diacylglycerol 31:1

A diglyceride in which the two acyl groups contain a total of 31 carbons and 1 double bond.


diacylglycerol 32:3

A diglyceride in which the two acyl groups contain a total of 32 carbons and 3 double bonds.


diacylglycerol 32:2

A diglyceride in which the two acyl groups contain a total of 32 carbons and 2 double bonds.


diacylglycerol 32:1

A diglyceride in which the two acyl groups contain a total of 32 carbons and 1 double bond.


diacylglycerol 32:0

A diglyceride in which the two acyl groups contain a total of 32 carbons and 0 double bond.


diacylglycerol 33:2

A diglyceride in which the two acyl groups contain a total of 33 carbons and 2 double bonds.


diacylglycerol 33:1

A diglyceride in which the two acyl groups contain a total of 33 carbons and 1 double bond.


diacylglycerol 34:4

A diglyceride in which the two acyl groups contain a total of 34 carbons and 4 double bonds.


diacylglycerol 34:3

A diglyceride in which the two acyl groups contain a total of 34 carbons and 3 double bonds.


diacylglycerol 34:2

A diglyceride in which the two acyl groups contain a total of 34 carbons and 2 double bonds.


diacylglycerol 34:1

A diglyceride in which the two acyl groups contain a total of 34 carbons and 1 double bond.


diacylglycerol 35:3

A diglyceride in which the two acyl groups contain a total of 35 carbons and 3 double bonds.


diacylglycerol 35:2

A diglyceride in which the two acyl groups contain a total of 35 carbons and 2 double bonds.


diacylglycerol 35:1

A diglyceride in which the two acyl groups contain a total of 35 carbons and 1 double bond.


diacylglycerol 36:5

A diglyceride in which the two acyl groups contain a total of 36 carbons and 5 double bonds.


diacylglycerol 36:4

A diglyceride in which the two acyl groups contain a total of 36 carbons and 4 double bonds.


2,2'-iminodipropanoic acid

An amino dicarboxylic acid that is 2,2'-iminodiacetic acid substituted by methyl groups at positions 2 and 2'.


diacylglycerol 36:3

A diglyceride in which the two acyl groups contain a total of 36 carbons and 3 double bonds.


diacylglycerol 36:2

A diglyceride in which the two acyl groups contain a total of 36 carbons and 2 double bonds.


diacylglycerol 38:6

A diglyceride in which the two acyl groups contain a total of 38 carbons and 6 double bonds.


diacylglycerol 38:5

A diglyceride in which the two acyl groups contain a total of 38 carbons and 5 double bonds.


diacylglycerol 38:4

A diglyceride in which the two acyl groups contain a total of 38 carbons and 4 double bonds.


diacylglycerol 38:3

A diglyceride in which the two acyl groups contain a total of 38 carbons and 3 double bonds.


diacylglycerol 38:1

A diglyceride in which the two acyl groups contain a total of 38 carbons and 1 double bond.


diacylglycerol 40:7

A diglyceride in which the two acyl groups contain a total of 40 carbons and 7 double bonds.


diacylglycerol 40:6

A diglyceride in which the two acyl groups contain a total of 40 carbons and 6 double bonds.


name: 3-methylindolyl precursor of nosiheptide

description: A heterodetic cyclic peptide that is an intermediate in the biosynthesis of nosiheptide by Streptomyces actuosus


name: 3,4-dimethylindolyl precursor of nosiheptide


L cluster

An iron-sulfur cluster that is an intermediate in the biosynthesis of M cluster.


A member of the class of azabicycloalkanes that is 1-azabicyclo[3.2.0]heptan-7-one substituted at position 3 by a (2-aminoethyl)thio group.


A member of the class of azabicycloalkanes that is 1-azabicyclo[3.2.0]heptan-7-one substituted at positions 3 and 6 by (2-aminoethyl)thio and methyl groups respectively.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of UDP-N-acetylgalactosamine-5,6-ene.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of UDP-N-acetyltunicamine-uracil.


oxetanocin A 4-phosphate(2-)

An organophosphate oxoanion resulting from the removal of both of the protons from the dihydrogen phosphate group of oxetanocin A 4-(dihydrogen phosphate).


diacylglycerol 28:0

A diglyceride in which the two acyl groups contain a total of 28 carbons and 0 double bonds.


diacylglycerol 30:2

A diglyceride in which the two acyl groups contain a total of 30 carbons and 2 double bonds.


diacylglycerol 42:11

A diglyceride in which the two acyl groups contain a total of 42 carbons and 11 double bonds.


triacylglycerol 47:1

A triglyceride in which the three acyl groups contain a total of 47 carbons and 1 double bond.


triacylglycerol 48:2

A triglyceride in which the three acyl groups contain a total of 48 carbons and 2 double bonds.


triacylglycerol 48:1

A triglyceride in which the three acyl groups contain a total of 48 carbons and 1 double bond.


triacylglycerol 49:2

A triglyceride in which the three acyl groups contain a total of 49 carbons and 2 double bonds.


triacylglycerol 49:1

A triglyceride in which the three acyl groups contain a total of 49 carbons and 1 double bond.


triacylglycerol 50:3

A triglyceride in which the three acyl groups contain a total of 50 carbons and 3 double bonds.


triacylglycerol 51:3

A triglyceride in which the three acyl groups contain a total of 51 carbons and 3 double bonds.


triacylglycerol 51:2

A triglyceride in which the three acyl groups contain a total of 51 carbons and 2 double bonds.


triacylglycerol 51:1

A triglyceride in which the three acyl groups contain a total of 51 carbons and 1 double bond.


triacylglycerol 52:5

A triglyceride in which the three acyl groups contain a total of 52 carbons and 5 double bonds.


triacylglycerol 52:2

A triglyceride in which the three acyl groups contain a total of 52 carbons and 2 double bonds.


triacylglycerol 53:4

A triglyceride in which the three acyl groups contain a total of 53 carbons and 4 double bonds.


triacylglycerol 53:3

A triglyceride in which the three acyl groups contain a total of 53 carbons and 3 double bonds.


triacylglycerol 53:2

A triglyceride in which the three acyl groups contain a total of 53 carbons and 2 double bonds.


triacylglycerol 54:7

A triglyceride in which the three acyl groups contain a total of 54 carbons and 7 double bonds.


triacylglycerol 54:5

A triglyceride in which the three acyl groups contain a total of 54 carbons and 5 double bonds.


triacylglycerol 54:4

A triglyceride in which the three acyl groups contain a total of 54 carbons and 4 double bonds.


triacylglycerol 54:2

A triglyceride in which the three acyl groups contain a total of 54 carbons and 2 double bonds.


triacylglycerol 55:6

A triglyceride in which the three acyl groups contain a total of 55 carbons and 6 double bonds.


triacylglycerol 55:5

A triglyceride in which the three acyl groups contain a total of 55 carbons and 5 double bonds.


triacylglycerol 55:4

A triglyceride in which the three acyl groups contain a total of 55 carbons and 4 double bonds.


triacylglycerol 56:9

A triglyceride in which the three acyl groups contain a total of 56 carbons and 9 double bonds.


triacylglycerol 56:8

A triglyceride in which the three acyl groups contain a total of 56 carbons and 8 double bonds.


triacylglycerol 56:7

A triglyceride in which the three acyl groups contain a total of 56 carbons and 7 double bonds.


triacylglycerol 56:6

A triglyceride in which the three acyl groups contain a total of 56 carbons and 6 double bonds.


triacylglycerol 56:5

A triglyceride in which the three acyl groups contain a total of 56 carbons and 5 double bonds.


triacylglycerol 58:10

A triglyceride in which the three acyl groups contain a total of 58 carbons and 10 double bonds.


triacylglycerol 58:9

A triglyceride in which the three acyl groups contain a total of 58 carbons and 9 double bonds.


triacylglycerol 58:8

A triglyceride in which the three acyl groups contain a total of 58 carbons and 8 double bonds.


triacylglycerol 58:7

A triglyceride in which the three acyl groups contain a total of 58 carbons and 7 double bonds.


triacylglycerol 58:6

A triglyceride in which the three acyl groups contain a total of 58 carbons and 6 double bonds.


triacylglycerol 60:10

A triglyceride in which the three acyl groups contain a total of 60 carbons and 10 double bonds.


sphingomyelin 37:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 37 with 1 double bond.


sphingomyelin 39:2

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 39 with 2 double bonds.


sphingomyelin 39:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 39 with 1 double bond.


sphingomyelin 41:2

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 41 with 2 double bonds.


sphingomyelin 45:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 45 with 1 double bond.


lysophosphatidylcholine P-18:3

A 1-O-(alk-1-enyl)-sn-glycero-3-phosphocholine in which the alk-1-enyl group contains 18 carbons and 3 additional double bonds.


lysophosphatidylcholine P-18:2

A 1-O-(alk-1-enyl)-sn-glycero-3-phosphocholine in which the alk-1-enyl group contains 18 carbons and 2 additional double bonds.


phosphatidylcholine 35:2

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 35 carbons in total with 2 double bonds.


phosphatidylcholine 37:5

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 37 carbons in total with 5 double bonds.


lysophosphatidylcholine O-18:2

A monoalkylglycerophosphocholine in which the alkyl group contains 18 carbons and 2 double bonds. If R1 is an alkenyl group and R2 is a hydrogen then the molecule is a 1-alkenyl-sn-glycero-3-phosphocholine. If R1 is a hydrogen and R2 is an alkenyl group then the molecule is a 2-alkenyl-sn-glycero-3-phosphocholine.


phosphatidylcholine 42:10

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 42 carbons in total with 10 double bonds.


phosphatidylcholine 42:8

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 42 carbons in total with 8 double bonds.


phosphatidylcholine O-35:2

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 35 carbons and 2 double bonds.


phosphatidylcholine O-40:7

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 40 carbons and 7 double bonds.


phosphatidylcholine (P-40:7)

A 1-O-(alk-1-enyl)-2-O-acyl-sn-glycero-3-phosphocholine in which the unspecified alk-1-enyl and acyl groups at positions 1 and 2 contain 40 carbon atoms in total with 7 additional double bonds in the acyl moiety.


phosphatidylcholine (P-42:3)

A 1-O-(alk-1-enyl)-2-O-acyl-sn-glycero-3-phosphocholine in which the unspecified alk-1-enyl and acyl groups at positions 1 and 2 contain 42 carbon atoms in total with 3 additional double bonds in the acyl moiety.


phosphatidylcholine (P-37:4)

A 1-O-(alk-1-enyl)-2-O-acyl-sn-glycero-3-phosphocholine in which the unspecified alk-1-enyl and acyl groups at positions 1 and 2 contain 37 carbon atoms in total with 4 additional double bonds in the acyl moiety.


phosphatidylcholine (P-40:3)

A 1-O-(alk-1-enyl)-2-O-acyl-sn-glycero-3-phosphocholine in which the unspecified alk-1-enyl and acyl groups at positions 1 and 2 contain 40 carbon atoms in total with 3 additional double bonds in the acyl moiety.


A ceramide in which the acyl group and the sphingoid base contain a total of 42 carbon atoms and 1 double bond.


A oxysterol that is cholesterol in which the hydrogen at the 4beta position has been replaced by a hydroxy group. A metabolite of cholesterol formed by the drug-metabolizing enzyme cytochrome P450 3A4, it is one of the major oxysterols in the human circulation.


An oxysterol that is cholesterol carrying two additional hydroxy groups at the 4beta and 7alpha positions.


An N-acyl-sn-glycero-3-phosphoethanolamine in which the N-acyl group is specified as (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl.


Any ceramide in which the acyl group carries a hydroxy substituent at position 2.


heptachlorobiphenyl

Any polychlorobiphenyl with molecular formula C12H3Cl7.


A dipalmitoyl phosphatidylglycerol in which the stereocentre of the acylated glycerol portion has R-configuration.


An N-acylphosphatidylethanolamine in which the N-acyl group is specified as arachidonoyl while the phosphatidyl acyl groups are both specified as oleoyl.


monodechloroaminopyrrolnitrin

A member of the class of pyrroles carrying a 2-amino-3-chlorophenyl substituent at position 3.


aminopyrrolnitrin

A member of the class of pyrroles carrying chloro and 2-amino-3-chlorophenyl substituents at positions 3 and 4 respectively.


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


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


A linear amino pentasaccharide comprising N-acetyl-alpha-D-galactosamine, N-acetyl-beta-D-galactosamine, alpha-D-galactose, beta-D-galactose and beta-D-glucose residues linked sequentially (1->3), (1->3), (1->4) and (1->4).


An N-acylphosphatidylethanolamine in which the N-acyl group and the phosphatidyl acyl groups are specified as oleoyl (9Z-octadecenoyl).


An N-acylphosphatidylethanolamine in which the N-acyl group is specified as stearoyl (octadecanoyl) while the phosphatidyl acyl groups are both specified as oleoyl (9Z-octadecenoyl).


An amino trisaccharide comprising beta-D-galactose, N-acetyl-beta-D-glucosamine and alpha-D-mannose residues linked sequentially (1->4) and (1->2).


An N-acylphosphatidylethanolamine in which the N-acyl group is specified as myristoyl (tetradecanoyl) while the phosphatidyl acyl groups are both specified as oleoyl (9Z-octadecenoyl).


An N-acylphosphatidylethanolamine in which the N-acyl group is specified as lauroyl (dodecanoyl) while the phosphatidyl acyl groups are both specified as oleoyl (9Z-octadecenoyl).


A branched amino oligosaccharide (dodecasaccharide) comprising two beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl disaccharide units linked (1->2) and (1->6) to the alpha-D-mannosyl residue of an alpha-D-mannosyl-(1->6)-beta-D-mannosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-[alpha-L-fucosyl-(1->6)]-N-acetyl-beta-D-glucosamine branched pentasaccharide, to the beta-D-mannosyl residue of which is also linked (1->3) a beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannosyl linear trisaccharide unit.


An N-acylphosphatidylethanolamine in which the N-acyl group is specified as capryl (decanoyl) while the phosphatidyl acyl groups at position 1 and 2 are specified as palmitoyl (hexadecanoyl) and linoleoyl (9Z,12Z-octadecadienoyl) respectively.


An N-acylphosphatidylethanolamine in which the N-acyl group is specified as capryloyl (octanoyl) while the phosphatidyl acyl groups at position 1 and 2 are specified as palmitoyl (hexadecanoyl) and linoleoyl (9Z,12Z-octadecadienoyl) respectively.


An N-acylphosphatidylethanolamine in which the N-acyl group is specified as caproyl (hexanoyl) while the phosphatidyl acyl groups at position 1 and 2 are specified as palmitoyl (hexadecanoyl) and linoleoyl (9Z,12Z-octadecadienoyl) respectively.


An N-acylphosphatidylethanolamine in which the N-acyl group is specified as butyryl while the phosphatidyl acyl groups at position 1 and 2 are specified as palmitoyl (hexadecanoyl) and linoleoyl (9Z,12Z-octadecadienoyl) respectively.


An optically active form of (2-chloro-5-oxo-2,5-dihydro-2-furyl)acetic acid having R-configuration.


heparosan D-glucuronic acid

A heparan composed of a backbone of repeating beta-D-glucuronosyl-(1->4)-alpha-D-glucosamine units joined by (1->4)-linkages.


heparosan L-iduronic acid

A heparan composed of a backbone of repeating alpha-L-iduronosyl-(1->4)-alpha-D-glucosamine units joined by (1->4)-linkages.


(R)-ethylmalonyl-CoA

An omega-carboxyacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with one of the carboxy groups of (R)-ethylmalonic acid.


UDP-4-dehydro-6-deoxy-D-glucose in which the anomeric centre of the sugar component has alpha-configuration.


D-SACCHARIC ACID 1,4-LACTONE

A delta-lactone that is D-glucono-1,4-lactone in which the hydroxy group at position 6 has been oxidised to the corresponding carboxylic acid.


An N-acylphosphatidylethanolamine in which the N-acyl group is specified as hexadecanoyl while the phosphatidyl acyl groups at position 1 and 2 are specified as hexadecanoyl and (9Z,12Z-octadecadienoyl) respectively.


A 3beta sterol that is 5alpha-androstane which is substituted by beta-hydroxy groups at positions 3 and 17 and by an alpha-hydroxy group at position 7.


An N-acyllysophosphatidylethanolamine in which both the N- and O-acyl group are specified as palmitoyl (hexadecanoyl).


A 3beta sterol that is 5alpha-androstane which is substituted by beta-hydroxy groups at positions 3 and 17 and by an alpha-hydroxy group at position 6.


A 3beta-hydroxy steroid that is beta-hydroxyandrost-5-ene carrying two additional hydroxy groups at positions 7alpha and 17beta.


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

A pteroic acid derivative arising from formal hydrogenation of the 5,6- and 7,8-double bonds of pteroic acid.


A ceramide in which the acyl group and the sphingoid base contain a total of 42 carbon atoms and 2 double bonds.


A ceramide in which the acyl group and the sphingoid base contain a total of 29 carbon atoms and 1 double bond.


sphingomyelin 33:2

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 33 with 2 double bonds.


triacylglycerol 44:4

A triglyceride in which the three acyl groups contain a total of 44 carbons and 4 double bonds.


A 17-oxo steroid that is 5alpha-androstan-17-one substituted by a beta-hydroxy group at positions 3 and an alpha-hydroxy group at position 7.


triacylglycerol 46:6

A triglyceride in which the three acyl groups contain a total of 46 carbons and 6 double bonds.


triacylglycerol 46:5

A triglyceride in which the three acyl groups contain a total of 46 carbons and 5 double bonds.


triacylglycerol 46:4

A triglyceride in which the three acyl groups contain a total of 46 carbons and 4 double bonds.


A 1-phosphatidyl-1D-myo-inositol 3,5-bisphosphate in which both phosphatidyl acyl groups are specified as octanoyl


triacylglycerol 47:4

A triglyceride in which the three acyl groups contain a total of 47 carbons and 4 double bonds.


triacylglycerol 47:0

A triglyceride in which the three acyl groups contain a total of 47 carbons and 0 double bonds.


A branched amino nonasaccharide comprising a linear pentasaccharide chain of N-acetyl-alpha-neuraminyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl, beta-D-galactosyl and D-glucose residues linked sequentially (2->6), (1->4), (1->6) and (1->4), to the galactose residue nearer to the reducing end is also linked (1->3) a branched alpha-L-fucosyl-(1->3)-[alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->4)]-N-acetyl-beta-D-glucosaminyl tetrasaccharide unit.


triacylglycerol 48:6

A triglyceride in which the three acyl groups contain a total of 48 carbons and 6 double bonds.


triacylglycerol 48:4

A triglyceride in which the three acyl groups contain a total of 48 carbons and 4 double bonds.


triacylglycerol 49:0

A triglyceride in which the three acyl groups contain a total of 49 carbons and 0 double bonds.


triacylglycerol 49:5

A triglyceride in which the three acyl groups contain a total of 49 carbons and 5 double bonds.


triacylglycerol 49:3

A triglyceride in which the three acyl groups contain a total of 49 carbons and 3 double bonds.


A CDP-diacylglycerol in which the phosphatidyl acyl groups at positions 1 and 2 are specified as stearoyl and arachidonoyl respectively.


A CDP-diacylglycerol in which the phosphatidyl acyl groups at positions 1 and 2 are specified as palmitoyl and arachidonoyl respectively.


A linear amino tetrasaccharide comprising alpha-L-fucose, beta-D-galactose, N-acetyl-beta-D-glucose and N-acetyl-alpha-glucose residues linked sequentially (1->2), (1->4) and (1->6).


triacylglycerol 50:4

A triglyceride in which the three acyl groups contain a total of 50 carbons and 4 double bonds.


triacylglycerol 50:8

A triglyceride in which the three acyl groups contain a total of 50 carbons and 8 double bonds.


triacylglycerol 51:4

A triglyceride in which the three acyl groups contain a total of 51 carbons and 4 double bonds.


A CDP-diacylglycerol in which both phosphatidyl acyl groups are specified as arachidonoyl.


triacylglycerol 53:7

A triglyceride in which the three acyl groups contain a total of 53 carbons and 7 double bonds.


triacylglycerol 54:8

A triglyceride in which the three acyl groups contain a total of 54 carbons and 8 double bonds.


A CDP-diacylglycerol in which the phosphatidyl acyl groups at positions 1 and 2 are specified as stearoyl and linoleoyl respectively.


triacylglycerol 55:8

A triglyceride in which the three acyl groups contain a total of 55 carbons and 8 double bonds.


triacylglycerol 55:7

A triglyceride in which the three acyl groups contain a total of 55 carbons and 7 double bonds.


A CDP-diacylglycerol in which the phosphatidyl acyl groups at positions 1 and 2 are specified as stearoyl and oleoyl respectively.


triacylglycerol 56:4

A triglyceride in which the three acyl groups contain a total of 56 carbons and 4 double bonds.


triacylglycerol 56:3

A triglyceride in which the three acyl groups contain a total of 56 carbons and 3 double bonds.


phosphatidylcholine O-31:0

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 31 carbons and 0 double bond.


phosphatidylcholine O-32:0

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 32 carbons and 0 double bond.


A CDP-diacylglycerol in which the phosphatidyl acyl groups at positions 1 and 2 are specified as stearoyl and (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl respectively.


phosphatidylcholine O-42:6

An alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 42 carbons and 6 double bonds.


A CDP-diacylglycerol in which both phosphatidyl acyl groups are specified as linoleoyl.


phosphatidylcholine O-45:1

A glycerophosphocholine that is an alkyl,acyl-sn-glycero-3-phosphocholine in which the alkyl or acyl groups at positions 1 and 2 contain a total of 45 carbons and 1 double bond.


phosphatidylcholine 40:9

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 40 carbons in total with 9 double bonds.


phosphatidylcholine 40:8

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 40 carbons in total with 8 double bonds.


phosphatidylcholine 33:2

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 33 carbons in total with 2 double bonds.


diacylglycerol 46:7

A diglyceride in which the two acyl groups contain a total of 46 carbons and 7 double bonds.


A CDP-diacylglycerol in which both phosphatidyl acyl groups are specified as oleoyl.


diacylglycerol 37:1

A diglyceride in which the two acyl groups contain a total of 37 carbons and 1 double bond.


diacylglycerol 40:3

A diglyceride in which the two acyl groups contain a total of 40 carbons and 3 double bonds.


diacylglycerol 42:10

A diglyceride in which the two acyl groups contain a total of 42 carbons and 10 double bonds.


triacylglycerol 40:1

A triglyceride in which the three acyl groups contain a total of 40 carbons and 1 double bond.


phosphatidylcholine (P-34:2)

A 1-O-(alk-1-enyl)-2-O-acyl-sn-glycero-3-phosphocholine in which the unspecified alk-1-enyl and acyl groups at positions 1 and 2 contain 34 carbon atoms in total with 2 additional double bonds in the acyl moiety.


phosphatidylcholine (P-36:2)

A 1-O-(alk-1-enyl)-2-O-acyl-sn-glycero-3-phosphocholine in which the unspecified alk-1-enyl and acyl groups at positions 1 and 2 contain 36 carbon atoms in total with 2 additional double bonds in the acyl moiety.


phosphatidylcholine (P-38:4)

A 1-O-(alk-1-enyl)-2-O-acyl-sn-glycero-3-phosphocholine in which the unspecified alk-1-enyl and acyl groups at positions 1 and 2 contain 38 carbon atoms in total with 4 additional double bonds in the acyl moiety.


sphingomyelin 44:5

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 44 with 5 double bonds.


sphingomyelin 46:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 46 with 1 double bond.


p-nitrophenyl butyrate

A butyrate ester resulting from the formal condensation of the hydroxy group of 4-nitrophenol with the carboxy group of butyric acid.


triacylglycerol 46:0

A triglyceride in which the three acyl groups contain a total of 46 carbons and 0 double bonds.


triacylglycerol 46:1

A triglyceride in which the three acyl groups contain a total of 46 carbons and 1 double bond.


triacylglycerol 48:0

A triglyceride in which the three acyl groups contain a total of 48 carbons and 0 double bonds.


triacylglycerol 48:3

A triglyceride in which the three acyl groups contain a total of 48 carbons and 3 double bonds.


A linear amino trisaccharide comprising alpha-L-fucose, 6-O-sulfo-beta-D-galactose and N-acetyl-6-O-sulfo-beta-D-glucosamine residues linked sequentially (1->2) and (1->3).


An amino disaccharide comprising N-acetyl-beta-D-galactosamine and N-acetyl-6-O-sulfo-D-glucosamine residues linked (1->4).


triacylglycerol 50:0

A triglyceride in which the three acyl groups contain a total of 50 carbons and 0 double bonds.


triacylglycerol 52:6

A triglyceride in which the three acyl groups contain a total of 52 carbons and 6 double bonds.


triacylglycerol 54:6

A triglyceride in which the three acyl groups contain a total of 54 carbons and 6 double bonds.


triacylglycerol 56:10

A triglyceride in which the three acyl groups contain a total of 56 carbons and 10 double bonds.


A branched amino pentasaccharide comprising a linear tetrasaccharide chain of alpha-D-galactose, beta-D-galactose, N-acetyl-beta-D-glucosamine and N-acetyl-beta-D-galactosamine residues linked sequentially (1->3), (1->3) and (1->6), to the beta-D-galactose residue of which is also linked (1->2) an alpha-L-fucose residue.


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


protodioscin

A spirostanyl glycoside that consists of the trisaccharide alpha-L-Rha-(1->4)-[alpha-L-Rha-(1->2)]-beta-D-Glc attached to position 3 of 26-(beta-D-glucopyranosyloxy)-3beta,22-dihydroxyfurost-5-ene via a glycosidic linkage. Found in several plant species including yams, asparagus and funugreek.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-docosenoic acid. The product of dehydrogenation of behenoyl-CoA


N-octanoylsphingosine 1-phosphate

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


N-oleoylsphingosine 1-phosphate

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


A branched amino heptasaccharide comprising N-acetyl-alpha-D-galactosamine, beta-D-galactose, N-acetyl-beta-D-galactosamine, alpha-D-galactose, beta-D-galactose and D-glucose residues linked sequentially (1->3), (1->3), (1->3), (1->4) and (1->4), to the beta-D-galactose residue nearest to the non-reducing end is also linked (1->2) an alpha-L-fucose residue.


A monohydroxyanthraquinone that is 9,10-anthraquinone in which the hydrogens at positions 1 and 2 are replaced by a hydroxy and an allyl group, respectively.


3-dehydrocarnityl CoA

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


A linear amino hexasaccharide comprising two alpha-N-glycoloylneuraminyl residues, a beta-D-galactose residue, an N-acetyl-beta-D-glucosamine residue, a beta-D-galactose residue and (at the reducing end) an N-acetyl-D-glucosamine residue, linked sequentially (2->8), (2->3), (1->4), (1->3) and (1->4).


N,N,N-trimethylglycyl-CoA

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


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


A linear amino tetrasaccharide comprising two alpha-N-glycoloylneuraminyl residues, a beta-D-galactose residue and (at the reducing end) an N-acetyl-D-glucosamine residue, linked sequentially (2->8), (2->6) and (1->4).


N-isopropyl-L-glutamine

A N(5)-alkylglutamine where the alkyl group is isopropyl.


A branched amino oligosaccharide (tetradecasaccharide) consisting of a linear trisaccharide unit of beta-D-mannose, N-acetyl-beta-D-glucosamine and N-acetyl-D-glucosamine residues, connected by (1->3) linkages, to the beta-D-mannose residue of which are linked (1->3) and (1->6) alpha-D-mannose residues, the one at O-2 being substituted at O-2 by an N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl trisaccharide unit and the one at O-6 being substituted also at both O-2 and O-6 by N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl trisaccharide units.


A branched amino hexasaccharide comprising a linear tetrasaccharide chain of N-acetyl-beta-D-glucosamine, beta-D-galactose, N-acetyl-beta-D-glucosamine and N-acetyl-alpha-D-galactosamine residues linked sequentially (1->3), (1->4) and (1->6), to the reducing-end N-acetyl-beta-D-glucosamine residue is also linked (1->3) an N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl disaccharide unit.


N-(gamma-L-glutamyl)-L-alaninol

A N(5)-alkylglutamine obtained by formal condensation of the side-chain carboxy group of L-glutamic acid with the amino group of L-alaninol.


A member of the class of aminopyrimidine with the amino group at position 4 with additional methyl and formamidomethyl substituents at positions 2 and 5 respectively.


An amino disaccharide consisting of  N-acetyl-beta-D-glucosamine with an N-acetyl-beta-D-galactosaminyl residue atached at the 3-position.


A member of the class of anthracyclines that is beta-rhodomycin lacking the phenolic hydroxy group at position 11.


An amino pentasacchride comprising a chain of 3-O-sulfo-beta-D-glucuronic acid, beta-D-galactose, N-acetyl-beta-D-glucosamine, beta-D-galactose and D-glucose residues linked sequentially (1->3), (1->4), (1->3) and (1->4).


A 3beta-hydroxy steroid that is 4-pregnen-3beta-ol substituted by an oxo group at position 20.


A 1-phosphatidyl-1D-myo-inositol 4-phosphate in which the phosphatidyl acyl groups at positions 1 and 2 are both specified as octanoyl.


epivancomycin

A glyopeptide that is vancomycin in which the terminal vancosamine of the disaccharide moiety is replaced by 4-epi-vancosamine.


3-methyl-2-indolic acid

An indolecarboxylic acid that is indole-2-carboxylic acid in which the hydrogen at position 3 is replaced by a methyl group.


A C21-steroid in which a pregnane skeleton carries a beta-hydroxy group at position 3, an alpha-hydroxy group at position 20 and a double bond between positions 4 and 5.


glutathione S-sulfinate

An S-substituted glutathione that is glutathione in which the mercapto hydrogen has been replaced by a sulfinyl group.


A 2,7-dihydroxy-4'-methoxyisoflavanone in which positions 2 and 3 have R- and S-configuration respectively.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 9alpha-hydroxy-3-oxo-23,24-bisnorchola-1,4-dien-22-oic acid.


2-methyl-L-tryptophan zwitterion

An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of 2-methyl-L-tryptophan; major species at pH 7.3.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 9alpha-hydroxy-3-oxo-23,24-bisnorchola-4-en-22-oic acid.


A steroid acid that is 23,24-bisnor-chol-4-en-22-oic acid bearing additional oxo and hydroxy substituent at positions 3 and 9 respectively.


A steroid acid that is 23,24-bisnor-chol-1,4-dien-22-oic acid bearing an additional oxo substituent at position 3.


A steroid acid that is 23,24-bisnor-chol-1,4-dien-22-oic acid bearing additional oxo and hydroxy substituent at positions 3 and 9 respectively.


A dihydroxy monocarboxylic acid that is 2,4-dihydroxy-2,4-hexadienoic acid bearing additional methyl and oxo substituents at positions 5 and 6 respectively.


A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (9Z,12Z)-hexadeca-9,12,15-trienoyl-CoA; major species at pH 7.3.


A fatty-acyl group derived from (5Z,9Z,12Z,15Z)-octadecatetraenoic acid.


(5Z,9Z,12Z)-octadecatrienoyl group

A fatty-acyl group derived from (5Z,9Z,12Z)-octadecatrienoic acid.


An L-cysteine thioether in which the thiol hydrogen is replaced by a (1R,2S)-2-hydroxy-1-phosphonopropyl group


(4Z)-hexadecenoyl group

A fatty-acyl group derived from (4Z)-hexadecenoic acid.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (4Z)-hexadecenoyl.


A member of the class of phosphonic acids that is propylphosphonic acid substituted by thio and hydroxy groups at positions 1 and 2 respectively (the 1R,2S-stereoisomer)


(9Z,12E)-octadecadienoyl group

A fatty-acyl group derived from (9Z,12E)-octadecadienoic acid


(9Z,12E)-hexadecadienoyl group

A fatty-acyl group derived from (9Z,12E)-hexadecadienoic acid


A member of the class of phosphonic acids that is propylphosphonic acid substituted by hydroxy groups at positions 1 and 2 (the 1S,2S-stereoisomer).


An organophosphonate oxoanion obtained by deprotonation of the phosphonate OH groups of (1S,2S)-1,2-dihydroxypropylphosphonic acid.


A hexadecenoyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (14Z)-hexadecenoyl-CoA; major species at pH 7.3.


A monounsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (14E)-hexadecenoyl-CoA; major species at pH 7.3.


BAY 11-7082

A nitrile that is acrylonitrile in which the hydrogen located beta,trans to the cyano group is replaced by a tosyl group. It is an inhibitor of cytokine-induced IkappaB-alpha phosphorylation in cells.


(7Z,10Z,13Z,16Z)-docosatetraenoyl group

A fatty-acyl group derived from (7Z,10Z,13Z,16Z)-docosatetraenoic acid.


1-(methylthio)ribulose 5-phosphate

A ketopentose phosphate that is D-ribulose 5-phosphate in which the 1-hydroxy group is replaced by a methylthio group.


A fatty-acyl group derived from (7Z,10Z,13Z,16Z,19Z)-docosapentaenoic acid.


A fatty-acyl group derived from (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoic acid.


A fatty-acyl group derived from (4Z,7Z,10Z,13Z,16Z)-docosapentaenoic acid.


(2R)-2-hydroxytetradecanoic acid

A 2-hydroxymyristic acid having 2R-configuration.


The (3S)-enantiomer of isoflavanone.


A member of the class of pyrimidones that is 5,6-diamino-5-[(4-hydroxyphenyl)methyl]pyrimidine-2,4-dione in which the imino hydrogen at position 6 is replaced by a D-ribityl group.


(2S)-2-hydroxytetradecanoic acid

A 2-hydroxymyristic acid having 2S-configuration.


flavan glycoside

A member of the class of  flavans having one or more glycosyl residues attached at unspecified positions.


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


An octadecatrienoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (6Z,9Z,11E)-octadecatrienoic acid.


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

A fatty-acyl group derived from (8Z,11Z,14Z)-icosatrienoic acid.


(8Z,11Z,14Z,17Z)-icosatetraenoyl group

A fatty-acyl group derived from (8Z,11Z,14Z,17Z)-icosatetraenoic acid.


A fatty-acyl group derived from (5Z,8Z,11Z,14Z,17Z)-icosapentaenoic acid.


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.


A 2-methylpentadecenoyl-CoA in which the double bond is located at position 2 (geochemistry not specified).


alpha-Neup5Ac-(2->3)-beta-D-Galp-(1->4)-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-[alpha-L-Fucp-(1->3)]-D-GlcpNAc in which the anomeric configuration of the N-acetyl-D-glucosamine residue at the reducing end is beta.


beta-D-Galp3S-(1->4)-[alpha-L-Fucp-(1->3)]-D-GlcpNAc6S in which the anomeric configuration of the 6-O-sulfo-N-acetyl-D-glucosamine residue at the reducing end is beta.


alpha-L-Fucp-(1->2)-beta-D-Galp6S-(1->4)-D-GlcpNAc in which the anomeric configuration of the N-acetyl-D-glucosamine residue at the reducing end is beta.


alpha-L-Fucp-(1->2)-beta-D-Galp6S-(1->4)-D-Glcp6S in which the anomeric configuration of the 6-O-sulfo-D-glucose residue at the reducing end is beta.


A phytoceramide in which the sphingoid component is specified as (4R,8Z)-4-hydroxysphing-8-enine.


A ceramide in which the sphingoid component is specified as (4E,8Z)-sphinga-4,8-dienine.


A ceramide in which the sphingoid component is specified as (4E,8E)-sphinga-4,8-dienine.


A fatty-acyl group derived from (6Z,9Z,12Z,15Z)-octadecatetraenoic acid.


An octadecadienoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11E,13Z)-octadecadienoic acid.


An  octadecadienoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (5Z,11E)-octadecadienoic acid.


An octadecadienoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (6Z,11E)-octadecadienoic acid.


An organic anionic group obtained by deprotonation of the triphosphate OH groups of 5'-(N(7)-methyl 5'-triphosphoguanosine)-2'-O-methyladenosine residue; major species at pH 7.3.


An organic anionic group obtained by deprotonation of the triphosphate OH groups of 5'-(N(7)-methyl 5'-triphosphoguanosine)-N(6)-methyl-2'-O-methyladenosine residue; 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 (3E)-nonenoic acid.


5'-triphosphoguanosine(3-) residue

An organic anionic group obtained by deprotonation of the triphosphate OH groups of 5'-triphosphoguanosine residue; major species at pH 7.3.


A 1,2-diacyl-sn-glycero-3-phospho-N-methylethanolamine in which the phosphatidyl acyl groups are both specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.


A 1,2-diacyl-sn-glycero-3-phospho-N,N-dimethylethanolamine in which the phosphatidyl acyl groups are both specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.


A UDP-amino sugar having N-acetylgalactosamine-5,6-ene as the amino sugar component.


UDP-N-acetyltunicamine-uracil

A UDP-amino sugar that is an intermediate in the biosynthesis of the tunicamycins.


ivabradine

A member of the class of benzazepines that is 7,8-dimethoxy-1,3,4,5-tetrahydro-3-benzazepin-2-one in which the amide hydrogen is replaced by a [{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]propyl} group. Used (as its hydrochloride salt) to treat patients with angina who have intolerance to beta blockers and/or heart failure.


methoxyaurone

Any member of the class of  aurones with at least one methoxy substituent.


BNPS-skatole

A bromoindole that is 3H-indole in which the hydrogen at position 2 has been replaced by an (o-nitrophenyl)sulfanyl group and in which the hydrogens at position 3 have been replaced by a bromine and a methyl group. It is used particularly for the selective cleavage of tryptophanyl peptide bonds (cleavage occurs at peptide bonds after amino acids with available C(gamma)=C(delta) double bonds such as tryptophan, tyrosine, and histidine).


hydroxyaurone

Any member of the class of  aurones in which one or more ring hydrogens are replaced by hydroxy groups.


D-arabinofuranose 5-phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of D-arabinofuranose-5-phosphate; major species at pH 7.3.


An organic cation obtained by protonation of the tertiary amino group of ivabradine.


edoxaban

A monocarboxylic acid amide that is used (as its tosylate monohydrate) for the treatment of deep vein thrombosis and pulmonary embolism.


isavuconazonium

An organic cation that is the cationic portion of isavuconazonium sulfate (a prodrug for isavuconazole, an antifungal agent used for the treatment of invasive aspergillosis and invasive mucormycosis).


ISAVUCONAZOLE

A 1,3-thiazole that is butan-2-ol which is substituted at positions 1, 2, and 3 by 1,2,4-triazol-1-yl, 2,5-difluorophenyl, and 4-(p-cyanophenyl)-1,3-thiazol-2-yl groups, respectively. It is an antifungal drug used for the treatment of invasive aspergillosis and invasive mucormycosis.


eluxadoline

An amino acid amide obtained by the formal condensation of the carboxy group of 4-carbamoyl-2,6-dimethyl-L-phenylalanine with the secondary amino group of 2-methoxy-5-({[(1S)-1-(4-phenylimidazol-2-yl)ethyl]amino}methyl)benzoic acid. It has mixed opioid receptor activity and is used for treatment of  irritable bowel syndrome with diarrhoea.


L-homocarnosine

A homocarnosine that has S configuration.


butyl octadecanoate

A fatty acid ester that is the butyl ester of  stearic acid.


avibactam

A member of the class of azabicycloalkanes that is (2S,5R)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide in which the amino hydrogen at position 6 is replaced by a sulfooxy group. Used (in the form of its sodium salt) in combination with ceftazidime pentahydrate for the treatment of complicated urinary tract infections including pyelonephritis.


A carbohydrate acid anion obtained by deprotonation of the carboxy and phospho groups of 3-deoxy-alpha-D-manno-2-octulosonic acid 8-phosphate; major species at pH 7.3.


A carbohydrate acid anion obtained by deprotonation of the carboxy group of 3-deoxy-alpha-D-manno-oct-2-ulosonic acid; major species at pH 7.3.


A nucleotide-sugar oxoanion arising from deprotonation of the carboxylic acid and phosphate functions of CMP-3-deoxy-beta-D-manno-octulosonic acid; major species at pH 7.3.


An organosulfate oxoanion that is the conjugate base of avibactam, obtained by deprotonation of the sulfo group.


Avycaz

A mixture composed of avibactam sodium and ceftazidime pentahydrate, which is used for the treatment of complicated urinary tract infections including pyelonephritis.


panobinostat

A hydroxamic acid obtained by formal condensation of the carboxy group of (2E)-3-[4-({[2-(2-methylindol-3-yl)ethyl]amino}methyl)phenyl]prop-2-enoic acid with the amino group of hydroxylamine. A histone deacetylase inhibitor used (as its lactate salt) in combination with bortezomib and dexamethasone for the treatment of multiple myeloma.


An organic cation obtained by protonation of the secondary amino function of panobinostat.


palbociclib

A member of the class of pyridopyrimidines that is 2-{[5-(piperazin-1-yl)pyridin-2-yl]amino}pyrido[2,3-d]pyrimidin-7-one bearing additional methyl, acetyl and cyclopentyl substituents at positions 5, 6 and 8 respectively. It is used in combination with letrozole for the treatment of metastatic breast cancer.


lenvatinib

A member of the class of quinolines that is the carboxamide of 4-{3-chloro-4-[(cyclopropylcarbamoyl)amino]phenoxy}-7-methoxyquinoline-6-carboxylic acid. A multi-kinase inhibitor and orphan drug used (as its mesylate salt) for the treatment of various types of thyroid cancer that do not respond to radioiodine.


(11Z,14Z)-icosadienoyl group

A fatty-acyl group derived from (11Z,14Z)-icosadienoic acid.


SANGIVAMYCIN

A nucleoside analogue that is adenosine in which the nitrogen at position 7 is replaced by a carbamoyl-substituted carbon. It is a potent inhibitor of protein kinase C.


A quinolinium ion obtained by protonation of the quinoline nitrogen of lenvatinib.


Prestalia

A mixture composed of amlodipine besylate and perindopril arginine, which is used or the treatment of hypertension to lower blood pressure.


prunetin

A hydroxyisoflavone that is  genistein  in which the hydroxy group at position 7 is replaced by a methoxy group.


A hydroxy monocarboxylic acid anion that is the conjugate base of 5-hydroxy-2,4-dioxopentanoic acid.


An  oxo carboxylic acid anion that is the conjugate base of 5-(3-carboxy-3-oxoprop-1-en-1-yl)-4-hydroxy-6-oxo-1,6-dihydropyridine-2-carboxylic acid.


A pyridinemonocarboxylate that is the conjugate base of 5-(2'-formylethyl)-4,6-dihydroxypicolinic acid.


A pyridone that is 6-oxo-1,6-dihydropyridine-2-carboxylic acid substituted by a 2-carboxyethyl group at position 5.


A  pyridone that is 4-hydroxy-6-oxo-1,6-dihydropyridine-2-carboxylic acid substituted by a 3-carboxy-3-oxopropyl group at position 5.


An  oxo monocarboxylic acid that is 3,8,8-trichloroocta-2,4,7-trienoic acid substituted by a 4-chlorophenyl group at position 7, a hydroxy group at position 2 and an oxo group at position 6.


bohemine

Purine substituted on C-2, C-6 and N-9 with (3-hydroxypropyl)amino, benzylamino and isopropyl groups respectively; a synthetic, cell-permeable, cyclin-dependent kinase (CDK) inhibitor that is structurally similar to olomoucine and roscovitine.


homoisoflavonoid

Any  homoflavonoid  characterized by addition of an extra carbon atom to the C6-C3-C6 backbone of the isoflavonoid skeleton.


oxetanocin A 4-(dihydrogen phosphate)

A nucleoside phosphate that is oxetanocin A in which the hydroxy of the hydroxymethyl group attached to the carbon bonded to the oxetane oxygen has been converted into the corresponding dihydrogen phosphate.


oxetanocin A

A nucleoside analogue found in Bacillus megaterium in which an adenine moiety is attached to position 2 of a of an oxetane ring which is substituted at positions 3 and 4 by hydroxymethyl groups.


An androstanoid that is testosterone substituted at C2  by a hydroxy group with undefined stereochemistry.


An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of 3,22-dioxochol-4-ene-24-oyl-CoA; major species at pH 7.3.


A nucleotide-sugar oxoanion arising from deprotonation of the diphosphate OH groups of GDP-N,N'-diacetylbacillosamine; major species at pH 7.3.


An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of 3beta-hydroxychola-5,20(22)-dien-24-oyl-CoA; major species at pH 7.3.


An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of 3beta-hydroxychol-5-en-24-oyl-CoA; major species at pH 7.3.


S-[(2E,6E)-farnesyl]-L-cysteine residue

An alpha-amino-acid residue derived from S-[(2E,6E)-farnesyl]-L-cysteine


PSEUDOBAPTOGENIN

A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone and in which the phenyl group at position 3 is replaced by a 1,3-benzodioxol-5-yl group.


An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of 20-methyl-3-oxopregna-4,17-dien-21-oyl-CoA; major species at pH 7.3.


S-geranylgeranyl-L-cysteine residue

An alpha-amino-acid residue derived from S-geranylgeranyl-L-cysteine


A 9(10)-EpOME in which the epoxide has 9R,10S stereochemistry.


(9Z,11E,13E)-octadecatrienoyl group

A fatty-acyl group derived from (9Z,11E,13E)-octadecatrienoic acid.


A parinaroyl group derived from (9Z,11E,13E,15Z)-octadecatetraenoic (alpha-parinaric) acid.


tRNA threonylcarbamoyladenosine

A threonylcarbamoyladenosine that is incorporated into a tRNA molecule.


naphthopyran

Any organic heterotricyclic compound with a skeleton consisting of a pyran ring ortho-fused to a naphthalene.


An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of 17-hydroxy-3-oxopregn-4-en-20-carboxy-CoA; major species at pH 7.3.


O-(hydroxyhexadecanoyl)carnitine

An O-acylcarnitine that is carnitine having a hydroxyhexadecanoyl group as the acyl substituent in which the position of the hydroxy group is unspecified.


An O-hexadecenoylcarnitine having (2E)-hexadecenoyl as the acyl substituent.


O-hexadecenoylcarnitine

An  O-acylcarnitine having a hexadecenoyl group with an unspecified double bond as the acyl substituent.


O-(hydroxyhexadecenoyl)carnitine

An O-acylcarnitine having a hydroxyhexadecenoyl group as the acyl substituent in which the position of the hydroxy group and the double bond is unspecified.


O-hexadecadienoylcarnitine

An O-acylcarnitine having a hexadecadienoyl group as acyl substituent in which the positions of the two double bonds are unspecified.


O-(hydroxyhexadecadienoyl)carnitine

An  O-acylcarnitine having hydroxyhexadecadienoyl as the acyl substituent in which the position of the double bonds and the hydroxy group is unspecified.


An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of 3beta-hydroxychola-5,22-dien-24-oyl-CoA; major species at pH 7.3.


An O-octadecenoylcarnitine in which the acyl group is specified as (9E)-octadec-9-enoyl.


O-(hydroxyoctadecenoyl)carnitine

An O-acylcarnitine having hydroxyoctadecenoyl as the acyl group in which the position of the double bond and hydroxy group are unspecified.


A 3-hydroxy fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of 3-hydroxyoctanoyl-CoA; major species at pH 7.3.


A 3-hydroxy fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of 3-hydroxydecanoyl-CoA; major species at pH 7.3.


A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of 2-methyl-3-oxopalmitoyl-CoA.


O-acyl-D-carnitine

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


A monounsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of 18-hydroxyoleoyl-CoA; major species at pH 7.3.


O-acetyl-D-carnitine

An O-acyl-D-carnitine in which the acyl group specified is acetyl.


An omega-hydroxy-long-chain fatty acid anion that is the conjugate base of 18-hydroxyoctadecanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


O-malonyl-D-carnitine

An O-acyl-D-carnitine in which the acyl group specified is malonyl.


A 1,2-diacyl-sn-glycero 3-phosphocholine in which the acyl group at position 1 is unspecified while that at position 2 is specified as (R)-12-hydroxyoleoyl.


O-pivaloylcarnitine

A C5-acylcarnitine in which the acyl group specified is pivaloyl.


O-valeroylcarnitine

A C5-acylcarnitine in which the acyl group specified is valeroyl.


O-octanoyl-D-carnitine

An O-acyl-D-carnitine in which the acyl group specified as octanoyl.


O-octenoylcarnitine

An O-acylcarnitine in which the acyl group specified is octenoyl.


An omega-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 18-hydroxyoleic acid.


ethyl hexanoate

A fatty acid ethyl ester obtained by the formal condensation of hexanoic acid with ethanol.


L-talose

The L-stereoisomer of talose.


aldehydo-L-talose

The acyclic form of L-talose.


L-talopyranose

The pyranose form of L-talose.


L-idose

The L-stereoisomer of idose.


L-idopyranose

The pyranose form of L-idose.


abietatriene

A diterpene that is abietane having three double bonds located at positions 8, 11 and 13.


O-decenoylcarnitine

An O-acylcarnitine in which the acyl group is specified as decenoyl (position of double bond not specified).


O-decadienoylcarnitine

An O-acylcarnitine in which the acyl group specified is decadienoyl in which the positions of the double bonds is unspecified..


O-dodecenoylcarnitine

An O-acylcarnitine in which the acyl group specified is dodecenoyl.


O-tetradecenoylcarnitine

An  O-acylcarnitine in which the acyl group specified is tetradecenoyl.


O-(hydroxytetradecenoyl)carnitine

An O-acylcarnitine in which the acyl group specified is hydroxytetradecenoyl.


5-hydroxyconiferyl alcohol

A phenylpropanoid that is cinnamyl alcohol in which the hydrogens at positions 3 and 4 on the benzene ring are replaced by hydroxy groups while that at position 5 is replaced by a methoxy group.


O-tetradecadienoylcarnitine

An O-acylcarnitine in which the acyl group specified is tetradecadienoyl.


pseudopelletierine

An azabicycloalkane alkaloid that is 9-azabicyclo[3.3.1]nonane substituted by a methyl group at position 9 and an oxo group at position 3. It is found in pomegranate trees.


O-(hydroxytetradecadienoyl)carnitine

An O-acylcarnitine in which the acyl group specified is hydroxytetradecadienoyl.


caffeyl alcohol

A phenylpropanoid that is cinnamyl alcohol in which the hydrogens at positions 3 and 4 on the benzene ring are replaced by hydroxy groups.


O-(hydroxypropionyl)carnitine

An O-acylcarnitine in which the acyl group specified is hydroxypropionyl.


O-propenoylcarnitine

An O-acyl carnitine in which the acyl group specified is propenoyl.


An oxysterol that is cholesterol which is substituted by hydroxy groups at positions 24S and 25.


An oxysterol that is cholesterol which is substituted by hydroxy groups at positions 24S and 26.


O-propenoyl-D-carnitine

An O-acyl-L-carnitine in which the acyl group specified is propenoyl.


O-butenoylcarnitine

An O-acyl carnitine in which the acyl group specified is butenoyl.


A p-coumaroylagmatine(1+) in which the double bond of the coumaroyl component has E-geochemistry.


O-glutaconylcarnitine

An O-acylcarnitine in which the acyl group specified is glutaconyl.


O-hexenoylcarnitine

An O-acyl carnitine in which the acyl group specified is hexenoyl.


A p-coumaroylagmatine(1+) in which the double bond of the coumaroyl component has Z-geochemistry.


O-pimelylcarnitine

An O-acylcarnitine in which the acyl group specified is pimelyl.


(Z)-p-coumaroylagmatine

A p-coumaroylagmatine in which the double bond of the coumaroyl component has Z-geochemistry.


A N-octadecenoylsphingosine-1-phosphocholine in which the acyl group specified is (11Z)-octadecenoyl.


An oxysterol that is cholesterol which is substituted by hydroxy groups at positions 4beta and 24S.


A  phosphatidylcholine 30:0 in which the acyl group specified at positions 1 and 2 is pentadecanoyl.


A phosphatidylcholine 32:0 in which the acyl group specified at positions 1 and 2 are stearoyl and myristoyl respectively.


A phosphatidylcholine 32:0 in which the acyl group specified at positions 1 and 2 are myristoyl and stearoyl respectively.


A member of the class of cinnamamides obtained by formal condensation of the carboxy group of 4-hydroxy-3-methoxycinnamid with the amino group of agmatine.


A phosphatidylcholine 32:1 in which the acyl groups specified at positions 1 and 2 are oleoyl and myristoyl respectively.


A 4-hydroxy-3-methoxycinnamoylagmatine in which the double bond of the 4-hydroxy-3-methoxycinnamoyl component has Z-geochemistry.


A phosphatidylcholine 32:2 in which the acyl groups specified at positions 1 and 2 are tetradecanoyl and (9Z,12Z)-octadecadienoyl respectively.


A phosphatidylcholine 32:3 in which the acyl groups at positions 1 and 2 are tetradecanoyl and (9Z,12Z,15Z)-octadecatrienoyl respectively.


A 3beta-hydroxycholest-5-en-26-al in which the stereocentre at position 25 has R-configuration.


A phosphatidylcholine 34:1 in which the acyl groups specified at positions 1 and 2 are octadecanoyl and (9Z)-hexadecenoyl respectively.


A 3beta-hydroxycholest-5-en-26-oate in which the stereocentre at position 25 has R-configuration.


A  phosphatidylcholine 34:2 in which the acyl groups specified at positions 1 and 2 are (9Z,12Z)-octadecadienoyl and linoleoyl respectively.


A phosphatidylcholine 34:2 in which the acyl groups specified at positions 1 and 2 are (9Z)-octadecenoyl and (9Z)-hexadecenoyl respectively.


A phosphatidylcholine 34:4 in which the acyl groups specified at positions 1 and 2 are hexadecanoyl and (6Z,9Z,12Z,15Z)-octadecatetraenoyl respectively.


A phosphatidylcholine 34:4 in which teh acyl groups specified at positions 1 and 2 are tetradecanoyl and (5Z,8Z,11Z,14Z)-eicosatetraenoyl respectively.


A phosphatidylcholine 36:0 in which the acyl groups specified at positions 1 and 2 are docosanoyl and tetradecanoyl respectively.


(7Z,10Z)-hexadecadienoyl group

A fatty-acyl group derived from (7Z,10Z)-hexadecadienoic acid.


(7Z,10Z,13Z)-hexadecatrienoyl group

A fatty-acyl group derived from (7Z,10Z,13Z)-hexadecatrienoic acid.


A phosphatidylcholine 36:0 in which the acyl groups at positions 1 and 2 are tetradecanoyl and docosanoyl respectively.


An N-acetyl-D-galactosaminyl group derived from N-acetyl-beta-D-glucosaminyl-(1->6)-[N-acetyl-alpha-D-glucosaminyl-(1->4)-beta-D-galactosyl-(1->3)]-N-acetyl-alpha-D-galactosamine.


A 1-octadecanoyl-2-octadecenoyl-sn-glycero-3-phosphocholine in which the acyl groups specified at positions 1 and 2 are octadecanoyl and (11Z)-octadecenoyl respectively.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as (6Z)-hexadecenoyl.


A 1-octadecanoyl-2-octadecenoyl-sn-glycero-3-phosphocholine in which the acyl groups specified at positions 1 and 2 are (11Z)-octadecenoyl and octadecanoyl respectively.


A phosphatidylcholine 36:2 in which the acyl groups specified at positions 1 and 2 are (9Z,12Z)-octadecadienoyl and octadecanoyl respectively.


An oxysterol that is cholesterol which is substituted by hydroxy groups at 4beta and 26 positions and has R-configuration at position 25.


A 1,2-di-octadecenoylsn-glycero-3-phosphocholine in which the acyl group specified at positions 1 and 2 is 11Z)-octadecenoyl .


A 26-oxo steroid resulting from the oxidation of the terminal methyl group of 4beta,26-dihydroxycholesterol to the corresponding aldehyde.


A steroid acid anion that is the conjugate base of (25R)-3beta,4beta-dihydroxycholest-5-en-26-oic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.


A phosphatidylcholine 36:3 in which the acyl groups specified at positions 1 and 2 are octadecanoyl and (6Z,9Z,12Z)-octadecatrienoyl respectively.


(8E,10E,12Z)-octadecatrienoyl group

A fatty-acyl group derived from (8E,10E,12Z)-octadecatrienoic acid


A phosphatidylcholine 36:3 in which the acyl groups at positions 1 and 2 are specified as hexadecanoyl and (5Z,8Z,11Z)-icosatrienoyl respectively.


A monounsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (11Z)-hexadec-11-enoyl-CoA; major species at pH 7.3.


A phosphatidylcholine 36:3 in which the acyl group specified at positions 1 and 2 are hexadecanoyl and (8Z,11Z,14Z)-eicosatrienoyl respectively.


A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (10E,12Z)-hexadecadienoyl-CoA; major species at pH 7.3.


A  phosphatidylcholine 36:4 in which the acyl groups specified at positions 1 and 2 are (6Z,9Z,12Z)-octadecatrienoyl and (9Z)-octadecenoyl respectively.


4-aminoazobenzene-3,4'-disulfonic acid

A member of the class of azobenzenes that is azobenzene in which one of the phenyl groups is substituted at the para position by a sulfo group, while the other is substituted at a meta position by a sulfo group and at the para position by an amino group. The disodium salt is the biological stain 'fast yellow'.


An organosulfonate oxoanion resulting from the removal of a proton from both of the sulfo groups of 4-aminoazobenzene-3,4'-disulfonic acid.


A phosphatidylcholine 36:4 in which the acyl groups specified at positions 1 and 2 are (9Z,12Z,15Z)-octadecatrienoyl and (9Z)-octadecenoyl respectively.


An L-tryptophan derivative in which the hydrogen at position 2 on the indole ring is replaced by a methyl group.


psilocin

A tryptamine alkaloid that is N,N-dimethyltryptamine carrying an additional hydroxy substituent at position 4. A hallucinogenic alkaloid isolated in trace amounts from Psilocybe mushrooms (also known as Teonanacatl or "magic mushrooms").


A phosphatidylcholine 36:4 in which the acyl groups specified at positions 1 and 2 are (9Z)-octadecenoyl and (6Z,9Z,12Z)-octadecatrienoyl respectively.


A 3beta-sterol that is 5alpha-cholestane-3beta-ol having double bonds at the 8,9- and 14,15- positions.


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.


A phosphatidylcholine 36:4  in which the acyl groups specified at positions 1 and 2 are (9Z)-octadecenoyl and (9Z,12Z,15Z)-octadecatrienoyl respectively.


A phosphatidylcholine 36:4 in which the acyl groups at positions 1 and 2 are octadecanoyl and (6Z,9Z,12Z,15Z)-octadecatetraenoyl respectively.


(5Z,9Z,12Z,15Z)-octadecatetraenoic acid

An octadecatetraenoic acid having four double bonds located at positions 5, 9, 12 and 15 (the all-cis-isomer).


(5Z,9Z,12Z)-octadecatrienoic acid

An octadecatrienoic acid having three double bonds located at positions 5, 9 and 12 (the all-cis-isomer).


A phosphatidylcholine 36:5 in which the acyl groups specified at positions 1 and 2 are hexadecanoyl and (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl respectively.


alpha-L-Fucp-(1->2)-beta-D-Galp6S-(1->4)-D-Glcp in which the anomeric configuration of the glucose residue at the reducing end is beta.


N-methyl-L-alpha-amino acid zwitterion

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


PSILOCYBINE

A tryptamine alkaloid that is N,N-dimethyltryptamine carrying an additional phosphoryloxy substituent at position 4. The major hallucinogenic alkaloid isolated from Psilocybe mushrooms (also known as Teonanacatl or "magic mushrooms").


(4Z)-hexadecenoic acid

A hexadecenoic acid with a cis-double bond at position C-4.


(9Z,12E)-octadecadienoic acid

An octadecadienoic acid having two double bonds located at positions 9 and 12 (the 9Z,12E-geoisomer).


(9Z,12E)-hexadecadienoic acid

A hexadecadienoic acid having two double bonds located at positions 9 and 12 (the 9Z,12E-geoisomer).


A hexadecenoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (14Z)-hexadecenoic acid.


A hexadecenoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (14E)-hexadecenoic acid.


An oxysterol that is cholesterol which is substituted by hydroxy groups at positions 7alpha and 22R.


An oxysterol that is (24S,25)-epoxycholesterol bearing a hydroxy substituent at the 7alpha-position.


(7Z,10Z)-hexadecadienoic acid

A hexadecadienoic acid having two double bonds located at positions 7 and 10 (the 7Z,10Z-geoisomer).


(8E,10E,12Z)-octadecatrienoic acid

A conjugated linolenic acid having three double bonds located at positions 8, 10 and 12 (the 8E,10E,12Z-geoisomer)


bromocresol purple

A member of the class of 2,1-benzoxathioles that is 2,1-benzoxathiole 1,1-dioxide in which both of the hydrogens at position 3 have been substituted by 3-bromo-4-hydroxy-5-methylphenyl groups. A hydrophilic dye that is used as a pH indicator and to measure serum albumin concentrations.


bromothymol blue

A member of the class of 2,1-benzoxathioles that is 2,1-benzoxathiole 1,1-dioxide in which both of the hydrogens at position 3 have been substituted by 3-bromo-4-hydroxy-5-isopropyl-2-methylphenyl groups.


psoralidin

A member of the class of  coumestans that is  coumestan substituted by hydroxy groups at positions 3 and 9 and a prenyl group at position 2 respectively.


A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of phosphate and diphosphate functions of (2E)-pentenoyl-CoA; major species at pH 7.3.


A phosphatidylcholine 36:6 in which the acyl groups specified at positions 1 and 2 is (9Z,12Z,15Z)-octadecatrienoyl.


A phosphatidylcholine 36:6 in which the acyl groups at positions 1 and 2 tetradecanoyl and (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl respectively.


A  phosphatidylcholine 38:0 in which the acyl groups specified at positions 1 and 2 are tetracosanoyl and tetradecanoyl respectively.


A phosphatidylcholine 38:0 in which the acyl groups specified at positions 1 and 2 are docosanoyl and hexadecanoyl respectively.


An oxysterol that is cholesterol which is substituted by hydroxy groups at positions 24S and 27 and has S-configuration at position 25.


A phosphatidylcholine 38:0 in which the acyl groups at positions 1 and 2 are specified as eicosanoyl and octadecanoyl respectively.


A phosphatidylcholine 38:0 in which the acyl groups specified at positions 1 and 2 are octadecanoyl and eicosanoyl respectively.


A phosphatidylcholine 38:0 in which the acyl groups specified at positions 1 and 2 are hexadecanoyl and docosanoyl respectively.


A phosphatidylcholine 38:0 in which the acyl groups specified at positions 1 and 2 are tetradecanoyl and tetracosanoyl respectively.


PSOROSPERMIN

An organic heterotetracyclic compound that is 1,2-dihydro-6H-furo[2,3-c]xanthene substituted by a hydroxy group at position 10, a methoxy group at position 5 nad a 2-methyloxiran-2-yl group at position 2.


A  phosphatidylcholine 38:1 in which the acyl groups specified at positions 1 and 2 are eicosanoyl and (11Z)-octadecenoyl respectively.


A phosphatidylcholine 38:1 in which the acyl groups at positions 1 and 2 are eicosanoyl and (9Z)-octadecenoyl respectively.


A phosphatidylcholine 38:1 in which the acyl groups at positions 1 and 2 are specified as (9Z)-octadecenoyl and eicosanoyl respectively.


A phosphatidylcholine 38:1 in which the acyl groups specified at positions 1 and 2 are octadecanoyl and (11Z)-eicosenoyl respectively.


A phosphatidylcholine 38:1 in which the acyl groups specified at positions 1 and 2 are hexadecanoyl and (13Z)-docosenoyl respectively.


A phosphatidylcholine 38:1 in which the acyl groups specified at positions 1 and 2 are tetradecanoyl and (15Z)-tetracosenoyl respectively.


A phosphatidylcholine 36:3 in which the acyl groups at positions 1 and 2 are specified as octadecanoyl and (5Z,8Z,11Z)-icosatrienoyl respectively.


A  phosphatidylcholine 38:3 in which the acyl groups specified at positions 1 and 2 are octadecanoyl and (8Z,11Z,14Z)-eicosatrienoyl respectively.


A phosphatidylcholine 38:4 in which the acyl groups specified at positions 1 and 2 are (9Z)-octadecenoyl and (5Z,8Z,11Z)-eicosatrienoyl respectively.


4-hydroxynon-2-enoic acid

A medium-chain fatty acid that is non-2-enoic acid substituted at position 4 by a hydroxy group.


A phosphatidylcholine 38:5 in which the acyl groups specified at positions 1 and 2 are octadecanoyl and (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl respectively.


A phosphatidylcholine 38:6 in which the acyl groups specified at positions 1 and 2 are (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl and hexadecanoyl respectively.


A phosphatidylcholine 38:6 in which the acyl groups specified at positions 1 and 2 are (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl and (9Z)-octadecenoyl respectively.


A phosphatidylcholine 38:6 in which the acyl groups specified at positions 1 and 2 are (5Z,8Z,11Z,14Z)-eicosatetraenoyl and (9Z,12Z)-octadecadienoyl respectively.


A phosphatidylcholine 38:6 in which the acyl groups specified at positions 1 and 2 are (11Z)-octadecenoyl and (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl respectively.


A phosphatidylcholine 38:6 in which the acyl groups specified at positions 1 and 2 are (9Z)-octadecenoyl and (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl respectively.


A phosphatidylcholine 40:1 in which the acyl groups specified at positions 1 and 2 are eicosanoyl and (11Z)-eicosenoyl respectively.


A phosphatidylcholine 40:1 in which the acyl groups specified at positions 1 and 2 are (11Z)-octadecenoyl and docosanoyl respectively.


A phosphatidylcholine 40:1 in which the acyl groups specified at positions 1 and 2 are (9Z)-octadecenoyl and docosanoyl respectively.


BUTYL 2-AMINOBENZOATE

A benzoate ester obtained by formal condensation of the carboxy group of anthranilic acid with the hydroxy group of butanol. Found in several fruit species, it is used as a flavouring and fragrance agent and also exhibits insect repellent properties.


DAPT

A dipeptide consisting of alanylphenylglycine derivatised as a 3,5-difluorophenylacetamide at the amino terminal and a tert-butyl ester at the carboxy terminal. It is a gamma-secretase inhibitor.


A member of the class of benzaldehydes carrying a diethylamino substituent at position 4.


A member of the class of benzaldehydes carrying 2-(diethylamino)ethoxy and allyl substituents at positions 2 and 3 respectively.


A phosphatidylcholine 40:1 in which the acyl groups specified at positions 1 and 2 are octadecanoyl and (13Z)-docosenoyl respectively.


A phosphatidylcholine 40:1 in which the acyl groups specified at positions 1 and 2 are hexadecanoyl and (15Z)-tetracosenoyl respectively.


A phosphatidylcholine 40:2 in which the acyl group specified at positions 1 and 2 is (11Z)-eicosenoyl respectively.


A phosphatidylcholine 40:2 in which the acyl groups specified at positions 1 and 2 are eicosanoyl and (11Z,14Z)-eicosadienoyl respectively.


A phosphatidylcholine 40:4 in which the acyl groups specified at positions 1 and 2 are (7Z,10Z,13Z,16Z)-docosatetraenoyl and octadecanoyl respectively.


A phosphatidylcholine 40:5 in which the acyl groups specified at positions 1 and 2 are (9Z)-octadecenoyl and (7Z,10Z,13Z,16Z)-docosatetraenoyl respectively.


A phosphatidylcholine 40:5 inw hich teh acyl groups specified at positions 1 and 2 are octadecanoyl and (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl respectively.


A phosphatidylcholine 40:6 in which the acyl groups specified at positions 1 and 2 are (9Z)-octadecenoyl and (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl respectively.


A phosphatidylcholine 42:0 in which the acyl groups specified at positions 1 and 2 are tetracosanoyl and octadecanoyl respectively.


A phosphatidylcholine 42:0 in which the acyl groups specified at positions 1 and 2 are docosanoyl and eicosanoyl respectively.


A phosphatidylcholine 42:0 in which the acyl groups specified at positions 1 and 2 are eicosanoyl and docosanoyl respectively.


A phosphatidylcholine 42:0 in which the acyl groups specified at positions 1 and 2 are octadecanoyl and tetracosanoyl respectively.


A phosphatidylcholine 42:1 in which the acyl groups specified at positions 1 and 2 are tetracosanoyl and (9Z)-octadecenoyl respectively.


A phosphatidylcholine 42:1 in which the acyl groups specified at positions 1 and 2 are docosanoyl and (11Z)-eicosenoyl respectively.


A phosphatidylcholine 42:1 in which the acyl groups specified at positions 1 and 2 are eicosanoyl and (13Z)-docosenoyl respectively.


A phosphatidylcholine 42:1 in which the acyl groups specified at positions 1 and 2 are (9Z)-octadecenoyl and tetracosanoyl respectively.


cresol red

A member of the class of 2,1-benzoxathioles that is 2,1-benzoxathiole 1,1-dioxide in which both of the hydrogens at position 3 have been substituted by 4-hydroxy-5-methylphenyl groups.


A phosphatidylcholine 42:1 in which the acyl groups specified at positions 1 and 2 are octadecanoyl and (15Z)-tetracosenoyl respectively.


A phosphatidylcholine 42:5 in which the acyl groups specified at positions 1 and 2 are eicosanoyl and (7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl respectively.


A phosphatidylcholine 42:6 in which the acyl groups specified at positions 1 and 2 are eicosanoyl and (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl respectively.


borax

A hydrate that is the decahydrate form of disodium tetraborate.


A phosphatidylcholine O-30:0 in which the alkyl and acyl groups at position 1 and 2 are tetradecyl and hexadecanoyl respectively.


Amido Black 10B (acid form)

A bis(azo) compound that is naphthalene-2,7-disulfonic acid in which the hydrogens at positions 3, 4, 5, and 6 are replaced by (p-nitrophenyl)azo, amino, hydroxy, and phenylazo groups, respectively. A biological stain, it can be used interchangeably with its disodium salt, Amido Black 10B.


A phosphatidylcholine O-30:1 in which the alkyl and acyl groups specified at positions 1 and 2 are tetradecyl and (9Z)-hexadecenoyl respectively.


lipid IIA(2-)

The lipid oxoanion formed from lipid IIA by deprotonation of the phosphate hydroxy groups and protonation of the amino group. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).


An organosulfonate oxoanion resulting from the removal of a proton from both of the sulfonic acid groups of Amido Black 10B (acid form).


dithionitrobenzoic acid

An organic disulfide that results from the formal oxidative dimerisation of 2-nitro-5-thiobenzoic acid. An indicator used to quantify the number or concentration of thiol groups.


A phosphatidylcholine O-34:0 in which the alkyl and acyl groups at positions 1 and 2 are hexadecyl and octadecanoyl respectively.


A phosphatidylcholine O-34:2 in which the alkyl and acyl groups specified at positions 1 and 2 are hexadecyl and [(9Z,12Z)-octadecadienoyl respectively.


A 1-(Z)-alk-1-enyl-2-oleoyl-sn-glycero-3-phosphocholine in which the alkenyl group specified is (1Z)-hexadecenyl.


KGKGKGKGKGENPVVHFFKNIVTPRTP

A linear 27-membered polypeptide comprising the sequence Lys-Gly-Lys-Gly-Lys-Gly-Lys-Gly-Lys-Gly-Glu-Asn-Pro-Val-Val-His-Phe-Phe-Lys-Asn-Ile-Val-Thr-Pro-Arg-Thr-Pro. Corresponds to the sequence of the myelin basic protein 83-99 (MBP83-99) immunodominant epitope with an (L-lysylglycyl)5 [(KG5)] linker attached to the glutamine(83) (E(83)) residue.


A lipid IVA oxoanion obtained by deprotonation of the phospho and carboxy groups of alpha-Kdo-(2->8)-alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA; major species at pH 7.3.


A lipid IVA oxoanion obtained by deprotonation of the phospho and carboxy groups of alpha-Kdo-(2->8)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA; major species at pH 7.3.


ENPVVHFFKNIVTPRTP

A linear seventeen-membered polypeptide comprising the sequence Glu-Asn-Pro-Val-Val-His-Phe-Phe-Lys-Asn-Ile-Val-Thr-Pro-Arg-Thr-Pro. Corresponds to the sequence of the myelin basic protein 83-99 (MBP83-99) immunodominant epitope.


A phosphatidylcholine O-36:0 in which the alkyl and acyl groups specified at positions 1 and 2 are octadecyl and octadecanoyl respectively.


A phosphatidylcholine O-36:0 in which the alkyl and acyl groups specified at positions 1 and 2 are hexadecyl and eicosanoyl respectively.


A 1-(Z)-alk-1-enyl-2-acyl-sn-glycero-3-phosphocholine in which the alkeny and acyl group specified at positions 1 and 2 are (1Z)-octadecenyl and (9Z)-octadecenoyl respectively.


A phosphatidylcholine O-38:0 in which the alkyl and acyl groups specified at positions 1 and 2 are hexadecyl and docosanoyl respectively.


A hydrate that is the heptahydrate form of hexaammonium heptamolybdate.


NSC 56820

An amino sulfonic acid that is 4-[(4-methylenecyclohexa-2,5-dien-1-ylidene)amino]benzenesulfonic acid in which the hydrogens of the methylene group are replaced by 4-amino-3-methyl-5-sulfophenyl and 4-[(4-sulfophenyl)amino]phenyl groups. The disodium salt is the biological stain C.I. Acid Blue 22, also known as water blue.


A phosphatidylcholine O-38:6 in which the alkyl and acyl groups specified at positions 1 and 2 are hexadecyl and (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl respectively.


NSC 56820(2-)

An arenesulfonate oxoanion that is a dianion resulting from the removal of a proton from all three sulfonic acid groups of NSC 56820 and the protonation of its imino nitrogen. The disodium salt is the biological stain C.I. Acid Blue 22, also known as water blue.


A phosphatidylcholine O-40:0 in which the acyl groups specified at positions 1 and 2 are octadecyl and docosanoyl respectively.


A phosphatidylcholine O-40:6 in which the alkyl and the acyl groups at positions 1 and 2 are octadecyl and (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl respectively.


A  phosphatidylcholine O-42:0 in which the alkyl and the acyl groups specified at positions 1 and 2 are eicosyl and docosanoyl respectively.


A lysophosphatidylcholine 18:1 in which the acyl group specified as position 1 is (11Z)-octadecenoyl.


A lysophosphatidylcholine 20:3/0:0 in which the acyl group at position 1 is specified as (8Z,11Z,14Z)-icosatrienoyl.


A pyrimidine nucleoside that is uridine in which the 5'-hydroxy group has been oxidised to the corresponding aldehyde.


A lysophosphatidylcholine 20:4 in which the the acyl group at position 1 is specified  as (8Z,11Z,14Z,17Z)-icosatetraenoyl.


A lysophosphatidylcholine 24:0 in which the acyl group is specified as tetracosanoyl and is located at position 1.


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


D-kynurenine

A kynurenine that has D configuration.


An O-(S-acylpantetheine-4'-phosphoryl)serine residue(1-) in which the S-acyl group is specified as 2-dodecenoyl.


N-(1,2-saturated acyl)sphinganine

Any dihydroceramide having a methylene group adjacent to the ceramide carbonyl group.


An N-(2-hydroxyacyl)sphinganine in which the 2-hydroxyacyl group has R-configuration.


nitrotyrosine

A tyrosine derivative that is tyrosine substituted by a nitro group at unspecified position. A "closed" class.


A non-proteinogenic alpha-amino acid that is tyrosine substituted by a nitro group at position 2.


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


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


A hydroxy-amino acid that is lysine substituted by a hydroxy group at position 3.


A  hydroxylysine that is lysine substituted by a hydroxy group at position 4.


Any phytoceramide in which the ceramide N-acyl group is carrying a 2R-hydroxy substituent.


N-(1,2-saturated acyl)phytosphingosine

Any phytoceramide having a methylene group adjacent to the ceramide carbonyl group.


A phosphatidylcholine 24:0 in which the acyl groups specified at positions 1 and 2 are tetradecanoyl and decanoyl respectively.


A xanthene dye that is fluorescein bearing bromine substituents at positions 2', 4', 5' and 7'.


A phosphatidylcholine 24:0 in which the acyl groups specified at positions 1 and 2 are undecanoyl and tridecanoyl respectively.


D-arabinofuranose 5-phosphate

The furanose form of D-arabinose 5-phosphate.


A phosphatidylcholine 24:0 in which the acyl groups specified at positions 1 and 2 are tridecanoyl and undecanoyl respectively.


A phosphatidylcholine 24:0 in which the acyl groups specified at positions 1 and 2 are nonanoyl and pentadecanoyl respectively.


A fatty acyl group derived from (9Z,11E,13Z)-octadeca-9,11,13-trienoic acid


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


A nitro fatty acid that is (9E)-octadec-9-enoic (elaidic) acid substituted by a nitro group at position 10.


nitro fatty acid

Any nitrogen-containing fatty acid that is fatty acid containing at least one nitro group.


GDP-N,N'-diacetylbacillosamine

A GDP-hexose having 2,4-diacetamido-2,4,6-trideoxy-alpha-D-glucopyranose as the hexose component.


The cationic form of a C3 cyanine dye having 3-pentyl-1,3-benzoxazol-2(3H)-yl units at each end. A fluorescent compound that preferentially stains chronic myelogenic leukemia cells.


A pyrazolopyrimidine that is pyrazolo[1,5-a]pyrimidine bearing quinolin-4-yl and 4-isopropyloxyphenyl substituents at positions 3 and 6 respectively.


A member of the class of biindoles that is indirubin substituted at position 6 by a bromo group and in which the keto group at position 3' has undergone condensation with hydroxylamine to form the corresponding oxime.


A fatty-acyl group derived from (9Z,12Z)-octadeca-9,12-dien-6-ynoic acid.


A fatty-acyl group derived from (9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid.


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


A ceramide in which the sphingoid component is specified as (4E,8E,10E)-sphinga-4,8,10-trienine


(9Z)-octadec-9-en-12-ynoyl group

A fatty-acyl group derived from (9Z)-octadec-9-en-12-ynoic acid.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3beta-hydroxychola-5,20(22)-dien-24-oic acid.


picrate anion

A phenolate anion resulting from deprotonation of the phenolic hydroxy group of picric acid.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as 5-hexenoyl.


An O-(S-acylpantetheine-4'-phosphoryl)serine(1-) residue in which the S-acyl group is specified as 5-hexynoyl.


pterostilbene

A stilbenol that consists of trans-stilbene bearing a hydroxy group at position 4 as well as two methoxy substituents at positions 3' and 5'.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 20-methyl-3-oxopregna-4,17-dien-21-oic acid.


An ammonium ion resulting from the protonation of the amino group of butamben.


ENPVVHFFFNIVTPRTP

A linear seventeen-membered polypeptide comprising the sequence Glu-Asn-Pro-Val-Val-His-Phe-Phe-Phe-Asn-Ile-Val-Thr-Pro-Arg-Thr-Pro. Corresponds to the sequence of the myelin basic protein 83-99 (MBP83-99) immunodominant epitope with the lysyl residue at position 91 replaced by phenylalanyl [MBP83-99(F(91))].


KGKGKGKGKGENPVVHFFFNIVTPRTP

A linear 27-membered polypeptide comprising the sequence Lys-Gly-Lys-Gly-Lys-Gly-Lys-Gly-Lys-Gly-Glu-Asn-Pro-Val-Val-His-Phe-Phe-Phe-Asn-Ile-Val-Thr-Pro-Arg-Thr-Pro. Corresponds to the sequence of the myelin basic protein 83-99 (MBP83-99) immunodominant epitope with the lysyl residue at position 91 replaced by phenylalanyl [MBP83-99(F(91))] and with an (L-lysylglycyl)5 [(KG5)] linker attached to the glutamine(83) (E(83)) residue.


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


ENPVVHFFYNIVTPRTP

A linear seventeen-membered polypeptide comprising the sequence Glu-Asn-Pro-Val-Val-His-Phe-Phe-Tyr-Asn-Ile-Val-Thr-Pro-Arg-Thr-Pro. Corresponds to the sequence of the myelin basic protein 83-99 (MBP83-99) immunodominant epitope with the lysyl residue at position 91 replaced by tyrosyl [MBP83-99(Y(91))].


KGKGKGKGKGENPVVHFFYNIVTPRTP

A linear 27-membered polypeptide comprising the sequence Lys-Gly-Lys-Gly-Lys-Gly-Lys-Gly-Lys-Gly-Glu-Asn-Pro-Val-Val-His-Phe-Phe-Tyr-Asn-Ile-Val-Thr-Pro-Arg-Thr-Pro. Corresponds to the sequence of the myelin basic protein 83-99 (MBP83-99) immunodominant epitope with the lysyl residue at position 91 replaced by tyrosyl [MBP83-99(Y(91))] and with an (L-lysylglycyl)5 [(KG5)] linker attached to the glutamine(83) (E(83)) residue.


A steroidal acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 17-hydroxy-3-oxopregn-4-en-20-carboxylic acid.


ENPVVAFFKNIVTPRTP

A linear seventeen-membered polypeptide comprising the sequence Glu-Asn-Pro-Val-Val-Ala-Phe-Phe-Lys-Asn-Ile-Val-Thr-Pro-Arg-Thr-Pro. Corresponds to the sequence of the myelin basic protein 83-99 (MBP83-99) immunodominant epitope with the histidyl residue at position 88 replaced by alanyl [MBP83-99(A(88))].


KGKGKGKGKGENPVVAFFKNIVTPRTP

A linear 27-membered polypeptide comprising the sequence Lys-Gly-Lys-Gly-Lys-Gly-Lys-Gly-Lys-Gly-Glu-Asn-Pro-Val-Val-Ala-Phe-Phe-Lys-Asn-Ile-Val-Thr-Pro-Arg-Thr-Pro. Corresponds to the sequence of the myelin basic protein 83-99 (MBP83-99) immunodominant epitope with the histidyl residue at position 88 replaced by alanyl [MBP83-99(A(88))] and with an (L-lysylglycyl)5 [(KG5)] linker attached to the glutamine(83) (E(83)) residue.


ENPAVHFFKNIVTPRTP

A linear seventeen-membered polypeptide comprising the sequence Glu-Asn-Pro-Ala-Val-His-Phe-Phe-Lys-Asn-Ile-Val-Thr-Pro-Arg-Thr-Pro. Corresponds to the sequence of the myelin basic protein 83-99 (MBP83-99) immunodominant epitope with the valyl residue at position 86 replaced by alanyl [MBP83-99(A(86))].


KGKGKGKGKGENPAVHFFKNIVTPRTP

A linear 27-membered polypeptide comprising the sequence Lys-Gly-Lys-Gly-Lys-Gly-Lys-Gly-Lys-Gly-Glu-Asn-Pro-Ala-Val-His-Phe-Phe-Lys-Asn-Ile-Val-Thr-Pro-Arg-Thr-Pro. Corresponds to the sequence of the myelin basic protein 83-99 (MBP83-99) immunodominant epitope with the valyl residue at position 86 replaced by alanyl [MBP83-99(A(86))] and with an (L-lysylglycyl)5 [(KG5)] linker attached to the glutamine(83) (E(83)) residue.


cyclo(ENPVVHFFFNIVTPRTP)

A 17-membered homodetic cyclic peptide comprising the sequence -Arg-Thr-Pro-Glu-Asp-Pro-Val-Val-His-Phe-Phe-Phe-Asp-Ile-Val-Thr-Pro-. Cyclic analogue with head-to-tail cyclisation of the myelin basic protein 83-99 (MBP83-99) immunodominant epitope with the lysyl residue at position 91 replaced by phenylalanyl [MBP83-99(F(91))].


methyl sulfide

Any aliphatic sulfide in which at least one of the organyl groups attached to the sulfur is a methyl group.


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.


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 hydroxycalciol that is vitamin D2 in which the hydrogen at position 25 has been replaced by a hydroxy group.


ERCALCITRIOL

A hydroxycalciol that is vitamin D2 bearing additional hydroxy substituents at positions 1alpha and 25.


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


alkaloid antibiotic

Any alkaloid that has significant antibiotic properties.


conazole antifungal agent

A compound that has a structure that is related to miconazole, contains an azole (imidazole or triazole) moiety, and has significant systemic antifungal properties.  They inhibit cytochrome P450-dependent enzymes (particularly C14-demethylase) involved in the biosynthesis of ergosterol, which is required for fungal cell membrane structure and function.


quinolone antibiotic

An organonitrogen heterocyclic antibiotic whose structure contains a quinolone or quinolone-related skeleton.


A member of the class of anthraquinone that is 1,4-diamino-9,10-anthraquinone in which the two amino groups are carrying 3-(diethylamino)-2-hydroxypropyl and (oxiran-2-yl)methyl substituents. It exhibits anti-cancer properties.


An N-acetyl-D-galactosaminyl group derived from 6-O-sulfo-N-acetyl-beta-D-glucosaminyl-(1->6)-[beta-D-galactosyl-(1->3)]-N-acetyl-alpha-D-galactosamine.


antifungal drug

Any antifungal agent used to prevent or treat fungal infections in humans or animals.


nitrooleic acid

A nitro fatty acid that is (9E)-octadec-9-enoic (elaidic) acid substituted by a nitro group at position 9.


puerarin

A hydroxyisoflavone that is  isoflavone substituted by hydroxy groups at positions 7 and 4' and a beta-D-glucopyranosyl residue at position 8 via a C-glycosidic linkage.


A 1,2-di-octadecenoyl-sn-glycero-3-phosphocholine in which the acyl group specified at positions 1 and 2 is (6Z)-octadecenoyl.


A mannosyl group derived from N-acetyl-beta-D-galactosaminyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannose.


A quinate that is the conjugate base of 1,3-dicaffeoylquinic acid.


A mannosyl group derived from 4-O-sulfo-N-acetyl-beta-D-galactosaminyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->2)-alpha-D-mannose.


A monosaccharide derivative that is (R)-isoflavan substituted by a hydroxy group substituted at position 2', methoxy groups at positions 3' and 4' and a beta-D-glucopyranosyloxy group at position 7 respectively.


An N-acetyl-D-glucosaminyl group derived from 3-O-sulfo-beta-D-glucuronosyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosamine


An N-acetyl-D-glucosaminyl group derived from beta-D-glucuronosyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosamine.


A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as (9Z,12Z)-octadecadienoyl and octadecanoyl respectively.


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


D-5-monosubstituted hydantoin

Any imidazolidine-2,4-dione that bears a single substituent at position 5 and has D-configuration.


L-5-monosubstituted hydantoin

Any imidazolidine-2,4-dione that bears a single substituent at position 5 and has L-configuration.


A racemate comprising equal amounts of (3R,4R)- and (3S,4S)-A2-32-01.


A racemate comprising equal amounts of (3R,4R)- and (3S,4S)-A2-58-06.


A N-acylpyrrolidine that is proline substituted by a propanoyl group at the nitrogen atom.


A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at positions 1 and 2 are pentadecanoyl and (5Z,8Z,11Z,14Z)-eicosatetraenoyl respectively.


A diacylglycerol 34:1 in which the acyl groups specified at positions 1 and 2 are (11Z)-octadecenoyl and hexadecanoyl respectively.


2,3-dihydroxybutanoic acid

A  hydroxybutyric acid substituted by hydroxy groups at positions 2 and 3 respectively.


2,4-dihydroxybutanoic acid

A omega-hydroxy fatty acid that is butyric acid substituted by hydroxy groups at positions 2 and 4 respectively.


N-carbamoylglutamic acid

A glutamic acid derivative that is glutamic acid substituted by a carbamoyl group at the nitrogen atom.


2-deoxy-D-ribonic acid

A pentonic acid that is the 2-deoxy derivative of D-ribonic acid.


5-iododeoxycytidine triphosphate

A 2'-deoxycytidine phosphate that is 2'-deoxycytidine-5'-triphosphate in which the hydrogen at position 5 on the cytosine ring is replaced by iodine.


A member of the class of ribonates that is the  conjugate base of 2-deoxy-D-ribonic acid.


2-hydroxyacrylic acid

An alpha,beta-unsaturated monocarboxylic acid that is  acrylic acid substituted by a hydroxy group at position 2.


L-gluconic acid

A gluconic acid having L-configuration.


An N-acetyl-D-glucosaminyl group derived from N-acetyl-beta-D-glucosaminyl-(1->4)-N-acetyl-beta-D-glucosamine. A disaccharide group formed from the hydrolysis of chitin (a linear polymer of repeated GlcNAc units)


An N-acetyl-D-glucosaminyl group derived from N-acetyl-beta-D-glucosaminyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->4)-N-acetyl-beta-D-glucosamine. A trisaccharide group formed from the hydrolysis of chitin (a linear polymer of repeated GlcNAc units).


2-dehydro-L-gluconic acid

A  ketogluconic acid that is L-gluconic acid in which the hydroxy group at position 2 has been oxidized to a keto group.


2-methyl-3-ketovaleric acid

A 3-oxo monocarboxylic acid that is valeric acid substituted by a methyl group at position 2 and a keto group at position 3.


A N-acylglycine that is glycine substituted by a 2-methylbutanoyl group at the N atom.


A tetritol that is  erythritol substituted by a methyl group at position 2.


A dihydroxy monocarboxylic acid that is 3-hydroxypropanoic acid substituted by a 3-hydroxyphenyl group at position 3.


3,4-dihydroxybutyric acid

A omega-hydroxy fatty acid that is butyric acid substituted by hydroxy groups at positions 3 and 4 respectively.


neutral red base

A member of the class of phenazines carrying methyl, amino and dimethylamino substituents at positions 2, 3 and 7 respectively. The free base of neutral red, which acts as a pH indicator, changing from red to yellow between pH 6.8 and 8.0.


ninhydrin

A member of the class of indanones that is indane-1,3-dione bearing two additional hydroxy substituents at position 2.


A hexadecenoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z)-hexadec-11-enoic acid.


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


An androstanoid with a 5beta-configuration formed by reduction across the C4-C5 double bond of epitestosterone.


A 3beta-hydroxycholest-5-en-26-oic acid in which the stereocentre at position 25 has R-configuration.


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


(9Z,11E,13Z)-octadecatrienoic acid

A 9,11,13-octadecatrienoic acid having its double bonds in cis, trans and cis configurations, respectively. It has been isolated from  pomegranate (Punica granatum).


An ammonium ion resulting from the protonation of the nitrogen of amorolfine.


A 3-oxo-5beta-steroid formed from corticosterone by reduction across the C4-C5 double bond.


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


A 3-oxo-5beta-steroid formed from 11-deoxycorticosterone by reduction across the C4-C5 double bond.


A fatty acid anion 3:0 that is the conjugate base of 3-mercaptopropanoic acid.


A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of 3-methyladipic acid.


A 3-oxo-5beta-steroid formed from aldosterone by reduction across the C4-C5 double bond.


3-pyridine-acetic acid

A monocarboxylic acid that is acetic acid substituted by a (pyridin-3-yl) group. It is a metabolite of nicotine and other tobacco alkaloids.


4-deoxythreonic acid

The (2S,3R)-stereoisomer of 2,3-dihydroxybutanoic acid.


A monocarboxylic acid anion that is the  conjugate base of 4-guanidinobutanoic acid.


An  androstanoid that is (5alpha)-androst-3-ene substituted by an oxo group at position 5.


An amino fatty acid anion that is the  conjugate base of 5-aminopentanoic acid.


5-hydroxyfuran-2-carboxylic acid

A  hydroxy monocarboxylic acid that is furan substituted by a hydroxy group at position 5 and a carboxy group at position 2 respectively.


monomethyl glutaric acid

A dicarboxylic acid monoester that the monomethyl ester of  glutaric acid.


monoacylglycerol 20:5

A monoglyceride in which the acyl group contains a total of 20 carbon atoms and 5 double bonds at unspecified positions.


A monoacylglycerol 20:5 in which the acyl group specified at position 2 is (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl.


A member of the class of hydroxycyclohexanones that is 4-hydroxycyclohexanone carrying a gem-dimethyl group at position 2 and an additional methyl substituent at position 6 (the 4R,6R-diastereomer).


(S)-2,3,4,5-tetrahydrodipicolinic acid

The (2S)-stereoisomer of 2,3,4,5-tetrahydrodipicolinic acid.


levodione

A member of the class of cyclohexanones that is cyclohexane-1,4-dionecarrying a gem-dimethyl group at position 2 and an additional methyl substituent at position 6 (the R-enantiomer).


cysteine-aspartyl residue

An alpha-amino-acid residue derived from cysteinyl-aspartic acid.


adenosylhopane

A bacterial hopanoid obtained by addition of an adenosyl group across the double bond of hopene.


A member of the class of azabicycloalkanes that is 1-azabicyclo[3.2.0]heptan-7-one substituted at positions 3 and 6 by (2-aminoethyl)thio and ethyl groups respectively.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of TDP-beta-L-rhamnose; major species at pH 7.3.


A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of TDP-actinospectose; major species at pH 7.3.


fortimicin KK1

An amino cyclitol glycoside that is (1R,2S,3S,4S,5S,6R)-2-amino-1,3,4,6-tetrahydroxy-5-(methylamino)cyclohexane in which the hydroxy group at position 1 is glycosylated by a heptapyranosyl residue.


A phosphatidylcholine 28:1 in which the acyl groups specified at positions 1 and 2 are decanoyl and (9Z-octadecenoyl respectively.


Either of the two diastereoisomers of 1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine in which the imidazol-1-ylmethyl group and the aryloxymethyl group are in a cis relationship to each other - i.e. they are both on the same side of the plane of the dioxolane ring. The antifungal drug ketoconazole is a racemic mixture of the two cis diastereoisomers.


An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of 3-oxochol-4-en-24-oyl-CoA; major species at pH 7.3.


An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of 3-oxochola-4,22-dien-24-oyl-CoA; major species at pH 7.3.


An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of 3-oxocholesta-4,24-dien-26-oyl-CoA; major species at pH 7.3.


A phosphatidylcholine 30:2 in which the acyl groups specified at positions 1 and 2 are (9Z)-hexadecenoyl and (9Z)-tetradecenoyl respectively.


A phosphatidylcholine 40:3 in which the acyl groups specified at positions 1 and 2 are eicosanoyl and (11Z,14Z,17Z)-eicosatrienoyl respectively.


aliphatic nitrogen antifungal agent

Organonitrogen compounds containing an aliphatic nitrogen that have significant antifungal properties.


A  phosphatidylcholine 42:2 in which the acyl groups specified at positions 1 and 2 are hexadecanoyl and (5Z,9Z)-hexacosadienoyl respectively.


(5Z,9Z)-5,9-hexacosadienoic acid

A polyunsaturated fatty acid that is hexacosanoic acid carrying double bonds at positions 5 and 9 respectively (the 5Z,9Z-isomer).


imidazole antifungal agent

A compound that has significant antifungal properties whose structure contains an imidazole moiety.


A mononitrophenol that is 2-nitrophenol and its derivatives resulting from substitution of one or more of the hydrogens attached to the benzene ring by a non-nitro group.


A phosphatidylcholine 42:4 in which the acyl groups specified at positions 1 and 2 are (6Z,9Z,12Z)-octadecatrienoyl and (15Z)-tetracosenoyl respectively.


A phosphatidylcholine O-30:2 in which the alkyl and acyl group specified at positions 1 and 2 are (9Z)-hexadecenyl and (9Z)-tetradecenoyl respectively.


A phosphatidylcholine O-32:1 in which the alkyl and acyl groups specified at positions 1 and 2 are tetradecyl and (9Z)-octadecenoyl respectively.


A phosphatidylcholine O-32:2 in which the alkyl and acyl groups specified at positions 1 and 2 are (9Z)-hexadecenyl and (9Z)-hexadecenoyl respectively.


triazole antifungal agent

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


A phosphatidylcholine O-34:3 in which the alkyl and acyl groups specified at positions 1 and 2 are hexadecyl and (6Z,9Z,12Z)-octadecatrienoyl respectively.