


name: (-)-9,10-dihydrojasmonic acid glucosyl ester


name: Scutellarein 6,7-dimethyl ether 4'-glucuronide


name: Kaempferol 4'-methyl ether 3-(2Glc-glucosylrutinoside)


name: Heptafluorobutyric acid, N-tetradecyl ester


A secondary fatty alcohol that is hexadecane substituted by a hydroxy group at position 2.


A beta-D-glucan of more than 20 D-glucose residues joined by beta-(1->3) and beta-(1->4) glycosidic linkages.


crospovidone

A vinyl polymer composed of repeating -CH2-CR- units where R is a 2-oxopyrrolidin-1-yl group.


name: 6'-Hydroxysiphonaxanthin ester/ 6'-Hydroxysiphonaxanthin dodecenoate/ 6'-Hydroxysiphonaxanthin 19-(trans-delta2-dodecenoate)


name: Scutellarein 7,4'-dimethyl ether 6-glucoside


A brassinosteroid that is 5alpha-campestane bearing an oxo substituent at position 3.


A brassinosteroid that is brassinolide in which the hydroxy group at position 2 has been replaced by a hydrogen atom.


name: Kaempferol 7,4'-dimethyl ether 3-neohesperidoside


A 2-hexenal in which the olefinic double bond has Z configuration.


name: 6-Hydroxykaempferol 7,4'-dimethyl ether 3-sulfate


name: (2E)-5,7-Dihydroxy-3,6-dimethoxy-4-oxo-2-phenyl-4H-1-benzopyran-8-yl ester 2-methyl-2-butenoic acid


name: 6-iodo-5-hydroxy-eicosa-8Z,11Z,14Z-trienoic acid gamma lactone


name: 8-Prenylkaempferol 4'-methyl ether 3-rhamnosyl-(1->6)-galactoside-7-galactoside


name: Okanin 3,4,3'-trimethyl ether 4'-glucoside


name: 6'',6''-Dimethylpyraono[2'',3'':7,8]kaempferol 4'-methyl ether 3-rhamnoside


name: Eriodictyol 7,3'-dimethyl ether 4'-prenyl ether


name: 1alpha,3beta,22R-Trihydroxyergosta-5,24E-dien-26-oic acid 3-O-b-D-glucoside 26-O-[b-D-glucosyl-(1->2)-b-D-glucosyl] ester


name: 17-phenyl trinor Prostaglandin F2alpha-d4


name: Kaempferol 4'-methyl ether 3-(4Rha-rhamnosylrutinoside)


name: Tricetin 7,3',4',5'-trimethyl eter 5-xylosyl-(1->2)-rhamnoside


name: 8-Prenylquercetin 7,4'-dimethyl ether 3-rhamnosyl-(1->4)-rhamnoside


A 1,3-dichloropropene with a (E)-configuration.


name: Quercetin 5,7,3',4'-tetramethyl ether 3-galactoside


name: Zeaxanthin diglucoside/ Zeaxanthin beta-D-diglucoside


A phosphorodiamide that consists of 2-amino-1,3,2-oxazaphosphinan-4-ol 2-oxide having two 2-chloroethyl groups attached to the exocyclic nitrogen.


name: Scutellarein 6,4'-dimethyl ether 7-(3'''-acetylrutinoside)


An indolylmethylglucosinolic acid that is glucobrassicin bearing a hydroxy substituent at position 4 on the indole ring.


name: 1alpha,25-Dihydroxyvitamin D3 25-trimethylsilyl ether


(R)-2-trans-abscisic acid

A 2-trans-abscisic acid with (R)-configuration at the chiral centre.


The (R)-stereoisomer of 3-chloro-1,2-propanediol.


name: Gossypetin 7,8-dimethyl ether 4'-glucoside


name: Quercetin 3-methyl ether 7-alpha-L-arabinofuranosyl-(1->6)-glucoside


name: Luteolin 3'-methyl ether 7-glucuronide-4'-rhamnoside


name: Quercetin 7,3',4'-trimethyl ether 3-sulfate


name: 6-Hydroxykaempferol 3,5,7,4'-tetramethyl ether 6-rhamnoside


name: Quercetin 5,3',4'-trimethyl ether 3-galactosyl-(1->2)-rhamnoside-7-rhamnoside


name: 6-Methoxyluteolin 7-glucuronide methyl ester


D-pipecolate

The D-enantiomer of pipecolate.


name: 6-Hydroxyluteolin 5,6,3',4'-tetramethyl eter 7-cellobioside


epibromohydrin

An epoxide that is oxirane substituted by a bromomethyl group at position 2.


name: 8-Prenylquercetin 4'-methyl ether 3-rhamnoside


A chloropropane-1,2-diol that is propane-1,2-diol substituted by a chloro group at position 3.


name: 16,16-dimethyl Prostaglandin E2 p-(p-acetamidobenzamido) phenyl ester


name: Adonixanthin 3'-beta-D-glucoside/ Adonixanthin 3'-glucoside


name: Scutellarein 6,7,4'-trimethyl ether 5-(6'''-acetylglucosyl)(1->3)-galactoside


(S)-2-trans-abscisic acid

A 2-trans-abscisic acid with (S)-configuration at the chiral centre.


name: N-methyl N-(2-hydroxy-ethyl) arachidonoyl amine


name: 6-Hydroxyluteolin 6,3'-dimethyl ether 7,4'-disulfate


name: Isoscutellarein 4'-methyl ether 8-(2'',4''-disulfatoglucuronide)


(2-nitrophenyl)acetic acid

A member of the class of phenylacetic acids that is phenylacetic acid in which the phenyl grup is substituted at the ortho- position by a nitro group.


A phosphate-linked oligosaccharide analogue consisting of six alpha-N-acetyl-D-glucosaminyl residues, joined by (1->4)-phosphodiester linkages. It is a constituent 6-repeating-unit segment of Neisseria meningitidis serogroup X capsular polysaccharide (MenX), the structural diagram of which shows parts of phosphodiester linkages which are present at both the reducing and non-reducing ends of the hexasaccharide unit.


A phosphate-linked oligosaccharide analogue consisting of seven alpha-N-acetyl-D-glucosaminyl residues, joined by (1->4)-phosphodiester linkages. It is a constituent 7-repeating-unit segment of Neisseria meningitidis serogroup X capsular polysaccharide (MenX), the structural diagram of which shows parts of phosphodiester linkages which are present at both the reducing and non-reducing ends of the heptasaccharide unit.


A carboxamidinium ion obtained by protonation of  the amidino group of benzamidine. Major species at pH 7.3.


baclofen

An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of baclofen.


A glycopentaosylceramide having beta-D-galactosyl-(1->3)-[N-acetyl-beta-D-glucosaminyl-(1->6)]-N-acetyl-beta-D-galactosaminyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucosyl component attached to the primary hydroxy function of a ceramide with undefined sphingoid base.


TYROSOL

A phenol substituted at position 4 by a 2-hydroxyethyl group.


(S)-mevalonate

The (S)-enantiomer of mevalonate.


A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at position 7 of the flavone moiety of quercetin. The major species at pH 7.3.


A stigmastane sterol that is sitosterol substituted by a hydroxy group at position 22S.


The (Z)-isomer of 1,3-dichloropropene.


name: Isoscutellarein 4'-methyl ether 8-(2''-sulfatoglucoside)


organophosphorus herbicide

An herbicide which contains a chemically reactive phosphate ester side chain.


nitrile herbicide

An herbicide which has a benzene ring that contains a cyanide grouping.


anticoagulant rodenticide

A rodenticide which contains one or more active ingredients and when consumed by rodents results in the inability to produce essential blood-clotting factors.


tricholignan A

A methylcatechol that is benzene substituted by hydroxy, hydroxy, (3E)-penta-1,3-dien-1-yl, methyl and methoxy groups at positions 1, 2, 3, 4 and 5, respectively. It is an iron(III)-reducing natural product isolated from the ascomycota Trichoderma harzianum.


name: Herbacetin 7,4'-dimethyl ether 8-acetate


3,13,19-trimethyltricosanoic acid

A methyl-branched fatty acid that is tricosanoic acid substituted by a methyl group at positions 3, 13 and 19.


name: 3,5-Pyridinedicarboxylic acid, 2-(hydroxymethyl)-6-methyl-4-(2-nitrophenyl)-, 5-methyl ester


(Z)-2-aminobutenoic acid

A 2,3-dehydroamino acid resulting from the formal elimination of water from the side-chain of threonine.


(Z,Z,Z)-geranylgeraniol

A geranylgeraniol in which all double bonds have Z- (cis-) geometry.


A tricosene in which the double bond at position 10 has cis-configuration.


name: Prostaglandin E2 p-benzamidophenyl ester


A member of the class of  phenols that is  styrene carrying a hydroxy substituent at position 4.


name: Siphonaxanthin ester/ Siphonaxanthin dodecenoate/ (Siphonein)


pentyl dodecanoate

A dodecanoate ester resulting from the formal condensation of the carboxy group of dodecanoic acid with the hydroxy group of pentan-1-ol.


N-methylthiourea

A member of the class of thioureas that is thiourea in which one of the hydrogens is replaced by a methyl group.


A primary alcohol that is octane which is substituted by a methyl group at position 7 and a hydroxy group at position 1. It is a fragrance ingredient.


N-ethylthiourea

A member of the class of thioureas that is thiourea in which one of the hydrogens is replaced by an ethyl group.


N-acetylthiourea

A member of the class of thioureas that is thiourea in which one of the hydrogens is replaced by an acetyl group.


An alkanethiol that is octane substituted by a thiol group at position 1.


chromium carbene

An organochromium compound containing a carbon-chromium double bond.


organozinc halide

An organozinc compound where the zinc atom is bound to a halogen atom.


1'-deoxyabscisic acid

A monocarboxylic acid that is abscisic acid in which the tertiary hydroxy group is replaced by a hydrogen.


cyclopropanol

A cyclopropane in which a hydrogen atom is replaced by a hydroxy group.


short-chain fatty aldehyde

Any fatty aldehyde with a chain length of less than C6.


thiazolines

Thiazolines (or dihydrothiazoles) are a group of isomeric 5-membered heterocyclic compounds containing both sulfur and nitrogen in the ring.


Thiazolines containing a C=N double bond between the carbon atom 2 and the nitrogen atom.


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


A macrolide that is 10-deoxymethymycin with the ethyl group at position 12 replaced with an acetonyl group. It is a natural product synthesized by Streptomyces sp. AM4900 with weak cytotoxicity against SKOV-3 and Jurkat cells.


12-ketomethymycin N-oxide

A macrolide that is the N-oxide of 12-ketomethymycin. It is a natural product synthesized by Streptomyces sp. AM4900 without biological activity.


name: 3beta-(p-chlorophenyl)tropane-2beta-carboxylic acid, 4'-azido-3'-iodophenylethyl ester

description: This compound is a tropane ring-containing molecule related to cocaine.  It is a photoaffinity ligand used to label for the dopamine transporter.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 2-aminobenzoyl-AMP; major microspecies at pH 7.3.


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


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


Major microspecies at pH 7.3


An acyl-CoA(4-) that is the tetraanion of 2-fluorobenzoyl-CoA, arising from deprotonation of phosphate and diphosphate functions; major microspecies at pH 7.3.


A bromobenzoate that is the conjugate base of 4-bromobenzoic acid; major microspecies at pH 7.3.


A iodobenzoate that is the conjugate base of 4-iodobenzoic acid; major microspecies at pH 7.3.


An acyl-CoA(4-) that is the tetraanion of 3-fluorobenzoyl-CoA, arising from deprotonation of phosphate and diphosphate functions; major microspecies at pH 7.3.


An acyl-CoA(4-) that is the tetraanion of 4-fluorobenzoyl-CoA, arising from deprotonation of phosphate and diphosphate functions; major microspecies at pH 7.3


Tetraanion of 4-bromobenzoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of 4-iodobenzoyl-CoA arising from deprotonation of phosphate and diphosphate functions.


Tetraanion of 4-methylbenzoyl-CoA (p-tolyl-CoA) arising from deprotonation of phosphate and diphosphate functions.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 2-fluorobenzoyl-AMP; major microspecies at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 3-fluorobenzoyl-AMP; major microspecies at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 4-fluorobenzoyl-AMP; major microspecies at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 4-chlorobenzoyl-AMP; major microspecies at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 4-bromobenzoyl-AMP; major microspecies at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 4-methylbenzoyl-AMP; major microspecies at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 4-iodobenzoyl-AMP; major microspecies at pH 7.3.


Major microspecies at pH 7.3.


Tetraanion of cyclohex-1,4-dienecarboxyl-CoA arising from deprotonation of phosphate and diphosphate functions; major microspecies at pH 7.3.


Tetraanion of cyclohex-2,5-dienecarboxyl-CoA arising from deprotonation of phosphate and diphosphate functions; major mirospecies at pH 7.3.


Tetraanion of 2-methoxybenzoyl-CoA arising from deprotonation of phosphate and diphosphate functions; major microspecies at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of cyclohex-1,4-dienecarboxyl-AMP; major microspecies at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of cyclohex-2,5-dienecarboxyl-AMP; major microspecies at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 2-methoxybenzoyl-AMP; major microspecies at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 3-hydroxybenzoyl-AMP; major microspecies at pH 7.3.


Tetraanion of 4-aminobenzoyl-CoA arising from deprotonation of phosphate and diphosphate functions; major microspecies at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 4-aminobenzoyl-AMP; the major species at pH 7.3.


An acyl-CoA(4-) that is the tetraanion of 2-chlorobenzoyl-CoA, arising from deprotonation of phosphate and diphosphate functions; major microspecies at pH 7.3.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 2-chlorobenzoyl-AMP; major microspecies at pH 7.3.


Tetraanion of 2-methylbenzoyl-CoA (o-tolyl-CoA) arising from deprotonation of phosphate and diphosphate functions.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 2-methylbenzoyl-AMP; major microspecies at pH 7.3.


A member of the class of  hydrazines that is  hydrazine substituted by two methyl groups at position 1.


A  tetrachlorobenzene carrying chloro groups at positions 1, 2 , 3 and 4.


palovarotene

An olefinic compound that is ethene is which a hydrogen at position 1 is replaced by a 4-carboxyphenyl group and a hydrogen at position 2 is replaced by a 5,5,8,8-tetramethyl-3-[(1H-pyrazol-1-yl)methyl]-5,6,7,8-tetrahydronaphthalen-2-yl group (the E-stereoisomer). It is a selective retinoic acid receptor gamma (RARgamma) agonist developed by Ipsen, to reduce the formation of new heterotopic ossification in adults and children with fibrodysplasia ossificans progressiva (FOP), a rare bone disorder.


A salicylanilide derivative with chloride substituents at C-3 and C-5 of the salicylate moiety and at C-3 and C-4 of the anilide moiety.


name: 2-Formylphenylboronic acid neopentyl glycol ester


Major microspecies at pH 7.3


penilactone D(2-)

Major microspecies at pH 7.3


peniphenone D(1-)

Major microspecies at pH 7.3


penilactone B(1-)

Major microspecies at pH 7.3.


penilactone A

Major microspecies at pH 7.3


The (R)-enantiomer of 2-phenylpropylamine.


aldehydo-D-idose

The open chain form of D-idose.


A brassinosteroid that is 6-deoxo-28-norteasterone carrying an oxo group at position 6.


dopaminechrome (enol form)

A member of the class of indolones that is 3,5-dihydro-2H-indole substituted by an oxo group at position 5 and a hydroxy group at position 6.


An  indolylmethylglucosinolic acid that is glucobrassicin bearing a methoxy substituent at position 4 on the indole ring.


An L-asparagine derivative that is L-asparagine in which the amino group undergoes formal consensation with the carboxy group of benzoic acid and in which the carboxy OH group is replaced by a (4-nitrophenyl)amino group. It is an asparaginyl endopeptidase substrate.


AMINOCHROME

A member of the class of indoledione that is 2,3,5,6-tetrahydro-1H-indole carrying oxo groups at positions 5 and 6; major microspecies at pH 7.3. It is an endogenous compound formed during dopamine oxidation and can induce neurotoxicity under certain aberrant conditions and induce Parkinson-like syndrome.


DUROHYDROQUINONE

A member of the class of hydroquinones that is benzene-1,4-diol carrying four methyl groups at positions 2, 3, 5 and 6.


A benzoate that is the conjugate base of 4-formylbenzoic acid arising from the deprotonation of the carboxy group; Major microspecies at pH 7.3.


4-carboxybenzyl alcohol

Major microspecies at pH 7.3.


carbovir triphosphate(4-)

An organophosphate oxoanion that is the tetraanion of carbovir triphosphate, arising from deprotonation of the four triphosphate OH groups; major species at pH 7.3.


A C21-steroid that is corticosterone in which the 20-oxo group has been reduced to a hydroxy group.


lysophosphatidylserine 15:0

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 15 carbons and 0 double bonds.


carbovir diphosphate(3-)

An organophosphate oxoanion that is the trianion of carbovir diphosphate, arising from deprotonation of the diphosphate OH groups; major species at pH 7.3.


carbovir monophosphate(2-)

An organophosphate oxoanion that is the dianion of carbovir monophosphate, arising from deprotonation of the monophosphate OH groups; major species at pH 7.3.


lysophosphatidylserine 16:2

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 16 carbons and 2 double bonds.


lysophosphatidylserine 17:1

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 17 carbons and 1 double bond.


lysophosphatidylserine 26:0

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 26 carbons and 0 double bonds.


lysophosphatidylserine 26:1

A lysophosphatidylserine in which the remaining acyl group (position not specified) contains 26 carbons and 1 double bond.


This is mimetic of 4-Hydroxynonenal (4-HNE) and a potential inhibitor of SIRT2 enzyme


An acyl-CoA(4-) that is the pentaanion of (R,S)-[hydroxy(phenyl)methyl]succinyl-CoA, arising from deprotonation of phosphate, diphosphate and carboxy functions. Major species at pH 7.3.


An acyl-CoA(4-) arising from deprotonation of the phosphate, diphosphate and carboxy groups of (S)-2-benzoylsuccinyl-CoA.


Dicarboxylate anion of mesobiliverdin; major species at pH 7.3.


Dicarboxylate anion of phycourobilin; major species at pH 7.3.


Dicarboxylate anion of phytochromobilin; major species at pH 7.3.


preterpestacin I

A sesterterpenoid that has been characterized as the product of Bipolaris maydis BmTS3.


betaestacin I

A sesterterpene.


aspergiltriene A

A sesterterpene


aspergildiene A

A sesterterpene.


aspergildiene B

A sesterterpene.


aspergildiene C

A sesterterpene.


aspergildiene D

A sesterterpene.


A nucleoside triphosphate(4-) that is ATP with adenine bearing a single oxo substituent at position 8; major species present at pH 7.3.


A [hydroxy(phenyl)methyl]succinyl-CoA in which the [hydroxy(phenyl)methyl]succinic acid moiety adopts 1R,2S-configuration.


(3E)-ethyl 2-methyl-3-pentenoate

An ethyl 2-methyl-3-pentenoate in which the double bond adopts a trans-configuration.


(3Z)-ethyl 2-methyl-3-pentenoate

An ethyl 2-methyl-3-pentenoate in which the double bond adopts a cis-configuration.


A primary alcohol that is butane-1,3-diol in which the hydroxy group at position 3 is replaced by a methoxy group.


A methylketone that is pentan-2-one substituted by methyl groups at positions 3, 3, 4 and 4.


ribavirin 5'-monophosphate(2-)

An organophosphate oxoanion resulting from the removal of both protons from the phosphate group of  ribavirin 5'-monophosphate. It is the major species at pH 7.3.


ribavirin 5'-diphosphate(3-)

An organophosphate oxoanion resulting from the removal of the three diphosphate OH groups of  ribavirin 5'-diphosphate. It is the major species at pH 7.3.


ribavirin 5'-triphosphate(4-)

An organophosphate oxoanion resulting from the removal of the four triphosphate OH groups of ribavirin 5'-triphosphate. It is the major species at pH 7.3.


conidiogenol

A diterpenoid with formula C20H34O2. It is isolated from Penicillium cyclopium and exhibits potent conidiation inducing activity.


conidiogenone

A diterpenoid with formula C20H32O2. It is isolated from Penicillium cyclopium and exhibits potent conidiation inducing activity.


An iminium ion resulting from the protonation of the two imine groups of 11-beta-hydroxysaxitoxin; major microspecies at pH 7.3.


An iminium ion resulting from the protonation of the two imine groups of beta-saxitoxinol; major microspecies at pH 7.3.


An iminium ion resulting from the protonation of the two imine groups of 11-beta-hydroxy-beta-saxitoxinol; major microspecies at pH 7.3.


A purine ribonucleoside 5'-triphosphate that is ATP carrying an oxo group at position 8.


A purine ribonucleoside 5'-triphosphate that is ATP carrying a hydroxy group at position 8.


name: Matteucinol-7-O- [ 4",6"-di-O-galloyl ] -beta-D-glucopyranoside


A group obtained by removing the hydroxy group from the hemiacetal function of beta-D-galactosyl-(1->3)-[alpha-L-fucosyl-(1->4)]-N-acetyl-D-glucosamine.


A group obtained by removing the hydroxy group from the hemiacetal function of beta-D-galactosyl-(1->3)-N-acetyl-D-glucosamine.


A secondary alcohol that is isopropanol in which one hydrogen of each methyl group is substituted by a chlorine. A liquid at room temperature (melting point -4degreeC, boiling point 174degreeC at 760 mm Hg), it is used as a solvent for hard resins and nitrocellulose.


A chloropropene with two chloro substituents at positions 1 and 3 respectively..


A dinitroglycerol that is glycerol in which both of the primary hydroxy groups have been converted to the corresponding nitrate estes.


name: (132S, 17S, 18S)-132-hydroxy-20-chloro-ethylpheophorbide a


An alpha-amino-acid anion that is the conjugate base of 4-methyl-L-glutamic acid, having anionic carboxy groups and a cationic amino group. Major species at pH 7.3.


name: 2,3-Dihydroxypropyl 2-(dimethylamino)ethyl hydrogen phosphate


name: Imidazolidine-1-carboxylic acid, 2-t-butyl-5-isobutyl-3-methyl-4-oxo-, t-butyl ester


name: 1H-indole-3-carboxylic acid, 1-(2,3-dihydroxy-1,1-dimethylpropyl) methyl ester


name: 11-hydroxy-N-desmethyl 12-keto pretubulysin D


alternariol hapten ALa

An alternariol hapten that is one of two regioisomeric haptens of the mycotoxin alternariol in which the five-atom carboxylated aliphatic spacer arm is located through the hydroxy group at C-9.


alternariol hapten

A benzochromenone that is a hapten of the mycotoxin alternariol which incorporates a five-atom carboxylated aliphatic spacer arm located through the hydroxy group at either C-3 or C-9.


alternariol hapten ALb

An alternariol hapten that is one of two regioisomeric haptens of the mycotoxin alternariol in which the five-atom carboxylated aliphatic spacer arm is located through the hydroxy group at C-3.


A 2-ethyl-2-hexenal in which the double bond adopts a trans-configuration.


Major microspecies at pH 7.3.


A 2-ethyl-2-hexenal in which the double bond adopts a cis-configuration.


A triterpene.


achilleol A

A triterpenoid that is (1S)-2,2-dimethyl-4-methylidenecyclohexanol which is substituted at position 3 by a (6E,10E,14E)-2,6,10,15-tetramethylheptadeca-2,6,10,14-tetraen-17-yl group. It was the first monocyclic triterpenoid found in nature and originally isolated from Achillea odorata.


A biphenyl that is 1,1'-biphenyl substituted by a fluoro group at position 4 and a acetylamino group at position 4'. It induces neoplastic lesions in rats.


Major microspecies at pH 7.3


N-2-fluorenylphthalamic acid

A member of the class of fluorenes that is 9H-fluorene substituted by a (2-carboxybenzoyl)amino group at position 2.


alpha-methyl-L-histidine

An alpha-methylhistidine that has L-configuration.


chlorophyll a'

Chlorophyll a' is the C13(2)-epimer of chlorophyll a.


divinylchlorophyll a'

Divinylchlorophyll a' is the C13(2)-epimer of divinylchlorophyll a.


An L-cysteine derivative that results when maleimide reacts with the thiol group of L-cysteine forming a thioether bond.


3-chloro-L-tyrosine zwitterion

An L-alpha-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of 3-chloro-L-tyrosine; major species at pH 7.3.


3-bromo-L-tyrosine zwitterion

Zwitterionic form of 3-bromo-L-tyrosine having an anionic carboxy group and a protonated amino group; major microspecies at pH 7.3.


diacylglycerol 35:0

A diglyceride in which the two acyl groups contain a total of 35 carbons and 0 double bonds.


An  arabinan composed of arabinose units joined via (1->5) linkage.


delta-lactone

A lactone having a six-membered lactone ring.


A  mannooligosaccharide in which alpha-D-mannose residues are linked (1->6).


4-methylbenzyl alcohol

A methylbenzyl alcohol in which the methyl substituent is para to the hydroxymethyl group.


nitrosocarbaryl

A nitroso compound that is carbaryl in which the amino hydrogen is substituted by a nitroso group.


patulin-4-bromothiophenol adduct

An organosulfur compound that is a di-thiol adduct resulting from the reaction of the mycotoxin patulin with 4-bromothiophenol. Used in research into developing user-friendly and rapid immunoanalytical techniques for the decontamination by patulin in foodstuffs.


ICR 340 (free base)

An organic heterotricyclic compound that is benzo[b][1,5]naphthyridine substituted by methoxy, chloro and {3-[(2-chloroethyl)(ethyl)amino]propyl}amino groups at positions 2, 7 and 10, respectively.


patulin-4-bromothiophenol hapten

An organosulfur compound that is a di-thiol hapten resulting from the reaction of the mycotoxin patulin with 4-bromothiophenol followed by condensation of the resultant adduct with beta-alanine. Used in research into developing user-friendly and rapid immunoanalytical techniques for the decontamination by patulin in foodstuffs.


ICR 340(2+)

An ammonium ion that is ICR 340 (free base) in which the tertiary amino group and the nitrogen of the benzonaphthpyridine ring are protonated.


A glycotetraosylceramide having N-acetyl-beta-D-neuraminyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactosyl-(1->4)-beta-D-glucose as the hexasaccharide component. It is overexpressed in some cancers and has been linked to disease progression.


3,5-dinitrosalicylic acid hydrazide

A carbohydrazide resulting from the formal condensation of the carboxy group of 3,5-dinitrosalicylic acid  with one of the amino groups of hydrazine. It is a metabolite of nifursol found in foodstuffs of animal origin.


FLAG peptide

An eight amino acid peptide consisting of L-aspartic acid, L-tyrosine, L-lysine, four L-aspartic acid residues, and L-lysine joined in sequence by peptide linkages. It is widely used as a fusion tag for the purification and detection of a wide variety of recombinant proteins.


ribavirin carboxylate

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


CaMn4O5 cluster

A  metal-oxygen cluster containing 1 calcium atom, 4 managanese atoms and 5 oxygen atoms. It is the catalytic center of water oxidation in photosystem II (PSII).


A pyrimidine deoxyribonucleotide(1-) residue obtained by deprotonation of the phosphate OH group of N(3)-methyl-2'-deoxycytosine 5'-monophosphate residue.


A zwitterionic group derived from N(1)-ethyl-2'-deoxyadenosine 5'-monophosphate; major species at pH 7.3.


Tetraanion of 3-hydroxyphenylacetyl-CoA arising from deprotonation of phosphate and diphosphate functions; major microspecies at pH 7.3


Tetraanion of 4-hydroxyphenylacetyl-CoA arising from deprotonation of phosphate and diphosphate functions; major microspecies at pH 7.3


Tetraanion of 3,4-dihydroxyphenylacetyl-CoA arising from deprotonation of phosphate and diphosphate functions; major microspecies at pH 7.3


A dihydroxy monocarboxylic acid anion that is the conjugate base of (3,5-dihydroxyphenyl)acetic acid, arising from deprotonation of the carboxy group; major microspecies at pH 7.3.


xanthan

Xanthan gum is a polysaccharide produced by the bacteria Xanthomonas campestris. It is composed of pentasaccharide repeat units, comprising two glucose units, two mannose units, and one glucuronic acid unit. Its main chain consists of beta-D-glucose units linked at the 1 and 4 positions. Trisaccharide side chains contain a D-glucuronic acid unit between two D-mannose units linked at the O-3 position of every other glucose residue in the main chain. Approximately one-half of the terminal D-mannose contains a pyruvic acid residue linked via keto group to the 4 and 6 positions, with an unknown distribution. D-Mannose unit linked to the main chain contains an acetyl group at position O-6.


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


A branched amino nonasaccharide derivative that is beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc in which the mannosyl group is substituted at position 3 by a beta-D-GlcNAc-(1->2)-alpha-D-Man group and at position 6 by an alpha-D-Man-(1->2)-alpha-D-Man group, while the GlcNAc residue at the reducing end also carries two Fuc residues attached via alpha-(1->3)- and alpha-(1->6)-linkages.


A branched amino octasaccharide derivative that is beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc in which the mannosyl group is substituted at position 3 by a beta-D-GlcNAc-(1->2)-[beta-D-GlcNAc-(1->6)]-alpha-D-Man group, while the beta-D-GlcNAc residue at the reducing end carries two alpha-L-Fuc residues via (1->3) and (1->6) linkages.


An organic anionic group obtained by deprotonation of the phosphate OH group of 1,N(6)-etheno-2'-deoxyadenosine 5'-monophosphate residue; major species at pH 7.3.


An amino nonasaccharide derivative that is beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-D-GlcNAc in which the mannosyl group is substituted at positions 3 and 6 by beta-D-GlcNAc-(1->2)-alpha-D-Man groups, while the D-GlcNAc carries two L-Fuc residues attached via alpha-(1->3)- and alpha-(1->6)-linkages.


An organic anionic group obtained by deprotonation of the phosphate OH group of 3,N(4)-etheno-2'-deoxycytidine 5'-monophosphate residue; major species at pH 7.3.


An organic anionic group obtained by deprotonation of the phosphate OH group of 1,N(2)-etheno-2'-deoxyguanosine 5'-monophosphate residue; major species at pH 7.3.


A sphingoid base(1+) that is the conjugate acid of N,N-dimethylsphingosine, obtained by protonation of the primary amino group; major species at pH 7.3.


(E)-ethyl 3-(2-furyl)acrylate

An ethyl 3-(2-furyl)acrylate in which the double bond adopts a trans-configuration.


An organic cation that is 1-pyrroline bearing an N-(3-aminopropyl) substituent.


N,O-dimethylserotonin

A tryptamine derivative hahing a methoxy group at position 5 of the indole portion and a methyl substituent on the side-chain nitrogen.


alpha-D-glucuronate

A D-glucopyranuronate that has alpha configuration at the anomeric centre.


L-normetanephrinium

Conjugate acid of L-normetanephrine; major microspecies at pH 7.3.


L-metanephrinium

Conjugate acid of L-metanephrine (N-methyl-L-normetanephrine); major microspecies at pH 7.3.


A member of the class of benzimidazoles that is 1H-benzimidazole substituted by (1S)-1-cyclohexylethyl, 6-bromo-1,3-benzodioxol-5-yl, and 4-(cyanoanilino)acyl groups at positions 1, 2 and 5, respectively. It is an allosteric modulator of protease-activated receptor 2 (IC50 = 23 nM) and exhibits anti-osteoarthritis properties.


A member of the class of tetralins that is tetralin that is substituted by 3-(4-cyclohexylpiperazin-1-yl)propyl and methoxy groups at positions 1 and 5, respectively. It is a sigma 2 (sigma2) receptor agonist (Ki = 0.68 nM) and exhibits antineoplastic and anti SARS-CoV-2 activities.


pelabresib

An organic heterotricyclic compound that is 4H-[1,2]oxazolo[5,4-d][2]benzazepine substituted by methyl, 2-amino-2-oxoethyl, and 4-chlorophenyl groups at positions 1, 4S and 6, respectively. It is a small molecule inhibitor of bromodomain and extra-terminal (BET) proteins and exhibits antineoplastic activity.


nornicotinium

The conjugate acid of nornicotine; major microspecies at pH 7.3.


Conjugate acid of 6-hydroxynornicotine; major microspecies at pH 7.3


A triazolopyridine that is 3H-[1,2,3]triazolo[4,5-b]pyridine substituted by a 4-{(3-chloropyridin-2-yl)[(3R)-piperidin-3-yl]carbamoyl}phenyl group at position 3. It is a potent inhibitor of PCSK9.


A monohydroxypyridine that is myosmine substituted by a hydroxy group at position 6; major microspecies at pH 7.3. It is a metabolite of nornicotine produced by Shinella sp. strain HZN7.


A benzofuropyrimidine that is 3,4-dihydro[1]benzofuro[3,2-d]pyrimidine substituted by (2S)-pyrrolidin-2-yl, oxo and chloro groups at positions 2, 4, and 8, respectively. It is a potent ATP competitive inhibitor of Cdc7 kinase (IC50 = 3.4 nM) and exhibits anticancer properties.


A primary ammonium ion that is the conjugate acid of 6-hydroxy-pseudooxy-nornicotine resulting from the protonation of the primary amino group; major microspecies at pH 7.3.


benzofuropyrimidine

An organic heterotricyclic compound in which pyrmidine is ortho-fused to a bicyclic benzofuran ring.


A dicarboxylic acid monoamide(1-) that is the conjugate base of varespladib resulting from the deprotonation of the carboxy group; major species at pH 7.3.


A dicarboxylic acid dianion resulting from the deprotonation of the two carboxy groups of 5-methyltetrahydrofolic acid; major species at pH 7.3.


varespladib

A member of the class of indoles that is 1H-indole substituted by benzyl, ethyl, oxamoyl, and carboxymethoxy groups at positions 1, 2, 3, and 4, respectively. It is an oral secretory phospholipase A2 inhibitor and exhibits anti-inflammatory effects.


A 2-arylethylamine compound where the aryl moiety is 4-bromo-2,5-dimethoxyphenyl.


A synthetic phosphate-linked oligosaccharide analogue that is the 2-aminoethyl glycoside of a pseudotetrasaccharide corresponding to a repeating unit of the Streptococcus pneumoniae type 6A capsular polysaccharide.


An organic anionic group obtained by deprotonation of the phosphate OH group of N(3)-methyl-2'-deoxythymidine 5'-monophosphate residue; major species at pH 7.3.


metcamifen

An N-sulfonylcarboxamide resulting from the formal condensation of the sulfamoyl group of 4-[(methylcarbamoyl)amino]benzene-1-sulfonamide with the carboxy group of 2-methoxybenzoic acid. It is a herbicide safener applied as a seed treatment in sorghum.


A synthetic phosphate-linked oligosaccharide analogue that is the 2-aminoethyl glycoside of a pseudotetrasaccharide corresponding to a repeating unit of the Streptococcus pneumoniae type 6B capsular polysaccharide.


BRD proteins degrader

Protein degraders tackle tough drug targets by hijacking a cell's natural system for disposing of spent or misfolded proteins


protein binder

A binding protein is any protein that acts as an agent to bind two or more molecules together.


mitochondrial ribosomes

a protein complex that is active in mitochondria and functions as a riboprotein for translating mitochondrial mRNAs encoded in mtDNA


Translation Initiation Targets

The target that the mRNA translation initiates


A N-acyl-(4E,8Z)-sphingadienine in which the N-acyl group is specified as 2-hydroxyoctadecanoyl


(2Z,4E)-2-aminomuconic acid

A 2-aminomuconic acid in which the two double bonds adopt a 2Z,4E-configuration.


(2E,4Z)-2-aminomuconic acid

A 2-aminomuconic acid in which the two double bonds adopt a 2E,4Z-configuration.


An amino oligosaccharide that is an undecasaccharide derivative in which beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc has its mannosyl group substituted at positions 3 and 6 by beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->2)-alpha-D-Man groups, while the D-GlcNAc residue at the reducing end carries two L-Fuc residues attached via alpha-(1->3)- and alpha-(1->6)-linkages.


A polyunsaturated dicarboxylic acid dianion arising from the deprotonation of the two carboxy groups of 2-aminomuconic acid.


A branched amino pentasaccharide that is beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc in which the hydroxy group at position 3 of the mannosyl group has been glycosylated by an alpha-D-mannopyranosyl residue and the N-acetyl-beta-D-glucosaminyl residue carries an alpha-L-fucosyl residue via a (1->3) linkage.


A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl group at position 1 is specified as stearoyl (octadecanoyl) while that at position 2 is unspecified.


saikosaponin C

A member of the class of saikosaponins that is saikogenin E substituted by a 6-deoxy-alpha-L-mannopyranosyl-(1->4)-[beta-D-glucopyranosyl-(1->6)]-beta-D-glucopyranosyl group at position 3beta. It is a natural product isolated from the traditional Chinese herb, Radix Bupleuri and exhibits anti-HBV replication activity.


saikosaponin

An oleanane type triterpenoid saponin.


DYSIDENIN

A secondary carboxamide resulting from the formal condensation of the carboxy group of (4S)-5,5,5-trichloro-N-methyl-N-[(3S)-4,4,4-trichloro-3-methylbutanoyl]-L-leucine with the amino group of (1S)-1-(1,3-thiazol-2-yl)ethanamine. It is a marine metabolite initially isolated from the sponge dysidea herbacea.


glycyrrhetic acid 3-O-glucuronide

A triterpenoid saponin that is the 3-O-beta-glucuronide of glycyrrhetic acid. It is a metabolite of glycyrrhizin contained in licorice and potentially a causative agent in the pathogenesis of pseudoaldosteronism.


A hydroxypyridine that is pyridine substituted by 4-aminobutanoyl and hydroxy groups at positions 3 and 6, respectively. It is a metabolite of nornicotine produced by Shinella sp. strain HZN7.


A cyclic hydroxamic acid that is 1-hydroxypyridin-2(1H)-one in which the hydrogens at positions 4 and 6 are substituted by methyl and benzyl groups, respectively. It is a potent inhibitor of mutant isocitrate dehydrogenase 1 (Ki values of 190 nM against R132H mutant and 120 nM against R132C mutant).


6-(4-hydroxybenzyl)-4-methyl-1-hydroxypyridin-2(1H)-one


6-Benzyl-4-isopropyl-1-hydroxypyridin-2(1H)-one


6-Phenyl-4-methyl-1-hydroxypyridin-2(1H)-one


hydroperoxy polyunsaturated fatty acid

Any polyunsaturated fatty acid carrying one or more hydroperoxy substituents.


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


A branched amino tetrasaccharide that is beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc in which the N-acetyl-beta-D-glucosaminyl residue distal to the reducing end carries an alpha-L-fucosyl residue via a (1->3) linkage.


dicarboxylic fatty acid

Any fatty acid containing two carboxy groups.


A branched amino hexasaccharide derivative that is alpha-D-Man-(1->3)-beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-beta-D-GlcNAc in which the two GlcNAc residues each carry an alpha-L-Fuc residue via a (1->3) linkage.


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