quinpirole

A pyrazoloquinoline that is  (4aR,8aR)-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrazolo[3,4-g]quinoline substituted by a propyl group at position 5. It acts as a dopamine agonist.


A polyprenylhydroquinone that is 2-methylbenzene-1,4-diol substituted by a all-trans-nonaprenyl group at position 6.


A member of the class of  quinazolines that is quinazoline substituted by methoxy groups at positions 6 and 7 and a (3-chlorophenyl)nitrilo group at position 4. It acts as an  epidermal growth factor receptor antagonist.


tyrphostin AG 825

An organic sulfide that consists of  1,3-benzothiazole-2-thiol in which the hydrogen attached to the sulfur atom is replaced by a 5-[(1E)-3-amino-2-cyano-3-oxoprop-1-en-1-yl]-2-hydroxy-3-methoxybenzyl group. It acts as an  epidermal growth factor receptor antagonist.


A member of the class of hydroquinones that is 2-methylbenzene-1,4-diol substituted by a phytyl group at position 6.


A member of the class of  hydroquinones that is  2,3-dimethylbenzene-1,4-diol substituted by a phytyl group at position 6.


SULINDAC SULFIDE

An  aryl sulfide that is a metabolite of  sulindac. A non-steroidal anti-inflammatory drug, which also has anticancer activity.


Ins-1-P-6-Man-1-6-Ins-1-P-Cer D(2-)

An Ins-1-P-6-Man-1-6-Ins-1-P-Cer (2-) in which the acyl group is hydroxylated at position 2 and one other position and the ceramide base is hydroxylated at position 4.


Man-1-6-Ins-1-P-Cer A(1-)

A mannosylinositol phosphorylceramide in which the acyl group is not hydroxylated at position 2 and the ceramide base is not hydroxylated at position 4. Major species at pH 7.3.


A polyprenylhydroquinone that is 2-methylbenzene-1,4-diol substituted by a geranylgeranyl group at position 6.


A  polyprenylhydroquinone that is 2,3-dimethylbenzene-1,4-diol substituted by a geranylgeranyl group at position 6.


A glycosyloxyflavone that is isovitexin in which the hydroxyl hydrogen at position 7 is replaced by a 6-sinapoylglucosyl residue.


methioninehydroxamic acid

A hydroxamic acid that is the amide of methionine hydroxylated at the amidic nitrogen.


DIBENZOYLMETHANE

A beta-diketone that is acetylacetone (acac) in which both methyl groups have been replaced by phenyl groups. It is a minor constituent of the root extract of licorice (Glycyrrhiza glabra) and exhibits antimutagenic and anticancer effects.


A beta-diketone that is dibenzoylmethane with hydroxy substituents at C-4 of one phenyl group and at C-2, -4 and -6 of the other.


L-arginine hydroxamate

An arginine derivative obtained by formal condensation of the carboxy group of L-arginine with the amino group of hydroxylamine.


NEUROTENSIN

A 13 amino acid peptide hormone which is found in the central nervous system and the gastrointestinal tract. It behaves as a neurotransmitter in the brain, as a hormone in the gut, and also as a neuromodulator. It is implicated in the pathophysiology of several CNS disorders (including schizophrenia, Parkinson's disease, drug abuse, pain, cancer, inflammation, eating disorders and central control of blood pressure) due to its association with a wide variety of neurotransmitter systems such as dopaminergic, sertonergic, glutamatergic, GABAergic, and cholinergic systems.


A glycosyloxyflavone that is isovitexin in which the hydroxyl hydrogen at position 7 is replaced by a 6-(6-methoxycaffeoyl)glucosyl residue.


iodonitrotetrazolium

An organic cation that is the cationic component of iodonitrotetrazolium violet.


An indolyl carbohydrate that is the beta-D-glucoside of 3-hydroxy-1H-indole in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively. It is used to test for the presence of an enzyme, beta-glucosidase, which cleaves the glycosidic bond to give 5-bromo-4-chloro-3-hydroxy-1H-indole, which immediately dimerises to give an intensely blue product.


GUANAZOLE

An aromatic amine that is 1,2,4-triazole substituted at positions 3 and 5 by amino groups.


glycine hydroxamate

A hydroxamic acid obtained by formal condensation of the carboxy group of glycine with the amino group of hydroxylamine.


deuterated fatty acid

Any  fatty acid in which at least one of the aliphatic hydrogens is replaced by deuterium.


A disaccharide derivative that is isovitexin substituted at position 2'' on the glucose ring by a 6-O-sinapoyl-beta-D-glucosyl residue.


Gly-His-Lys

A tripeptide composed of glycine, L-histidine and L-lysine residues joined in sequence.


ghrelin

A 28-membered appetite-stimulating polypeptide consisting of Gly, Ser, Ser(octanoyl), Phe, Leu, Ser, Pro, Glu, His, Gln, Arg, Val, Gln, Gln, Arg, Lys, Glu, Ser, Lys, Lys, Pro, Pro, Ala, Lys, Leu, Gln, Pro and Arg residues joined in sequence. The O-n-octanoylation of the side-chain hydroxy group of serine-3 (Ser3) is essential for ghrelin's activity.


A disaccharide derivative that is isovitexin substituted at position 2'' on the glucose ring by a beta-D-glucosyl residue.


A C-glycosyl compound that is isoscoparin in which the hydroxyl hydrogen at position 7 is replaced by an alpha-L-rhamnosyl-(1->2)-beta-D-glucosyl moiety.


phytyl diphosphate(3-)

(E)-3,7,11,15-tetramethylhexadec-2-en-1-yl diphosphate(3-) in which both stereocentres have (R)-configuration.


One of the primary forms of gastrin that is a 34-membered peptide consisting of Gln, Leu, Gly, Pro, Gln, Gly, Pro, Pro, His, Leu, Val, Ala, Asp, Pro, Ser, Lys, Lys, Gln, Gly, Pro, Trp, Leu, Glu, Glu, Glu, Glu, Glu, Ala, Tyr, Gly, Trp, Met, Asp and Phe residues joined in sequence.


A C-glycosyl compound that is isovitexin in which the hydroxyl hydrogen at position 7 is replaced by an alpha-L-rhamnosyl-(1->2)-beta-D-glucosyl moiety.


A C-glycosyl compound that is isovitexin in which the hydroxyl hydrogen at position 7 is replaced by a beta-D-glucosyl residue.


desulfated gastrin-17

One of the primary forms of gastrin that is a 17-membered peptide consisting of Glp, Gly, Pro, Trp, Leu, Glu, Glu, Glu, Glu, Glu, Ala, Tyr, Gly, Trp, Met, Asp and Phe-NH2 residues joined in sequence.


1-naphthyl dihydrogen phosphate

An aryl phosphate resulting from the formal condensation of phosphoric acid with 1 mol eq. of 1-naphthol. It is a substrate for phosphatase.


A 1,2-diacyl-sn-glycerol where butyryl and oleoyl are the 1- and 2-acyl groups respectively.


A 1,2-diacyl-sn-glycerol where oleoyl and decanoyl are the 1- and 2-acyl groups, respectively.


A 1,2-diacyl-sn-glycerol where oleoyl and lauroyl are the 1- and 2-acyl groups respectively.


A 1,2-diacyl-sn-glycerol where oleoyl and myristoyl are the 1- and 2-acyl groups respectively.


A 1,2-diacyl-sn-glycerol in which the 1- and 2-acyl groups are specified as oleoyl and palmitoyl respectively.


A 1,2-diacyl-sn-glycerol where oleoyl and stearoyl are the 1- and 2-acyl groups respectively.


A 1,2-diacyl-sn-glycerol where oleoyl and arachidonoyl are the 1- and 2-acyl groups respectively.


NEVADENSIN

A trimethoxyflavone that is flavone substituted by methoxy groups at positions 6, 8 and 4' and hydroxy groups at positions 5 and 7 respectively.


A 1,2-diacyl-sn-glycerol where oleoyl and linoleoyl are the 1- and 2-acyl groups respectively.


One of the primary forms of gastrin that is a 14-membered peptide consisting of Trp, Leu, Glu, Glu, Glu, Glu, Glu, Ala, Tyr, Gly, Trp, Met, Asp and Phe residues joined in sequence.


A 2-monoglyceride where the acyl group is decanoyl (caprinoyl).


A 2-monoglyceride where the acyl group is dodecanoyl (lauroyl).


A 2-monoglyceride where the acyl group is tetradecanoyl (myristoyl).


A 2-monoglyceride where the acyl group is hexadecanoyl (palmitoyl).


A 2-monoglyceride where the acyl group is octadecanoyl (stearoyl).


A 2-monoglyceride where linoleoyl forms the 2-acyl group.


A hydrazone that is hydrazonomalononitrile in which one of the hydrazine hydrogens is substituted by a p-trifluoromethoxyphenyl group.


An oligopeptide comprising five D-glutamic acid residues linked by peptidic bonds between the amino and gamma-carboxy groups.


The meso diastereoisomer of butane-2,3-diol.


A glycosyloxyflavone that is tricin substituted at positions 4 and 7 by beta-glucosyl 6-O-sinapoylglucosyl residues respectively.


A 1,2-diacyl-sn-glycerol where octanoyl and oleoyl form the 1- and 2-acyl groups respectively.


A 1,2-diacyl-sn-glycerol that has lauroyl and oleoyl as 1- and 2-acyl groups respectively.


An oligopeptide comprising nine D-glutamic acid residues linked by peptidic bonds between the amino and gamma-carboxy groups.


A  1,2-diacyl-sn-glycerol that has myristoyl and oleoyl as 1- and 2-acyl groups respectively.


A 1,2-diacyl-sn-glycerol with palmitoyl as the 1-acyl group and oleoyl as the 2-acyl group.


An O-acyl carbohydrate that consists of any hexose substituted at position 6 by a sinapoyl group.


A 1,2-diacyl-sn-glycerol that has stearoyl and oleoyl as the 1- and 2-acyl groups respectively.


A 39-membered polypeptide consisting of His, Ser, Asp, Gly, Thr, Phe, Thr, Ser, Asp, Leu, Ser, Lys, Gln, Met, Glu, Glu, Glu, Ala, Val, Arg, Leu, Phe, Ile, Glu, Trp, Leu, Lys, Asn, Gly, Gly, Pro, Ser, Ser, Gly, Ala, Pro, Pro, Pro and Ser-NH2 residues joined in sequence. It is isolated from venom of the Gila monster lizard Heloderma horridum.


A  1,2-diacyl-sn-glycerol where icosanoyl and oleoyl are the 1- and 2-acyl groups respectively.


A 1,2-diacyl-sn-glycerol where linoleoyl and oleoyl form the 1- and 2-acyl groups respectively.


A  1,2-diacyl-sn-glycerol where arachidonoyl and oleoyl form the 1- and 2-acyl groups respectively.


ETANIDAZOLE

A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitro-1H-imidazol-1-yl)acetic acid with the amino group of ethanolamine. Used as a radiosensitising agent for hypoxic tumour cells.


A 2-monoglyceride where the acyl group is (9Z,12Z,15Z)-octadecatrienoyl (alpha-linolenoyl).


A 1,2-diacyl-sn-glycerol in which the 1- and 2-acyl groups are specified as oleoyl and alpha-linolenoyl respectively.


Ins-1-P-Cer-A 34:0(1-)

An Ins-1-P-Cer A(1-) in which the acyl group and the ceramide base contain a total of 34 carbons and 0 double bonds. Major species at pH 7.3.


Ins-1-P-Cer-A 36:0(1-)

An Ins-1-P-Cer A(1-) in which the acyl group and the ceramide base contain a total of 36 carbons and 0 double bonds. Major species at pH 7.3.


Ins-1-P-Cer-A 38:0(1-)

An Ins-1-P-Cer A(1-) in which the acyl group and the ceramide base contain a total of 38 carbons and 0 double bonds. Major species at pH 7.3.


Ins-1-P-Cer-A 40:0(1-)

An Ins-1-P-Cer A(1-) in which the acyl group and the ceramide base contain a total of 40 carbons and 0 double bonds. Major species at pH 7.3.


Ins-1-P-Cer-A 42:0(1-)

An Ins-1-P-Cer A(1-) in which the acyl group and the ceramide base contain a total of 42 carbons and 0 double bonds. Major species at pH 7.3.


Ins-1-P-Cer-A 44:0(1-)

An Ins-1-P-Cer A(1-) in which the acyl group and the ceramide base contain a total of 44 carbons and 0 double bonds. Major species at pH 7.3.


Ins-1-P-Cer-A 46:0(1-)

An Ins-1-P-Cer A(1-) in which the acyl group and the ceramide base contain a total of 46 carbons and 0 double bonds.


phytyl phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of phytyl phosphate.


An oligopeptide comprising ten D-glutamic acid residues linked by peptidic bonds between the amino and gamma-carboxy groups.


Man-1-6-Ins-1-P-Cer D(1-)

A mannosylinositol phosphoceramide(1-) in which the acyl group is hydroxylated at position 2 and one other unspecified position while the ceramide base is hydroxylated at position 4. Major species at pH 7.3.


ELAIDYLPHOSPHOCHOLINE

A phosphocholine that is the mono-1-elaidyl ester of phosphocholine


5-O-cis-caffeoylquinic acid

A cinnamate ester obtained by formal condensation of the carboxy group of cis-caffeic acid with the 5-hydroxy group of (+)-quinic acid.


L-NAME

An alpha-amino acid ester that is the methyl ester of N(gamma)-nitro-L-arginine.


4-O-trans-caffeoylquinic acid

A cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with the 4-hydroxy group of (+)-quinic acid.


5-bromo-4-chloro-3-indolyl sulfate

An aryl sulfate that is indoxyl sulfate in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively.


3-O-sinapoylquinic acid

A cinnamate ester obtained by formal condensation of the carboxy group of sinapic acid with the 3-hydroxy group of (-)-quinic acid.


serine hydroxamate

A hydroxamic acid obtained by formal condensation of the carboxy group of serine with the amino group of hydroxylamine.


4-O-sinapoylquinic acid

A cinnamate ester obtained by formal condensation of the carboxy group of sinapic acid with the 4-hydroxy group of (-)-quinic acid.


5-O-sinapoylquinic acid

A cinnamate ester obtained by formal condensation of the carboxy group of sinapic acid with the 5-hydroxy group of (-)-quinic acid.


5-bromo-4-chloro-3-indolyl octanoate

A carboxylic ester obtained by formal condensation of the carboxy group of octanoic (caprylic) acid with the hydroxy group of 5-bromo-4-chloroindoxyl.


3-p-coumaroylquinic acid

A cinnamate ester obtained by formal condensation of the carboxy group of 4-coumaric acid with the 3-hydroxy group of quinic acid.


5-p-coumaroylquinic acid

A cinnamate ester obtained by formal condensation of the carboxy group of 4-coumaric acid with the 5-hydroxy group of (-)-quinic acid.


An indolyl carbohydrate that is the alpha-D-mannoside of indoxyl in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively


An indolyl carbohydrate that is the alpha-D-glucoside of indoxyl in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively.


A 1-acyl-sn-glycerol that is the S-enantiomer of 2,3-dihydroxypropyl decanoate.


pyranoside

A glycoside resulting from the attachment of any pyranosyl group to a non-acyl group RO- (also RS-, RSe-, etc.).


A 1,2-diacyl-sn-glycerol in which the 1- and 2-acyl groups are specified as capryl (decanoyl) and oleoyl (9Z-octadecenoyl) respectively.


An indolyl carbohydrate that is the alpha-D-galactoside of indoxyl in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively.


Any alicyclic ketone resulting from the formal oxidation of the hydroxy group at position 3 of any pyranoside to the corresponding keto group.


5-bromo-4-chloro-3-indolyl phosphate

An aryl phosphate that is indoxyl phopshate in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively. It is used to test for the presence of an enzyme, alkaline phosphatase, which cleaves the phosphate group to give 5-bromo-4-chloroindoxyl, which immediately dimerises to give an intensely blue product.


A glycosyloxyflavone that is chrysoeriol in which the hydroxyl hydrogen at position 7 is replaced by a 6-p-coumaroylglucosyl residue.


An indolyl carbohydrate that is the beta-D-glucuronide of indoxyl in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively


An indolyl carbohydrate that is the alpha-D-glucuronide of indoxyl in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively.


An indolyl carbohydrate that is the beta-D-glucosaminide of indoxyl in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively.


An indolyl carbohydrate that is the beta-D-galactosaminide of 3-hydroxy-1H-indole in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively.


isoorientin 7-O-glucoside

A C-glycosyl compound that is isoorientin in which the hydroxyl hydrogen at position 7 is replaced by a glucosyl residue.


A C-glycosyl compound that is isoorientin in which the hydroxyl hydrogen at position 7 is replaced by an alpha-L-rhamnosyl-(1->2)-beta-D-glucosyl moiety.


A C-glycosyl compound that is isoorientin in which the hydroxyl hydrogen at position 7 is replaced by a 6-sinapoylglucosyl residue.


A C-glycosyl compound that is isoorientin in which the hydroxyl hydrogen at position 7 is replaced by a 6-feruloylglucosyl residue.


A trihydroxyflavone that is isoscoparin glycosylated at position 2'' on the glucosyl ring by a beta-D-glucosyl residue.


diazonium betaine

An onium betaine having a diazonium as the positively charged component.


A C-glycosyl compound that is isoscoparin in which the hydroxyl hydrogen at position 7 is replaced by a 6-sinapoylglucosyl residue.


thiosulfonate ester

An organosulfur compound with the formula RSO2SR.


beta-L-galactose 1-phosphate(2-)

A L-galactose 1-phosphate(2-) in which the anomeric center has beta-configuration.


A glycosyloxyflavone that is chrysoeriol in which the hydroxyl hydrogen at position 7 is replaced by an alpha-L-rhamnosyl-(1->2)-beta-D-glucosyl moiety.


A 1,2-diglyceride with acyl groups at positions 2 and 3 of the sn-glycerol.


D-galactopyranuronate

A carbohydrate acid anion that is the conjugate base of D-galactopyranuronic acid, obtained by deprotonation of the carboxy group.


A 3-acyl-sn-glycerol that is the R-enantiomer of 2,3-dihydroxypropyl decanoate.


A 3-acyl-sn-glycerol that is the R-enantiomer of 2,3-dihydroxypropyl dodecanoate (glyceryl monolaurate).


A 1-acyl-sn-glycerol that is the S-enantiomer of  2,3-dihydroxypropyl dodecanoate (glyceryl monolaurate).


niclosamide

A secondary carboxamide resulting from the formal condensation of the carboxy group of 5-chlorosalicylic acid with the amino group of 2-chloro-4-nitroaniline. It is an oral anthelmintic drug approved for use against tapeworm infections.


A racemate that is composed of equal amounts of 1-acyl-sn-glycerol and 3-acyl-sn-glycerol.


A racemate that is composed of equal amounts of  1,2-diacyl-sn-glycerol and 2,3-diacyl-sn-glycerol.


A glycosyloxyflavone that is luteolin with a 6-O-beta-D-arabinopyranosyl-beta-D-glucopyranosyl entity attached at position 7 via a glycosidic linkage.


A 2,3-diacyl-sn-glycerol that has oleoyl and lauroyl as the 2- and 3-acyl groups respectively.


A rac-1,2-diglyceride that is composed of equal amounts of  1-lauroyl-2-oleoyl-sn-glycerol and  2-oleoyl-3-lauroyl-sn-glycerol.


A 1-acyl-sn-glycerol that is the S-enantiomer of 1-myristoyl glycerol.


A 3-acyl-sn-glycerol that is the R-enantiomer of 1-myristoyl glycerol.


A 1-monoglyceride with dodecanoyl (lauroyl) as the acyl group.


NICOSULFURON

A N-sulfonylurea that is 2-(carbamoylsulfamoyl)-N,N-dimethylpyridine-3-carboxamide substituted by a 4,6-dimethoxypyrimidin-2-yl group at the amino nitrogen.


A 2,3-diacyl-sn-glycerol that has  oleoyl and myristoyl as 2- and 3-acyl groups respectively.


A  rac-1,2-diglyceride composed of equal amounts of 1-myristoyl-2-oleoyl-sn-glycerol and 2-oleoyl-3-myristoyl-sn-glycerol.


A 1-acyl-sn-glycerol that has hexadecanoyl (palmitoyl) as the 1-acyl group.


A  rac-1-monoacylglycerol comprising equal amounts of 1-lauroyl-sn-glycerol and 3-lauroyl-sn-glycerol


feruloylagmatine

A member of the class of cinnamamides obtained by formal condensation of the carboxy group of ferulic acid with the amino group of agmatine.


A carbohydrate acid anion that is the conjugate base of 2-keto-3-deoxy-L-galactonic acid, obtained by deprotonation of the carboxy group.


A 2,3-diacyl-sn-glycerol with oleoyl as 2-acyl group and palmitoyl as the 3-acyl group.


A 1-monoglyceride that has decanoyl (capryl) as the acyl group.


A rac-1,2-diglyceride composed of equal amounts of 1-palmitoyl-2-oleoyl-sn-glycerol and  2-oleoyl-3-palmitoyl-sn-glycerol.


A 1-acyl-sn-glycerol that has octadecanoyl (stearoyl) as the 1-acyl group.


MONOCTANOIN COMPONENT B

A  rac-1-monoacylglycerol composed of equal amounts of 3-decanoyl-sn-glycerol and 1-decanoyl-sn-glycerol.


A carbohydrate acid anion that is the conjugate base of 3-deoxy-L-threo-hex-2-ulopyranosonic acid, obtained by deprotonation of the carboxy group.


A 3-acyl-sn-glycerol that has octadecanoyl (stearoyl) as the 3-acyl group.


A trihydroxyflavone that is the 6'''-O-feruloyl derivative of isovitexin 2''-O-arabinoside.


A 1-monoglyceride that has stearoyl as the acyl group.


A glycosyloxyflavone that is apigenin with a 6-O-beta-D-arabinopyranosyl-beta-D-glucopyranosyl moiety attached at position 7 via a glycosidic linkage.


A  rac-1-monoacylglycerol  composed of equal amounts of 3-stearoyl-sn-glycerol and  1-stearoyl-sn-glycerol.


A 2,3-diacyl-sn-glycerol that has oleoyl and stearoyl as the 2- and 3-acyl groups respectively.


A C-glycosyl compound that is isovitexin in which the hydroxyl hydrogen at position 7 is replaced by a beta-D-glucosyl residue.


A rac-1,2-diglyceride composed of equal amounts of 1-stearoyl-2-oleoyl-sn-glycerol and 2-oleoyl-3-stearoyl-sn-glycerol.


GLYCERYL MONOLINOLEATE

A 1-acyl-sn-glycerol that is the S-enantiomer of 1-monolinolein.


A 1-monoglyceride with tetradecanoyl (myristoyl) as the acyl group.


A 3-acyl-sn-glycerol that is the R-enantiomer of 1-monolinolein.


A C-glycosyl compound that is isovitexin substituted at positions 4 and 7 by beta-glucosyl 6-O-sinapoylglucosyl residues respectively


A  rac-1-monoacylglycerol that is composed of equal amounts of 1-linoleoyl-sn-glycerol and 3-linoleoyl-sn-glycerol.


A C-glycosyl compound that is luteolin substituted at positions 6 and 8 by alpha-L-arabinopyranosyl and beta-D-glucosyl residues respectively.


A rac-1-monoacylglycerol that is composed of equal amounts of 1-myristoyl-sn-glycerol and  3-myristoyl-sn-glycerol.


A 1-monoglyceride that has octadecadienoyl (linoleoyl) as the acyl group.


A 2,3-diacyl-sn-glycerol where oleoyl and linoleoyl form the 2- and 3-acyl groups respectively.


A rac-1,2-diglyceride composed of equal amounts of  1-linoleoyl-2-oleoyl-sn-glycerol and  3-linoleoyl-2-oleoyl-sn-glycerol.


A  3-acyl-sn-glycerol where arachidonoyl is the 3-acyl group.


A rac-1-monoacylglycerol composed of equal amounts of 1-arachidonoyl-sn-glycerol and  3-arachidonoyl-sn-glycerol.


A  2,3-diacyl-sn-glycerol where oleoyl and arachidonoyl form the 2- and 3-acyl groups respectively.


A rac-1,2-diglyceride that is composed of equal amounts of 1-arachidonoyl-2-oleoyl-sn-glycerol and  2-oleoyl-3-arachidonoyl-sn-glycerol.


A 1-acyl-sn-glycerol where alpha-linolenoyl is the 1-acyl group.


A  3-acyl-sn-glycerol where alpha-linolenoyl is the 3-acyl group.


A rac-1-monoacylglycerol that is composed of equal amounts of 1-alpha-linolenoyl-sn-glycerol and 3-alpha-linolenoyl-sn-glycerol.


A 1,2-diacyl-sn-glycerol where alpha-linolenoyl and oleoyl form the 1- and 2-acyl groups respectively.


A  1,2-diglyceride with lauroyl and oleoyl as the two acyl groups.


A  2,3-diacyl-sn-glycerol where oleoyl and alpha-linolenoyl form the 2- and 3-acyl groups respectively.


A  rac-1,2-diglyceride that is composed of equal amounts of 2-oleoyl-3-alpha-linolenoyl-sn-glycerol and 1-alpha-linolenoyl-2-oleoyl-sn-glycerol.


A 1,2-diglyceride with myristoyl and oleoyl as the two acyl groups.


The S-enantiomer of 1,2-dioleoyl-3-palmitoylglycerol.


CETYL PALMITATE

A palmitate ester resulting from the formal condensation of palmitic acid with palmityl alcohol. It is used as a thickener and emollient in cosmetics.


A 1,2-diglyceride with palmitoyl and oleoyl as the two acyl groups.


A glycol that is hexadecane which is substituted by hydroxy groups at positions 1 and 2.


2-hydroxypalmityl palmitate

A palmitate ester resulting from the formal condensation of palmitic acid with 1,2-hexadecandiol.


ISOSCHAFTOSIDE

A C-glycosyl compound that is apigenin substituted at positions 6 and 8 by alpha-L-arabinopyranosyl and beta-D-glucosyl residues respectively.


A 1,2-diglyceride with stearoyl and oleoyl as the acyl groups.


L-cycloserine

A 4-amino-1,2-oxazolidin-3-one that has S configuration. An antibiotic isolated from Erwinia uredovora.


An oligonucleotide comprised of ten thymidine residues connected via 3'->5' phosphodiester linkages.


An oligonucleotide comprised of eight thymidine residues connected via 3'->5' phosphodiester linkages.


A cyclic dicarboxylic anhydride that is 5,6,7,8,9,10-hexahydro-1H-cyclonona[c]furan-1,3(4H)-dione substituted by an ethylidene group at position 9, hydroxy groups at position 5 and 8, a propyl group at position 4 and an oxo group at position 6.


An oligonucleotide comprised of four thymidine residues connected via 3'->5' phosphodiester linkages.


hydroxamic acid ester

A carboxamide that is a hydroxamic acid in which the hydrogen of the hydroxy group is replaced by an organyl group.


poly(5-bromo-2'-deoxyuridylic acid)

A polynucleotide comprised of 5-bromo-2'-deoxyuridine units connected via 3'->5' phosphodiester linkages.


2-palmitoyloxypalmityl palmitate

A wax ester resulting from the formal condensation of both the hydroxy groups of  hexadecane-1,2-diol with two molecules of  palmitic acid.


A 1,2-diglyceride with linolenoyl and oleoyl as the two acyl groups.


A 1-monoglyceride that has alpha-linolenoyl as the acyl group.


A 1,2-diglyceride where arachidonoyl and oleoyl are the two acyl groups.


A 1-monoglyceride where the acyl group is arachidonoyl.


A 1,2-diglyceride where linoleoyl and oleoyl are the two acyl groups.


A hydroperoxy fatty acid obtained by the formal substitution of a hydrogen at position 10 of (8E,12Z,15Z)-octadeca-10,12,15-trienoic acid by a hydroperoxy group (the 10S stereoisomer).


gentamicin C(5+)

An organic cation obtained by protonation of the five amino groups of any gentamicin C.


N(3')-acetylgentamycin C(4+)

An organic cation obtained by protonation of the four amino groups of any N(3')-acetylgentamicin C.


procyanidin B8

A proanthocyanidin that is (+)-catechin and (-)-epicatechin units joined by a bond between positions 4 and 6' respectively in an alpha-configuration. Procyanidin B8 is found in acorn and is present in fruit and leaves of blackberry (Rubus fruticosus), raspberry (Rubus idaeus) and cowberry (Vaccinium vitis idaea). It can be also found in grape seeds and in beer.


procyanidin B6

A proanthocyanidin consisting of two molecules of (+)-catechin joined by a bond between positions 4 and 6' in alpha-configuration. Procyanidin B6 is isolated from leaves and fruit of cowberry Vaccinium vitis-idaea and other plants. It can also be found in grape seeds and in beer.


decyl oleate

A wax ester obtained by the formal condensation of the carboxy group of oleic acid with the hydroxy group of decanol.


procyanidin B5

A proanthocyanidin  consisting of two molecules of (-)-epicatechin joined by a bond between positions 4 and 6' in beta-configuration. It can be found in grape seeds, in Hibiscus cannabinus (kenaf) root and bark, in apple and in cacao.


palmityl oleate

A wax ester obtained by the formal condensation of hexadecan-1-ol with oleic acid.


palmitoleyl alcohol

A member of the class of hexadecen-1-ols that is hexadecanol containing a double bond located at position 9 (the Z-geoisomer).


palmitoleyl oleate

A wax ester obtained by the formal condensation of hexadecen-1-ol with  oleic acid.


stearyl oleate

A wax ester obtained by the formal condensation of oleic acid with stearyl alcohol.


oleyl oleate

A wax ester obtained by the formal condensation of oleic acid and oleyl alcohol.


A long-chain primary fatty alcohol that is icosane in which one of the terminal methyl hydrogens is replaced by a hydroxy group.


arachidyl oleate

A wax ester obtained by the formal condensation of icosan-1-ol with oleic acid.


palmityl palmitoleate

A wax ester obtained by the formal condensation of  hexadecan-1-ol with  palmitoleic acid.


NICOTINURIC ACID

An N-acylglycine having nicotinoyl as the acyl substituent.


procyanidin B3

A proanthocyanidin consisting of two molecules of (+)-catechin joined by a bond between positions 4 and 8' in alpha-configuration. It can be found in red wine, in barley, in beer, in peach or in Jatropha macrantha, the Huanarpo Macho.


palmityl stearate

A  wax ester obtained by the formal condensation of palmityl alcohol with stearic acid.


PROCYANIDIN B2

A proanthocyanidin consisting of two molecules of (-)-epicatechin joined by a bond between positions 4 and 8' in a beta-configuration. Procyanidin B2 can be found in Cinchona pubescens (Chinchona, in the rind, bark and cortex), in Cinnamomum verum (Ceylon cinnamon, in the rind, bark and cortex), in Crataegus monogyna (Common hawthorn, in the flower and blossom), in Uncaria guianensis (Cat's claw, in the root), in Vitis vinifera (Common grape vine, in the leaf), in Litchi chinensis (litchi, in the pericarp), in the apple, in Ecdysanthera utilis and in red wine.


PROCYANIDIN B1

A proanthocyanidin consisting of (-)-epicatechin and (+)-catechin units joined by a bond between positions 4 and 8' respectively  in a beta-configuration.. Procyanidin B1 can be found in Cinnamomum verum (Ceylon cinnamon, in the rind, bark or cortex), in Uncaria guianensis (cat's claw, in the root), and in Vitis vinifera (common grape vine, in the leaf) or in peach.


An acyl-CoA oxoanion arising from deprotonation of the phosphate, diphosphate and carboxylic acid functions of L-erythro-3-methylmalyl-CoA.


An acyl-CoA oxoanion arising from deprotonation of the phosphate, diphosphate and carboxylic acid functions of mesaconyl-CoA.


An acyl-CoA oxoanion arising from deprotonation of the phosphate, diphosphate and carboxylic acid functions of 3-methylfumaroyl-CoA.


An acyl-CoA oxoanion arising from deprotonation of the phosphate, diphosphate and carboxylic acid functions of (3R)-citramalyl-CoA.


holothurin A3(1-)

An  organosulfate oxoanion obtained by the deprotonation of the sulfo group of  holothurin A3 acid.


holothurin A3 acid

A triterpenoid saponin that is a  tetrasaccharide derivative of 3,12,17,25-tetrahydroxy-18,20-epoxylanost-9(11)-ene-18,22-dione.


holothurin A4(1-)

A organosulfate oxoanion obtained by the deprotonation of the sulfo group of holothurin A4 acid.


holothurin A4 acid

A triterpenoid saponin that is a tetrasaccharide derivative of 3,12,17,24-tetrahydroxy-18,20-epoxylanost-9(11)-en-18-one.


arecatannin B1

A proanthocyanidin consisting of two (-)-epicatechin and one (+)-catechin units joined in sequence by (4beta->8)- and (4beta->6)-linkages.


PROCYANIDIN C1

A proanthocyanidin consisting of three (-)-epicatechin units joined by two successive (4beta->8)-linkages.


Procyanidin C2

A proanthocyanidin consisting of three (+)-catechin trimer joined by two successive (4alpha->8)-linkages.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) in which the acyl group at position 1 is unspecified while that at position 2 is specified as palmitoyl.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) where the acyl groups at positions 1 and 2 are stearoyl and arachidonoyl respectively.


procyanidin B2 3'-O-gallate

A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3'R)-hydroxy group of procyanidin B2.


Azobenzene substituted at the phenyl 4-positions by an amino and a nitro group.


A nucleotide residue derived from  5-(2-methoxy-2-oxoethyl)uridine 5'-monophosphate.


A uridine 5'-phosphate that is the 5-(2-methoxy-2-oxoethyl) derivative of uridine 5'-monophosphate.


procyanidin B1 3-O-gallate

A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of procyanidin B1.


procyanidin B2 3-O-gallate

A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of procyanidin B2.


procyanidin B1 3'-O-gallate

A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3'S)-hydroxy group of procyanidin B1.


Uridine bearing an additional carboxymethyl substituent at position 5.


procyanidin B4 3'-O-gallate

A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3'R)-hydroxy group of procyanidin B4.


procyanidin B3 3-O-gallate

A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3S)-hydroxy group of procyanidin B3.


A uridine phosphate in which the uridine bears an additional carboxymethyl substituent at position 5 and the phosphono group is at the 5'-oxygen.


A nucleotide residue derived from 5-(carboxymethyl)uridine 5'-monophosphate.


O-acyl-L-carnitine

An O-acylcarnitine in which the carnitine component has L-configuration.


A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3'R)-hydroxy group of (-)-epicatechin-(4alpha->8)-(-)-epicatechin.


A proanthocyanidin consisting of two molecules of (-)-epicatechin joined by a (4alpha->8)-linkage.


procyanidin B3 3'-O-gallate

A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3'S)-hydroxy group of procyanidin B3.


procyanidin B4 3-O-gallate

A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3S)-hydroxy group of procyanidin B4.


A proanthocyanidin consisting of (+)-gallocatechin and (+)-catechin units joined by a (4alpha->8)-linkage.


An alpha-amino-acid cation obtained by deprotonation of the carboxy group and protonation of the amino and guanidino groups of (2S,3R)-capreomycidine.


A proanthocyanidin consisting of (+)-gallocatechin and (-)-epicatechin units joined by a (4alpha->8)-linkage.


A proanthocyanidin consisting of (+)-catechin and (-)-epigallocatechin units joined by a (4alpha->8)-linkage.


A proanthocyanidin consisting of (+)-gallocatechin and (+)-catechin units joined by a (4beta->8)-linkage.


A proanthocyanidin consisting of (-)-epigallocatechin and (-)-epicatechin units joined by a (4beta->8)-linkage.


nigakihemiacetal A

A  quassinoid  that is picras-2-ene substituted by hydroxy groups at positions 11, 13 and 16, methoxy groups at positions 2 and 12 and an oxo group at position 1 (the 11alpha,12beta stereoisomer).


A proanthocyanidin consisting of (-)-epicatechin and (-)-epigallocatechin units joined by a (4beta->8)-linkage.


A proanthocyanidin consisting of (+)-gallocatechin and (+)-catechin units joined by a (4alpha->6)-linkage.


A proanthocyanidin consisting of (-)-epicatechin and (+)-gallocatechin units joined by a (4beta->8)-linkage.


A proanthocyanidin consisting of (-)-epigallocatechin and (+)-catechin units joined by a (4alpha->6)-linkage.


A proanthocyanidin consisting of (+)-catechin and (+)-gallocatechin units joined by a (4alpha->6)-linkage.


An anthocyanin cation that is delphinidin substituted at position 3 by a 6-O-(cis-4 coumaryl)-beta-D-glucosyl residue


An anthocyanin cation that is delphinidin substituted at position 3 by a 6-O-(trans-4 coumaryl)-beta-D-glucosyl residue


An anthocyanin cation that is delphinidin substituted at position 3 by a 6-O-acetyl-beta-D-glucosyl residue.


An oligonucleotide comprised of 21 thymidine residues connected via 3'->5' phosphodiester linkages.


An oligonucleotide comprised of six thymidine residues connected via 3'->5' phosphodiester linkages.


A triglyceride in which the 1- and 3-acyl groups are palmitoyl while that at position 2 is oleoyl.


An anthocyanin cation that is malvidin substituted at position 3 by a 6-O-acetyl-beta-D-glucosyl residue.


NIGERICIN

A polyether antibiotic which affects ion transport and ATPase activity in mitochondria. It is produced by Streptomyces hygroscopicus.


An epoxy(hydroxy)icosatrienoic acid consisting of (5Z,9E,14Z)-icosa-5,9,14-trienoic acid having additional (8R)-hydroxy- and (11R,12R)-epoxy groups.


An anthocyanin cation that is malvidin substituted at position 3 by a 6-O-(cis-4 coumaryl)-beta-D-glucosyl residue.


An epoxy(hydroxy)icosatrienoic acid consisting of (5Z,9E,14Z)-icosa-5,9,14-trienoic acid having additional (8R)-hydroxy- and (11S,12S)-epoxy groups.


An anthocyanin cation that is malvidin substituted at position 3 by a 6-O-(trans-4 coumaryl)-beta-D-glucosyl residue


An oligonucleotide comprised of 21 2'-deoxycytidine residues connected via 3'->5' phosphodiester linkages.


An epoxy(hydroxy)icosatrienoic acid consisting of (5Z,8Z,14Z)-icosa-5,9,14-trienoic acid having additional (10R)-hydroxy- and (11S,12S)-epoxy groups.


An anthocyanin cation that is peonidin substituted at position 3 by a 6-O-acetyl-beta-D-glucosyl residue.


An oligonucleotide comprised of fifteen 2'-deoxyguanosine residues connected via 3'->5' phosphodiester linkages.


An oligonucleotide comprised of a sequence of eight adenosine, five thymidine and a further eight adenosine residues connected via 3'->5' phosphodiester linkages.


nigerose

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


An epoxy(hydroxy)icosatrienoic acid consisting of (5Z,8Z,11Z)-icosa-5,9,14-trienoic acid having additional (13R)-hydroxy- and (14S,15S)-epoxy groups.


ISOPROPYL METHYLPHOSPHONOFLUORIDATE

A racemate composed of equal amounts of (R)- and (S)-sarin. A potent and irreversible inhibitor of acetylcholinesterase that is toxic to the nervous system and is employed as a chemical warfare agent.


An oligonucleotide comprised of five 2-deoxyuridine residues connected via 3'->5' phosphodiester linkages.


(R)-mecoprop

The (R)-enantiomer of 2-(4-chloro-2-methylphenoxy)propanoic acid; the active stereoisomer of the racemic herbicide mecoprop.


MECOPROP

A monocarboxylic acid that is lactic acid in which the hydroxyl hydrogen is replaced by a 4-chloro-2-methylphenyl group.


D-glucosaminic acid 6-phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the carboxy and phosphate OH groups and protonation of the amino group from D-glucosaminate 6-phosphate.


An anthocyanin cation that is peonidin substituted at position 3 by a 6-O-(cis-4 coumaryl)-beta-D-glucosyl residue.


An anthocyanin cation that is peonidin substituted at position 3 by a 6-O-(trans-4 coumaryl)-beta-D-glucosyl residue


An anthocyanin cation that is petunidin substituted at position 3 by a 6-O-(cis-4 coumaryl)-beta-D-glucosyl residue.


An anthocyanin cation that is petunidin substituted at position 3 by a 6-O-(trans-4 coumaryl)-beta-D-glucosyl residue


An oligonucleotide comprised of two thymidine residues connected via a 3'->5' phosphodiester linkage.


mecoprop

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


MECOPROP-P

The (S)-enantiomer of 2-(4-chloro-2-methylphenoxy)propanoic acid; the inactive stereoisomer of the racemic herbicide mecoprop.


An oligonucleotide comprised of twelve thymidine residues connected via 3'->5' phosphodiester linkages.


dUMP residue

The canonical deoxyribonucleotide residue formed from dUMP (2'-deoxy-5'-uridylic acid).


dUMP 3'-end residue

The 3'-end bound-monomer of a uridylyl-5'-monophosphoric acid that is part of a nucleic acid.


dUMP 5'-end residue

The 5'-end bound-monomer of a uridylyl-5'-monophosphoric acid that is part of a nucleic acid.


A hydroxy monocarboxylic acid anion that is the conjugate base of (3R,4R)-3,4-dihydroxycyclohexa-1,5-diene-1-carboxylic acid, obtained by deprotonation of the carboxy group.


GENKWANIN

A monomethoxyflavone that is apigenin in which the hydroxy group at position 7 is methylated.


cuevaene A(1-)

A monocarboxylic acid anion that is the conjugate base of cuevaene A, obtained by deprotonation of the carboxy group.


kaempferol O-glucuronide

A glycosyloxyflavone that is an O-glucuronidated derivative of kaempferol.


kaempferol 3-O-glucuronide

A kaempferol O-glucuronide that is kaempferol with a beta-D-glucosiduronic acid residue attached at the 3-position.


tramadol

A tertiary alcohol that is cyclohexanol substituted at positions 1 and 2 by 3-methoxyphenyl and dimethylaminomethyl groups respectively.


kaempferol 5-O-glucuronide

A kaempferol O-glucuronide that is kaempferol with a beta-D-glucosiduronic acid residue attached at the 5-position.


kaempferol 7-O-glucuronide

A kaempferol O-glucuronide that is kaempferol with a beta-D-glucosiduronic acid residue attached at the 7-position.


tramadol

A 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol in which both stereocentres have R-configuration; the (R,R)-enantiomer of the racemic opioid analgesic tramadol, it exhibits ten-fold higher analgesic potency than the (S,S)-enantiomer.


luteolin 3'-O-glucuronide

A luteolin glucosiduronic acid consisting of luteolin having a beta-D-glucosiduronic acid residue attached at the 3'-position.


luteolin 5-O-glucuronide

A luteolin glucosiduronic acid consisting of luteolin having a beta-D-glucosiduronic acid residue attached at the 5-position.


SAG

A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specifed as stearoyl and arachidonoyl respectively.


A triacyl-sn-glycerol in which the acyl groups at positions 1, 2 and 3 are specifed as stearoyl, arachidonoyl and oleoyl respectively.


An anthracyline cation that is the conjugate acid of carminomycin, obtained by protonation of the amino group.


(S,S)-tramadol

A 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol in which both stereocentres have S-configuration; the (S,S)-enantiomer of the racemic opioid analgesic tramadol, it exhibits ten-fold lower analgesic potency than the (R,R)-enantiomer.


A 1,3-diglyceride with both acyl groups specified as oleoyl.


A racemate consisting of equal amounts of (R,R)- and (S,S)-tramadol(1+).


An organic cation obtained by protonation of the tertiary amino group of (R,R)-tramadol.


An organic cation obtained by protonation of the tertiary amino group of (S,S)-tramadol.


(+)-taxifolin 3-O-beta-D-xylopyranoside

A flavanone glycoside that is (+)-taxifolin substituted by a beta-D-xylopyranosyl residue at position 3.


A flavanone glycoside that is (+)-taxifolin substituted by an alpha-L-arabinofuranosyl residue at position 3.


(-)-taxifolin 3-O-beta-D-xylopyranoside

A flavanone glycoside that is (-)-taxifolin substituted by a beta-D-xylopyranosyl residue at position 3.


beta-D-arabinopyranoside

The pyranose form of any beta-D-arabinoside


A flavanone glycoside that is (+)-taxifolin substituted by a beta-D-arabinopyranosyl residue at position 3.


A flavanone glycoside that is (+)-epitaxifolin substituted by an alpha-D-arabinopyranosyl residue at position 3.


alpha-D-arabinopyranoside

Any alpha-D-arabinoside existing in pyranose form


A flavanone glycoside that is (+)-taxifolin substituted by an alpha-D-arabinopyranosyl residue at position 3.


(-)-epitaxifolin

A taxifolin that has (2R,3S)-configuration.


A flavanone glycoside that is (-)-epitaxifolin substituted by an alpha-D-arabinopyranosyl residue at position 3.


A flavanone glycoside that is (+)-taxifolin substituted by an alpha-L-arabinopyranosyl residue at position 3.


nimodipine

A dihydropyridine that is 1,4-dihydropyridine which is substituted by methyl groups at positions 2 and 6, a (2-methoxyethoxy)carbonyl group at position 3, a m-nitrophenyl group at position 4, and an isopropoxycarbonyl group at position 5. An L-type calcium channel blocker, it acts particularly on cerebral circulation, and is used both orally and intravenously for the prevention and treatment of subarachnoid hemorrhage from ruptured intracranial aneurysm.


isorhamnetin 3-O-beta-D-glucopyranoside

A glycosyloxyflavone that is isorhamnetin substituted at position 3 by a beta-D-glucosyl residue.


A glycosyloxyflavone that is isorhamnetin substituted at position 3 by a beta-D-galactosyl residue.


isorhamnetin 7-O-beta-D-glucopyranoside

A glycosyloxyflavone that is isorhamnetin substituted at position 7 by a beta-D-glucosyl residue.


resin glycoside

Members of the class of  glycolipid that are characteristic to the morning glory family, Convolvulaceae. They are high molecular weight oligosaccharide derivatives of hydroxylated fatty acids.


A 1-acyl-sn-glycerol in which the acyl group is specified as oleoyl.


isorhamnetin 3-O-beta-L-glucopyranoside

A glycosyloxyflavone that is isorhamnetin substituted at position 3 by a beta-L-glucosyl residue.


beta-L-glucoside

Any L-glucoside having beta-configuration at its anomeric centre.


A glycosyloxyflavone that is 3'-O-methyltricetin substituted by an alpha-L-rhamnopyranosyl residue at position 3.


B vitamin

Any member of the group of eight water-soluble vitamins originally thought to be a single compound (vitamin B) that play important roles in cell metabolism. The group comprises of vitamin B1, B2, B3, B5, B6, B7, B9, and B12 (Around 20 other compounds were once thought to be B vitamins but are no longer classified as such).


nisoldipine

A racemate consisting of equimolar amounts of (R)- and (S)-nisoldipine. A calcium channel blocker, it is used in the treatment of hypertension and angina pectoris.


isorhamnetin 7-O-beta-L-glucopyranoside

A glycosyloxyflavone that is isorhamnetin substituted at position 7 by a beta-L-glucosyl residue.


L-galactoside

Any galactoside having L-configuration.


beta-L-galactoside

Any L-galactoside having beta-configuration at its anomeric centre.


alpha-L-galactoside

Any L-galactoside having alpha-configuration at its anomeric centre.


A glycosyloxyflavone that is isorhamnetin substituted at position 3 by a beta-L-galactosyl residue.


A glycosyloxyflavone that is isorhamnetin substituted at position 4' by a beta-L-glucosyl residue.


vitamin B complex

A mixture containing all eight of the B vitamins (B1, B2, B3, B5, B6, B7, B9, and B12). It is used as a dietary supplement and as a component of growth media for microorganisms.


A glycosyloxyflavone that is isorhamnetin substituted at position 4' by a beta-D-glucosyl residue.


A glycophytoceramide having an alpha-D-galctopyranosyl residue at the O-1 position and a nonanoyl group attached to the nitrogen.


jalapinolic acid

A hydroxypalmitic acid that is palmitic acid substituted by hydroxy group at position 11 (the 11S stereoisomer).


kaempferol 7-O-beta-D-glucopyranoside

A kaempferol O-glucoside that is  kaempferol attached to a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.


kaempferol 3-O-beta-L-glucopyranoside

A kaempferol O-glucoside that is  kaempferol attached to a beta-L-glucopyranosyl moiety at position 3 via a glycosidic linkage.


An organic cation obtained by protonation of the amino groups and deprotonation of the phosphate group of any 1,2-diacyl-sn-glycero-3-phospho-1'-(3'-O-L-lysyl)-sn-glycerol.


A zwitterion obtained by transfer of a proton from the phosphate to the amino group of any 1,2-diacyl-sn-glycero-3-phospho-1'-(3'-O-L-alanyl)-sn-glycerol.


kaempferol 7-O-beta-D-galactopyranoside

A glycosyloxyflavone that is kaempferol attached to a beta-D-galactopyranosyl moiety at position 7 via a glycosidic linkage.


kaempferol 4'-O-beta-D-glucopyranoside

A kaempferol O-glucoside that is  kaempferol attached to a beta-D-glucopyranosyl moiety at position 4' via a glycosidic linkage.


kaempferol 3-O-beta-D-allopyranoside

A glycosyloxyflavone that is kaempferol attached to a beta-D-allopyranosyl moiety at position 3 via a glycosidic linkage.


kaempferol 3-O-alpha-L-glucopyranoside

A kaempferol O-glucoside that is  kaempferol attached to an alpha-L-glucopyranosyl moiety at position 3 via a glycosidic linkage.


kaempferol 3-O-beta-D-glucofuranoside

A kaempferol O-glucoside that is  kaempferol attached to a beta-D-glucofuranosyl moiety at position 3 via a glycosidic linkage.


Any beta-D-Glc-(1->3')-1,2-diacylglycerol having S-configuration at position 2 on the glucose moiety.


Any dinucleotide where the two components are connected via a (2'->5')-phosphodiester linkage.


A (2'->5')-dinucleotide in which the two nucleoside components connected by the (2'->5')-phosphodiester linkage are adenosine.


kaempferol 5-O-beta-D-glucopyranoside

A kaempferol O-glucoside that is kaempferol attached to a beta-D-glucopyranosyl moiety at position 5 via a glycosidic linkage.


An oligonucleotide comprised of three adenosine components connected by (3'->5')-phosphodiester linkages.


An oligonucleotide comprised of five adenosine residues connected by 2'->5' phosphodiester linkages and with a triphosphate group at the 5' terminus.


kaempferol 5-O-beta-L-glucopyranoside

A kaempferol O-glucoside that is kaempferol attached to a beta-L-glucopyranosyl moiety at position 5 via a glycosidic linkage.


myricetin O-glucuronide

A glycosyloxyflavone that is an O-glucuronidated derivative of myricetin.


myricetin 3-O-glucuronide

A myricetin O-glucuronide that is myricetin with a beta-D-glucosiduronic acid residue attached at the 3-position.


myricetin 5-O-glucuronide

A myricetin O-glucuronide that is myricetin with a beta-D-glucosiduronic acid residue attached at the 5-position.


myricetin 7-O-glucuronide

A myricetin O-glucuronide that is myricetin with a beta-D-glucosiduronic acid residue attached at the 7-position.


nitrazepam

A 1,4-benzodiazepinone that is 1,3-dihydro-2H-1,4-benzodiazepin-2-one which is substituted at positions 5 and 7 by phenyl and nitro groups, respectively. It is used as a hypnotic for the short-term management of insomnia and for the treatment of epileptic spasms in infants (West's syndrome).


Guanosine substituted at the purine 8-position by an acetyl(9H-fluoren-2-yl)amino group.


A rac-1-monoacylglycerol in which the acyl group is palmitoyl.


myricetin O-glucoside

A glycosyloxyflavone that is an  O-glucosylated derivative of myricetin.


myricetin 3-O-beta-D-glucopyranoside

A myricetin O-glucoside that is myricetin with a beta-D-glucosyl residue attached at position 3.


Guanosine substituted at the purine 8-position by a (9H-fluoren-2-yl)amino group.


myricetin 3-O-beta-D-galactopyranoside

A glycosyloxyflavone that is myricetin with a beta-D-galactosyl residue attached at position 3.


myricetin 3'-O-beta-D-glucopyranoside

A myricetin O-glucoside that is myricetin with a beta-D-glucosyl residue attached at position 3'.


myricetin 3-O-beta-L-galactopyranoside

A glycosyloxyflavone that is myricetin with a beta-L-galactosyl residue attached at position 3.


An oxoicosatetraenoic acid in which the oxo group is located at position 8 and the four double bonds at position 5, 9, 11 and 14 (the 5Z,9E,11Z,14Z-geoisomer).


nitrendipine

A  dihydropyridine that is 1,4-dihydropyridine substituted by methyl groups at positions 2 and 6, a 3-nitrophenyl group at position 4, a ethoxycarbonyl group at position 3 and a methoxycarbonyl group at position 5. It is a calcium-channel blocker used in the treatment of hypertension.


myricetin 7-O-beta-D-glucopyranoside

A myricetin O-glucoside that is myricetin with a beta-D-glucosyl residue attached at position 7.


myricetin 3-O-alpha-L-glucopyranoside

A myricetin O-glucoside that is myricetin with a alpha-L-glucosyl residue attached at position 3.


An epoxy(hydroxy)icosatrienoic acid that is the (8S,9S)-epoxy-(10R)-hydroxy derivative of icosa-(5Z,11Z,14Z)-trienoic acid.


myricetin 3-O-alpha-D-glucopyranoside

A myricetin O-glucoside that is myricetin with a alpha-D-glucosyl residue attached at position 3.


A 2,3-diacyl-sn-glycerol in which the 2- and 3-acyl groups are both specified as oleoyl.


A trienoic fatty acid consisting of (8Z,11Z,14Z)-icosa-8,11,14-trienoic acid having additional (7R)-hydroxy- and (5S,6S)-epoxy groups.


myricetin 3'-O-alpha-D-glucopyranoside

A myricetin O-glucoside that is myricetin with a alpha-D-glucosyl residue attached at position 3'.


myricetin 4'-O-alpha-D-glucopyranoside

A myricetin O-glucoside that is myricetin with a alpha-D-glucosyl residue attached at position 4'.


(8E,10S)-10-hydroxy-8-octadecenoic acid

A HOME in which the hydroxy group is located at position 10 with the double bond at position 8 (the 8E,10S-isomer).


A single-stranded DNA oligonucleotide comprised of five deoxyadenosine, five deoxycytidine, five thymidine and four deoxyguanidine residues connected by 3'->5' phosphodiester linkages in the sequence CTGCAGAATTCTGGTACCA.


HOME

Any octadecenoic acid bearing a single hydroxy substituent.


A hydroperoxy fatty acid that is the (10S)-hydroperoxy derivative of (8E)-octadecenoic acid.


(8E,12Z)-10-hydroperoxy-8,12-octadecadienoic acid with S-configuration at C-10.


phytyl diphosphate

(E)-3,7,11,15-tetramethylhexadec-2-en-1-yl diphosphate in which both stereocentres have (R)-configuration.


phytyl phosphate

A polyprenol phosphate that is the monophosphate derivative of phytol.


SPIRAEOSIDE

A quercetin O-glucoside that is quercetin with a beta-D-glucosyl residue attached at position 4'.


2-keto-3-deoxy-L-galactonic acid

A ketoaldonic acid that is the 2-dehydro-3-deoxy derivative of L-galactonic acid.


A triglyceride formed by acylation of the three hydroxy groups of glycerol with palmitoleic acid.


dihydrodaidzein

A hydroxyisoflavanone that is isoflavanone carrying two hydroxy substituents located at positions 4' and 7.


A ketoaldonic acid that is the L-threo-isomer of 3-deoxyhex-2-ulopyranosonic acid.


A triglyceride formed by acylation of the three hydroxy groups of glycerol with linoleic acid.


A triglyceride formed by acylation of the three hydroxy groups of glycerol with linolenic acid.


A triglyceride in which the acyl groups at positions 1 and 3 are specified as oleoyl while that at position 2 is specified as palmitoyl.


The R-enantiomer of 1,2-dioleoyl-3-palmitoylglycerol.


A triglyceride in which the acyl groups at positions 1 and 2 are specified as oleoyl while that at position 3 is specified as palmitoyl.


A 1,3-diglyceride in which both acyl groups are specified as palmitoleoyl.


A 1,3-diglyceride in which both acyl groups are specified as linoleoyl.


An L-alpha-amino acid obtained by enzyme-mediated intramolecular cyclisation of L-arginine.


A 1,3-diglyceride in which both acyl groups are specified as linolenoyl.


A 2,3-diacyl-sn-glycerol in which both acyl groups are specified as palmitoleoyl.


A 2,3-diacyl-sn-glycerol in which both acyl groups are specified as linoleoyl.


A 2,3-diacyl-sn-glycerol in which both acyl groups are specified as linolenoyl.


An omega-carboxyacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the least hindered carboxy group of mesaconic acid.


rhamnofuranoside

Any rhamnoside that exists in the furanose form.


alpha-D-rhamnofuranoside

Any rhamnofuranoside that has alpha-D-configuration.


quercetin 3-O-alpha-D-rhamnofuranoside

A quercetin O-glycoside that is quercetin attached to a alpha-D-rhamnofuranosyl moiety at position 3 via a glycosidic linkage.


The (3R)-diastereomer of citramalyl-CoA.


arsenopyrite

A sulfide mineral with formula AsFeS. It is the most abundant and widespread arsenic mineral.


alpha-D-rhamnofuranose

A D-rhamnofuranose having alpha-configuration at the anomeric centre.


quercetin 3-O-alpha-L-fucopyranoside

A quercetin O-glycoside that is quercetin attached to a alpha-L-fucopyranosyl moiety at position 3 via a glycosidic linkage.


D-glucosaminic acid 6-phosphate

A carbohydrate phosphate that is the 6-O-phospho derivative of 2-amino-2-deoxy-D-gluconic acid.


A 1,3-diglyceride in which the acyl groups at positions 1 and 3 are specified as oleoyl and palmitoyl respectively (the S-stereoisomer).


A 1,3-diglyceride in which the acyl groups at positions 1 and 3 are specified as palmitoyl and oleoyl respectively (the R-stereoisomer).


A 1,3-diglyceride in which the acyl groups at positions 1 and 3 are specified as oleoyl and palmitoyl respectively.


nitroalkane

A nitrohydrocarbon that is an alkane in which one of the hydrogens has been replaced by a nitro group.


A 2,3-diacyl-sn-glycerol in which the acyl groups at positions 2 and 3 are specified as palmitoyl and oleoyl respectively.


(S)-sarin

The (S)-enantiomer of sarin; the more potent enantiomer of racemic sarin, a nerve agent that is employed as a chemical warfare agent.


(R)-sarin

The (S)-enantiomer of sarin; the less active enantiomer of racemic sarin, a nerve agent that is employed as a chemical warfare agent.


para-terphenyl

A ring assembly based on a 1,4-diphenylbenzene skeleton and its substituted derivatives thereof.


A cyclic oligonucleotide consisting of TGCGAATTCGCT and TGCGAATTCGCT strands of DNA linked by hydrogen bonding between the base pairs and also covalently via two disulfanediyldiethane-1,2-diyl linkages between the N-3 atoms of the terminal thymidine residues.


A cyclohexadienecarboxylic acid that is cyclohexa-1,5-diene-1-carboxylic acid carrying two hydroxy substituents at positions 3 and 4 (the 3R,4R-stereoisomer).


quercetin 7-O-beta-L-rhamnopyranoside

A quercetin O-glycoside that is quercetin attached to a beta-L-rhamnopyranosyl moiety at position 7 via a glycosidic linkage.


cyclic oligonucleotide

An oligonucleotide which has a cyclic structure with no terminus.


An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of 4-O-(beta-L-Araf-(1->2)-beta-L-Araf-(1->2)-beta-L-Araf)-cis-L-Hyp.


4-O-(beta-L-Araf)-cis-L-Hyp zwitterion

An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of 4-O-(beta-L-Araf)-cis-L-Hyp.


cuevaene A

A monocarboxylic acid that is (2E,4Z,6E)-4-methoxy-6-methylhepta-2,4,6-trienoic acid substituted at position 7 by an 8-hydroxy-1,2,3,4-tetrahydrodibenzofuran-1-yl group.


An ether lipid consisting of glycerol substituted at position 2 by an acetyl group and at position 1 by an unspecified alkyl group.


monoalkylglycerol

An ether lipid that is glycerol carrying a single alkyl substituent in an unspecified position.


N-acylindole

A carboxamide resulting from the formal condensation of a carboxylic acid with the nitrogen of an indole.


A pyranone based on the structure of 2H-pyran-2-one and its substituted derivatives.


quercetin 3-O-beta-L-fucopyranoside

A quercetin O-glycoside that is quercetin attached to a beta-L-fucopyranosyl moiety at position 3 via a glycosidic linkage.


beta-L-fucoside

A L-fucoside with a beta-configuration.


quercetin 7-O-alpha-D-rhamnopyranoside

A quercetin O-glycoside that is  quercetin attached to a alpha-D-rhamnopyranosyl moiety at position 7 via a glycosidic linkage.


alpha-D-rhamnoside

Any rhamnoside that exists in the pyranose form and has alpha-D-configuration.


A phosphatidylglycerol that is the 3'-O-L-alanyl of any 1,2-diacyl-sn-glycero-3-phospho-1'-sn-glycerol.


alpha-L-rhamnofuranoside

Any rhamnofuranoside that has alpha-L-configuration.


alpha-L-rhamnofuranose

An L-rhamnofuranose having alpha-configuration at the anomeric centre.


quercetin 3-O-alpha-L-rhamnofuranoside

A quercetin O-glycoside that is quercetin attached to a alpha-L-rhamnofuranosyl moiety at position 3 via a glycosidic linkage.


An O(4)-glycosyl-L-hydroxyproline that is cis-L-hydroxylproline glycosylated by a beta-L-Araf-(1->2)-beta-L-Araf-(1->2)-beta-L-Araf moiety


N(alpha)-methyl-L-histidine zwitterion

An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of N(alpha)-methyl-L-histidine.


iron sulfides

An iron molecular entity that is a compound or mineral containing iron and sulfur.


iron(2+) sulfides

Any member of the class of iron sulfides in which the iron is in the (2+) oxidation state.


iron(3+) sulfides

Any member of the class of iron sulfides in which the iron is in the (3+) oxidation state.


A single-stranded DNA oligonucleotide comprised of one thymidine, one deoxyguanidine and two deoxycytidine residues connected by 3'->5' phosphodiester linkages in the sequence CTGC.


arsenic sulfides

An arsenic molecular entity that is a compound or mineral containing arsenic and sulfur.


HISPIDULIN

A monomethoxyflavone that is scutellarein methylated at position 6.


arsenic(1-) sulfides

Any member of the class of arsenic sulfides in which the arsenic is in the (1-) oxidation state.


arsenic(1+) sulfides

Any member of the class of arsenic sulfides in which the arsenic is in the (1+) oxidation state.


arsenic(2+) sulfides

Any member of the class of arsenic sulfides in which the arsenic is in the (2+) oxidation state.


arsenic(3+) sulfides

Any member of the class of arsenic sulfides in which the arsenic is in the (3+) oxidation state.


double-stranded DNA fragment

A nucleobase-containing molecular entity that is a fragment of a larger double-stranded DNA molecule (either naturally occurring or synthetic).


A single-stranded DNA oligonucleotide comprised of one deoxycytidine, one deoxyadenosine and two deoxyguanosine residues connected by 3'->5' phosphodiester linkages in the sequence GCAG.


2-arachidonyl glyceryl ether

A monoalkylglycerol that is glycerol which is substituted by a (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yl group at position 2.


A monoglyceride that is 1-oleoyl-sn-glycerol in which the hydroxyl hydrogen at position 2 is replaced by an arachidonyl group.


amfenac

An oxo monocarboxylic acid that is benzophenone in which one of the phenyl groups is substituted by an amino group and a carboxymethyl group at position 2 and 3, respectively. The corresponding carboxamide, nepafenac, is a prodrug of amfenac and is used for the treatment of pain and inflammation following cataract surgery.


An oxo monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of amfenac. The major species at pH 7.3.


A chromone that is 3-(1,3-benzothiazol-2-yl)-8-(1-piperidinylmethyl)chromen-4-one bearing additional ethyl and hydroxy substituents at positions 6 and 7 respectively.


The (R,R)-stereoisomer of 2-methyl-6-phytylhydroquinone.


The (R,R)-stereoisomer of 2,3-dimethyl-6-phytylhydroquinone.


nepafenac

A monocarboxylic acid amide that is amfenac in which the carboxylic acid group has been converted into the corresponding carboxamide. It is a prodrug for amfenac, used in eye drops to treat pain and inflammation following cataract surgery.


A 3-oxo monocarboxylic acid anion that is the conjugate base of 3-oxodecanoic acid, obtained by deprotonation of the carboxy group.


octadecanoate ester

A fatty acid ester obtained by condensation of the carboxy group of stearic acid with the hydroxy group of any alcohol or phenol.


A heteroaryl hydroxy compound that is 2-quinolone substituted at position 4 by a hydroxy group.


The R-enantiomer of 2-hydroxyhexadecanoate.


The S-enantiomer of 2-hydroxypalmitate.


An organic cation that is the conjugate acid of D-cycloserine, obtained by protonation of the amino group.


An organic anion obtained by deprotonation of the enolic hydroxy group at position 3 of any 3,4-didehydropyranoside. It is the major species at pH 7.3. (according to MarvinSketch version 16.1.18.0).


26-desglucoavenacoside B

A steroid saponin that is avenacoside B lacking the 26-O-glucosyl residue.


26-desglucoavenacoside A

A steroid saponin that is avenacoside A lacking the 26-O-glucosyl residue.


An O(4)-glycosyl-L-hydroxyproline that is cis-L-hydroxylproline glycosylated by a beta-L-Araf moiety.


VADIMEZAN

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a 5,6-dimethyl-9-oxoxanthen-4-yl group.


A hydroxy fatty acid anion that is the conjugate base of (R)-2-hydroxylignoceric acid, obtained by deprotonation of the carboxy group.


A 1-alkyl-2-acetylglycerol in which the 1-alkyl group is specified as palmityl (hexadecyl).


monooleoylglycerol

A monoglyceride in which the acyl group is oleoyl with the position of acylation unspecified.


A 3-acyl-sn-glycerol in which the acyl group is (9Z)-octadec-9-enoyl.


depsidones

Any  organic heteropolycyclic compound based on a tricyclic diphenyl ether lactone system and its substituted derivatives thereof.


depsidone

The simplest member of the class of  depsidones comprising of a heterotricyclic system that is 11H-dibenzo[b,e][1,4]dioxepine substituted by an oxo group at position 11.


A racemate comprising equimolar amounts of 1-palmitoyl-2,3-dioleoyl-sn-glycerol and 1,2-dioleoyl-3-palmitoyl-sn-glycerol.


A single-stranded DNA oligonucleotide comprised of six deoxyadenosine, three deoxycytidine, four thymidine and five deoxyguanidine residues connected by 3'->5' phosphodiester linkages in the sequence GTAACCGAAATCGGTTGA.


A single-stranded DNA oligonucleotide comprised of four deoxyadenosine, five deoxycytidine, six thymidine and three deoxyguanosine residues connected by 3'->5' phosphodiester linkages in the sequence T-C-A-A-C-C-G-A-T-T-T-C-G-G-T-T-A-C.


A single-stranded DNA oligonucleotide comprised of two deoxyadenosine, one thymidine and three deoxycytidine residues connected by 3'->5' phosphodiester linkages in the sequence TCAACC.


dioleoylglycerol

A diglyceride in which both groups are oleoyl with their positions of acylation unspecified. Formula C39H72O5. For the structure shown, either R1 = H and R2 = oleoyl or R1 = oleoyl and R2 = H.


cytochalasan alkaloid

Any alkaloid characterized by the presence of an isoindole nucleus fused to a macrocyclic ring.


A cyclic purine dinucleotide that consists of AMP and GMP units cyclised via 3',5'- and 2',5'-linkages respectively.


A cyclic purine dinucleotide that consists of AMP and GMP units cyclised via 2',5'-linkages.


A dialdehyde in which the two carbaldehyde functions are at positions 3 and 5 of 4-methyl-1,4-dihydropyridine. Although the compound is an entity in its own right, the nitrogen of the dihydropyridine ring may also arise from the epsilon-amino group of a lysine residue within a protein [MDHDC-protein adduct; malonaldedehyde (synonym malondialdehyde) acetaldehyde (MAA)-protein adduct].


A diastereomer of protopanaxadiol in which the 20-hydroxy substituent has been introduced at the pro-S position.


protopanaxatriol

A tetracyclic triterpenoid sapogenin (isolated from ginseng and notoginseng) that is that is dammarane which is substituted by hydroxy groups at the 3beta, 6alpha, 12beta and 20 pro-S positions and in which a double bond has been introduced at the 24-25 position.


A racemate comprising equimolar amounts of 1-palmitoyl-3-oleoyl-sn-glycerol and 1-oleoyl-3-palmitoyl-sn-glycerol.


devancoaminyl vancomycin zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino group of devancoaminyl vancomycin.


vancomycin aglycone zwitterion

A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino group of vancomycin aglycone.


beta-D-galactosylceramide sulfate(1-)

An organosulfate oxoanion obtained by deprotonation of the sulfate group of any galactosylceramide sulfate.


A nucleotide-sugar oxoanion that is the conjugate base of dTDP-beta-L-4-epi-vancosamine, arising from deprotonation of the diphosphate group and protonation of the amino group.


solution

A mixture that is homogeneous, made up of at least two scattered molecular aggregates, one playing the role of solute and the other playing the role of solvent.


A galactosylceramide sulfate(1-) in which the ceramide N-acyl group is specified as (R)-2-hydroxystearoyl.


denatured polymer

A polymer which has lost secondary or tertiary structure.


A galactosylceramide sulfate(1-) in which the ceramide N-acyl group is specified as (R)-2-hydroxybehenoyl.


methylated polymer

A polymer which has artificially acquired one or more methyl groups.


chloroorienticin B(1+)

An organic cation obtained by deprotonation of the carboxy groups and protonation of the two free amino groups of chloroorienticin B.


A galactosylceramide sulfate(1-) in which the ceramide N-acyl group is specified as (R)-2-hydroxylignoceroyl.


A D-galactosyl-N-acylsphingosine in which the ceramide N-acyl group is specified as (R)-2-hydroxybehenoyl.


A D-galactosyl-N-acylsphingosine in which the ceramide N-acyl group is specified as (R)-2-hydroxylignoceroyl.


An organophosphate oxoanion obtained by deprotonation of the phosphate, diphosphate and carboxy groups of nicotinic acid-adenine dinucleotide phosphate.


A galactosylceramide sulfate(1-) in which the fatty acyl group contains 24 carbons and 1 double bond, and is hydroxylated at position 2.


2'-phospho-cyclic ADP-ribose(3-)

A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of 2'-phospho-cyclic ADP-ribose.


is a galactosylceramide, in which the fatty acid chain contains 24 carbons and 1 double bond, and is hydroxylated at position 2.


(R)-2-hydroxyhexadecanoic acid

The R-enantiomer of 2-hydroxypalmitic acid.


A galactosylceramide sulfate(1-) in which the ceramide N-acyl group is specified as docosanoyl.


A galactosylceramide sulfate(1-) in which the ceramide N-acyl group is specified as tetracosanoyl.


A D-galactosyl-N-acylsphingosine in which the fatty acyl group contains 18 carbons and 1 double bond.


A D-galactosyl-N-acylsphingosine where the ceramide N-acyl group is docosananoyl and the D-galactosyl component has beta anomeric configuration.


(S)-2-hydroxyhexadecanoic acid

The S-enantiomer of 2-hydroxypalmitic acid.


double-stranded DNA polynucleotide

A nucleobase-containing molecular entity with a polymeric structure comprised of two complementary DNA polynucleotide strands linked by hydrogen bonding.


single-stranded DNA polynucleotide

A polynucleotide consisting of deoxyribonucleotide residues connected by phosphodiester linkages.


A single-stranded DNA polynucleotide consisting of a repeating unit of thymidine and 5-methyldeoxycytidine residues, with all residues connected by 3'->5' phosphodiester linkages.


poly[d(GA)]

A single-stranded DNA polynucleotide consisting of a repeating unit of deoxyguanosine and 5-methyldeoxyadenosine residues, with all residues connected by 3'->5' phosphodiester linkages.


flecainide

A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 2,5-bis(2,2,2-trifluoroethoxy)benzoic acid with the primary amino group of piperidin-2-ylmethylamine. An antiarrhythmic agent used (in the form of its acetate salt) to prevent and treat tachyarrhythmia (abnormal fast rhythm of the heart).


teniposide

A furonaphthodioxole that is a synthetic derivative of podophyllotoxin with anti-tumour activity; causes single- and double-stranded breaks in DNA and DNA-protein cross-links and prevents repair by topoisomerase II binding.


alpha-D-glucosamine 6-phosphate(1-)

A 2-ammonio-2-deoxy-D-glucopyranose 6-phosphate in which the anomeric centre has alpha-configuration.


A cardiolipin(2-) obtained by deprotonation of both free phosphate OH groups of 2'-capryloylcardiolipin.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of phenyl 5-phospho-alpha-D-ribofuranoside.


A 2-monolysocardiolipin(2-) obtained by deprotonation of both free phosphate OH groups of 2-capryloyl-2'-monolysocardiolipin.


A cardiolipin(2-) obtained by deprotonation of both free phosphate OH groups of 2'-palmitoylcardiolipin.


A cardiolipin(2-) obtained by deprotonation of both free phosphate OH groups of 2'-arachidonoylcardiolipin.


A 2-monolysocardiolipin(2-) obtained by deprotonation of both free phosphate OH groups of 2-arachidonoyl-2'-monolysocardiolipin.


trametinib

A pyridopyrimidine that is used (as its dimethyl sulfoxide addition compound) for the treatment of patients with unresectable or metastatic melanoma with BRAF V600E or V600K mutations, and who have not received prior BRAF inhibitor treatment.


The (S)-enantiomer of laudanine(1+).


ANONAINE

An aporphine alkaloid that exhibits anti-cancer, trypanocidal and antiplasmodial activites.


A branched amino pentasaccharide consisting of an N-acetyl-alpha-D-galactosaminyl-(1->2)-beta-D-mannosyl-(1->4)-alpha-D-mannosyl-(1->5)-3-deoxy-alpha-D-manno-oct-2-ulosonic acid tetrasaccharide chain, to the alpha-D-mannosyl residue of which is also linked beta(1->2) a D-glucosyl residue. Epitope of Francisella tularensis.


The (R)-enantiomer of laudanine(1+).


A monocarboxylic acid amide obtained by the formal condensation of cyclohexanecarboxylic acid with the amino group of 5-(naphthalen-1-ylmethyl)-1,3-thiazol-2-amine. It has been shown to exhibit antifungal activity.


dimethyl fumarate

An enoate ester resulting from the formal condensation of both carboxy groups of fumaric acid with methanol. Used for treatment of adults with relapsing forms of multiple sclerosis.


ABAFUNGIN

A member of the class of  guanidines that is tetrahydropyrimidin-2(1H)-imine in which the hydrogen of the imino group is replaced by a thiazol-2-yl group which in turn is substituted by a 2-(2,4-dimethylphenoxy)phenyl group at position 4. It has been used for the topical treatment of fungal nail infections.


poly[d(TC)]

A single-stranded DNA polynucleotide consisting of a repeating unit of thymidine and deoxycytidine residues, with all residues connected by 3'->5' phosphodiester linkages.


nizatidine

A member of the class of 1,3-thiazoles having a dimethylaminomethyl substituent at position 2 and an alkylthiomethyl moiety at position 4.


dolutegravir

A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (4R,12aS)-7-hydroxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxylic acid with the amino group of 2,4-difluorobenzylamine. Used (as its sodium salt) for treatment of HIV-1.


poly[d(TCC)]

A single-stranded DNA polynucleotide consisting of a repeating sequence of one thymidine residue and two deoxycytidine residues, with all residues connected by 3'->5' phosphodiester linkages.


poly[d(GGA)]

A single-stranded DNA polynucleotide consisting of a repeating sequence of two deoxyguanosine residues and one deoxycytosine residue, with all residues connected by 3'->5' phosphodiester linkages.


An organic anion that is the conjugate base of dolutegravir, obtained by deptotonation of the 7-hydroxy group.


vortioxetine

An N-arylpiperazine in which the aryl group is specified as 2-[(2,4-dimethylphenyl)sulfanyl]phenyl. Used (as its hydrobromide salt) for treatment of major depressive disorder.


An organic cation that is the conjugate acid of vortioxetine, obtained by protonation of the secondary amino function.


riociguat

A carbamate ester that is the methyl ester of {4,6-diamino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}methylcarbamic acid. It is used for treatment of chronic thromboembolic pulmonary hypertension and pulmonary arterial hypertension


nobiletin

A methoxyflavone that is flavone substituted by methoxy groups at positions 5, 6, 7, 8, 3' and 4' respectively.


poly[d(TTC)]

A single-stranded DNA polynucleotide consisting of a repeating sequence of two thymidine residues and one deoxycytidine residue, with all residues connected by 3'->5' phosphodiester linkages.


poly[d(GAA)]

A single-stranded DNA polynucleotide consisting of a repeating sequence of one deoxyguanosine residue and two deoxycytosine residues, with all residues connected by 3'->5' phosphodiester linkages.


dotriacontanoate

An ultra-long-chain fatty acid anion that is the conjugate base of dotriacontanoic acid (lacceroic acid), obtained by deprotonation of the carboxy group.


triple-stranded DNA polynucleotide

A nucleobase-containing molecular entity with a polymeric structure comprised of three complementary DNA polynucleotide strands linked by hydrogen bonding.


tetratriacontanoate

An ultra-long-chain fatty acid anion that is the conjugate base of tetratriacontanoic aacid, obtained by deprotonation of the carboxy group.


A hydroxy fatty acid anion that is the conjugate base of (R)-2-hydroxyoctacosanoic acid, obtained by deprotonation of the carboxy group.


An organic cation obtained by protonation of the piperidine nitrogen of flecainide.


thioflavin T cation

A benzothiazolium ion obtained by methylation of the thiazole nitrogen of 2-[4-(dimethylamino)phenyl]-6-methyl-1,3-benzothiazole; the cationic component of thioflavin T.


beta-L-rhamnofuranose

An L-rhamnofuranose having beta-configuration at the anomeric centre.


(R)-2-hydroxylignoceric acid

A very long-chain fatty acid that is lignoceric acid bearing an (R)-2-hydroxy substituent.


beta-L-rhamnofuranoside

Any rhamnofuranoside that has beta-L-configuration.


beta-D-rhamnofuranose

A D-rhamnofuranose having beta-configuration at the anomeric centre.


D-rhamnofuranose

The furanose form of D-rhamnose.


beta-D-rhamnofuranoside

Any rhamnofuranoside that has beta-D-configuration.


quercetin 3-O-beta-L-rhamnofuranoside

A quercetin O-glycoside that is quercetin attached to a beta-L-rhamnofuranosyl moiety at position 3 via a glycosidic linkage.


aromatic amino-acid zwitterion

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


poly(deoxyguanylic acid)

A polynucleotide comprised of 2'-deoxyguanosine units connected via 3'->5' phosphodiester linkages.


omega-hydroxytriacontanoate

A hydroxy fatty acid anion that is the conjugate base of omega-hydroxytriacontanoic acid, obtained by deprotonation of the carboxy group.


omega-hydroxydotriacontanoate

A hydroxy fatty acid anion that is the conjugate base of omega-hydroxydotriacontanoic acid, obtained by deprotonation of the carboxy group.


(+)-(S)-alapyridaine

An iminium betaine that is L-alanine in which the amino group is replaced by a 5-hydroxy-2-(hydroxymethyl)pyridinium-1-yl moiety.


citric acid-d4

A deuterated compound that is citric acid in which the four methylene hydrogens are replaced by deuterium.


A deuterated compound that is L-alanine in which the alpha-hydrogen and the three methyl hydrogens are replaced by deuterium.


glutamic acid-2,3,3,4,4-d5

A deuterated compound that is glutamic acid in which the hydrogens at positions 2, 3, 3, 4 and 4 are replaced by deuterium.


A deuterated compound that is phenylalanine in which the five aromatic hydrogens are replaced by deuterium.


brominated poly[d(GC)]

A single-stranded DNA polynucleotide consisting of a repeating unit of brominated deoxyguanosine and deoxycytidine residues, with all residues connected by 3'->5' phosphodiester linkages.  The sites of bromination are at C-8 of guanine and C-5 of cytosine, although not all these sites are brominated, with bromination at the guanine C-8 predominating.


A 1-O-acyl-N-acylsphingosine in which the N- and O-acyl groups are specified as acetyl and oleoyl respectively.


A 1-alkyl-2-acetyl-3-acyl-sn-glycerol in which the alkyl and acyl groups are specified as palmityl and oleoyl.


A dTDP-sugar having beta-L-4-epi-vancosamine as the sugar component.


quercetin 7-O-alpha-L-rhamnopyranoside

A quercetin O-glycoside that is quercetin attached to a alpha-L-rhamnopyranosyl moiety at position 7 via a glycosidic linkage.


chloroorienticin B

A glycopeptide that is isolated from Amycolatopsis orientalis.


A 24-residue single-stranded DNA oligonucleotide consisting of an alternating sequence of deoxycytidine and deoxyguanosine residues, all connected by 3'->5' phosphodiester linkages. It forms one strand of the double-stranded DNA oligonucleotide [d(C-G).d(C-G)]12 [synonym d(CG/GC)12].


quercetin 3-O-beta-D-fucopyranoside

A quercetin O-glycoside that is  quercetin  attached to a beta-D-fucopyranosyl moiety at position 3 via a glycosidic linkage.


An alkylglycerol that is glycerol carrying a single palmityl (hexadecyl) substituent at position 1.


A 1-alkyl-3-acylglycerol in which the alkyl and acyl groups are specified as palmityl (hexadecyl) and oleoyl.


An alkylglycerol having palmityl (hexadecyl) and methyl groups located at position2 1 and 2 respectively (the S-enantiomer).


An alkylglycerol that is 1-palmityl-2-methyl-sn-glycerol carrying an additional oleoyl substituent at position 3.


A 1,2-diglyceride in which the 1- and 2-acyl groups are specified as oleoyl and palmitoyl respectively.


A galactosylceramide sulfate in which the sulfo group is located at position 3 and the ceramide N-acyl group is specified as (R)-2-hydroxystearoyl.


A galactosylceramide sulfate in which the sulfo group is located at position 3 and the ceramide N-acyl group is specified as (R)-2-hydroxybehenoyl.


N,O-dioleoylethanolamine

A fatty acid ester obtained by formal condensation of the carboxy group of oleic acid with the hydroxy group of oleoyl ethanolamide.


A galactosylceramide sulfate in which the sulfo group is located at position 3 and the ceramide N-acyl group is specified as (R)-2-hydroxylignoceroyl.


O-oleoylanandamide

A fatty acid ester obtained by formal condensation of the carboxy group of oleic acid with the hydroxy group of anandamide.


A lysophosphatidylcholine 18:1 in which the acyl group is specified as oleoyl and is located at position 2.


NAADP

A nicotinic acid dinucleotide that is NADP(+) in which the carboxamide group on the pyridine ring is replaced by a carboxy group.


A phosphatidylcholine 36:1 in which the phosphatidyl acyl groups at positions 1 and 2 are specified as oleoyl and stearoyl respectively.


A 1-O-acyl-N-acylsphingosine in which the N- and O-acyl groups are specified as acetyl and stearoyl (octadecanoyl) respectively.


(2S,3R)-trans-caftaric acid

A cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with one of the hydroxy groups of  meso-tartaric acid.


A lysophosphatidylcholine 18:0 in which the acyl group is specified as stearoyl (octadecanoyl) and is located at position 2.


A 1-O-acyl-N-acylsphingosine in which the N- and O-acyl groups are specified as acetyl and palmitoyl (hexadecanoyl) respectively.


A lysophosphatidylcholine 16:0 in which the acyl group is specified as palmitoyl (hexadecanoyl) and is located at position 2.


A lysophosphatidylcholine 20:4 in which the acyl group is specified as arachidonoyl and is located at position 2.


A 1-O-acyl-N-acylsphingosine in which the N- and O-acyl groups are specified as acetyl and arachidonoyl respectively.


2'-phospho-cyclic ADP-ribose

A cyclic purine nucleotide that is cyclic ADP-ribose substituted at position O-2' by a phospho group.


(2S,3R)-cis-caftaric acid

A cinnamate ester obtained by formal condensation of the carboxy group of cis-caffeic acid with one of the hydroxy groups of meso-tartaric acid.


A lysophosphatidylcholine 18:1 in which the acyl group is specified as oleoyl and is located at either position 1 or 2.


A lysophosphatidylcholine 18:2 in which the acyl group is specified as linoleoyl and is located at position 2.


A lysophosphatidylcholine 22:6 in which the acyl group is specified as (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl and is located at position 2.


A 1-O-acyl-N-acylsphingosine in which the N- and O-acyl groups are specified as acetyl and linoleoyl respectively.


A 1-O-acyl-N-acylsphingosine in which the N- and O-acyl groups are specified as acetyl and (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl respectively.


A 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-oleoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.


An O-acyl carbohydrate that is beta-D-glucose bearing a trans-4-coumaroyl substituent at position 6.


A 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-linoleoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.


A 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-arachidonoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.


An O-acyl carbohydrate that is alpha-D-glucose bearing a trans-4-coumaroyl substituent at position 6.


An O-acyl carbohydrate that is beta-D-glucose bearing a cis-4-coumaroyl substituent at position 3.


An O-acyl carbohydrate that is beta-D-glucose bearing a trans-4-coumaroyl substituent at position 4.


(2R,3S)-trans-coutaric acid

A cinnamate ester obtained by formal condensation of the carboxy group of trans-coumaric acid with one of the hydroxy groups of meso-tartaric acid.


(2R,3S)-cis-coutaric acid

A cinnamate ester obtained by formal condensation of the carboxy group of cis-coumaric acid with one of the hydroxy groups of meso-tartaric acid.


A glycophytoceramide having a 6-O-[(4-chlorophenyl)carbamoyl]-alpha-D-galactopyranosyl residue at the O-1 position and an hexacosanoyl group attached to the nitrogen.


A galactosylceramide sulfate in which the sulfo group is located at position 3 and the ceramide N-acyl group is specified as docosanoyl.


A ribose derivative that is the 5-phospho derivative of phenyl alpha-D-ribofuranoside.


An enal that is (2E,6Z)-nona-2,6-diene substituted by an oxo group at position 1.


A glycophytoceramide having a 6-O-(4-pyridylcarbamoyl)-alpha-D-galactopyranosyl residue at the O-1 position and an hexacosanoyl group attached to the nitrogen.


LAUDANIDINE

The (S)-enantiomer of laudanine


An organic cation that is the conjugate acid of laudanine, obtained by protonation of the tertiary amino group.


laudanine

A benzyltetrahydroisoquinoline that is norlaudanosoline carrying four methyl substituents at positions N-1, O-6, O-7 and O-4'.


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

An organic anion obtained by selective deprotonation of the 7-hydroxy group of kaempferol 3-O-beta-D-galactoside; major species at pH 7.3.


(R)-laudanine

The (R)-enantiomer of laudanine


rac-laudanosoline

A racemate composed of equimolar amounts of (R)- and (S)-laudanosoline


deuterated compound

Any isotopically modified compound that has one or more hydrogen atoms replaced by deuterium.


A glycophytoceramide having a 6-O-(1-naphthylcarbamoyl)-alpha-D-galactopyranosyl residue at the O-1 position and a hexacosanoyl group attached to the nitrogen.


A polyanionic polymer obtained by deprotonation of the free phosphate OH groups of O-(alpha-D-glucosyl) poly(glycerol phosphate)


A fatty alcohol that is  nonacosane substituted by a hydroxy group at position 10.


An AMP-sugar in which the 2'-hydroxy group of AMP carries a 5-phospho-beta-D-ribosyl substituent. Monomer unit of poly(ADP-Rib) [poly(adenosine diphosphate ribose)].


An AMP-sugar in which the 2'-hydroxy group of AMP carries a 5-phospho-beta-D-ribosyl substituent, the 2-hydroxy group of which itself carries a further 5-phospho-beta-D-ribosyl substituent. Branched portion of poly(ADP-Rib) [poly(adenosine diphosphate ribose)].


A single-stranded DNA oligonucleotide comprised of four deoxyadenosine and three thymidine residues connected by 3'->5' phosphodiester linkages in the sequence AATTTAA.


A single-stranded DNA oligonucleotide comprised of four deoxyadenosine, two thymidine residues and one deoxycytidine residue connected by 3'->5' phosphodiester linkages in the sequence AATTCAA.


benoxaprofen

A monocarboxylic acid that is propionic acid substituted at position 2 by a 2-(4-chlorophenyl)-1,3-benzoxazol-5-yl group. It was used as a non-steroidal anti-inflammatory drug until 1982 when it was withdrawn from the market due to adverse side-effects including liver necrosis, photosensitivity, and carcinogenicity in animals.


(2R,3R)-cis-fertaric acid

A cinnamate ester obtained by formal condensation of the carboxy group of cis-ferulic acid with one of the hydroxy groups of L-tartaric acid.


(2R,3R)-trans-fertaric acid

A cinnamate ester obtained by formal condensation of the carboxy group of trans-ferulic acid with one of the hydroxy groups of L-tartaric acid.


cis-ferulic acid

A ferulic acid consisting of cis-cinnamic acid bearing methoxy and hydroxy substituents at positions 3 and 4 respectively on the phenyl ring.


(2S,3S)-cis-fertaric acid

A cinnamate ester obtained by formal condensation of the carboxy group of cis-ferulic acid with one of the hydroxy groups of D-tartaric acid.


bumadizone

A carbohydrazide obtained by formal condensation of one of the carboxy groups from butylmalonic acid with the hydrazino group of 1,2-diphenylhydrazine. Used (as its calcium semihydrate) for treatment of rheumatoid arthritis.


A dialkyl ketone that is  nonacosane substituted by an oxo group at position 10.


(2S,3S)-trans-fertaric acid

A cinnamate ester obtained by formal condensation of the carboxy group of trans-ferulic acid with one of the hydroxy groups of D-tartaric acid.


tryptophan N-glucoside

A L-tryptophan derivative that is L-tryptophan in which the hydrogen attached to the indole nitrogen replaced by a beta-D-glucosyl residue.


A monocarboxylic acid anion that is the conjugate base of bumadizone, obtained by deprotonation of the carboxy group.


(+)-EPICATECHIN

A catechin that is flavan carrying five hydroxy substituents at positions 3, 3', 4', 5 and 7 (the 2S,3S-stereoisomer).


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


CIMICOXIB

An imidazole substituted at positions 1, 4 and 5 by 4-aminosulfonylphenyl, chloro and 3-fluoro-4-methyoxyphenyl groups respectively. A selective cyclooxygenase 2 inhibitor, it is used in veterinary medicine for the control of pain and inflammation associated with osteoarthritis in dogs.


dexketoprofen

A monocarboxylic acid that is (S)-hydratropic acid substituted at position 3 on the phenyl ring by a benzoyl group. A cyclooxygenase inhibitor, it is used to relieve short-term pain, such as muscular pain, dental pain and dysmenorrhoea.


A linear tetrasaccharide glycosyl group comprising, in a (1->4), (1->4), (1->3) sequence, a 4-deoxy-4-formamido-beta-D-quinovose group and two 2-acetamido-2-deoxy-alpha-D-galacturonamidyl residues linked to a 2-acetamido-2-deoxy-beta-D-quinovose residue at the reducing end.


NONACOSANE

A straight-chain alkane comprising of 29 carbon atoms.


difenpiramide

A monocarboxylic acid amide obtained by formal condensation of the carboxy group from biphenyl-4-ylacetic acid with the amino group of 2-aminopyridine. Used for treatment of rheumatoid arthritis.


(-)-CATECHINGALLATE

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


CATECHIN GALLATE

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


droxicam

An organic heterotricyclic compound that is 2H,5H-[1,3]oxazino[5,6-c][1,2]benzothiazine-2,4(3H)-dione 6,6-dioxide substituted at positions 3 and 5 by pyridin-2-yl and methyl groups respectively. A prodrug of piroxicam, it is used for the relief of pain and inflammation in musculoskeletal disorders such as rheumatoid arthritis and osteoarthritis.


A polysaccharide derivative composed of a backbone of linear hexasaccharide derivative repeating units consisting of alpha-D-GalNAcAN-(1->4)-alpha-DGalNAcAN-(1->3)-beta-D-QuiNAc-(1->2)-beta-QuiN4Fm-(1->4)-alpha-D-GalNAcAN-(1->4)-alpha-DGalNAcAN connected by beta-(1->4) linkages.


A disaccharide glycosyl group consisting of a 4-deoxy-4-formamido-beta-D-quinovose group linked (1->4) to a 2-acetamido-2-deoxy-alpha-D-galacturonamidyl residue at the reducing end.


firocoxib

An enol ether that is the cyclopropylmethyl ether of 3-hydroxy-5,5-dimethyl-4-[4-(methylsulfonyl)phenyl]furan-2-one. A selective cyclooxygenase 2 inhibitor, it is used in veterinary medicine for the control of pain and inflammation associated with osteoarthritis in horses and dogs.


(+)-trans-epsilon-viniferin

A stilbenoid that is the (+)-trans-stereoisomer of epsilon-viniferin, obtained by cyclodimerisation of trans-resveratrol.


flunixin

A pyridinemonocarboxylic acid that is nicotinic acid substituted at position 2 by a 2-methyl-3-(trifluoromethyl)phenylamino group. A relatively potent non-narcotic, nonsteroidal analgesic with anti-inflammatory, anti-endotoxic and anti-pyretic properties; used in veterinary medicine (usually as the meglumine salt) for treatment of horses, cattle and pigs.


(-)-cis-epsilon-viniferin

A stilbenoid that is the (-)-cis-stereoisomer of epsilon-viniferin, obtained by cyclodimerisation of cis-resveratrol.


A stilbenoid that is the (2S,3R)-trans-stereoisomer of epsilon-viniferin, obtained by cyclodimerisation of trans-resveratrol.


A stilbenoid that is the (2S,3S)-trans-stereoisomer of delta-viniferin, obtained by cyclodimerisation of trans-resveratrol.


(+)-cis-epsilon-viniferin

A stilbenoid that is the (+)-cis-stereoisomer of epsilon-viniferin, obtained by cyclodimerisation of cis-resveratrol.


A stilbenoid that is the (2R,3S)-trans-stereoisomer of epsilon-viniferin, obtained by cyclodimerisation of trans-resveratrol.


A stilbenoid that is the (2R,3S)-cis-stereoisomer of epsilon-viniferin, obtained by cyclodimerisation of cis-resveratrol.


A stilbenoid that is the (2S,3R)-cis-stereoisomer of epsilon-viniferin, obtained by cyclodimerisation of cis-resveratrol.


A stilbenoid that is the (2R,3R)-trans-stereoisomer of delta-viniferin, obtained by cyclodimerisation of trans-resveratrol.


A stilbenoid that is the (2R,3R)-cis-stereoisomer of delta-viniferin, obtained by cyclodimerisation of cis-resveratrol.


A stilbenoid that is the (2S,3S)-cis-stereoisomer of delta-viniferin, obtained by cyclodimerisation of cis-resveratrol.


A hydroxy fatty acid anion that is the conjugate base of (R)-2-hydroxy-alpha-linolenic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A polyunsaturated fatty aldehyde that is heptadecenal having three double bonds located at postions 8, 11 and 14 (the 8Z,11Z,14Z-geoisomer).


An unsaturated fatty acid anion that is the conjugate base of (8Z,11Z,14Z)-heptadecatrienoic acid, arising from deprotonation of the carboxy group.


A monocarboxylic acid anion that is the conjugate base of flunixin, obtained by deprotonation of the carboxy group.


flunoxaprofen

A monocarboxylic acid that is propionic acid substituted at position 2 by a 2-(4-chlorophenyl)-1,3-benzoxazol-5-yl group (the S-enantiomer). Although it was shown to be effective in treatment of rheumatoid arthritis and osteoarthritis, the clinical use of flunoxaprofen was discontinued due to possible hepatotoxic side-effects.


Z-PICEID

A stilbenoid that is cis-resveratrol substituted at position 3 by a beta-D-glucosyl residue.


A stilbenol that is cis-stilbene carrying four hydroxy substituents at positions 3, 5, 3', and 4'.


Z-ASTRINGIN

A stilbenoid that is cis-3,5,3',4'-tetrahydroxystilbene substituted at position 3 by a beta-D-glucosyl residue.


ibufenac

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a 4-isobutylphenyl group. Although it was shown to be effective in treatment of rheumatoid arthritis, the clinical use of ibufenac was discontinued due to hepatotoxic side-effects.


tetracenomycin F2(1-)

A hydroxy monocarboxylic acid anion that is the conjugate base of tetracenomycin F2, obtained by deprotonation of the carboxy group.


ibuproxam

A hydroxamic acid obtained by formal condensation of the carboxy group of ibuprofen with the amino group of hydroxylamine. Used for treatment of pain and inflammation associated with musculoskeletal and joint disorders.


A hydroperoxy fatty acid anion that is the conjugate base of (R)-2-hydroperoxy-alpha-linolenic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


indoprofen

A monocarboxylic acid that is propionic acid in which one of the hydrogens at position 2 is substituted by a 4-(1-oxo-1,3-dihydroisoindol-2-yl)phenyl group. Initially used as an anti-inflammatory and analgesic, it was withdrawn from the market due to causing severe gastrointestinal bleeding. It has been subsequently found to increase production of the survival motor neuron protein.


isoxicam

A monocarboxylic acid amide that is piroxicam in which the pyrid-2-yl group is replaced by a 5-methyl-1,2-oxazol-3-yl group. A non-steroidal anti-inflammatory drug, it was withdrawn from the market in the 1980s following its association with cases of Stevens-Johnson syndrome.


lonazolac

A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a 3-(4-chlorophenyl)-1-phenylpyrazol-4-yl group.


A alpha-D-Glc-(1->2)-alpha-D-Glc-(1->3')-1,2-diacylglycerol in which the glycerol moiety has sn-configuration


A glycerophosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of any 1-alkyl-sn-glycero-3-phosphoethanolamine.


A monocarboxylic acid anion that is the conjugate base of lonazolac, obtained by deprotonation of the carboxy group.


olefinic phospholipid

Any phospholipid that contains an olefinic function.


Any anionic phospholipid in which the phosphatidyl fatty acyl group at position 2 has a methylene group at position 10.


loxoprofen

A monocarboxylic acid that is propionic acid in which one of the hydrogens at position 2 is substituted by a 4-[(2-oxocyclopentyl)methyl]phenyl group. A prodrug that is rapidly converted into its active trans-alcohol metabolite following oral administration.


PALLIDOL

A tetracyclic stilbenoid that is a homodimer obtained by cyclodimerisation of resveratrol.


2-hydroxy fatty acid anion

A hydroxy fatty acid anion obtained by deprotonation of the carboxy group of any 2-hydroxy fatty acid.


(2R)-2-hydroxy fatty acid anion

A 2-hydroxy fatty acid anion obtained by deprotonation of the carboxy group of any (R)-2-hydroxy fatty acid.


An anionic amino-acid residue formed by proton loss from the phospho group of an O-(S-acylpantetheine-4'-phosphoryl)serine residue, the principal form present at pH 7.3.


arachidonoyl bioconjugate

A bioconjugate obtained by coupling of arachidonic acid to another biomolecule (e.g. coenzyme A, an acyl-carrier protein, a phospholipid, an oligosaccharide, a nucleic acid etc.), which for the sake of convenience, is represented by an R group.


(8Z,11Z,14Z)-icosatrienoyl bioconjugate

A bioconjugate obtained by coupling of (8Z,11Z,14Z)-icosatrienoic acid to another biomolecule (e.g. coenzyme A, an acyl-carrier protein, a phospholipid, an oligosaccharide, a nucleic acid etc.), which for the sake of convenience, is represented by an R group.


alpha-linolenoyl bioconjugate

A bioconjugate obtained by coupling of alpha-linolenic acid to another biomolecule (e.g. coenzyme A, an acyl-carrier protein, a phospholipid, an oligosaccharide, a nucleic acid etc.), which for the sake of convenience, is represented by an R group.


stearidonoyl bioconjugate

A bioconjugate obtained by coupling of stearidonic acid to another biomolecule (e.g. coenzyme A, an acyl-carrier protein, a phospholipid, an oligosaccharide, a nucleic acid etc.), which for the sake of convenience, is represented by an R group.


linoleoyl bioconjugate

A bioconjugate obtained by coupling of linoleic acid to another biomolecule (e.g. coenzyme A, an acyl-carrier protein, a phospholipid, an oligosaccharide, a nucleic acid etc.), which for the sake of convenience, is represented by an R group.


gamma-linolenoyl bioconjugate

A bioconjugate obtained by coupling of gamma-linolenic acid to another biomolecule (e.g. coenzyme A, an acyl-carrier protein, a phospholipid, an oligosaccharide, a nucleic acid etc.), which for the sake of convenience, is represented by an R group.


omega-3-arachidonoyl bioconjugate

A bioconjugate obtained by coupling of omega-3-arachidonic acid to another biomolecule (e.g. coenzyme A, an acyl-carrier protein, a phospholipid, an oligosaccharide, a nucleic acid etc.), which for the sake of convenience, is represented by an R group.