The L-glutamide of 5,6,7,8-tetrahydromethanopterin.


dodecenoyl-CoA

A monounsaturated fatty acyl-CoA in which the S-acyl moiety contains 12 carbons and 1 double bond.


N-acetyl-D-mannosamine 6-phosphate

An N-acyl-D-mannosamine 6-phosphate having the N-acyl specified as acetyl.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (8Z,11Z,14Z,17Z,20Z,23Z)-hexacosahexaenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (17Z,20Z,23Z,26Z,29Z)-3-oxodotriacontapentaenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of trans-2-hexacosenoic acid.


A branched oligosaccharide phosphate comprising a D-galactose residue, a D-glucose residue, an N-acetyl-D-glucosamine residue, two L-glycero-D-manno-heptose residues (one of which is phosphoethanolamine-substituted on O-3), with linkages as shown and with a 3-deoxy-D-manno-oct-2-ulosonic acid (2-keto-3-deoxy-D-mannooctanoic acid, Kdo) residue at the reducing end. Corresponds to the lgtA mutant of the core oligosaccharide of Neisseria meningitidis.


diadenosyl polyphosphate

A dinucleotide that consists of two adenosine moieties bridge by a chain of a variable number (from two to six) of phosphate units.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#23.


An inositol phosphomannosylinositol phosphoceramide compound having an inositol 1-phosphoryl group linked to the mannose residue (at the 6-position) and a tetracosanoyl group amide-linked to a C20 phytosphingosine base, with hydroxylation at C-2 of the C24 very-long-chain fatty acid.


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


lipid IVB

A member of the class of lipid As that is lipid IVA in which one of the free OH groups on the two N-hydroxytetradecanoyl groups is carrying a palimitoyl group.


A nine-membered branched glucosamine oligosaccharide made up from five glucose, two Kdo and two glucosamine residues bearing two phospho substituents. Corresponds to a truncated inner core part of Moraxella catarrhalis lipopolysaccharide (LPS).


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxochola-4,22-dien-24-oic acid.


A phosphate-linked oligosaccharide analogue consisting of six 3(4)-O-acetyl-alpha-N-acetyl-D-mannosaminyl residues, joined by (1->6)-phosphodiester linkages. It is a constituent 6-repeating-unit segment of Neisseria meningitidis serogroup A capsular polysaccharide (MenA), the structural diagram of which shows hydroxy groups partly acetylated at either positions 3 or 4, along with parts of phosphodiester linkages which are present at both the reducing and non-reducing ends of the hexasaccharide unit.


A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-hydroxy-3-methylnonanoic acid.


A N-acyltetradecasphingosine-1-phosphoethanolamine in which the acyl group specified is heneicosanoyl.


name: E. coli strain F653 LPS core oligosaccharide 1

description: A branched twelve-membered oligosaccharide phosphate consisting of one galactose residue, three glucose residues, two 3-deoxy-D-manno-oct-2-ulosonic acid residues, three L-glycero-alpha-D-manno-heptose residues and three glucosamine residues, one of which is at the reducing end. The unit constitutes one of the two core oligosaccharide structures of enterobacterial lipopolysaccharide obtained from E. coli strain F653.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 8,9-epoxy-(5Z,11Z,14Z)-icosatrienoic acid.


An acyl-CoA thioester that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxy-3-(methylthio)propanoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,16Z,19Z,22Z,25Z,28Z,31Z)-tetratriacontaheptaenoic acid.


thiamine(1+) triphosphate

A thiamine phosphate that is thiamine(1+) in which the hydroxy group is replaced by a triphosphate group. It is found in low amounts in most vertebrate tissues and can phosphorylate certain proteins.


D-xylose 5-phosphate

A xylose phosphate that is D-xylose carrying a phosphate group at position 5.


C20 sphinganine 1-phosphate

The phosphosphingolipid that is the phosphate ester of C20 sphinganine.


A 2-acetamido-2-deoxy-D-glucopyranose 1-phosphate having alpha-configuration at the anomeric centre.


An acyl-CoA that is the S-(5-hydroxythiophene-2-carbonyl) derivative of coenzyme A.


2'-deoxycytosine 5'-monophosphate

A pyrimidine 2'-deoxyribonucleoside 5'-monophosphate having cytosine as the nucleobase.


dTDP-alpha-D-desosamine

A dTDP-sugar having 3-dimethylamino-3,4,6-trideoxy-alpha-D-glucose (alpha-D-desosamine) as the sugar component.


isopentenyl-UTP

An organic triphosphate formed by condensation between the gamma-phospho group of uridine 5'-triphosphate and isopentenyl alcohol.


AcNADH

A dinucleotide that is NADH with the amide group om the nictotinamide ring replaced with an acetyl group.


inorganic phosphate

Any  phosphate that contains no carbon atom.


N-acyl-D-glucosamine 6-phosphate

An N-acyl-D-glucosamine phosphate having the phosphate group placed at the 6-position.


A 3-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3R,11Z,14Z)-3-hydroxyicosadienoic acid.


A hydroxy fatty-acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-hydroxydodecanoic acid.


PIRIMIPHOS METHYL

An  organic thiophosphate that is O,O-dimethyl O-pyrimidin-4-yl phosphorothioate substituted by a methyl group at position 6 and a diethylamino group at position 2.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,8Z,11Z,14Z,17Z)-icosapentaenoic acid.


linoleoyl-CoA

An octadecadienoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of linoleic acid.


short-chain fatty acyl-CoA

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


An N-acylsphinganine-1-phosphoethanolamine in which the N-acyl group is specified as hexadecanoyl.


uridine bisphosphate

A  ribonucleoside bisphosphate having uracil as the nucleobase.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#28.


3-phosphonooxypyruvic acid

A carboxyalkyl phosphate that is pyruvic acid substituted at position 3 by a 3-phosphonooxy group.


carbovir monophosphate

The organic phosphate that is the 5'-monophosphate of (-)-carbovir.


A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (R)-2-hydroxybutanoic acid


A organic phosphoramidate that is guanosine 5'-monophosphate in which one of the hydroxy groups of the phosphate has been condensed with the side chain amino group of N(alpha)-acetyl-L-lysine methyl ester.


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)].


bis(5'-nucleosidyl) oliogophosphate

A nucleotide in which two nucleosides are joined together through their 5' carbons by a chain of phosphate molecules.


An inositol phosphomannosylinositol phosphoceramide compound having a hexacosanoyl group attached to the ceramide nitrogen.


An NADP obtained by formal reduction of the 1,6-position in the pyridine ring of beta-NADP.


C30 phosphomycoketide

A phospholipid that is the 4,8,12,16,20-pentamethylpentacosyl ester of phosphoric acid.


TRIETHYL PHOSPHATE

A trialkyl phosphate that is the triethy ester derivative of  phosphoric acid.


A ribose bisphosphate that consists of D-ribose having two monophosphate groups at the 2- and 5-positions.


A phosphate-linked oligosaccharide analogue consisting of four 3(4)-O-acetyl-alpha-N-acetyl-D-mannosaminyl residues, joined by (1->6)-phosphodiester linkages. It is a constituent 4-repeating-unit segment of Neisseria meningitidis serogroup A capsular polysaccharide (MenA), the structural diagram of which shows hydroxy groups partly acetylated at either positions 3 or 4, along with parts of phosphodiester linkages which are present at both the reducing and non-reducing ends of the tetrasaccharide unit.


A 2,3-trans-enoyl CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of trans-2-icosenoic acid.


An amino sugar phosphate that is 4-O-(N-acetyl-alpha-D-glucosaminylphospho)-N-acetyl-alpha-D-glucosamine linked glycosidically to a (3-aminopropoxy)(hydroxy)phosphoryl group.


hydroxypolyether phosphate

An organic phosphate in which one of the terminal hydroxy groups of an alpha,alpha-dihydroxypolyether is phosphorylated.


CHLORPYRIFOS-METHYL

An organic thiophosphate that is O,O-dimethyl hydrogen phosphorothioate in which the hydrogen of the hydroxy group has been replaced by a 3,5,6-trichloropyridin-2-yl group.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of cyclohexa-1,4-diene-1-carboxylic acid.


pentanoyl-CoA

A short-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of pentanoic acid.


A GDP-sugar having 3,6-dideoxy-D-galactose as the sugar component.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any alpha,beta-unsaturated fatty acid.


A 3-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3R,13Z)-3-hydroxydocosenoic acid.


A 3-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (R)-3-hydroxydecanoic acid.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxy-3-(3-hydroxy-4-methoxyphenyl)propanoic acid.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any 1,1-dicarboxylic acid.


glucosamine phosphate

A hexosamine phosphate having glucosamine as the amino sugar component.


A 4-coumaroyl-CoA in which the double bond of the coumaroyl group has trans-geochemistry.


A 3-aminobutyryl-CoA having that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of L-3-aminobutanoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3E)-tetradecenoic acid.


A ceramide phosphoethanolamine in which the sphingoid component is specified as sphinganine.


An (S)-3-hydroxyacyl-CoA resulting from the formal condensation of the thiol group of coenzyme A with the 1-carboxy group of (3S)-hydroxyhexadecanedioic acid.


A 3',5'-cyclic purine nucleotide having N(2),N(2)-dimethylguanosine as the nucleobase.


A short-chain, methyl-branched fatty acyl-CoA having 2-methylbutanoyl as the S-acyl group.


D-arabinose 5-phosphate

An  arabinose phosphate that is D-arabinose having a phosphate substituent at position 5.


11,12-saturated fatty acyl-CoA

Any fatty acyl-CoA in which the 11-12 bond of the fatty acyl group is saturated.


(R)-benproperine trihydrogen phosphate

An organoammonium phosphate resulting from the formal reaction of equimolar amounts of (R)-benproperine and phosphoric acid.


A UDP-amino sugar consisting of UDP-D-glucosamine having a (3R)-3-hydroxytetradecanoyl group attached at the 3-position of the glucosamine ring.


cis-diammine[bis(dGMP)]platinum

A cisplatin-modified (di)nucleotide in which cisplatin has formed an adduct with two molecules of dGMP.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of cyclohexa-2,5-diene-1-carboxylic acid.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxy-9-oxo-9,10-seco-23,24-bisnorchola-1,3,5(10)-trien-22-oic acid.


cinnamoyl-CoA

An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of cinnamic acid.


A 3-oxoacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-hydroxy-6-oxocyclohexane-1-carboxylic acid.


CDP-N,N-dimethylethanolamine

A nucleotide-(amino alcohol) that is the N,N-dimethyl derivative of CDP-ethanolamine.


A 3-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (R)-3-hydroxyhexanoic acid.


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


beta-L-Ara4N-lipid A (E. coli)

A beta-L-Ara4N-lipid A that is isolated from E. coli.


A ceramide phosphoinositol compound having a tetracosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 and C-3 of the very-long-chain fatty acid.


A lipid A where the free primary hydroxy group of lipid A has a branched heptasaccharide attached.


A (2'->5')-dinucleotide composed of two adenosine residues with a triphosphate group at the 5' terminus.


crotyl-UTP

An organic triphosphate formed by condensation between the gamma-phospho group of uridine 5'-triphosphate and crotyl alcohol.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z)-3-oxooctadecenoic acid.


tributyl phosphate

A trialkyl phosphate that is the tributyl ester of phosphoric acid.


A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic AMP in which the exocylic amino hydrogens on the purine fragment are replaced by methyl groups.


(R)-4-phosphopantoic acid

A carboxyalkyl phosphate that is the 4-phosphate derivative of (R)-pantoic acid.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxooctadecanoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,11Z,14Z,17Z,20Z)-hexacosapentaenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,11Z,14Z)-icosatrienoic acid.


A purine 2'-deoxyribonucleoside 5'-diphosphate that is the 8-oxo derivative of dADP.


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


name: Glyceraldehyde 3-phosphate diethyl acetal


A phosphosphigolipid that is 15-methylhexadecasphing-4-enine bearing a single phospho substituent at position 1.


A nucleotide-amino acid that is the N(6)-L-threonylcarbamoyl derivative of 2-thioadenine 5'-monophosphate.


phenoxyacetyl-CoA

An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of phenoxyacetic acid.


D-pantetheine 4'-phosphate

Pantetheine 4'-phosphate with D (R) configuration at the 2' position.


diadenosyl diphosphate

A diadenosyl polyphosphate that consists of two adenosinyl moieties bridged by a diphosphate.


(KDO)2-lipid IVA

Lipid IVA glycosylated with two 3-deoxy-D-manno-octulosonic acid (KDO) residues.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (4Z,7Z,10Z,13Z,16Z)-docosapentaenoic acid


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#22.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3beta-hydroxychola-5,22-dien-24-oic acid.


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


A pyridine nucleotide having 3-carboxy-5-(sulfanylcarbonyl)pyridine as the nucleobase.


N-methylanthraniloyl-CoA

An aroyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of N-methylanthranilic acid.


A dTDP-sugar having 4-acetamido-4,6-dideoxy-D-glucose as the sugar component.


TEMEFOS

An organic sulfide that is diphenyl sulfide in which the hydrogen at the para position of each of the phenyl groups has been replaced by a (dimethoxyphosphorothioyl)oxy group.


ceramide phosphoethanolamine (33:1)

A ceramide phosphoethanolamine in which the sphingoid base and acyl group contains a total of 33 carbon atoms and 1 double bond.


A methyl-branched fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 4-methylpentanoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3S,6Z,9Z,12Z,15Z,18Z,21Z)-3-hydroxytetracosahexaenoic acid.


Major microspecies at pH 7.3


An acyl-CoA having trans-dodec-2-enoyl as the S-acyl group.


5-deoxy-alpha-D-ribose 1-phosphate

A 5-deoxyribose phosphate consisting of 5-deoxy-alpha-D-ribose having the phospho group located at the 1-position.


lipid IIA

A lipid A derivative in which the phospho group at the anomeric carbon is esterified with a 4-amino-4-deoxy-beta-L-arabinopyranosyl group.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,5Z)-octadienoic acid


An octadecadienoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,11Z)-octadecadienoic acid.


A ceramide phosphoethanolamine (38:2) in which the acyl and the sphingoid base specified is (15Z)-tetracosenoyl and tetradecasphing-4-enine respectively.


An acyl-CoA thioester that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxopropanoic acid.


An  aminopyrimidine that is pyrimidin-4-amine substituted by a methyl group at position 2 and a diphosphooxymethyl group at position 5.


A disaccharide phosphate corresponding to part of the oligosaccharide repeating unit of Leishmania major promastigote lipophosphoglycan.


heptadecanoyl-CoA

A long-chain  fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of heptadecanoic acid,


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z,12Z)-hexadeca-9,12,15-trienoic acid.


oxidised cardiolipin

An oxidised form of cardiolipin, usually arising from either chemical or enzymic oxidation of any C=C double bonds in the phosphatidyl acyl groups.


A CDP-sugar having 3,6-dideoxy-D-glucose as the sugar component.


A GDP-sugar having 6-deoxy-L-mannose as the sugar component.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3R,13Z)-3-hydroxyicosenoic acid.


A mannosylinositol phosphorylceramide compound having a tetracosanoyl group amide-linked to a C20 phytosphingosine base, with no hydroxylation of the C24 very long chain fatty acid.


A ceramide phosphoinositol compound having a hexacosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 and C-3 of the very-long-chain fatty acid.


A dTDP-sugar having 4-dehydro-beta-L-rhamnose as the sugar component. It is an intermediate in dTDP-rhamnose biosynthesis.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (13Z,16Z,19Z,22Z)-octacosatetraenoic acid.


beta-D-arabinofuranose 5-phosphate

An D-arabinose 5-phosphate that is beta-D-arabinofuranose attached to a phosphate group at position 5.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,7Z,10Z,13Z,16Z,19Z)-docosahexaenoic acid.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z,14Z,17Z)-3-oxoicosatrienoic acid.


The S-(5-hydroxy-2-furoyl) derivative of coenzyme A.


Any nucleoside monophosphate analogue that consists of a nucleoside 3',5'-cyclic phosphate in which the phosphate OH group is replaced by SH.


anthraniloyl-CoA

A member of the class of  benzoyl-CoAs having 2-aminobenzoyl as the S-acyl group.


A 3-oxoacyl-CoA having its S-acyl component derived from 2-oxocyclohexane-1-carboxylic acid.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#29.


feruloyl-CoA

An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of ferulic acid.


A 2-carboxyacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with one of the carboxy groups of 2-carboxylauric acid.


A methyl-branched fatty acyl-CoA obtained from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxoisooctadecanoic acid.


acetyl diphosphate

The ester or anhydride formed by condensation between diphosphoric and acetic acids.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (13Z)-3-oxoicosenoic acid.


A dTDP-6-deoxy-L-talose in which the anomeric centre of the pyranose fragment has beta-configuration.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z,14Z)-3-oxoicosa-11,14-dienoic acid.


abacavir monophosphate

The organic phosphate that is the 5'-monophosphate of abacavir.


beta-L-Ara4N-(KDO)2-lipid IVA

A lipid A comprising lipid IVA glycosylated with two 3-deoxy-D-manno-octulosonic acid (KDO) residues and carrying an additional 4-amino-4-deoxy-beta-L-arabinopyranosyl esterifying group.


dTDP-alpha-D-forosamine

A pyrimidine nucleotide-sugar having thymine as the nucleobase and alpha-D-forosamine as the sugar component.


N-octanoylsphingosine 1-phosphate

An N-acylsphingosine 1-phosphate in which the N-acyl group is specified as octanoyl.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,9Z,12Z,15Z,18Z)-tetracosapentaenoic acid.


acetoacetyl CoA

A 3-oxoacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of acetoacetic acid.


A myo-inositol monophosphate derivative consisting of 1-O-(6-thiohexylphosphono)-D-myo-inositol having an alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->6)-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl residue at the 6-position.


1-deoxy-D-xylulose 5-phosphate

The 5-phospho derivative of 1-deoxy-D-xylulose.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oic acid.


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


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group  of 2-methyl-3-oxopalmitic acid.


A member of the class of furans that is 2-furylmethylamine substituted at position 4 by a phosphooxymethyl group.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3R,15Z,18Z,21Z,24Z,27Z)-3-hydroxytriacontapentaenoic acid.


GDP-D-glycero-alpha-D-manno-heptose

A GDP-sugar in which the sugar component is D-glycero-alpha-D-manno-heptose.


unsaturated fatty acyl-CoA

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


A puromycin 5'-phosphate compound lacking three methyl substituents (two from the exocyclic amino function of the adenine moiety and one from the phenolic function).


A UDP-amino sugar having 3-O-(3-hydroxytetradecanoyl)-N-acetyl-beta-glucosamine as the sugar component.


alpha-linolenoyl-CoA

An octadecatrienoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of alpha-linolenic acid.


A lipid A derivative in which an alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->3)-L-alpha-D-Hep-(1->3)-[beta-D-Glc-(1->4)]-L-alpha-D-Hep6PEtn branched decasaccharide is linked (1->5) to a lipid A component containing four C14 and two C16 fatty acyl chains. Reported as a  proposed lipooligosaccharide outer core structure of Campylobacter jejuni strains (CO016 and GC105) isolated from patients with Guillain-Barre syndrome (GBS) who had anti-GM1b antibodies, but neither anti-GM1 nor anti-GD1a antibodies (PMID:25867522).


TDP-actinospectose

A TDP-sugar having actinospectose as the sugar component.


butanoyl-CoAs

Any short-chain fatty acyl-CoA in which the acyl group specified is butanoyl or its substituted derivative.


A nucleoside 3',5'-cyclic phosphate that is cAMP in which the methine (C-H) group at position 8 on the purine fragment is replaced by nitrogen.


A methyl-branched fatty acyl-CoA obtained from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxoisoheptadecanoic acid.


An inositol phosphomannosylinositol phosphoceramide compound having an inositol 1-phosphoryl group attached to the mannose residue (at the 6-position) and a hexacosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the C18 sphingoid base, and hydroxylation at C-2 and C-3 of the C26 very-long-chain fatty acid.


sodium monofluorophosphate

Sodium fluorophosphate, commonly abbreviated MFP, is an inorganic compound with the chemical formula Na2PO3F. Typical for a salt, MFP is odourless, colourless, and water-soluble. This salt is an ingredient in toothpastes.


dADP

A purine 2'-deoxyribonucleoside 5'-diphosphate having adenine as the nucleobase.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (23Z,26Z,29Z,32Z)-3-oxooctatriacontatetraenoic acid.


malonamoyl-CoA

An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of malonamic acid.


sarcinapterin

A methanopterin derivative in which the methanopterin is modified by amide formation with L-glutamic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3R,8Z,11Z,14Z,17Z,20Z,23Z)-hydroxyhexacosahexaenoic acid.


(E)-cinnamoyl-CoA

The (E)-isomer of cinnamoyl-CoA.


A ceramide phosphoinositol compound having a hexacosanoyl group attached to the ceramide nitrogen and no hydroxylation at C-4 of the long-chain base or at C-2 or C-3 of the very-long-chain fatty acid.


ribonucleoside bisphosphate

A nucleoside bisphosphate where sugar of the nucleoside is ribose.


A 3-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3R,15Z)-3-hydroxytetracosenoic acid.


octacosanoyl-CoA

An ultra-long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of octacosanoic acid (montanic acid).


An oligosaccharide phosphate consisting of a linear chain of beta-D-mannose, N-acetyl-beta-D-glucosamine and N-acetyl-D-glucosamine residues all linked (1->4), to the mannose residue of which are also linked (1->3) and (1->6) respectively a 6-O-phosphono-alpha-D-mannosyl-(1->2)-alpha-D-mannosyl disaccharide unit and an alpha-D-mannosyl-(1->3)-[alpha-D-mannosyl-(1->6)]-alpha-D-mannosyl branched trisaccharide unit.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,15Z,18Z,21Z,24Z)-triacontapentaenoic acid.


A methyl-branched fatty acyl-CoA obtained from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxyisoheptadecanoic acid


A hydroxybutanoyl-CoA having 3-hydroxybutanoyl as the S-acyl component.


pentose phosphate

Any phospho sugar that is the phosphate derivative of pentose.


sn-glycerol 1-phosphate

An optically active glycerol 1-phosphate having (S)-configuration.


A 3-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3R,8Z,11Z,14Z)-3-hydroxyicosatrienoic acid.


NAD(P)(+)

A coenzyme that may be NAD(+) or NADP(+).


A disaccharide phosphate consisting of 2-O-(N-acetyl-beta-D-glucosaminyl)ribitol phosphorylated at O-1 of the ribitol residue; a ligand epitope of Staphylococcus aureus.


12-(phosphonooxy)octadecanoic acid

A carboxyalkyl phosphate that is octadecanoic acid carrying a phosphonooxy substituent at position 12.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (13Z)-3-oxodocosenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (16Z,19Z,22Z,25Z,28Z)-tetratriacontapentaenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3R,9Z,12Z,15Z,18Z,21Z)-3-hydroxytetracosapentaenoic acid.


name: Cytidine 2',3'-cyclic monophosphoric acid


ethyl-ATP

An organic triphosphate formed by condensation between the gamma-phospho group of adenosine 5'-triphosphate and ethanol.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,10Z,13Z,16Z,19Z,22Z,25Z)-octacosaheptaenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (12Z,15Z,18Z,21Z,24Z,27Z)-3-oxotriacontahexaenoic acid.


A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-methylbut-3-enoic acid.


FENITROTHION

An organic thiophosphate that is O,O-dimethyl O-phenyl phosphorothioate substituted by a methyl group at position 3 and a nitro group at position 4.


CDP-sugar

A pyrimidine nucleotide-sugar having CDP as the nucleotide component attached to an unspecified sugar via an anomeric diphosphate linkage.


A dTDP-4-acetamido-4,6-dideoxy-D-galactose in which the anomeric centre of the pyranose fragment has alpha-configuration.


A ceramide phosphoinositol compound having a tetracosanoyl group amide-linked to a C20 phytosphingosine base, with hydroxylation at C-2 and C-3 of the C24 very-long-chain fatty acid.


phospholipid

A lipid containing phosphoric acid as a mono- or di-ester. The term encompasses phosphatidic acids and phosphoglycerides.


A GDP-4-dehydro-L-fucose in which the anomeric centre of the fucose portion has beta-configuration. An intermediate formed during the de novo synthesis of GDP-L-fucose.


3',5'-cyclic UMP

A 3',5'-cyclic pyrimidine nucleotide having uridine as the nucleobase.


alpha-D-ribofuranose 5-phosphate

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


N-acetyl-D-glucosamine 1-phosphate

A N-acyl-D-glucosamine 1-phosphate in which the acyl group specified is acetyl.


nonanoyl-CoA

A medium-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of nonanoic acid.


An inositol phosphomannosylinositol phosphophytoceramide in which the ceramide fragment is specified as N-acylsphinganine.


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


An alanine derivative arising from reductive N-alkylation of L-alanine by pyridoxal-5-phosphate.


alpha-NADH

A nicotinamide dinucleotide that is NADH in which the anomeric centre of the ribosyldihydronicotinamide moiety has alpha- rather than beta-configuration


A 2-enoyl-CoA in which the double bond between positions 2 and 3 of the S-acyl group has cis- geometry; major microspecies at pH 7.3


A ketoaldonic acid phosphate consisting of 3-deoxy-alpha-D-manno-oct-2-ulosonic acid carrying a phospho substituent at position 8.


A 6-phospho-beta-D-glucosyl-(1->4)-D-glucose in which the anomeric centre at the reducing end has beta-configuration.


The (R)-enantiomer of 3-hydroxybutanoyl-CoA.


ethyl-ITP

An organic triphosphate formed by condensation between the gamma-phospho group of inosine 5'-triphosphate and ethanol.


A C-glycosyl compound that is N-[(7,8-dihydropterin-6-yl)methyl]-4-(beta-D-ribofuranosyl)aniline carrying a single monophospate substituent at position 5'.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#12.


guanyl deoxyribonucleotide

A purine 2'-deoxyribonucleotide where the purine is guanine.


alpha-NAD(+)

A nicotinamide dinucleotide that is NAD(+) in which the anomeric centre of the ribosylnicotinamide moiety has alpha- rather than beta-configuration


A CDP-3,6-dideoxy-D-glucose in which the anomeric centre of the pyranose fragment has alpha-configuration.


nucleoside 3',5'-cyclic phosphate

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


An inositol phosphomannosylinositol phosphoceramide compound having an inositol 1-phosphoryl group linked to the mannose residue (at the 6-position) and a tetracosanoyl group amide-linked to a C20 sphinganine base, with no hydroxylation at C-4 of the long-chain base and hydroxylation at C2 of the C24 very-long-chain fatty acid.


Generic name for any derivative of coenzyme A in which the thiol group is in thioester linkage with an acyl group containing a C=C double bond beta to the thioester linkage.


A nucleotide-sugar having ADP as the nucleotide fragment and 2-O-glutaryl-D-ribofuranos-5-yl as the sugar component.


A branched amino tetrasaccharide and oligosaccharide phosphate comprising an N-acetyl-D-glucosamine residue, a D-glucose residue and two L-glycero-D-manno-heptose residues (one of which is phosphoethanolamine-substituted on O-6), with linkages as shown.


An acyl-CoA resulting from the formal condensation of the thiol group of coenzyme A with the 1-carboxy group of trans-2-decenedioic acid.


An amino sugar phosphate that is 4-O-[4-O-(N-acetyl-alpha-D-glucosaminylphospho)-N-acetyl-alpha-D-glucosaminylphospho]-N-acetyl-alpha-D-glucosamine linked glycosidically to a (3-aminopropoxy)(hydroxy)phosphoryl group.


(9E)-12-(phosphonooxy)octadecenoic acid

A carboxyalkyl phosphate that is (9E)-octadecenoic acid carrying a phosphonooxy substituent at position 12.


A dTDP-sugar having 6-deoxy-alpha-D-allose as the sugar portion.


A very long-chain hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (S)-3-hydroxyhexacosanoic acid.


dTDP-N-hydroxy-beta-L-evernosamine

A dTDP-sugar having N-hydroxy-beta-L-evernosamine as the sugar component.


(heptosyl)2-(KDO)2-lipid A

A lipid A derivative having an  L-alpha-D-Hep-(1->3)-L-alpha-D-Hep-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo attached to the free primary hydroxy group of lipid A.


A tetrasaccharide consisting of beta-L-rhamnose having a alpha-L-rhamnosyl-(1->2)-[beta-D-glucosyl-(1->4)]-beta-D-galactosyl moiety attached at the 4-position with an additional 2-glycerylphosphate group attached to the galactosyl residue.


D-ribofuranose 5-phosphate

The furanose form of D-ribose 5-phosphate.


A mannosylated ceramide phosphoinositol compound having a hexacosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the long-chain-base, and hydroxylation at C-2 and C-3 of the very-long-chain fatty acid.


UDP-D-glucuronic acid

A UDP-sugar having D-glucopyranuronic acid as the sugar component.


A pentasaccharide derivative that is a pentasaccharide phosphate epitope from Leishmania major promastigote lipophosphoglycan.


A dicarboxylic acid monoamide obtained by formal condensation of the anilino group of P-(4-aminobenzyl)-N-(4-nitrophenyl)phosphonamidic acid with one of the carboxy groups of glutaric acid.


D-glucosaminic acid 6-phosphate

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


UDP-beta-L-arabinopyranose

A UDP-L-arabinose in which the arabinose has the arabinopyranose form with beta-configuration at the anomeric centre.


A disaccharide phosphate consisting of alpha-D-galactosyl-(1->3)-alpha-D-glucose having a D-ribitol-5-phosphate moiety attached at the 2-position of the galactose via a phosphodiester linkage.


UDP-N-acetyl-D-mannosamine

A UDP-amino sugar having N-acetyl-D-mannosamine as the amino sugar component.


A D-tyrosine derivative that is D-tyrosine phosphorylated at the phenolic hydroxy group.


phosphomannan

A polymannosidic phosphodiester in which one secondary phosphoryl is linked as mannose 6-phosphate and the other as alpha-hemiacetal phosphate.


N-acyl-D-mannosamine 6-phosphate

An N-acyl-D-mannosamine phosphate having the phosphate group placed at the 6-position.


An N-acylsphingosine-1-phosphoethanolamine in which the N-acyl group is specified as hexanoyl.


A trans-3-enoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any trans-3,cis-5-dienoic acid.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3,8-dioxooct-5-enoic acid.


dAp-dAp

A 5'-phospho-(3'->5')-dinucleotide composed from two dAMP residues.


A inositol phosphomannosylinositol phosphoceramide compound having a 2-hydroxyhexacosanoyl group attached to the ceramide nitrogen.


purine nucleotide

Any nucleotide that has a purine nucleobase.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (21Z,24Z,27Z,30Z)-3-oxohexatriacontatetraenoic acid.


An ultra-long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of trans-octacos-2-enoic acid.


alpha-D-ribose 1-phosphate

The 1-phospho derivative of alpha-D-ribose.


name: PHOSPHOAMINOPHOSPHONIC ACID GUANYLATE ESTER

description: A nucleoside triphosphate analogue that is GTP in which the oxygen atom bridging the beta- to the gamma- phosphate is replaced by a nitrogen atom A non-hydrolyzable analog of GTP, it binds tightly to G-protein in the presence of Mg(2+).


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (8Z,11Z,14Z)-3-oxoicosa-8,11,14-trienoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,18Z,21Z,24Z,27Z,30Z,33Z)-hexatriacontaheptaenoic acid.


D-erythritol 1-phosphate

The alditol 1-phosphate that is the 1-O-phospho derivative of erythritol with D configuration.


DIMETHOATE

A monocarboxylic acid amide that is N-methylacetamide in which one of the hydrogens of the methyl group attached to the carbonyl moiety is replaced by a (dimethoxyphosphorothioyl)sulfanediyl group.


A very long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (15Z)-tetracosenoic acid.


A hydroxy fatty-acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-hydroxyisovaleric acid.


5,6-dihydrouridine 5'-monophosphate(2-)

A uridine 5'-phosphate that is the 5,6-dihydro derivative of uridine 5'-monophosphate; major microspecies at pH 7.3


A heptanoic acid having an amino-substituent at the 2-position, hydroxy-substituents at the 4- and 5-positions, an oxo-substituent at the 6-position and a phosphonooxy-substituent at the 7-position.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (20Z,23Z,26Z,29Z,32Z)-octatriacontapentaenoic acid.


amifostine

An organic thiophosphate that is the S-phospho derivative of 2-[(3-aminopropyl)amino]ethanethiol. A prodrug for the free thiol, WR-1065, which is used as a cytoprotectant in cancer chemotherapy and radiotherapy.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#1.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (14Z,17Z,20Z,23Z,26Z,29Z)-3-oxodotriacontahexaenoic acid.


A lipid A derivative that consists of a branched dodecasaccharide made up from four galactose, five glucose, one N-acetylglucosamine and two Kdo (one at the reducing end) units connected to lipid A via an alpha-(2->6)-linkage.


ceramide phosphoethanolamine (39:2)

A ceramide phosphoethanolamine in which the sphingoid base and acyl group contain a total of 39 carbon atoms and 2 double bonds.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#14.


agrocinopine B

A member of the class of agrocinopines that consists of beta-D-fructose and L-arabinose units joined via a phosphodiester linkage between position 4 of fructose and position 2 of arabinose.


A hydroxy fatty-acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-hydroxypalmitic acid.


(R)-lactoyl-CoA

A lactoyl-CoA in which the lactoyl residue has (R)-configuration.


A dTDP-sugar having 3-amino-3,6-dideoxy-alpha-D-galactopyranose (3-amino-3-deoxy-alpha-D-fucopyranose) as the sugar component.


aza fatty acyl-CoA

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


gamma-linolenoyl-CoA

An octadecatrienoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of gamma-linolenic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (6Z,9Z,12Z,15Z,18Z)-3-oxotetracosapentaenoic acid.


An inositol phosphomannosylinositol phosphoceramide compound having an inositol 1-phosphoryl group linked to the mannose residue (at the 6-position) and a hexacosanoyl group amide-linked to a C18 sphinganine base, with no hydroxylation at C-4 of the long-chain base and hydroxylation at C2 of the C26 very-long-chain fatty acid.


ultra-long-chain fatty acyl-CoA

A very long-chain fatty acyl-CoA in which the fatty acyl group has a chain length greater than C27.


D-ribitol 1-phosphate

A ribitol phosphate that is D-ribitol carrying a single monophosphate substituent at position 1.


An amino sugar phosphate that is alpha-D-glucosamine linked glycosidically to a (3-aminopropoxy)(hydroxy)phosphoryl group.


An oligosaccharide phosphate consisting of a linear chain of beta-D-mannose, N-acetyl-beta-D-glucosamine and N-acetyl-D-glucosamine residues all linked (1->4), to the mannose residue of which are also linked (1->3) and (1->6) respectively a 6-O-phosphono-alpha-D-mannosyl-(1->2)-alpha-D-mannosyl disaccharide unit and an alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->3)-[6-O-phosphono-alpha-D-mannosyl-(1->6)]-alpha-D-mannosyl branched tetrasaccharide unit.


purine nucleoside bisphosphate

A nucleoside bisphosphate that has a purine nucleobase.


An oligosaccharide phosphate consisting of a linear chain of beta-D-mannose, N-acetyl-beta-D-glucosamine and N-acetyl-D-glucosamine residues all linked (1->4), to the mannose residue of which are also linked (1->3) and (1->6) respectively a 6-O-phosphono-alpha-D-mannosyl-(1->2)-alpha-D-mannosyl disaccharide unit and an alpha-D-mannosyl-(1->3)-[6-O-phosphono-alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->6)]-alpha-D-mannosyl branched tetrasaccharide unit.


3-hydroxy fatty acyl-CoA

A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any 3-hydroxy fatty acid.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#25.


A ketoaldonic acid phosphate consisting of 3-deoxy-D-manno-oct-2-ulosonic acid having a phospho group at the 4-position.


A phosphate-linked oligosaccharide analogue consisting of three 3(4)-O-acetyl-alpha-N-acetyl-D-mannosaminyl residues, joined by a (1->6)-phosphodiester linkages. It is a constituent 3-repeating-unit segment of Neisseria meningitidis serogroup A capsular polysaccharide (MenA), the structural diagram of which shows hydroxy groups partly acetylated at either positions 3 or 4, along with parts of phosphodiester linkages which are present at both the reducing and non-reducing ends of the trisaccharide unit.


A trans-3-enoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of trans-3-hexenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z,12Z)-pentadecadienoic acid.


purine ribonucleoside bisphosphate

A nucleoside phosphate consisting of a purine base linked to a ribose sugar esterified with one phosphate group attached to each of two different hydroxy groups on the sugar.


palmitoyllipid A

A member of the class of lipid As that is lipid A in which the free OH group on the N-hydroxytetradecanoyl group is carrying a palimitoyl group.


An oxo fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxylic acid group of (9S,13S)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid.


A six-membered oligosaccharide phosphate antigen consisting of four 3-deoxy-D-manno-oct-2-ulose residues and two glucosamine residues (one at the reducing end) in a branched sequence, with two phosphate groups attached.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 12-hydroxy-(5Z,8Z,10E,14Z)-icosatetraenoic acid.


isopalmitoyl-CoA

A methyl-branched fatty acyl-CoA obtained from the formal condensation of the thiol group of coenzyme A with the carboxy group of isopalmitic acid


An (S)-3-hydroxyacyl-CoA resulting from the formal condensation of the thiol group of coenzyme A with the 1-carboxy group of (S)-3-hydroxydodecanedioic acid.


isobutyryl-CoA

A short-chain, methyl-branched fatty acyl-CoA that is the S-isobutyryl derivative of coenzyme A.


A cholestanoyl-CoA formed by thioester linkage between 3alpha,7alpha-dihydroxy-24-oxo-5beta-cholestan-26-oic acid and coenzyme A.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z)-eicosenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxylic acid group of 3-isopropenyl-6-oxoheptanoic acid.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of cyclohex-1-ene-1-carboxylic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (5E)-tetradecenoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z,12Z,15Z,18Z,21Z)-3-oxotetracosapentaenoic acid.


acryloyl-CoA

The S-acryloyl derivative of coenzyme A.


A purine 2'-deoxyribonucleoside 5'-monophosphate in which the purine moiety is 2-hydroxyadenine.


An S-acyl-4'-phosphopantetheine obtained by formal condensation of the thiol group of D-pantetheine 4'-phosphate with the carboxy group of dodecanoic acid.


carbovir diphosphate

The organic diphosphate that is the 5'-diphosphate of (-)-carbovir.


name: 2-ammonioethyl (2R)-2,3-dihydroxypropyl phosphate zwitterion

description: Major species at pH 7.3.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (10Z,13Z,16Z,19Z)-3-oxodocosatetraenoic acid.


NAADP

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


A 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA in which the carbon at position 25 of the steroidal side chain has S configuration.


An amino hexasaccharide epitope consisting of three 3-deoxy-D-manno-oct-2-ulose residues and two N-acetylglucosamine residues (one at the reducing end) in a branched sequence, with one phosphate group attached.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of cyclohexane-1-carboxylic acid.


A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-methyldodecanoic acid.


An oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxylic acid group of 3-oxohexanoic acid.


N-acetyl-D-galactosamine 6-phosphate

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


A nucleotide-amino acid that is the N(6)-L-threonylcarbamoyl derivative of adenine 5'-monophosphate.


cis-diammine[d(pApG)]platinum

A cisplatin-modified (di)nucleotide in which cisplatin has formed an adduct with one molecule of d(pApG), coordinated to platinum through the adenine and guanine N(7) atoms.


lipid X

An N-acyl-D-glucosamine 1-phosphate where the N-acyl group is (R)-3-hydroxytetradecanoyl and carrying an additional (R)-3-hydroxytetradecanoyl group at the 3-position.


A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 15-hydroxypentadecanoic acid.


inositol phosphophytoceramide

An inositol phosphoceramide in which a D-myo-inositol residue is linked via a phosphodiester bridge to any phytoceramide moiety; major species at pH 7.3.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of bkos#9.


A very long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E)-tricosenoic acid.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxycyclohexa-1,5-diene-1-carboxylic acid.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z,12Z)-3-oxolinoleic acid.


A disaccharide phosphate consisting of a 6-O-phosphono-alpha-D-mannopyranose residue and an alpha-D-mannopyranose residue joined in sequence by a (1->3) glycosidic bond.


A disaccharide phosphate consisting of a 6-O-phosphono-alpha-D-mannopyranose residue and a alpha-D-mannopyranose residue joined in sequence by a (1->2) glycosidic bond.


perfluorooctyl phosphate

A monoalkyl phosphate that is 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctan-1-ol in which the hydroxyl hydrogen is substituted by a phosphate group.


dTDP-beta-L-rhodosamine

A dTDP-sugar having beta-L-rhodosamine as the sugar component.


2-deoxyribose 5-triphosphate

A 2-deoxyribose triphosphate in which the triphosphate group is located at position 5.


A mannosylinositol phosphorylceramide compound having a hexacosanoyl group amide-linked to a C18 sphinganine base, with no hydroxylation at C-4 of the long-chain base or on the C26 very-long-chain fatty acid.


A dTDP-sugar having 6-deoxy-alpha-D-galact-3-ulose (3-dehydro-6-deoxy-alpha-D-xylo-hexose) as the sugar component.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (10Z,13Z,16Z,19Z)-docosatetraenoic acid.


A tetrasaccharide derivative that is the tetrasaccharide phosphate corresponding to the oligosaccharide repeating unit of Leishmania major promastigote lipophosphoglycan.


A phosphate-linked oligosaccharide analogue consisting of three N-acetyl-alpha-D-mannosamine units joined by (1->6)-phosphodiester linkages.


ethyl-GTP

An organic triphosphate formed by condensation between the gamma-phospho group of guanosine 5'-triphosphate and ethanol.


chlorobenzoyl-CoA

A member of the class of  benzoyl-CoAs in which the acyl group specified is chlorobenzoyl.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (18Z,21Z,24Z,27Z,30Z,33Z)-hexatriacontahexaenoic acid.


C32 phosphomycoketide

A phospholipid that is the 4,8,12,16,20-pentamethylheptacosyl ester of phosphoric acid.


3-dehydro-L-erythrose 4-phosphate

The ketoaldose phosphate that is the 4-phosphate of 3-dehydro-L-erythrose.


allocholoyl-CoA

A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of allocholic acid.


An amino octasaccharide made up from one alpha-D-glucose residue, three L-alpha-D-Hep residues (one of which is monophosphorylated), two alpha-Kdo residues and two monophosphorylated alpha-D-glucosamine residues (one of which is at the reducing end).


A ribose monophosphate having the phosphate group at the 5-position and an amino group in place of hydroxy at the anomeric centre.


diadenosyl pentaphosphate

A diadenosyl polyphosphate that consists of two adenosinyl moieties bridged by a pentaphosphate.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (15Z,18Z,21Z,24Z)-3-oxotriacontatetraenoic acid.


1-alkyl-sn-glycerol 3-phosphate

An alkyl-sn-glycerol 3-phosphate in which the alkyl group is at position 1 of the sn-glycerol.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#13.


ceramide phosphoethanolamine (35:1)

A ceramide phosphoethanolamine in which the sphingoid base and acyl group contains a total of 35 carbon atoms and 1 double bond.


An acyl-CoA resulting from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-[(3aS,4S,5R,7aS)-5-hydroxy-7a-methyl-1-oxo-octahydroinden-4-yl]propanoic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,4E,8Z,11Z,14Z)-icosapentaenoic acid.


A ribose 5-triphosphate compound having a 2,5-diamino-6-oxo-1,6-dihydropyrimidin-4-ylamino substituent at the 1-position.


dTDP-beta-L-daunosamine

A dTDP-sugar having beta-L-daunosamine as the sugar component.


prenyl phosphate

A prenol phosphate consisting of a single prenol unit attached to monophosphate


A nucleoside 3',5'-cyclic phosphorothioate having 8-bromoadenine as the nucleobase (the Sp-stereoisomer).


N-methylethanolamine phosphate

The O-phospho derivative of N-methylethanolamine.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,11Z,14Z,17Z,20Z,23Z)-hexacosahexaenoic acid.


stearoyl-CoA

A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of stearic acid.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#24.


URACIL DIPHOSPHATE GLUCOSAMINE

A UDP-amino sugar having alpha-D-glucosamine as the amino-sugar component.


tris(2-chloroethyl) phosphate

A trialkyl phosphate that is the tris(2-chloroethyl) ester of phosphoric acid.


A ceramide phosphoinositol compound having a hexacosanoyl group amide-linked to a C20 phytosphingosine base, with hydroxylation at C-2 of the very-long-chain fatty acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,17Z,20Z,23Z,26Z)-dotriacontapentaenoic acid.


(KDO)2-(palmitoleoyl-myristoyl)-lipid A

A lipid A derivative, comprising lipid A glycosylated with two 3-deoxy-D-manno-octulosonic acid (KDO) residues and having the dodecanoyl group replaced by palmitoleoyl.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any 2,3-trans-enoic acid.


A  fluorobenzoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 4-fluorobenzoic acid.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#34.


[hydroxy(phenyl)methyl]succinyl-CoA

A hydroxyacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of [hydroxy(phenyl)methyl]succinic acid.


lactoyl-CoA

An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of lactic acid.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3E)-nonenoic acid.


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


A UDP-amino sugar having 2-acetamido-4-amino-2,4,6-trideoxy-D-glucose as the sugar component.


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.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-methylbut-2-enoic acid.


A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (S)-3-hydroxyoctanoic acid.


3-phospho-D-erythronic acid

A phosphoerythronic acid that consists of D-erythronic acid bearing an O-phospho substituent at position 3.


A long-chain (3S)-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3S,5Z)-3-hydroxytetradec-5-enoic acid.


A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-hydroxy-3-methylundecanoic acid.


An oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxylic acid group of 3-oxolauroic acid.


A UDP-amino sugar that is UDP-N-acetyl-D-glucosamine having an beta-D-galactose-1-phospho moiety attached at position 6.


N-oleoylsphingosine 1-phosphate

An N-acylsphingosine 1-phosphate in which the N-acyl group is specified as oleoyl.


N-acetylsphingosine 1-phosphate

A N-acylsphingosine 1-phosphate in which the N-acyl group is specified as acetyl.


A mannosylinositol phosphorylceramide having an acyl group attached to the ceramide nitrogen and hydroxylation at C4 of the C20 sphingoid base.


UDP-N,N'-diacetylbacillosamine

A UDP-amino sugar having 2,4-diacetamido-2,4,6-trideoxy-alpha-D-glucopyranose as the amino sugar component.


A cholestanoyl-CoA formed by thioester linkage between 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic acid and coenzyme A.


PYRAZOPHOS

A member of the class of pyrazolopyrimidines that is the ethyl ester of 2-[(diethoxyphosphorothioyl)oxy]-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid. A profungicide (by hydrolysis of the thionophosphate group to afford the corresponding 2-hydroxypyrazolopyrimidine fungicide), it is used to control Erysiphe, Helminthosporium and Rhynchospium in cereals.


A carboxyalkyl phosphate that is octadecanoic acid carrying phosphonooxy and hydroxy substituents at positions 9 and 10 respectively.


(beta-L-Ara4N)2-(KDO)2-lipid A

A lipid A derivative comprising lipid A glycosylated with two 3-deoxy-D-manno-octulosonic acid (KDO) residues and carrying two additional 4-amino-4-deoxy-beta-L-arabinopyranosyl esterifying groups.


IPROBENFOS

An organic thiophosphate that is the S-benzyl O,O-diisopropyl ester of phosphorothioic acid. Used as a rice fungicide to control leaf and ear blast, stem rot and sheath blight.


methanopterin

A member of the class of methanopterins obtained by formal dehydrogenation at positions 5, 6, 7 and 8 of tetrahydromethanopterin. The parent of the class of methanopterins


A 3-hydroxyacyl-CoA having (1-hydroxycyclohexyl)acetyl as the S-acyl group.


Major microspecies at pH 7.3.


vinylacetyl-CoA

The S-vinylacetyl derivative of coenzyme A.


cis-geranoyl-CoA

The S-geranoyl derivative of coenzyme A.


C20 phytosphingosine 1-phosphate

A phosphosphingolipid that is C20 phytosphingosine bearing a phospho group at position 1.


pentadecanoyl-CoA

A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of pentadecanoic acid.


beta-alanyl-CoA

An acyl-CoA that is the S-(beta-alanyl) derivative of coenzyme A.


A tetrasaccharide derivative with a dimeric structure in which two 2-O-[N-acetyl-alpha-D-glucosaminyl-(1->3)-N-acetyl-alpha-D-glucosaminyl]-D-glyceric acid units are linked via a phosphodiester bridge, the reducing-end GlcNAc residue also being connected at O-6 to a 5-aminopentyl linker via a further phosphodiester linkage.


bisperfluorodecyl phosphate

A dialkyl phosphate in which the alkyl group specified is perfluorodecyl.


isovaleryl-CoA

A  methylbutanoyl-CoA is the S-isovaleryl derivative of coenzyme A.


alanyl poly(glycerol phosphate)s

A poly(glycerol phosphate) having an alanyl group attached to the hydroxy function of the repeating unit.


3',5'-cyclic dTMP

A 3',5'-cyclic pyrimidine nucleotide derived from thymidine monophosphate.


2'-deoxyribonucleoside 5'-monophosphate

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


choloyl-CoA

A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of cholic acid.


sofosbuvir

A nucleotide conjugate that is used in combination with ledipasvir (under the trade name Harvoni) for the treatment of chronic hepatitis C genotype 1 infection.


An optically active form of 2-amino-3-oxo-4-(phosphonooxy)butanoic acid having (2S)-configuration.


A pyrimidine 2'-deoxyribonucleoside 5'-monophosphate having beta-D-glucopyranosyloxymethyluracil (base J) as the nucleobase


An alk-2-enoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 4-methylpent-2-enoic acid.


N,N-dimethylethanolamine phosphate

The N,N-dimethyl derivative of ethanolamine phosphate.


diadenosyl triphosphate

A diadenosyl polyphosphate that consists of two adenosinyl moieties bridged by a triphosphate.


A nicotinamide dinucleotide comprising NADH having an (S)-2-propylisonicotinoyl group at the 4-position on the dihydronicotinamide ring.


Delta(11)-fatty acyl-CoA

An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any Delta(11)-fatty acid.


The product from the formal condensation of the alcohol group of L-lactic acid with the terminal phosphate group of guanosine 5'-diphosphate.


A myo-inositol monophosphate derivative consisting of 1-O-(6-thiohexylphosphono)-D-myo-inositol having an alpha-D-mannosyl-(1->2)-6-O-(2-aminoethylphosphono)-alpha-D-mannosyl-(1->2)-alpha-D-mannosyl-(1->6)-alpha-D-mannosyl-(1->4)-alpha-D-glucosaminyl residue at the 6-position.


chenodeoxycholoyl-CoA

A choloyl-CoA formed by thioester linkage between chenodeoxycholic acid and coenzyme A.


acyl-CoA

A thioester that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any carboxylic acid.


hydroxybutanoyl-CoA

Any member of the class of  butanoyl-CoAs having hydroxybutanoyl as the acyl substituent.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#17.


A ceramide phosphoethanolamine (33:1) in which the sphingoid and acyl components are pentadecasphing-4-enine and octadecanoyl respectively.


monounsaturated fatty acyl-CoA

Any unsaturated fatty acyl-CoA in which the fatty acyl chain contains one carbon-carbon double bond.


A glucosylglycerol phosphate consisting of sn-glycerol 3-phosphate having an alpha-D-glucosyl residue attached at position 2.


UDP-N-acetylmuramoyl-L-alanyl-gamma-D-glutamyl-L-lysyl-D-alanyl-D-alaninate(3-) in which the anomeric centre of the pyranose fragment has alpha-configuration.


A phosphate-linked oligosaccharide analogue consisting of seven 3(4)-O-acetyl-alpha-N-acetyl-D-mannosaminyl residues, joined by (1->6)-phosphodiester linkages. It is a constituent 7-repeating-unit segment of Neisseria meningitidis serogroup A capsular polysaccharide (MenA), the structural diagram of which shows hydroxy groups partly acetylated at either positions 3 or 4, along with parts of phosphodiester linkages which are present at both the reducing and non-reducing ends of the heptaasaccharide unit.


A dTDP-sugar having 5,5-di-C-methyl-beta-L-lyxose as the sugar component.


PHOSPHOGLYCOLIC ACID

The O-phospho derivative of glycolic acid.


A twelve-membered branched glucosamine oligosaccharide made up from three alpha-D-glucose residues, one alpha-D-glucosamine residue, one alpha-D-galactose residue, three L-alpha-D-Hep residues (two of which are monophosphorylated), two alpha-Kdo residues and two monophosphorylated alpha-D-glucosamine residues (one of which is at the reducing end). Corresponds to the dodecasaccharide of E. coli R2 lipopolysaccharide (LPS).


A mono-unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any 2-methylpentadecenoic acid.


The 4-amino-4,6-dideoxy analogue of dTDP-D-galactose.


A dTDP-4-acetamido-4,6-dideoxy-D-glucose in which the anomeric centre of the pyranose fragment has alpha-configuration.


nonadecanoyl-CoA

A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of pentadecanoic acid.


UDP-L-arabinose

A UDP-sugar having L-arabinose as the sugar component.


baeocystin

A tryptamine alkaloid that is N-methyltryptamine carrying an additional phosphoryloxy substituent at position 4.


A CMP-sugar having 3-deoxy-alpha-D-manno-octulosonic acid as the sugar component.


An octadecatrienoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,9Z,12Z)-octadecatrienoic acid.


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


An acyl-CoA resulting from the formal condensation of the thiol group of coenzyme A with the 1-carboxy group of 3-oxotetradecanedioic acid.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (7Z)-3-oxohexadecenoic acid.


The S-(3-oxopalmitoyl) derivative of coenzyme A.


A pyridine nucleotide having 3,5-dicarboxypyridine as the nucleobase.


A purine 2'-deoxyribonucleoside 5'-diphosphate that is the 8-oxo derivative of dADP.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z,14Z,17Z,20Z)-hexacosatetraenoic acid.


UDP-N-acetyl-D-galactosamine

A UDP-sugar having N-acetyl-D-galactosamine as the sugar component.


flavanonol

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


PYRIDOXINE HYDROCHLORIDE

The hydrochloride salt of pyridoxine.


eprazinone hydrochloride

A hydrochloride obtained by combining eprazinone with two molar equivalents of hydrochloric acid.


A hydrochloride obtained by reaction of 2-amino-3-(2-oxo-2,3-dihydro-1H-indol-3-yl)propanoic acid with one equivalent of hydrochloric acid.


A member of the class of quinolones that is the amide obtained from formal condensation of the carboxy group of 1-allyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid with the amino group of 2-amino-3-ethyl-1,3,4-thiadizole.


pyrazole

A  monocyclic heteroarene that is a five-membered organic heterocycle containing two nitrogen atoms at positions 1 and 2.


pyrazolone

A member of the class of pyrazoles in which one of the carbons of the pyrazole ring is substituted by an oxo group.


(S)-penthiopyrad

A 1-methyl-N-[2-(4-methylpentan-2-yl)-3-thienyl]-3-(trifluoromethyl)pyrazole-4-carboxamide that is the (S)-enantiomer of penthiopyrad.


betazole dihydrochloride

The dihydrochloride salt of betazole.


(R)-penthiopyrad

A 1-methyl-N-[2-(4-methylpentan-2-yl)-3-thienyl]-3-(trifluoromethyl)pyrazole-4-carboxamide that is the (R)-enantiomer of penthiopyrad.


sodium chlorate

An inorganic sodium salt that has chlorate as the counter-ion. An oxidising agent, it is used for bleaching paper and as a herbicide. It is also used in the manufacture of dyes, explosives and matches.


Nutlin

Nutlins (for Nutley inhibitors) are a family of cis-imidazoline analogues. They are MDM2 antagonists and are named after the location (Nutley) in which they were developed.


THIOPHENE

Compounds containing at least one thiophene ring.


ROTOXAMINE

The (R)- (inactive) enantiomer of carbinoxamine.


ribonucleoside

Any nucleoside where the sugar component is D-ribose.


pyranone

Any of a class of cyclic chemical compounds that contain an unsaturated six-membered ring with one ring oxygen atom and an oxo substituent.


tetrahydrofuranone

Any oxolane having an oxo- substituent at any position on the tetrahydrofuran ring.


methylpyridines

Any member of the class of pyridines that carries at least one methyl substituent.


solanapyrone

Mycotoxins produced by causal fungi of potato early blight Alternaria solani and chick pea blight Ascochyta rabiei.


pyrroline

Any organic heteromonocyclic compound with a structure based on a dihydropyrrole.


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


pyrimidine 5'-deoxyribonucleoside

A pyrimidine deoxyribonucleoside that is a pyrimidine ribonucleoside in which the hydroxy group at the 5' position is replaced by a hydrogen.


thiamine(1+) carboxylic acid

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


cPTIO

A mmeber of the class of imidazolines and organic radical that is 4,4,5,5-tetramethyl-3-oxo-4,5-dihydro-1H-3lambda(5)-imidazol-1-yl]oxidanyl substituted at position 2 by a 4-carboxyphenyl group.


pyrrolidines

Any of a class of heterocyclic amines having a saturated five-membered ring.


(R)-paliperidone

A 3-{2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl}-9-hydroxy-2-methyl-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-4-one that is the (R)-enantiomer of paliperidone.


pyrimidinecarboxylic acid

Any pyrimidine that bears one or more carboxylic acid substituents.


monohydroxypyridine

A hydroxypyridine carrying a single hydroxy substituent.


(S)-eliprodil

The S-enantiomer of eliprodil.


oxanes

Any organic heteromonocyclic compoundthat is oxane or its substituted derivatives.


oxolanes

Any oxacycle having an oxolane (tetrahydrofuran) skeleton.


ROTOXAMINE

The (S)- (active) enantiomer of carbinoxamine.


nitenpyram

A C-nitro compound consisting of 2-nitroethene-1,1-diamine where one of the nitrogens bears ethyl and (6-chloro-3-pyridinyl)methyl while the other nitrogen carries a methyl group.


(S)-ranolazine

An N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetamide that is the (S)-enantiomer of ranolazine (the racemate is a drug used for treatment of chronic angina).


(S)-lipoic acid

The (S)-enantiomer of lipoic acid. Not found in nature, it may exert detrimental effects on biosystems.


aminopyridine

Compounds containing a pyridine skeleton substituted by one or more amine groups.


(S)-paliperidone

A 3-{2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl}-9-hydroxy-2-methyl-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-4-one that is the (S)-enantiomer of paliperidone.


azetidinecarboxylic acid

A member of the class of  azetidines that is azetidine substituted by at least one carboxy group at unspecified position.


MONOPHOSPHOTHIAMINE

An organic chloride salt of thiamine(1+) monophosphate.


piperidinemonocarboxylic acid

Any member of the class of piperidines in which one of the carbons of the piperidine ring is substituted by a carboxy group.


nucleoside

An N-glycosyl compound that has both a nucleobase, normally adenine, guanine, xanthine, thymine, cytosine or uracil, and either a ribose or deoxyribose as functional parents.


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


cyanopyridine

Any pyridine carrying at least one cyano substituent.


CETYLPYRIDINIUM BROMIDE

A pyridinium salt that has N-hexadecylpyridinium as the cation and bromide as the anion.


pyridines

Any organonitrogen heterocyclic compound based on a pyridine skeleton and its substituted derivatives.


adenosines

Any purine ribonucleoside that is a derivative of adenosine.


pyrimidine deoxyribonucleoside

A deoxyribonucleoside containing a pyrimidine base.


(S)-DOXAPRAM

The (S)-enantiomer of doxapram.


(R)-fenarimol

A (2-chlorophenyl)(4-chlorophenyl)pyrimidin-5-ylmethanol that has R configuration.


diaminopyridine

Compounds containing a pyridine skeleton substituted by two amino groups.


A ketoxime that is the oxime of indan-1-one in which the hydrogen at position 5 has been replaced by an imidazol-5-yl group which has itself been substituted at positions 2 and 4 by p-[2-(dimethylamino)ethoxy]phenyl and pyridin-4-yl groups, respectively.


pyrimidine nucleobase

A nucleobase whose skeleton is derived from pyrimidine.


diazoline

A five-membered organic heteromonocyclic compound containing two nitrogen atoms and a double bond.


aminonicotinic acid

An aromatic amino acid that is nicotinic acid in which one of the hydrogens attached to the pyridine ring is replaced by an amino group. A 'closed class'.


purine ribonucleoside

A ribonucleoside that has a purine moiety as the nucleobase (the R group in the illustration).


(R)-toloxatone

The (R)-enantiomer of toloxatone.


AMPK activator PT 1

A member of the class of furans that in which the furan ring is substituted by a (2-amino-4-oxo-1,3-thiazol-5(4H)-ylidene)methyl group at position 2 and a 4,5-dimethyl-2-nitrophenyl group at position 5, and i which the amino substituent of the thiazolone has been substituted by a 3-carboxy-4-chlorophenyl group. It is a direct activator of the alpha-subunit of AMP-activated protein kinase (5' adenosine monophosphate-activated protein kinase, AMPK).


(R)-omeprazole

A 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole that has R configuration at the sulfur atom.


aminopyrimidine

A member of the class of  pyrimidines that is pyrimidine substituted by at least one amino group and its derivatives.


STREPTONIGRIN

Complex cytotoxic antibiotic obtained from Streptomyces flocculus or S. rufochronmogenus. It is used in advanced carcinoma and causes leukopenia.


pyrazinone

Any pyrazine carrying one or more oxo substituents.


pyrimidone

A pyrimidine carrying one or more oxo substituents.


pyrimidines

Any compound having a pyrimidine as part of its structure.


HYDROCHLORTHIAZIDE

An azole in which the five-membered heterocyclic aromatic skeleton contains a N atom and one S atom.


isoxazolidinone

An oxazolidinone in which the N and O atoms are adjacent.


imidazoline

An imidazoline compound having the double bond at the 2-position.


purine 2'-deoxyribonucleoside

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


Any pyridone that is pyridin-4-one or its derivatives by substitution of one of more of the hydrogens.


nitrofuran antibiotic

A member of the class of furans in which the furan ring is substituted by a nitro group and which also has significant antibiotic properties.


(R)-idazoxan

An idazoxan that has R configuration.


pyrimidine antifungal agent

A member of the class of pyrimidines that has significant antifungal properties.


hydroxypyridone antifungal drug

Any pyridone which is substituted on the nitrogen by a hydroxy group and which has been used as an antifungal drug.


pyridoxamine hydrochloride

A hydrochloride obtained by combining pyridoxamine with one molar equivalent of hydrochloric acid. Used for treatment of diabetic nephropathy.


fominoben

Any compound containing morpholine as part of its structure.


chloropyridine

Compounds containing a pyridine nucleus substituted with one or more chlorine atoms.


pyridinemonocarboxylic acid

A monocarboxylic acid in which the carboxy group is attached to a pyridine (or substituted pyridine) ring.


furans

Compounds containing at least one furan ring.


pyridoxal hydrochloride

A hydrochloride obtained by combining pyridoxal with one molar equivalent of hydrochloric acid.


guanosines

Any purine ribonucleoside that is a derivative of guanosine.


thiamine(1+) aldehyde

A heteroarenecarbaldehyde that is thiamine(1+) in which the 2-hydroxyethyl group has been replaced by a 2-oxoethyl group.


A methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate in which the 4-position has (S)-configuration.


(R)-DOXAPRAM

The (R)-enantiomer of doxapram.


DISTIGMINE BROMIDE

An organic bromide salt of distigmine. It is an anticholinesterase drug used for the treatment of myasthenia gravis and postoperative urinary retention.


hydroxymethylpyridine

Any member of the class of  pyridines carrying a hydroxymethyl substituent at unspecified position.


pyridoxine

A hydroxymethylpyridine with hydroxymethyl groups at positions 4 and 5, a hydroxy group at position 3 and a methyl group at position 2. The 4-methanol form of vitamin B6, it is converted intoto pyridoxal phosphate which is a coenzyme for synthesis of amino acids, neurotransmitters, sphingolipids and aminolevulinic acid.


purine deoxyribonucleoside

A deoxyribonucleoside containing a purine base.


thiamine hydrochloride dihydrate

A hydrate that is the dihydrate form of thiamine hydrochloride.


hydroxypyridine

Any member of the class of pyridines with at least one hydroxy substituent.


A hydroxypiperidine that has three hydroxy groups located at positions 3, 4 and 5 as well as a hydroxymethyl substituent at position 2.


THIAMINE HYDROCHLORIDE

A hydrochloride obtained by combining thiamine chloride with one molar equivalent of hydrochloric acid.


dihydrofuran

Compounds containing a mono-unsaturated furan ring skeleton.


A pyrrolidinone in which the oxo group is at position 2 of the pyrrolidine ring.


A hydrochloride obtained by combining the free base of GS4012 with one molar equivalent of hydrochloric acid.


A member of the class of indazoles that is 1H-indazole that is substituted at position 3 by a 6-(cis-2,6-dimethylmorpholin-4-yl)pyrimidin-4-yl group and at position 5 by a (1-methylcyclopropoxy)group. It is an inhibitor of leucine-rich repeat kinase 2 (LRRK2).


(S)-toloxatone

The (S)-enantiomer of toloxatone.


(R)-ranolazine

An N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetamide that is the (R)-enantiomer of ranolazine (the racemate is a drug used for treatment of chronic angina).


(S)-tosufloxacin

A 7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid that is the (S)-enantiomer of tosufloxacin.


A methyl phenyl(piperidin-2-yl)acetate that has S configuration alpha to the carbonyl group and R configuration at the stereocentre bearing the nitrogen.


purines D-ribonucleoside

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


A member of the class of oxazolidines that is isoxazoldin-3-one which is substituted at position 4 by an amino group.


amprolium

An organic chloride salt having 1-[(4-amino-2-propylpyrimidin-5-yl)methyl]-2-methylpyridin-1-ium as the counterion. Used for prevention of coccidiosis in poultry and cattle.


A pyridinium salt that is 1-(4-amino-2-methylpyrimidin-5-ylmethyl)-3-(2-hydroxyethyl)-2-methylpyridinium having bromide as the counterion.


PIPECOLIC ACID

A piperidinemonocarboxylic acid in which the carboxy group is located at position C-2.


furoic acid

A monocarboxylic acid that consists of a furan ring having a single carboxylic acid group on any ring position and derivatives thereof.


indazapyroxamet

A member of the class of indazoles that is 2H-indazole substituted by pyridin-3-yl and N-(1-methylcyclopropyl)aminoacyl groups at positions 2 and 4, respectively. It is an insecticide developed by FMC Corp.


diazines

Any organic heterocyclic compound containing a benzene ring in which two of the C-H fragments have been replaced by isolobal nitrogens (the diazine parent structure).


prolinols

The class of all compounds which contain a prolinol skeleton.


thiadiazolidine

A organic heteromonocyclic compound that consists of a cylcopentane ring in which two carbon atoms are replaced by a sulfur and nitrogen atom respectively.


2-(chloromethyl)pyridine hydrochloride

A hydrochloride obtained by combining 2-(chloromethyl)pyridine with one molar equivalent of hydrochloric acid.


BIPERIDEN HYDROCHLORIDE

The hydrochloride salt of biperiden. A muscarinic antagonist affecting both the central and peripheral nervous systems, it is used in the treatment of all forms of Parkinson's disease.


methylguanosine

Any guanosine carrying one or more methyl substituents.


(R)-timolol

The (R)-(+) (less active) enantiomer of timolol.


purines 2'-deoxy-D-ribonucleoside

A purine derivative attached to a beta-D-2'-deoxy-ribofuranosyl residue at position 9 via a glycosidic (N-glycosyl) linkage.


barbiturates

Members of the class of pyrimidones consisting of pyrimidine-2,4,6(1H,3H,5H)-trione (barbituric acid) and its derivatives. Largest group of the synthetic sedative/hypnotics, sharing a characteristic six-membered ring structure.


pyridoxamine dihydrochloride

A hydrochloride obtained by combining pyridoxamine with two molar equivalents of hydrochloric acid. Used for treatment of diabetic nephropathy.


pyridinedicarboxylic acid

Any member of the class of  pyridines carrying two carboxy groups.


(R)-eliprodil

The R-enantiomer of eliprodil.


(R)-amlodipine

The (4R)-enantiomer of amlodipine.


(R)-tosufloxacin

A 7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid that is the (R)-enantiomer of tosufloxacin.


monochloropyridine

A chloropyridine in which only one chlorine is attached to the pyridine ring.


monomethylxanthine

A methylxanthine carrying a single methyl substituent at any position.


A monomethylxanthine having the methyl group located at the 1-position. It is a metabolite of caffeine in humans.


(2E)-2-aminobut-2-enoic acid zwitterion

Major species at pH 7.3


The monohydrochloride salt of dextrobupivacaine.


N-alkylglycine

Any glycine derivative in which glycine is substituted at position 2 by an alkyl group.


N-methylglycines

An N-alkylglycine that is sarcosine and derivatives of sarcosine arising by replacement of the hydrogen attached to the nitrogen by a hydrocarbyl group.


organic oxo compound

Organic compounds containing an oxygen atom, =O, doubly bonded to carbon or another element.


beta-amino acid

A non-proteinogenic amino acid in which the amino group is located on the carbon atom at the position beta to the carboxy group.


mandelic acid

A 2-hydroxy monocarboxylic acid that is acetic acid in which two of the methyl hydrogens are substituted by phenyl and hydroxyl groups.


(R)-malic acid

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


A 4-(carboxymethyl)phenylalanine that has D-configuration.


elvitegravir

A quinolinemonocarboxylic acid that is 7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid substited at position 1 by a 1-hydroxy-3-methylbutan-2-yl group and at position 6 by a 3-chloro-2-fluorobenzyl group (the S-enantiomer). It is used in combination therapy for the treatment of HIV-1 infection.


branched-chain fatty acid

Any fatty acid in which the parent hydrocarbon chain has one or more alkyl substituents; a common component in animal and bacterial lipids. The fatty acyl chain is usually saturated and the substituent a methyl group; however, unsaturated BCFAs are found in marine animals, and branches other than methyl are found in microbial lipids.


oxo monocarboxylic acid

Any monocarboxylic acid having at least one additional oxo functional group.


macrolide

A macrocyclic lactone with a ring of twelve or more members derived from a polyketide.


avermectin analogue

A macrolide whose structure is related to that of an avermectin.


aromatic ketone

A ketone in which the carbonyl group is attached to an aromatic ring.


N-acylglycine

An N-acyl-amino acid in which amino acid specified is glycine.


pyruvate family amino acid

An L-alpha-amino acid which is biosynthesised from pyruvate (i.e. alanine, valine, and leucine). A closed class.


monounsaturated fatty aldehyde

Any fatty aldehyde with one double or triple bond located at any position in the aliphatic chain.


omega-(methylthio)-2-oxocarboxylic acid

Any 2-oxo monocarboxylic acid in which one of the terminal methyl hydrogens has been replaced by a methylthio group.


acetylenic fatty acid

Any  unsaturated fatty acid containing at least one triple bond in the carbon chain framework.


A hydroxylysine that is lysine substituted by a hydroxy group at position 5.


2-methoxyethyl ester

A carboxylic ester resulting from the formal condensation between a carboxylic acid and the hydroxy group of 2-methoxyethanol. In contrast to many other water-solubilising esters, the 2-methoxyethyl esters of many amino acids are crystalline, allowing them to be easily purified.


long-chain fatty acid

A fatty acid with a chain length ranging from C13 to C22.


A quinolone that is 4-quinolone substituted at position 3 by a formyl group.


hydroxy-amino acid

A non-proteinogenic alpha-amino acid bearing one or more hydroxy groups at unspecified positions.


L-cysteinyl ester

Any ester of L-cysteine.


hydroxyacetophenone

Any member of the class of  acetophenones carrying at least one hydroxy substituent.


alpha-bromoketone

A bromoketone in which the bromine and oxo substituents are on adjacent carbon atoms.


proteinogenic amino acid

Any of the 23 alpha-amino acids that are precursors to proteins, and are incorporated into proteins during translation. The group includes the 20 amino acids encoded by the nuclear genes of eukaryotes together with selenocysteine, pyrrolysine, and N-formylmethionine. Apart from glycine, which is non-chiral, all have L configuration.


S-ethylhomocysteine

A  non-proteinogenic alpha-amino acid that is methionine in which the S-methyl group is replaced by an S-ethyl group.


(S)-prasugrel

An 5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate that is the (S)-enantiomer of prasugrel (the racemate is a cardiovascular drug).


chloroketone

A ketone containing a chloro substituent.


benzaldehydes

Any arenecarbaldehyde that consists of a formyl substituted benzene ring and its substituted derivatives thereof.


pyrroledicarboxylic acid

A pyrrole compound having two carboxy substituents at any position on the ring.


enone

An alpha,beta-unsaturated ketone of general formula R(1)R(2)C=CR(3)-C(=O)R(4) (R(4) =/= H) in which the C=O function is conjugated to a C=C double bond at the alpha,beta position.


hydroxycinnamic acid

Any member of the class of  cinnamic acids carrying one or more hydroxy substituents.


N-acyl-gamma-aminobutyric acid

A carboxamide resulting from the formal condensation of a carboxylic acid with the amino group of gamma-aminobutyric acid.


(R)-climbazole

The (R)-enantiomer of 1-(4-chlorophenoxy)-1-(1H-imidazol-1-yl)-3,3-dimethylbutan-2-one.


A glycine derivative that is glycine in which one of the hydrogens of the amino group is substituted by a 2-methoxy-5-({[2-(2,4,6-trimethoxyphenyl)ethenyl]sulfonyl}methyl)phenyl group.


polyunsaturated fatty acid

Any fatty acid containing more than one double bond. Acids in this group are reported to have cardioprotective effects; and levels are lowered in chronic fatigue syndrome.


N-hydroxy-alpha-amino-acid

Any amino acid in which at least one hydrogen attached to the amino group is replaced by a hydroxy group.


heterocyclic fatty acid

Any fatty acid containing a ring composed of atoms including at least one heteroatom.


RACEMETHIONINE

A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4.


L-erythro-isocitric acid

The (1R,2R)-stereoisomer of isocitric acid.


omega-3 fatty acid

A family of polyunsaturated fatty acids that have in common a final carbon-carbon double bond in the omega-3 position, i.e., the third bond from the methyl end of the fatty acid.


fatty acid

Any aliphatic monocarboxylic acid derived from or contained in esterified form in an animal or vegetable fat, oil or wax. Natural fatty acids commonly have a chain of 4 to 28 carbons (usually unbranched and even-numbered), which may be saturated or unsaturated. By extension, the term is sometimes used to embrace all acyclic aliphatic carboxylic acids.


nitrogen-containing fatty acid

Any fatty acid containing nitrogen as either a substituent or a replacement for a methylene carbon.


2-hydroxydicarboxylic acid

Any dicarboxylic acid carrying a hydroxy group on the carbon atom at position alpha to the carboxy group.


2-hydroxy-3-methylbutyric acid

A valine derivative that is valine in which the amino group has been replaced by a hydroxy group.


(R)-bambuterol hydrochloride

The hydrochloride salt of (R)-bambuterol.


4-coumaric acid

A coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring.


nitroflurbiprofen

A carboxylic ester obtained by formal condensation of the carboxy group of  flurbiprofen with the free hydroxy group of 4-(nitrooxy)butanol. It is a non-steroidal anti-inflammatory agent showing inhibitory effects against the cyclooxygenases COX1 and COX2.


(R)-bambuterol

The (R)-enantiomer of bambuterol.


oxo carboxylic acid

Any compound that has an aldehydic or ketonic group as well as a carboxylic acid group in the same molecule.


alpha-diketone

A diketone that has its two ketone functionalities on adjacent atoms.


epoxy fatty acid

A heterocyclic fatty acid containing an epoxide ring as part of its structure.


3-methoxyanthranilic acid

An aminobenzoic acid that is anthranilic acid in which the hydrogen at position 3 is substituted by a methoxy group. It is a metabolite of kynurenine.


succinate ester

A carboxylic ester resulting from the esterification of one or both of the carboxy groups of succinic acid. (Succinate ester in which only one of the carboxy groups of succinic acid has been esterified are known as hemisuccinates.)


pivalate ester

A carboxylic ester of pivalic acid.


glutamic acid

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


(2R)-2-hydroxy monocarboxylic acid

A 2-hydroxy monocarboxylic acid having (2R)-configuration.


decanoate ester

A fatty acid ester resulting from the formal condensation of the carboxy group of decanoic acid (capric acid) with the hydroxy group of an alcohol or phenol.


aromatic carboxylic acid

Any carboxylic acid in which the carboxy group is directly bonded to an aromatic ring.


ketone

A compound in which a carbonyl group is bonded to two carbon atoms: R2C=O (neither R may be H).


bendazac

A monocarboxylic acid that is glycolic acid in which the hydrogen attached to the 2-hydroxy group is replaced by a 1-benzyl-1H-indazol-3-yl group. Although it has anti-inflammatory, antinecrotic, choleretic and antilipidaemic properties and has been used for the treatment of various inflammatory skin disorders, its principal effect is to inhibit the denaturation of proteins. Its lysine salt is used in the management of cataracts.


L-2-aminopimelic acid

A 2-aminopimelic acid that has S-configuration.


haloketone

A ketone containing a halo group.


dihydroxyphenylacetic acid

A dihydroxy monocarboxylic acid consisting of phenylacetic acid having two phenolic hydroxy substituents.


(S)-ketorolac

A 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid that has S configuration. While (S)-ketorolac is a COX1 and COX2 inhibitor, both enantiomers exhibit analgesic effects. Racemic ketorolac, known simply as ketorolac, is used (mainly as the tromethamine salt) as a potent analgesic for the short-term management of post-operative pain, and in eye drops to relieve the ocular itching associated with seasonal allergic conjunctivitis.


L-(cis)-diltiazem

A 5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate in which both stereocentres have R configuration. It is a cGMP-activated K+ channel blocker.


octadec-9-enoic acid

An octadecenoic acid with a double bond at C-9.


N-acyl-L-amino acid

Any N-acylamino acid having L-configuration.


(S)-bambuterol

The (S)-enantiomer of bambuterol.


heteroarenecarbaldehyde

An aldehyde in which a formyl group is located on a heteroarene.


4-methylglutamic acid

A glutamic acid derivative that is glutamic acid substituted by a methyl group at position 4.


glutamine family amino acid

An L-alpha-amino acid which is L-glutamic acid or any of the essential amino acids biosynthesised from it (glutamine, proline and arginine). A closed class.


2-hydroxylaminobenzoic acid

An  aminobenzoic acid that is benzoic acid substutited by a hydroxyamino group at position 2.


N-acyl-aspartic acid

An aspartic acid derivative that is aspartic acid in which one of the hydrogens attached to the amino group is replaced by an acyl group.


A 3-nitrotyrosine comprising D-tyrosine having a nitro group at the 3-position on the phenyl ring.


sulfur-containing carboxylic acid

Any carboxylic acid having a sulfur substituent.


polyunsaturated fatty ester

Any fatty acid ester resulting from the formal esterification of the carboxy group of a polyunsaturated fatty acid.


aldehyde

A compound RC(=O)H, in which a carbonyl group is bonded to one hydrogen atom and to one R group.


aldonic acid

Any carbohydrate acid formed by oxidising the aldehyde functional group of an aldose to a carboxylic acid functional group. Aldonic acids have the general formula HOCH2[CH(OH)]nC(=O)OH.


The S stereoisomer of (E)-4-hydroxynon-2-enal.


unsaturated fatty acid

Any fatty acid containing at least one C=C or C#C bond.


epsilon-lactone

Any lactone with a seven-membered ring.


oxo dicarboxylic acid

Any dicarboxylic acid carrying one or more oxo groups.


7-oxo steroid

Any oxo steroid carrying an oxo group at position 7.


oxopentanoic acid

A C5 fatty acid carrying an oxo group at any position.


oxylipin

Any member of the group of bioactive lipids made by oxidation of polyunsaturated fatty acids.


D-isoleucine

The D-enantiomer of isoleucine.


4-hydroxy monocarboxylic acid

A hydroxy monocarboxylic acid which has a hydroxy group located gamma to the carboxy group.


carbanilate fungicide

Any carbamate fungicide that has a phenyl or substituted-phenyl group attached to the nitrogen of the carbamate group.


hydroxypregnenolone

A C21-steroid that is pregnenolone in which a hydrogen attached to a carbon is substituted by a hydroxy group.


naphthoic acid

An aromatic carboxylic acid that consists of a naphthalene skeleton substituted by one or more carboxy groups.


aldehydic acid

A monocarboxylic acid derived from any dicarboxylic acid that has a retained name by the formal reduction of one of the carboxy groups to a formyl group. The resulting structure, also known as a semialdehyde, may be named by replacing the ending '...ic acid' of the retained name of the dicarboxylic acid by the ending '...aldehydic acid'. Aldehydic acids therefore contain one carboxy group and one aldehyde group.


histidine

An alpha-amino acid that is propanoic acid bearing an amino substituent at position 2 and a 1H-imidazol-4-yl group at position 3.


A 4-azidophenylalanine that has L-configuration. It is used as a bioorthogonal click-chemistry reagent.


cyclopentenyl fatty acid

A carbocyclic, unsaturated fatty acid containing a cyclopentene ring at any point in the carbon chain.


N-acylglycine 18:1

An N-acylglycine in which the acyl group contains 18 carbons and 1 double bond.


(S)-esmolol

A methyl 3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoate that has S configuration. The drug esmolol is a racemate comprising equimolar amounts of (R)- and (S)-esmolol. While the S enantiomer possesses all of the heart rate control, both the R and the S enantiomer contribute to lowering blood pressure.


A 4-azidophenylalanine that has D-configuration.


3-hydroxy monocarboxylic acid

A hydroxy monocarboxylic acid that has a hydroxy group beta to the carboxy group.


20-oxo steroid

An oxo steroid carrying an oxo group at position 20.


lactone

Any cyclic carboxylic ester containing a 1-oxacycloalkan-2-one structure, or an analogue having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.


2-hydroxy-4-quinolone-3-carboxylic acid

A quinolone that is 4-quinolone substituted at positions 2 and 3 by hydroxy and carboxy groups respectively.


non-proteinogenic alpha-amino acid

Any  alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids.


2-oxo monocarboxylic acid

Any monocarboxylic acid having a 2-oxo substituent.