An organic cation obtained by protonation of the amino groups of 2,6-diamino-2,3,6-trideoxy-alpha-D-glucose.


An aminodiol that is cyclohexane-1,2-diol substituted at positions 3 and 5 by amino groups (the 1S,2S,3R,5S-diastereomer)


An L-alpha-amino acid that is L-serine in which the hydroxy group at position 3 is converted to the corresponding 2-aminoethyl ether. An antimetabolic antibiotic obtained from Streptomyces reseoviridofuscus.


An organic cation obtained by protonation of the amino groups of (1S,2S,3R,5S)-3,5-diaminocyclohexane-1,2-diol


alpha-D-kanosamine

A 3-amino-3-deoxy-D-glucopyranose that has alpha-configuration at the anomeric position.


An organic cation obtained by protonation of the amino group of alpha-D-kanosamine.


An  organochlorine compound that is 7H-purin-2-amine substituted by a chloro group at position 6.


roseoflavin

A benzopteridine that is riboflavin in which the methyl group at position 8 is substituted by a dimethylamino group.


phosphatidylcholine O-32:1

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 1 double bond.


phosphatidylcholine O-40:2

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 2 double bonds.


phosphatidylethanolamine 26:0

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 26 carbons in total with 0 double bonds.


phosphatidylethanolamine 26:1

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 26 carbons in total with 1 double bond.


phosphatidylethanolamine 26:2

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 26 carbons in total with 2 double bonds.


phosphatidylethanolamine 31:1

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 31 carbons in total with 1 double bond.


phosphatidylethanolamine 46:0

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 46 carbons in total with 0 double bonds.


phosphatidylethanolamine 46:1

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 46 carbons in total with 1 double bond.


phosphatidylethanolamine 46:2

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 46 carbons in total with 2 double bonds.


phosphatidylethanolamine 48:0

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 48 carbons in total with 0 double bonds.


phosphatidylethanolamine 48:1

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 48 carbons in total with 1 double bond.


phosphatidylethanolamine 48:2

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 48 carbons in total with 2 double bonds.


phosphatidylethanolamine 44:0-2OH

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 44 carbons in total with no double bonds and 2 hydroxyl substituents.


phosphatidylethanolamine 44:0-OH

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 44 carbons in total with no double bonds and 1 hydroxyl substituent.


phosphatidylethanolamine 44:1-2OH

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 1 double bond and 2 hydroxyl substituents.


phosphatidylethanolamine 44:1-OH

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 1 double bond and 1 hydroxyl substituent.


phosphatidylethanolamine 44:2-2OH

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 2 double bonds and 2 hydroxyl groups.


phosphatidylethanolamine 44:2-OH

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 2 double bonds and 1 hydroxyl substituent.


phosphatidylserine 26:0(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 26 carbons in total and 0 double bonds.


phosphatidylserine 26:1(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 26 carbons in total and 1 double bond.


phosphatidylserine 26:2(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 26 carbons in total and 2 double bonds.


phosphatidylserine 31:1(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 31 carbons in total and 1 double bond.


phosphatidylserine 44:0-2OH(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 44 carbons in total with no double bonds and 2 hydroxyl substituents.


phosphatidylserine 44:0-OH(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 44 carbons in total with no double bonds but 1 hydroxyl substituent.


phosphatidylserine 44:1-2OH(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 1 double bond and 2 hydroxyl substituents.


phosphatidylserine 44:1-OH(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 1 double bond and 1 hydroxyl substituent.


phosphatidylserine 44:2-2OH(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 2 double bonds and 2 hydroxyl substituents.


phosphatidylserine 44:2-OH(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 2 double bonds and 1 hydroxyl substituent.


phosphatidylserine 46:0(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 46 carbons in total and 0 double bonds.


phosphatidylserine 46:1(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 46 carbons in total and 1 double bond.


phosphatidylserine 46:2(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 46 carbons in total and 2 double bonds.


phosphatidylserine 48:0(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 48 carbons in total and 0 double bonds.


phosphatidylserine 48:1(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 48 carbons in total and 1 double bond.


phosphatidylserine 48:2(1-)

A 3-sn-phosphatidyl-L-serine(1-) in which the acyl groups at C-1 and C-2 contain 48 carbons in total and 2 double bonds.


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


A lysophosphatidylethanolamine zwitterion in which the remaining acyl group (position not specified) contains 14 carbons and 1 double bond.


A lysophosphatidylethanolamine zwitterion in which the remaining acyl group (position not specified) contains 14 carbons and 2 double bonds.


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


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


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


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


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


A lysophosphatidylethanolamine zwitterion in which the remaining acyl group (position not specified) contains 18 carbons and 2 double bonds.


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


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


A lysophosphatidylethanolamine zwitterion in which the remaining acyl group (position not specified) contains 20 carbons and 2 double bonds.


A lysophosphatidylethanolamine zwitterion in which the remaining acyl group (position not specified) contains 22 carbons and 0 double bonds.


A lysophosphatidylethanolamine zwitterion in which the remaining acyl group (position not specified) contains 22 carbons and 1 double bond.


A lysophosphatidylethanolamine zwitterion in which the remaining acyl group (position not specified) contains 22 carbons and 2 double bonds.


A lysophosphatidylethanolamine zwitterion in which the remaining acyl group (position not specified) contains 24 carbons and 0 double bonds.


A lysophosphatidylethanolamine zwitterion in which the remaining acyl group (position not specified) contains 24 carbons and 1 double bond.


A lysophosphatidylethanolamine zwitterion in which the remaining acyl group (position not specified) contains 24 carbons and 2 double bonds.


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


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


A lysophosphatidylethanolamine zwitterion in which the remaining acyl group (position not specified) contains 26 carbons and 2 double bonds.


lysophosphatidylserine 14:0(1-)

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


lysophosphatidylserine 14:1(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 14 carbons and 1 double bonds.


lysophosphatidylserine 14:2(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 14 carbons and 2 double bonds.


lysophosphatidylserine 16:0(1-)

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


lysophosphatidylserine 16:1(1-)

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


lysophosphatidylserine 16:2(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 16 carbons and 2 double bonds.


lysophosphatidylserine 18:0(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 18 carbons and 0 double bonds.


lysophosphatidylserine 18:1(1-)

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


lysophosphatidylserine 18:2(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 18 carbons and 2 double bonds.


lysophosphatidylserine 20:0(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 20 carbons and 0 double bonds.


lysophosphatidylserine 20:1(1-)

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


methyl aminolevulinate

The methyl ester of 5-aminolevulinic acid. A prodrug, it is metabolised to protoporphyrin IX, a photosensitizer, and is used in the photodynamic treatment of non-melanoma skin cancer (including basal cell carcinoma). Topical application (often as the hydrochloride salt) results in an accumulation of protoporphyrin IX in the skin lesions to which the cream has been applied. Subsequent illumination with red light results in the generation of toxic singlet oxygen that destroys cell membranes and thereby kills the tumour cells.


lysophosphatidylserine 20:2(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 20 carbons and 2 double bonds.


lysophosphatidylserine 22:1(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 22 carbons and 1 double bond.


lysophosphatidylserine 22:2(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 22 carbons and 2 double bonds.


lysophosphatidylserine 24:0(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 24 carbons and 0 double bonds.


lysophosphatidylserine 24:1(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 24 carbons and 1 double bond.


lysophosphatidylserine 24:2(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 24 carbons and 2 double bonds.


lysophosphatidylserine 26:0(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 26 carbons and 0 double bonds.


lysophosphatidylserine 26:1(1-)

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


lysophosphatidylserine 26:2(1-)

A lysophosphatidylserine(1-) in which the remaining acyl group (position not specified) contains 26 carbons and 2 double bonds.


phosphatidylcholine 26:0

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 26 carbons in total with 0 double bonds.


phosphatidylcholine 26:1

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 26 carbons in total with 1 double bond.


phosphatidylcholine 26:2

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 26 carbons in total with 2 double bonds.


phosphatidylcholine 31:1

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 31 carbons in total with 1 double bond.


phosphatidylcholine 37:4

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 4 double bonds.


phosphatidylcholine 46:0

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 46 carbons in total with 0 double bonds.


phosphatidylcholine 46:1

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 46 carbons in total with 1 double bond.


phosphatidylcholine 46:2

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 46 carbons in total with 2 double bonds.


phosphatidylcholine 48:0

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 48 carbons in total with 0 double bonds.


phosphatidylcholine 48:1

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 48 carbons in total with 1 double bond.


phosphatidylcholine 48:2

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 48 carbons in total with 2 double bonds.


phosphatidylcholine 44:0-2OH

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 0 double bonds and 2 hydroxy groups.


phosphatidylcholine 44:0-OH

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 0 double bonds and 1 hydroxy group.


phosphatidylcholine 44:1-2OH

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 1 double bond and 2 hydroxyl groups.


phosphatidylcholine 44:1-OH

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 1 double bond and 1 hydroxy group.


phosphatidylcholine 44:2-2OH

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 2 double bonds and 2 hydroxy groups.


phosphatidylcholine 44:2-OH

A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at C-1 and C-2 contain 44 carbons in total with 2 double bonds and 1 hydroxy group.


A carboxylic ester that is the ethyl ester of fluorescein in its ring-opened acid form and substituted on one of the oxygen functions of the xanthene nucleus by a carboxymethyl group.


(-)-englerin A

A guaiane sesquiterpenoid that is isolated from the bark of Phyllanthus engleri, a plant native to Tanzania and Zimbabwe. It acts as a potent and specific inhibitor of renal cancer cell growth.


sapintoxin D

A phorbol ester consisting of phorbol that is acylated at positions 12 and 13 by 2-(methylamino)benzoyl and acetyl groups respectively.


A linear amino pentasaccharide consisting of a chain of three alpha-sialyl residues, a beta-D-galactosyl residue and a beta-D-glucose residue linked sequentially (2->8), (2->8), (2->3) and (1->4).


A branched amino hexasaccharide consisting of a chain of three alpha-sialyl residues, a beta-D-galactosyl residue and a beta-D-glucose residue linked sequentially (2->8), (2->8), (2->3) and (1->4), to the galactosyl residue of which is also linked (1->4) an N-acetyl-beta-D-galactosaminyl residue. The carbohydrate moiety of ganglioside GT2.


An organic cation obtained by protonation of one of the two free amino groups of 2-deoxystreptamine.


6-aminohexyl phosphate

A monoalkyl phosphate in which the alkyl group is specified as 6-aminohexyl.


beta-L-idopyranose

The beta-anomer of L-idopyranose.


poly(glycerol phosphate) teichoic acid

One of the teichoic acids in the cell wall of Gram-positive bacteria.


poly(ribitol phosphate) teichoic acid

One of the teichoic acids found in the cell walls of Gram-positive bacteria.


name: poly(glucopyranosyl N-acetylgalactosamine 1-phosphate) teichoic acid

description: One of the teichoic acids found in the cell wall of Gram-positive bacteria.


name: poly(glucosyl N-acetylgalactosamine 1-phosphate) teichoic acid


An organofluorine compound that is adenine in which the hydrogen at position 2 (the carbon between the two nitrogens of the pyrimidine ring) is replaced by a fluorine.


oxythiamine(1+) pyrophosphate

A 1,3-thiazolium cation that is the cationic form of oxythiamine pyrophosphate


A cyanine conjugate in which digitoxigenin is connected to Cy5 via a 6-[(2-acetamidoethyl)amino]-6-oxohexyl linker.


inositol C20 phosphodihydroceramide(1-)

An inositol phosphoceramide(1-) in which a D-myo-inositol residue is linked via a phosphodiester bridge to a C20 dihydroceramide moiety; major species at pH 7.3.


cyanine conjugate

A cyanine dye connected via a linker to a hapten.


A linear amino trisaccharide comprising an N-glycoloyl-beta-neuraminyl residue (2->6)-linked to a beta-D-galactosyl residue, which is in turn linked (1->4) to N-acetyl-beta-D-glucosamine.


A linear amino trisaccharide comprising an alpha-N-glycoloylneuraminyl residue (2->3)-linked to a beta-D-galactosyl residue, which is in turn linked (1->3) to N-acetyl-beta-D-glucosamine.


A branched amino tetrasaccharide comprising alpha-N-glycoloylneuraminyl, beta-D-galactosyl and N-acetyl-beta-D-glucosamine residues linked sequentially (2->3) and (1->3), to the galactosyl residue of which is also linked (1->4) an alpha-L-fucosyl residue.


A branched amino tetrasaccharide comprising alpha-N-glycoloylneuraminyl, beta-D-galactosyl and N-acetyl-beta-D-glucosamine residues linked sequentially (2->3) and (1->4), to the galactosyl residue of which is also linked (1->3) an alpha-L-fucosyl residue.


A linear amino trisaccharide comprising an alpha-N-glycoloylneuraminyl residue (2->3)-linked to a beta-D-galactosyl residue, which is in turn linked (1->4) to N-acetyl-beta-D-glucosamine.


alpha-Neup5Gc-(2->3)-beta-D-Galp-(1->4)-D-Glcp in which the anomeric configuration of the reducing-end glucose is beta.


alpha-Neup5Gc-(2->6)-D-GalpNAc in which the anomeric configuration at the reducing end is alpha.


A linear amino trisaccharide comprising an N-glycoloyl-alpha-neuraminyl residue (2->6)-linked to a beta-D-galactosyl residue, which is in turn linked (1->4) to N-acetyl-beta-D-glucosamine.


A linear amino trisaccharide comprising an N,9-O-diacetyl-alpha-neuraminyl residue (2->3)-linked to a beta-D-galactosyl residue, which is in turn linked (1->3) to N-acetyl-beta-D-glucosamine.


A linear amino trisaccharide comprising an N,9-O-diacetyl-alpha-neuraminyl residue (2->3)-linked to a beta-D-galactosyl residue, which is in turn linked (1->4) to N-acetyl-beta-D-glucosamine.


A monoamino-1,3,5-triazine that is cytosine in which the aromatic CH at position 5 is replaced by a nitrogen.


acetoguanamine

A diamino-1,3,5-triazine that is 1,3,5-triazine-2,4-diamine carrying an additional methyl substituent at position 6.


halistanol sulfate F(3-)

A steroid sulfate oxoanion that is the conjugate base of halistanol sulfonic acid F.


halistanol sulfonic acid F

A steroid sulfate with anti-HIV activity.


halistanol sulfate G(3-)

A steroid sulfate oxoanion that is the conjugate base of halistanol sulfonic acid G.


HALISTANOL SULFATE G

A steroid sulfate that is 5alpha-ergostane substituted by sulfate groups at positions 2, 3 and 6 (the (2beta,3alpha,6alpha stereoisomer).


An organic cation that is the conjugate acid of 6-bromoharmine


A member of the class of beta-carbolines that is 9H-beta-carboline substituted by a bromo group at position 6, a methoxy group at position 7 and a methyl group at position 1. It is semisynthetic derivative of harmine and has been shown to exhibit significant anti-HIV activity.


Dnp-Thr-Gln

A dipeptide consisting of L-threonine substituted on nitrogen by a 2,4-dinitrophenyl group and connected to L-glutamine via a peptide bond.


A dipeptide consisting of L-tyrosine substituted on nitrogen and oxygen by 2,4-dinitrophenyl groups and connected to L-glutamine via a peptide bond.


quassinoid

Members of the class of triterpenoid, mostly isolated as bitter principles of the Simaroubaceae family. They are chemically regarded as degraded triterpenes and can be categorized into groups with C18, C19, C20, C22 and C25 skeletons.


Dnp-Asn-Gln

A dipeptide consisting of L-asparagine substituted on the alpha-nitrogen by a 2,4-dinitrophenyl group and connected to L-glutamine via a peptide bond.


Dnp-Gln

A L-glutamine derivative that is L-glutamine substituted on the alpha-nitrogen by a 2,4-dinitrophenyl group.


Dnp-Trp-Gln

A dipeptide consisting of L-tryptophan substituted on the alpha-nitrogen by a 2,4-dinitrophenyl group and connected to L-glutamine via a peptide bond.


Dnp-Sar-Gln

A dipeptide consisting of sarcosine (1-methylglycine) substituted on nitrogen by a 2,4-dinitrophenyl group and connected to L-glutamine via a peptide bond.


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


A dipeptide consisting of L-histidine substituted on the alpha and tele (tele) nitrogens  by 2,4-dinitrophenyl groups and connected to L-glutamine via a peptide bond.


An amino acid amide that is L-lysinamide substituted on the nitrogen at position 6 by a 2,4-dinitrophenyl group.


Dnp-Pro-Gln

A dipeptide consisting of L-proline substituted on nitrogen by a 2,4-dinitrophenyl group and connected to L-glutamine via a peptide bond.


Dnp-Nor-Gln

A dipeptide consisting of L-norvaline substituted on nitrogen by a 2,4-dinitrophenyl group and connected to L-glutamine via a peptide bond.


Tnp-Gln

An L-alpha-amino acid that is L-glutamine substituted at the alpha-nitrogen by a 2,4,6-trinitrophenyl group.


A dipeptide consisting of L-phenylalanine nitro-substituted at C-4 of the phenyl ring and connected to L-glutamine via a peptide bond.


fluorescein-DNP hapten

An L-lysyl-L-glutamine dipetide in which the N(6) of the lysyl residue is linked to an acid-form fluorescein derivative and the glutamine residue carries an N-(2,4-dinitrophenyl)-L-alanine-containing substituent. It is used as a fluorescently labelled hapten.


sphingomyelin 28:0

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 28 with 0 double bonds.


sphingomyelin 28:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 28 with 1 double bond.


sphingomyelin 28:2

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 28 with 2 double bonds.


sphingomyelin 28:3

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 28 with 3 double bonds.


sphingomyelin 28:4

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 28 with 4 double bonds.


sphingomyelin 30:0

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 30 with 0 double bonds.


sphingomyelin 30:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 30 with 1 double bond.


sphingomyelin 30:2

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 30 with 2 double bonds.


sphingomyelin 30:3

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 30 with 3 double bonds.


sphingomyelin 30:4

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 30 with 4 double bonds.


sphingomyelin 32:0

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 32 with 0 double bonds.


sphingomyelin 32:2

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 32 with 2 double bonds.


sphingomyelin 32:3

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 32 with 3 double bonds.


sphingomyelin 32:4

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 32 with 4 double bonds.


sphingomyelin 34:0

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 34 with 0 double bonds.


sphingomyelin 34:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 34 with 1 double bond.


sphingomyelin 34:3

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 34 with 3 double bonds.


sphingomyelin 34:4

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 34 with 4 double bonds.


sphingomyelin 36:0

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 36 with 0 double bonds.


sphingomyelin 36:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 36 with 1 double bond.


sphingomyelin 36:2

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 36 with 2 double bonds.


sphingomyelin 36:3

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 36 with 3 double bonds.


sphingomyelin 36:4

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 36 with 4 double bonds.


sphingomyelin 38:0

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 38 with 0 double bonds.


sphingomyelin 38:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 38 with 1 double bond.


sphingomyelin 38:2

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 38 with 2 double bonds.


sphingomyelin 38:3

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 38 with 3 double bonds.


sphingomyelin 38:4

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 38 with 4 double bonds.


sphingomyelin 40:0

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 40 with 0 double bonds.


sphingomyelin 40:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 40 with 1 double bond.


sphingomyelin 40:2

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 40 with 2 double bonds.


sphingomyelin 40:3

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 40 with 3 double bonds.


sphingomyelin 40:4

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 40 with 4 double bonds.


sphingomyelin 42:0

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 42 with 0 double bonds.


sphingomyelin 42:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 42 with 1 double bond.


sphingomyelin 42:2

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 42 with 2 double bonds.


sphingomyelin 42:3

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 42 with 3 double bonds.


sphingomyelin 42:4

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 42 with 4 double bonds.


sphingomyelin 44:0

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 44 with 0 double bonds.


sphingomyelin 44:1

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 44 with 1 double bond.


sphingomyelin 44:2

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 44 with 2 double bonds.


sphingomyelin 44:3

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 44 with 3 double bonds.


sphingomyelin 44:4

A sphingomyelin in which the total number of carbons in the sphingoid base and fatty acyl groups is 44 with 4 double bonds.


A pyridinium cation obtained by methylation at position 1 of 4-(4-dimethylaminostyryl)pyridine


A linear amino trisaccharide consisting of an alpha-sialyl residue linked (2->3) to an O-6-sulfated beta-D-galactosyl residue that in turn is linked (1->4) to an N-acetyl-beta-D-glucosaminyl residue at the reducing end.


flavonoids

Any organic molecular entity whose stucture is based on derivatives of a phenyl-substituted 1-phenylpropane possessing a C15 or C16 skeleton, or such a structure which is condensed with a C6-C3 lignan precursors. The term is a 'superclass' comprising all members of the classes of flavonoid, isoflavonoid, neoflavonoid, chalcones, dihydrochalcones, aurones, pterocarpan, coumestans, rotenoid, flavonolignan, homoflavonoid and flavonoid oligomers. Originally restricted to natural products, the term is also applied to synthetic compounds related to them.


A linear amino tetrasaccharide comprising alpha-sialyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-D-galactosamine residues in a (2->3), (1->4) and (1->3) sequence.


An inositol phosphodihydroceramide(1-) in which the N-acyl group is specified as myristoyl; major species at pH 7.3.


An inositol phosphodihydroceramide(1-) in which the N-acyl group is specified as hexanoyl; major species at pH 7.3.


An inositol phosphodihydroceramide(1-) in which the N-acyl group is specified as octadecanoyl; major species at pH 7.3.


An inositol phosphodihydroceramide(1-) in which the N-acyl group is specified as icosanoyl; major species at pH 7.3.


An inositol phosphodihydroceramide(1-) in which the N-acyl group is specified as docosanoyl; major species at pH 7.3.


An inositol phosphodihydroceramide(1-) in which the N-acyl group is specified as octacosanoyl; major species at pH 7.3.


An inositol phosphodihydroceramide(1-) in which the N-acyl group is specified as tricontanoyl; major species at pH 7.3.


An inositol inositol C20 phosphodihydroceramide(1-) in which the N-acyl group is specified as myristoyl; major species at pH 7.3.


An inositol C20 phosphodihydroceramide(1-) in which the N-acyl group is specified as hexadecanoyl; major species at pH 7.3.


An inositol C20 phosphodihydroceramide(1-) in which the N-acyl group is specified as octadecanoyl; major species at pH 7.3.


An inositol C20 phosphodihydroceramide(1-) in which the N-acyl group is specified as icosanoyl; major species at pH 7.3.


An inositol C20 phosphodihydroceramide(1-) in which the N-acyl group is specified as docosanoyl; major species at pH 7.3.


An inositol C20 phosphodihydroceramide(1-) in which the N-acyl group is specified as tetracosanoyl; major species at pH 7.3.


An inositol C20 phosphodihydroceramide(1-) in which the N-acyl group is specified as hexacosanoyl; major species at pH 7.3.


An inositol C20 phosphodihydroceramide(1-) in which the N-acyl group is specified as octacosanoyl; major species at pH 7.3.


An inositol C20 phosphodihydroceramide(1-) in which the N-acyl group is specified as tricontanoyl; major species at pH 7.3.


(3S,4S)-3-hydroxy-4-methyloctanoic acid

A hydroxy fatty acid that is caprylic (octanoic) acid substituted at positions 3 and 4 by hydroxy and methyl grous respectively.


temozolomide

An imidazotetrazine that is 3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine which is substituted at positions 3, 4, and 8 by methyl, oxo, and carboxamide groups, respectively. A prodrug for MTIC (5-(3-methyltriaz-1-en-1-yl)-1H-imidazole-4-carboxamide, formed by spontaneous hydrolysis of temozolomide in the body), it is used as an oral alkylating agent for the treatment of newly diagnosed malignant  glioblastoma multiforme (concomitantly with radiotherapy) and malignant melanoma.


imidazotetrazine

Any organic heterobicyclic compound containing ortho-fused imidazole and tetrazine rings.


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


METHYL ISOTHIOCYANATE

A monocarboxylic acid amide that is dacarbazine in which one of the methyl groups is replaced by a hydrogen. It is the active metabolite of dacarbazine, and is also produced by spontaneous hydrolysis of temozolomide in the body.


neoflavones

Any neoflavonoid with a 4-aryl-2H-1-benzopyran-2-one (4-arylcoumarin) skeleton and its substituted derivatives.


isoflavans

Any isoflavonoid with a 3,4-dihydro-3-aryl-2H-1-benzopyran skeleton and its substituted derivatives.


triazene derivative

A nitrogen molecular entity resulting from the formal substitution of one or more of the hydrogens of triazene.


hypoxanthine 3-N-oxide

An oxopurine that is 3,9-dihydro-6H-purine which is substituted by an oxo group at position 6 and in which the hydrogen attached to the nitrogen at position 3 is replaced by a hydroxy group. It is a major component of Schreckstoff, an alarm pheromone found in fish.


aurones

Any member of the class of 1-benzofurans with an arylmethylidene substituent at position 2. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds.


coumestans

Members of the class of benzofurochromene with a 6H-[1]benzofuro[3,2-c]chromene skeleton and its substituted derivatives. They are the 3,4-didehydroderivatives of pterocarpans.


coumestan

A member of the class of coumestans that is 6H-[1]benzofuro[3,2-c]chromene substituted by an oxo group at position 6.


tetrahydrochromenochromene

Any chromenochromene resulting from the formal cis-fusion of two dihydro chromene rings, together with their substituted derivatives.


rotenane

Any rotenoid that consists of a 6,6a,12,12a-tetrahydrochromeno[3,4-b]chromene skeleton and its substituted derivatives.


rotenones

Members of the class of rotenoid which consists of a 6a,12a-dihydrochromeno[3,4-b]chromen-12(6H)-one skeleton and its substituted products.


A mannosylinositol phosphorylceramide(1-) having an acyl group attached to the ceramide nitrogen and hydroxylation at C4 of the C18 sphingoid base; major species at pH 7.3.


An alkanethiol that is the N-3-aminopropyl derivative of cysteamine. Used as the S-phosphorylated prodrug, amifostine, for cytoprotection in cancer chemotherapy and radiotherapy.


pentahydroxyflavan

Any hydroxyflavan with at least 5 hydroxy groups.


methoxyflavan

A member of the class of flavans in which one or more ring hydrogens are replaced by methoxy groups.


An N-acyl-1-deoxy-4-hydroxysphinganine in which the acyl group on nitrogen is hexacosanoyl and in which C-1 is substituted by a cyclitolic [(1S,2S,3R,4R,5S)-2,3,4,5-tetrahydroxycyclohexyl] amino group. It is a synthetic analogue of the CD1d-presented agonist alpha-galactosylceramide.


An organic cation that is the conjugate acid of (R)-noradrenaline, obtained by protonation of the priamry amino group; major species at pH 7.3.


semisynthetic derivative

Any organic molecular entity derived from a natural product by partial chemical synthesis.


A lysophosphatidylcholine 18:1 in which the acyl group is at position 1 is elaidoyl [(9E)-octadec-9-enoyl] and the hydoxy group at position 2 is unsubstituted.


RHIZOXIN

An macrolide antibiotic isolated from the pathogenic plant fungus Rhizopus microsporus. It also exhibits antitumour and antimitotic activity.


An amino pentasaccharide consisting of a linear sequence of N-acetyl-alpha-neuraminyl, beta-D-galactosyl, N-acetyl-beta-DD-glucosaminyl, beta-D-galactosyl and N-acetyl-beta-DD-glucosamine residues linked respectively (2->3), (1->3), (1->3) and (1->4).


A branched amino heptasaccharide consisting of a linear sequence of N-acetyl-alpha-neuraminyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl, beta-D-galactosyl and N-acetyl-beta-D-glucosamine residues linked respectively (2->3), (1->3), (1->3) and (1->4), to each N-acetyl-beta-D-glucosamine residue of which is also linked (1->4) an alpha-L-fucosyl residue.


15-ketoprostaglandin F1alpha

A prostaglandin Falpha that is prostaglandin F1alpha bearing a keto substituent at the 15-position. It is the initial metabolite of prostaglandin F1alpha via 15-hydroxyprostaglandin dehydrogenase.


A branched amino heptasaccharide consisting of a linear sequence of N-acetyl-alpha-neuraminyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl, beta-D-galactosyl and N-acetyl-beta-D-glucosamine residues linked respectively (2->3), (1->3), (1->3) and (1->3), to each N-acetyl-beta-D-glucosamine residue of which is also linked an alpha-L-fucosyl residue, (1->4)-linked to the reducing-end residue and (1->3)-linked to the mid-chain one.


A prostaglandin Falpha that is prostaglandin F1alpha bearing keto substituents at positions 6 and 15.


papulacandin

Any of the carbohydrate-containing antibiotic compounds obtained from the deuteromycetous fungus Papularia sphaerosperma and generally consisting of o-orsellinic acid linked via a spirocyclic structure to a lactose moiety with two different side-chains: a shorter fatty-acid chain at the O-(6') position and a longer side-chain at the O-(3) position of the glucose moiety. Papulacandin D, the simplest member of the papulacandin family, lacks the O-(6'-acyl-beta-galactoside) at the O-(4) position of the glucose residue. The papulacandins show potent antifungal activity against Candida albicans, Geotrichum lactis, Saccharomyces cerevisiae, and Pneumocytis carinii, but are inactive against filamentous fungi, bacteria, and protazoa.


gibberellin A13

A C20-gibberellin that is gibberellin A12 in which the 4a-methyl group is oxidised to the corresponding carboxylic acid and a hydroxy substituent is present at the 2beta-position.


A linear amino tetrasaccharide comprising alpha-sialyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl and N-acetyl-beta-D-galactosamine residues in a (2->6), (1->4) and (1->3) sequence.  alpha-Neup5Ac-(2->6)-beta-D-Galp-(1->4)-beta-D-GlcpNAc-(1->3)-D-GalpNAc in which the anomeric configuration of the GalNAc residue at the reducing end is beta.


spiroketal

A cyclic ketal in which the ketal carbon is the only common atom of two rings.


gibberellin A25

A C20-gibberellin that is gibberellin A12 in which the 4a-methyl group is oxidised to the corresponding carboxylic acid.


A guanidinium ion resulting from the protonation of the guanidyl group of guanadrel.


An N-glycosyl compound that is N-benzyladenine in which an alpha-D-glucopyranosyl residue is attached at position N-9.


A polyunsaturated fatty acid that consists of 4Z,6E,10Z-hexadecatrienoic acid bearing an additional 8R-hydroxy substituent.


A HETE that is (5Z,8Z,12E,14Z)-icosa-5,8,12,14-tetraenoic acid substituted at position 11 by a hydroxy group.


An N-glycosylzeatin that is cis-zeatin having an alpha-D-glucopyranosyl residue attached at position N-9.


A hydroxydocosahexaenoic acid that consists of (4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoic acid bearing an additional 13-hydroxy substituent.


An N-glycosylzeatin that is trans-zeatin having an alpha-D-glucopyranosyl residue attached at position N-9.


A hydroxydocosahexaenoic acid that consists of 4Z,6E,10Z,13Z,16Z,19Z-docosahexaenoic acid bearing an additional 8-hydroxy substituent.


papulacandin A

A papulacandin substituted by a (2E,4E)-deca-2,4-dienoyl chain at the O-(6') position and a (2E,4E,7S,8E,10E,14S)-7-hydroxy-8,14-dimethylhexadeca-2,4,8,10-tetraenoyl chain at the O-(3) position. It is a carbohydrate-containing antibiotic from the deuteromycetous fungus Papularia sphaerosperma which shows potent antifungal activity against Candida albicans.


An N-glycosyldihydrozeatin in which the glycosyl fragment is an alpha-D-glucopyranosyl residue located at position 9.


A hydroxydocosahexaenoic acid that consists of 4Z,7Z,10Z,13Z,17E,19Z-docosahexaenoic acid bearing an additional 16-hydroxy substituent.


(2E,4E)-deca-2,4-dienoic acid

A polyunsaturated fatty acid that is decanoic acid (capric acid) which has been dehydrogenated to introduce double bonds with E configuration at positions 2-3 and 4-5.


A hydroxydocosahexaenoic acid that consists of 4Z,7Z,10Z,13Z,16Z,18E-docosahexaenoic acid bearing an additional 20-hydroxy substituent.


A glucosyl-N(6)-isopentenyladenine in which the glucosyl moiety is in the pyranose form, has alpha-D-configuration and is located at position N-9.


A linear amino pentasaccharide comprising alpha-sialyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl, beta-D-galactosyl and N-acetyl-beta-D-glucosamine residues in a (2->6), (1->4), (1->3) and (1->3) sequence.


taraxastane

A triterpene resulting from the migration of a methyl group in ring E of the oleanane precursor. It is a stereoisomer of the triterpene ursane (18alpha,19alpha,20beta-ursane).


A linear amino heptasaccharide comprising alpha-sialyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl, beta-D-galactosyl, N-acetyl-beta-D-glucosaminyl, beta-D-galactosyl and N-acetyl-beta-D-glucosamine residues in a (2->6), (1->4), (1->3), (1->4), (1->3) and (1->4) sequence.


An N-glycosyl compound that is kinetin in which an alpha-D-glucopyranosyl residue is attached at position N-9.


A branched amino heptasaccharide consisting of a chain of four alpha-sialyl residues, a beta-D-galactosyl residue and a beta-D-glucose residue linked sequentially (2->8), (2->8), (2->8), (2->3) and (1->4), to the galactosyl residue of which is also linked (1->4) an N-acetyl-beta-D-galactosaminyl residue.


papulacandin C

A papulacandin that is papulacandin A in which the (2E,4E)-deca-2,4-dienoyl chain at the O-(6') position is replaced by a (2E,4E,6E)-8-hydroxydeca-2,4,6-trienoyl chain. It is a carbohydrate-containing antibiotic from the deuteromycetous fungus Papularia sphaerosperma which shows potent antifungal activity against Candida albicans.


A hydroxydocosahexaenoic acid that consists of (4Z,8E,10Z,13Z,16Z,19Z)-docosahexaenoic acid bearing an additional 7-hydroxy substituent.


A hydroxydocosahexaenoic acid that consists of 5E,7Z,10Z,13Z,16Z,19Z-docosahexaenoic acid bearing an additional 4-hydroxy substituent.


A hydroxyoctadecatrienoic acid that consists of 10E,12Z,15Z-octadecatrienoic acid bearing an additional 9-hydroxy substituent.


N-glycoloyl-beta-D-glucosamine

An N-acylglucosamine where the N-acyl group is specified as glycoloyl and the configuration of the glucosamine is beta-D.


A hydroxyicosapentaenoic acid that consists of 5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid bearing an additional 15-hydroxy substituent.


papulacandin D

A papulacandin that is papulacandin A in which the 6-O-acylgalactosyl group is replaced by a hydrogen. It is a carbohydrate-containing antibiotic from the deuteromycetous fungus Papularia sphaerosperma which shows potent antifungal activity against Candida albicans.


M-PHENOXYBENZOIC ACID FOR CIS-ISOMER

A phenoxybenzoic acid in which the phenoxy group is meta to the carboxy group. It is a metabolite of pyrethroid insecticides.


4-phenoxybenzoic acid

A phenoxybenzoic acid in which the phenoxy group is para to the carboxy group.


phenoxybenzoic acid

An aromatic ether that is diphenyl ether in which one of the hydrogens is replaced by a carboxy group.


impatienol

A hydroxy-1,4-naphthoquinone that is ethane in which one of the carbons is substituted by two 3-hydroxy-1,4-naphthoquinon-2-yl groups.


An enolate anion that is the dianion obtained by the deprotonation of the enol groups of impatienol.


2-phenoxybenzoic acid

A phenoxybenzoic acid in which the phenoxy group is ortho to the carboxy group.


A hydroxydocosahexaenoic acid that consists of 4Z,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid bearing an additional 17-hydroxy substituent.


An eremophilane sesquiterpenoid that is (+)-5-epi-aristolochene carrying an additional 3alpha-hydroxy substituent.


A HODE that consists of 9Z,11E-octadecadienoic acid carrying a 13-hydroxy substituent.


A hydroxydocosahexaenoic acid that consists of 4Z,7Z,11E,13Z,16Z,19Z-docosahexaenoic acid bearing an additional 10-hydroxy substituent.


A hydroxyoctadecatrienoic acid that consists of 9Z,11E,15Z-octadecatrienoic acid bearing an additional 13-hydroxy substituent.


An eremophilane sesquiterpenoid that is (+)-5-epi-aristolochene carrying an additional 1beta-hydroxy substituent.


An HETE having a 8-hydroxy group and (5Z)-, (9E)-, (11Z)- and (14Z)-double bonds.


A hydroxyeicosatrienoic acid that consists of 8Z,11Z,13E-icosatrienoic acid bearing an additional 15-hydroxy substituent.


A hydroxyicosapentaenoic acid that consists of 5Z,8Z,10E,14Z,17Z-icosapentaenoic acid bearing an additional 12-hydroxy substituent.


The diastereomer of 7,2'-dihydroxy-4'-methoxyisoflavanol that has 3R,4R-configuration.


A hydroxydocosahexaenoic acid that consists of (4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoic acid bearing an additional 14-hydroxy substituent.


An organic cation that is the conjugate acid of (3R)-7,2'-dihydroxy-4'-methoxyisoflavanol, obtained by selective protonation of the 4-hydroxy group.


A carbohydrate acid derivative anion obtained by deprotonation of the carboxy and 7-hydroxy groups of cyanidin 3-O-[6-O-(4-O-beta-D-glucosyl-p-coumaroyl)-2-O-(2-O-sinapoyl-beta-D-xylosyl)-beta-D-glucosyl]-5-O-(6-O-malonyl-beta-D-glucoside).


2-dimethylaminoethylphosphonic acid

A phosphonic acid having a 2-dimethylaminoethyl group attached to the phosphorus.


A carbohydrate acid derivative anion obtained by deprotonation of the carboxy and 7-hydroxy groups of cyanidin 3-O-[6-O-(4-O-beta-D-glucosyl-p-coumaroyl)-2-O-(beta-D-xylosyl)-beta-D-glucosyl]-5-O-(6-O-malonyl-beta-D-glucoside)


A HODE that consists of (10E,12Z)-octadecadienoic acid with the hydroxy substituent located at position 9.


An organic cation obtained by abstraction of a hydride from position 4 of 7,2'-dihydroxy-4'-methoxyisoflavan. A reactive intermediate in the biosynthesis of medicarpin.


An EpDPE obtained by formal epoxidation of the 19,20-double bond of docosa-4,7,10,13,16,19-hexaenoic acid.


epoxydocosapentaenoic acid

An epoxy fatty acid obtained by formal epoxidation of one of the double bonds of any docosahexaenoic acid.


A chromenone that is 2,3-dihydro-7H-chromen-7-one substituted at position 3 by a 2-hydroxy-4-methoxyphenyl group. A reactive intermediate in the biosynthesis of medicarpin.


DiHDPE

A hydroxy fatty acid obtained by formal dihydroxylation across one of the double bonds of any docosahexaenoic acid.


A DiHDPA obtained by formal dihydroxylation of the 19,20-double bond of docosa-4,7,10,13,16,19-hexaenoic acid.


A diterpenoid that is the 3alpha-hydroxy-11-oxo derivative of ent-cassa-12,15-diene.


epoxyoctadecenoic acid

An epoxy fatty acid obtained by formal epoxidation of one of the double bonds of any octadecadienoic acid.


A diterpenoid that is ent-cassa-12,15-diene in which the hydrogen at position 3beta has been replaced by a hydroxy group.


A diterpenoid that is 11-oxo-ent-cassa-12,15-diene carrying two additional alpha-hydroxy substituents at positions 2 and 3.


DiHOME

A hydroxy fatty acid obtained by formal dihydroxylation across one of the double bonds of any octadecadienoic acid.


A DiHOME obtained by formal dihydroxylation of the 9,10-double bond of octadeca-9,12-dienoic acid (the 12Z-geoisomer).


(+)-phytocassane A

A phytocassane that is ent-podocarp-12-ene-3,11-dione carrying additional hydroxy, vinyl and methyl substituents at the 2alpha, 13 and 14 positions, respectively.


A DiHOME obtained by formal dihydroxylation of the 12,13-double bond of octadeca-9,12-dienoic acid (the 9Z-geoisomer).


(+)-phytocassane B

A phytocassane that is (+)-phytocassane C which has been substituted with an additional hydroxy group at the 2alpha position.


(+)-phytocassane C

A phytocassane that is ent-podocarp-12-ene-11-one carrying two alpha-hydroxy substituents at positions 1 and 3 as well as vinyl and beta-methyl substituents at positions 13 and 14, respectively.


(+)-phytocassane D

A phytocassane that is (+)-phytocassane A in which the hydroxy group at position 2 has been oxidised to the corresponding ketone, while the keto group at position 3 has been reduced to give the corresponding 3alpha hydroxy group.


An organic anion obtained by selective deprotonation of the 2- and 7-hydroxy groups of (2S)-versicolorone.


(2S,3S)-versiconal hemiacetal acetate

An optically active form of versiconal hemiacetal acetate having 2S,3S-configuration.


(2S-3S)-versiconal hemiacetal

An optically active form of versiconal hemiacetal having 2S,3S-configuration.


(3S)-versiconol acetate(1-)

An optically active form of versiconol acetate(1-) having 3S-configuration.


versicolorin B

An organic heteropentacyclic compound that is 2,3,3a,12a-tetrahydroanthra[2,3-b]furo[3,2-d]furan-5,10-dione carrying three hydroxy substituents at positions 4, 6 and 8.


(+)-phytocassane E

A phytocassane that is (+)-phytocassane C in which the hydroxy group at position 3 has been oxidised to the give corresponding ketone.


versicolorin A

An organic heteropentacyclic compound that is 3a,12a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10-dione carrying three hydroxy substituents at positions 4, 6 and 8.


dihydrosterigmatocystin

A sterigmatocystin whose skeleton comprises a xanthone ring system ortho-fused to a dihydrofuranofuran moiety.


A sterigmatocystin that is the 8-O-methyl derivative of dihydrosterigmatocystin.


A sterigmatocystin that is the 11-hydroxy-8-O-methyl derivative of dihydrosterigmatocystin.


A sterigmatocystin that is the 11-hydroxy-8-O-methyl derivative of the parent sterigmatocystin.


(3S)-versiconol acetate

An optically active form of versiconol acetate having 3S-configuration.


1-lauroyl-sn-glycerol 3-phosphate(2-)

An anionic phospholipid obtained by deprotonation of the phosphate OH groups of 1-lauroyl-sn-glycerol 3-phosphate.


1-myristoyl-sn-glycerol 3-phosphate(2-)

An anionic phospholipid obtained by deprotonation of the phosphate OH groups of 1-myristoyl-sn-glycerol 3-phosphate.


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


bacilysin

A non-ribosomally synthesised dipeptide that consists of L-alanyl and anticapsin units linked by a peptide bond.


hexatriacontane

An alkane that has 36 carbons and a straight-chain structure.


O-oleoylcarnitine

An O-acylcarnitine having oleoyl as the acyl substituent.


pomalidomide

An aromatic amine that is thalidomide substituted at position 4 on the isoindole ring system by an amino group. Used for the treatment of multiple myeloma in patients who failed to respond to previous therapies.


A polyunsaturated fatty acid that is deca-2,8-dien-4-ynoic acid substituted at position 10 by a hydroxy group (the 2E,8E-geoisomer)


polyunsaturated fatty aldehyde

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


octadecadienal

Any C18 polyunsaturated fatty aldehyde containing two double bonds.


(2R)-dihomocitric acid

A chiral tricarboxylic acid in which a central carbon carries hydroxy, carboxy, carboxymethyl and 3-carboxypropyl substituents with R-configuration at the chiral centre.


organic molecule

Any molecule that consists of at least one carbon atom as part of the electrically neutral entity.


An anthocyanin cation found in the leaves and stems of Arabidopsis thaliana.


A tricarboxylic acid trianion obtained by deprotonation of the three carboxy groups of (R)-dihomocitric acid; major structure at pH 7.3.


(2R)-trihomocitric acid

A chiral tricarboxylic acid in which a central carbon carries hydroxy, carboxy, carboxymethyl and 4-carboxybutyl substituents with R-configuration at the chiral centre.


A tricarboxylic acid trianion obtained by deprotonation of the three carboxy groups of (2R)-trihomocitric acid; major species at pH 7.3.


2-oxopimelic acid

An oxo dicarboxylic acid that is pimelic acid carrying a single oxo substituent at position 2.


An oxo dicarboxylate obtained by deprotonation of both carboxy groups of 2-oxopimelic acid; major structure at pH 7.3.


Boc-DON-Gln-Ile-Val-OMe

A tetrapeptide comprising N-(tert-butoxycarbonyl)-6-diazo-5-oxo-L-norleucyl, L-glutaminyl, L-isoleucyl and methyl L-valinate residues coupled in sequence.


chromenyliums

Any organic cation that consists of a chromenylium skeleton and its substituted derivatives thereof.


An ammonium ion resulting from the protonation of both nitrogen atoms of bedaquiline.


An optically active form of tricyclic versicolorone having S-configuration.


cis-dihomoaconitic acid

A tricarboxylic acid that consists of pent-1-ene having three carboxy groups located at positions 1, 2 and 5 (the Z-geoisomer).


flavonolignan

Any lignan condensed with a 2-aryl-1-benzopyran skeleton and its substituted derivatives.


A tricarboxylic acid trianion obtained by deprotonation of the three carboxy groups of cis-dihomoaconitic acid; major species at pH 7.3.


cis-trihomoaconitic acid

A tricarboxylic acid that consists of hex-1-ene having three carboxy groups located at positions 1, 2 and 6 (the Z-geoisomer).


A tricarboxylic acid trianion obtained by deprotonation of the three carboxy groups of cis-trihomoaconitic acid; major species at pH 7.3.


(-)-threo-isodihomocitric acid

A tricarboxylic acid that is pimelic acid carrying an additional carboxy substituent at position 3 as well as a hydroxy substituent at position 2 (the 2R,3S-diastereomer).


tetracosahexaenoic acid

Any C24 straight-chain fatty acid containing six C=C double bonds.


O-linoelaidylcarnitine

An O-octadecadienoylcarnitine having linoelaidyl as the acyl substituent.


An imidazolium ion obtained by methylation at position 3 of 1-methyl-2-[(2-oxopropyl)thio]imidazole.


N-dodecanoylsphingosine 1-phosphate

A ceramide 1-phosphate that is the N-dodecanoyl (lauroyl) derivative of sphingosine.


4E,15Z-bilirubin IXa

A linear tetrapyrrole, product of heme degradation. An isomer of bilirubin.


flavonoid oligomer

A phenylpropanoid obtained by the coupling of two or more units of aryl-substituted benzopyran units and their substituted derivatives.


phosphatidylethanolamine 20:4/18:1

A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the acyl groups at C-1 and C-2 are eicosatetraenoyl (C20 straight-chain containing four C=C double bonds) and octadecenoyl (C18 straight-chain containing one C=C double bond) group respectively.


A tricarboxylic acid trianion obtained by deprotonation of the three carboxy groups of (-)-threo-isodihomocitric acid; major species at pH 7.3.


Phe-Phe

A dipeptide formed from two L-phenylalanine residues.


A dihydroxy-5beta-cholanic acid with hydroxy groups located at positions 3beta and 6beta.


The pyranose form of D-kanosamine.


hydroxypalmitic acid

A hydroxy fatty acid that is palmitic (hexadecanoic) acid substituted with one hydroxy group.


A C27 bile acid that is 5beta-cholest-24-en-26-oic acid substituted by hydroxy groups at positions 3alpha and 7beta.


D-kanosamine

A member of the class of glucosamines that is D-glucose in which the hydroxy group at C-3 is replaced by an amino group.


flavanone glycoside

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


A primary ammonium ion resulting from the protonation of the amino group of aldehydo-D-kanosamine(1+).


A primary ammonium ion resulting from the protonation of the amino group of 3-amino-3-deoxy-D-glucopyranose.


sulfoglycochenodeoxycholic acid

A steroid sulfate that is the 3-O-sulfo derivative of glycochenodeoxycholic acid.


lysophosphatidylethanolamine 22:6

An acyl-sn-glycero-3-phosphoethanolamine in which the acyl group contains twenty-two carbons with six double bonds and is attached to the glycero moiety at either position 1 or 2.


lysophosphatidylethanolamine 20:3

An acyl-sn-glycero-3-phosphoethanolamine in which the acyl group contains twenty carbons with three double bonds and is attached to the glycero moiety at either position 1 or 2.


lysophosphatidylcholine 15:0

An acyl-sn-glycero-3-phosphocholine in which the acyl group contains fifteen carbons with no double bonds and is attached to the glycero moiety at either position 1 or 2.


lysophosphatidylcholine 17:0

An  lysophosphatidylcholine in which the acyl group contains seventeen carbons and no double bonds. If R1 is an acyl group and R2 is a hydrogen then the molecule is a 1-acyl-sn-glycero-3-phosphoethanolaminecholine. If R1 is a hydrogen and R2 is an acyl group then the molecule is a 2-acyl-sn-glycero-3-phosphocholine.


phosphatidylserine O-18:0/0:0

A glycero-3-phosphoserine that is sn-glycero-3-phospho-L-serine substituted at position 1 by an octadecyl group.


hydroxyisoflavanone

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


N-formimidoyl-L-glutamic acid

The N-formimidoyl derivative of L-glutamic acid


methoxyisoflavanone

Members of the class of isoflavanones with at least one methoxy substituent.


A 2-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as (5Z,8Z,11Z,14Z)-eicosatetraenoyl (arachidonoyl).


A 1-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as 8Z,11Z,14Z,17Z-eicosapentaenoyl (omega-3-arachidonoyl).


A 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamine zwitterion in which the alk-1-enyl and acyl group are specified as (Z)-hexadec-1-enyl and hexadecanoyl (palmitoyl) respectively.


A 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the acyl and alkyl groups are specified as hexadecanoyl (palmitoyl) and hexadecyl respectively.


A straight-chain unsaturated fatty acid anion that is the conjugate base of (E)-hexadec-2-enoic acid, obtained by deprotonation of the carboxy group.


A 2-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as 8Z,11Z,14Z,17Z-eicosapentaenoyl (omega-3-arachidonoyl).


A 1-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as 4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl.


An organophosphate oxoanion obtained from 3-amino-3-deoxy-6-O-phosphono-D-glucopyranose by removal of both protons from the phosphate group and protonation of the amino group. The major species at pH 7.3.


A 2-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as 4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl.


neosartoricin

A carbotricyclic compound obtained from the pathogenic fungi Aspergillus fumigatus and Neosartorya fischeri following activation of their polycyclic polyketide prenyltransferase (pcPTase)-containing silent clusters. It exhibits T-cell antiproliferative activity with an IC50 of 3 muM, suggesting a possible physiological role as an immunosuppressive agent.


DIBENZYL DISULFIDE

An organic disulfide that results from the formal oxidative dimerisation of benzyl thiol.


An L-alpha-amino acid that is L-dopa carrying an additional hydroxy substituent at position 6.


bisphenol AF

An organofluorine compound that is  bisphenol A with its methyl hydrogens replaced by fluorines.


kanamycin C(4+)

An organic cation obtained by protonation of the primary amino groups of kanamycin C.


kanamycin X(3+)

An organic cation obtained by protonation of the primary amino groups of kanamycin X.


A quadruply-charged organic cation arising from protonation of the four amino groups of 2'-oxokanamycin A; major species at pH 7.3.


A cationic sphingoid obtained by protonation of the amino group of sphinga-4E,8E-dienine.


A N-acylsphinganine-1-phosphocholine in which the acyl group is pentadecanoyl.


TRYPROSTATIN B

A cyclic dipeptide that is brevianamide F (cyclo-L-Trp-L-Pro) substituted at position 2 on the indole ring by a prenyl group.


TRYPROSTATIN A

A cyclic dipeptide that is brevianamide F (cyclo-L-Trp-L-Pro) substituted at positions 2 and 6 on the indole ring by prenyl and methoxy groups respectively.


6-hydroxytryprostatin B

A cyclic dipeptide that is brevianamide F (cyclo-L-Trp-L-Pro) substituted at positions 2 and 6 on the indole ring by prenyl and hydroxy groups respectively.


Fumitremorgin C

An organic heteropentacyclic compound that is a mycotoxic indole alkaloid produced by several fungi. A potent and specific inhibitor of the breast cancer resistance protein multidrug transporter.


12,13-dihydroxyfumitremorgin C

An indole alkaloid  that is fumitremorgin C substituted at positions 12 and 13 by hydroxy groups.


verruculogen

An organic heterohexacyclic compound that is a mycotoxic indole alkaloid isolated from Penicillium and Aspergillus species.


fumitremorgin A

An organic heterohexacyclic compound that is a mycotoxic indole alkaloid obtained by prenylation of the 10-hydroxy group of verruculogen.


DEMETHOXYFUMITREMORGIN C

An organic heteropentacyclic compound that is a mycotoxic indole alkaloid, consisting of fumitremorgin C lacking the 9-methoxy substituent.


A kanamycin obtained by dehydrogenation at position 2' of kanamycin A.


tert-butylglycine

A glycine derivative that is glycine with a tertiary butyl group at position 2.


beta-leucine

A beta-amino acid that is pentanoic acid substituted at positions 3 and 4 by amino and methyl groups respectively.


METHYL BENZOATE

A benzoate ester obtained by condensation of benzoic acid and methanol.


kunzeaol

A germacrane sesquiterpenoid derived from germacrane by dehydrogenation between the 1-10 and 4-5 positions as well as hydroxylation at position 6.


7,8-dihydroneopterin 2'-phosphate(2-)

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of 7,8-dihydroneopterin 2'-phosphate.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of 4-(beta-D-ribofuranosyl)aminobenzene 5'-phosphate.


A leukotriene that is the 11-trans-isomer of leukotriene E4.


6-tuliposide A

A 6-O-acyl-D-glucose that is the 6-O-(4-hydroxy-2-methylenebutanoyl) derivative of D-glucopyranose.


methyl (indol-3-yl)acetate

The methyl ester of indole-3-acetic acid.


A trienoic fatty acid that consists of heptadeca-5,8,10-trienoic acid bearing an additional 12-hydroxy substituent.


7,8-dihydroneopterin 2'-phosphate

A pterin phosphate that is 7,8-dihydroneopterin carrying a single monophosphate substituent at position 2'.


An HETE having a 9-hydroxy group and (5E)-, (7Z)-, (11Z)- and (14Z)-double bonds.


An HETE that is (5Z,7E,11Z,14Z)-icosa-5,7,11,14-tetraenoic acid in which the hydroxy group is located at position 9.


A ribose monophosphate that is 4-(beta-D-ribofuranosyl)aminobenzene carrying a single monophospate substituent at position 5'.


A carboxylic acid trianion resulting from the deprotonation of the phosphate group and both carboxy groups of 7,8-dihydromethanopterin. The major species at pH 7.3.


aspirin triggered lipoxin A4

A C20 hydroxy polyunsaturated fatty acid having (5S)-, (6R)- and (15R)-hydroxy groups as well as (7E)- (9E)-, (11Z)- and (13E)-double bonds.


hydroxydocosahexaenoic acid

A long-chain polyunsaturated fatty acid that is any docosahexaenoic acid bearing a single hydroxy substituent. An oxidation product of docosahexaenoic acid metabolism.


lamellarin alpha 20-sulfate(1-)

An organosulfate oxoanion that is the conjugate base of lamellarin alpha 20-hydrogen sulfate.


lamellarin alpha 20-hydrogen sulfate

A heterocyclyl sulfate that acts as a HIV-1 integrase inhibitor.


HETrE

A long-chain polyunsaturated fatty acid that is any icosatrienoic acid bearing a single hydroxy substituent. An oxidation product of icosatrienoic acid metabolism.


A hydroxydocosahexaenoic acid that consists of 4Z,7Z,9E,13Z,16Z,19Z-docosahexaenoic acid with the hydroxy group located at position 11.


12-epi LTB4

A leukotriene that is the 12S-isomer of leukotriene B4.


kanamycin X

A kanamycin that is kanamycin A in which the 6'-amino group is replaced by a hydroxy group.


HEPE

A long-chain polyunsaturated fatty acid that is any icosapentaenoic acid bearing a single hydroxy substituent. An oxidation product of icosapentaenoic acid metabolism.


A sphingoid that is sphingosine having an additional trans-double bond at position 8.


A hydroxyicosapentaenoic acid that consists of 6E,8Z,11Z,14Z,17Z-icosapentaenoic acid with the hydroxy group located at position 5.


A hydroxyicosapentaenoic acid that consists of 5Z,8Z,11Z,14Z,16E-icosapentaenoic acid with the hydroxy group located at position 18.


A 1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamine in which the alk-1-enyl and acyl group are specified as (Z)-hexadec-1-enyl and hexadecanoyl (palmitoyl) respectively.


HOTrE

A long-chain polyunsaturated fatty acid that is any octadecatrienoic acid bearing a single hydroxy substituent. An oxidation product of octadecatrienoic acid metabolism.


A monoalkylglycerophosphocholine that is sn-glycero-3-phosphocholine in which the alkyl group is located at position 2.


An alkyl,acyl-sn-glycero-3-phosphocholine having an acyl group at the 1 position and a (Z)-alk-1-enyl substituent at the 2-position.


A glycerophosphocholine that is sn-glycero-3-phosphocholine in which positions 1 and 2 are substituted by unspecified alkyl groups.


A hydroxyoctadecatrienoic acid that consists of 6Z,9Z,11E-octadecatrienoic acid having the hydroxy group located at position 13.


A purine 2'-deoxyribonucleoside in which a 2-deoxy-beta-D-ribofuranosyl residue is attached at position 9 of 9H-purine via a glycosidic linkage.


dimethylindole red

A fluorogenic cyanine dye in which N-(3-sulfopropyl)quinolinium is linked to a 1,3,3-trimethyldihydroindole via a propan-1-yl-3-ylidene chain to form a conjugated system.


oxooctadecadienoic acid

An oxo fatty acid that is obtained by oxidation of the allylic hydroxy group of any hydroxyoctadecadienoic acid during its metabolism.


exopolysaccharide

A biomacromolecule composed of carbohydrate residues which is secreted by a microorganism into the surrounding environment.


indole-1-acetic acid

An indolyl carboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by an indol-1-yl group.


An oxooctadecadienoic acid that consists of 9E,11E-octadecadienoic acid with the oxo substituent located at position 13.


L-alanyl-L-alanine

A dipeptide consisting of two L-alanine units joined by a peptide linkage.


A methyladenosine that is the 1-methyl-2-hydro derivative of adenosine.


An organofluorine compound that is the 5-fluoro derivative of indole.


ethyl sorbate

A fatty acid ester obtained by formal condensation of the carboxy group of sorbic acid and the hydroxy group of ethanol.


2-bromodecanoic acid

A bromo fatty acid that is decanoic acid carrying a single bromo substituent at position 2.


A  tryptophan derivative that is tryptophan carrying a single methyl substituent at position 1 on the indole.


An aromatic ether that is quinoline substituted at position 6 by a methoxy group.


glycerophosphoethanolamine zwitterion

A zwitterion obtained by transfer of a proton from the phosphate to the amino group of any glycerophosphoethanolamine.


A 1-alkyl-sn-glycero-3-phosphoethanolamine in which the alkyl substituent can be any Z-alk-1-enyl group.


A 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-) in which the acyl group is specified as tetradecanoyl (myristoyl); major species at pH 7.3.


A 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-) in which the acyl group is specified as octadecanoyl (stearoyl); major species at pH 7.3.


A 1-acyl-sn-glycero 3-phospho-(1'-sn-glycerol)(1-) in which the acyl group is specified as 9Z-octadecenoyl; major species at pH 7.3.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-) in which both acyl groups are specified as hexadecanoyl (palmitoyl); major species at pH 7.3.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-) in which the 1- and 2-acyl groups are specified as tetradecanoyl (myristoyl) and hexadecanoyl (palmitoyl) respectively; major species at pH 7.3.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-) in which the 1- and 2-acyl groups are specified as octadecanoyl (stearoyl) and hexadecanoyl (palmitoyl) respectively; major species at pH 7.3.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-) in which the 1- and 2-acyl groups are specified as (9Z)-octadec-9-enoyl (oleoyl) and hexadecanoyl (palmitoyl) respectively; major species at pH 7.3.


A 1-acyl-sn-glycero-3-phospho-1D-myo-inositol(1-) in which the acyl group is specified as hexadecanoyl (palmitoyl); major species at pH 7.3.


A 1-hexadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol(1-) obtained by deprotonation of the phosphate OH group of 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-icosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositol; major species at pH 7.3.


A 1-hexadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol(1-) obtained by deprotonation of the phosphate OH group of 1,2-dihexadecanoyl-sn-glycero-3-phospho-D-myo-inositol.


A 1-hexadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol(1-) obtained by deprotonation of the phosphate OH group of 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-D-myo-inositol.


A 1-hexadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol(1-) obtained by deprotonation of the phosphate OH group of 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-D-myo-inositol.


A 1-hexadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol(1-) obtained by deprotonation of the phosphate OH group of 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-D-myo-inositol.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-) in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and octadecanoyl (stearoyl) respectively; major species at pH 7.3.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-) in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 9Z,12Z-octadecadienoyl (linoleoyl) respectively; major species at pH 7.3.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-) in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 9Z-octadecenoyl (oleoyl) respectively; major species at pH 7.3.


An oxooctadecadienoic acid that consists of (10E,12Z)-octadecadienoic acid with the oxo substituent located at position 9.


An oxooctadecadienoic acid that consists of 10E,12E-octadecadienoic acid with the oxo substituent located at position 9.


An oxoeicosadienoic acid that consists of 11Z,13E-oxoeicosadienoic acid with the oxo substituent located at position 15.


A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-) in which the 1- and 2-acyl groups are specified as octadecanoyl (stearoyl) and 9Z-octadecenoyl (oleoyl) respectively; major species at pH 7.3.


OxoEDE

An oxo fatty acid that is obtained by oxidation of the allylic hydroxy of any  hydroxyeicosadienoic acid during its metabolism.


A hydroxyeicosadienoic acid that consists of 11Z,13E-eicosatrienoic acid bearing a 15-hydroxy substituent. It is produced by non-enzymatic oxidation of 11,14-eicosadienoic acid. There are no reports in the literature of biological activity associated with 15-HEDE.


HEDE

A hydroxy fatty acid that is any icosadienoic acid bearing a single hydroxy substituent. An oxidation product of icosadienoic acid metabolism.


AGIGENIN

An oxaspiro compound that is (25R)-5alpha-spirostan substituted by hydroxy groups at positions 2, 3 and 6 (the 2alpha,3beta,6beta stereoisomer).


icosadienoic acid

A 20-carbon, polyunsaturated fatty acid having two double bonds at unspecified positions.


EpETE

An epoxy fatty acid obtained by formal epoxidation of one of the double bonds of any icosapentaenoic acid.


An EpETE obtained by formal epoxidation of the 17,18-double bond of all-cis-5,8,11,14,17-icosapentaenoic acid.


An EpDPE obtained by formal epoxidation of the 16,17-double bond of docosa-4,7,10,13,16,19-hexaenoic acid.


A hydroxyeicosatrienoic acid that consists of 6E,8Z,11Z-eicosatrienoic acid bearing a 5-hydroxy substituent.


A 1-acyl-2-octadecanoyl-sn-glycero-3-phosphate(2-) in which the 1-acyl group is specified as hexadecanoyl (palmitoyl); major species at pH 7.3.


A 1-acyl-2-tetradecanoyl-sn-glycero-3-phosphate(2-) in which the 1-acyl group is specified as hexadecanoyl (palmitoyl); major species at pH 7.3.


A 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphate(2-) in which the 1-acyl group is also hexadecanoyl; major species at pH 7.3.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 9Z,12Z-octadecadienoyl (linoleoyl) respectively; major species at pH 7.3.


A 1,2-diacyl-sn-glycerol 3-phosphate(2-) in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 5Z,8Z,11Z,14Z-eicosatetraenoyl (arachidonoyl) respectively; major species at pH 7.3.


(5Z,8Z,11Z)-icosatrienoic acid

A 5,8,11-eicosatrienoic acid in which all three double bonds adopt cis-configuration.


A hydroxyeicosatrienoic acid that consists of 9E,11Z,14Z-eicosatrienoic acid bearing an 8-hydroxy substituent.


A DiHETE that consists of 6E,8Z,11Z,13E-icosatetraenoic acid having the two hydroxy groups located at positions 5 and 15.


dihydroxyicosatetraenoic acid

A hydroxy fatty acid that is any eicosatetraenoic acid bearing two hydroxy substituents.


cardiolipin 52:2(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 52 carbons and 2 double bonds.


cardiolipin 54:2(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 54 carbons and 2 double bonds.


cardiolipin 56:3(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 56 carbons and 3 double bonds.


cardiolipin 58:2(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 58 carbons and 2 double bonds.


cardiolipin 58:3(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 58 carbons and 3 double bonds.


cardiolipin 60:2(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 60 carbons and 2 double bonds.


cardiolipin 60:3(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 60 carbons and 3 double bonds.


cardiolipin 62:2(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 62 carbons and 2 double bonds.


cardiolipin 62:3(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 62 carbons and 3 double bonds.


cardiolipin 62:4(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 62 carbons and 4 double bonds.


cardiolipin 64:2(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 64 carbons and 2 double bonds.


cardiolipin 64:3(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 64 carbons and 3 double bonds.


cardiolipin 64:4(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 64 carbons and 4 double bonds.


cardiolipin 66:2(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 66 carbons and 2 double bonds.


cardiolipin 66:3(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 66 carbons and 3 double bonds.


cardiolipin 66:4(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 66 carbons and 4 double bonds.


cardiolipin 68:2(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 68 carbons and 2 double bonds.


cardiolipin 68:3(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 68 carbons and 3 double bonds.


cardiolipin 68:5(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 68 carbons and 5 double bonds.


cardiolipin 70:2(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 70 carbons and 2 double bonds.


cardiolipin 70:3(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 70 carbons and 3 double bonds.


cardiolipin 70:4(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 70 carbons and 4 double bonds.


cardiolipin 70:5(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 70 carbons and 5 double bonds.


cardiolipin 70:6(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 70 carbons and 6 double bonds.


cardiolipin 70:7(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 70 carbons and 7 double bonds.


cardiolipin 72:3(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 72 carbons and 3 double bonds.


cardiolipin 72:4(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 72 carbons and 4 double bonds.


cardiolipin 72:5(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 72 carbons and 5 double bonds.


cardiolipin 72:6(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 72 carbons and 6 double bonds.


cardiolipin 72:7(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 72 carbons and 7 double bonds.


cardiolipin 72:8(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 72 carbons and 8 double bonds.


cardiolipin 72:9(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 72 carbons and 9 double bonds.


cardiolipin 72:10(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 72 carbons and 10 double bonds.


cardiolipin 74:5(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 74 carbons and 5 double bonds.


cardiolipin 74:6(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 74 carbons and 6 double bonds.


cardiolipin 74:7(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 74 carbons and 7 double bonds.


cardiolipin 74:8(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 74 carbons and 8 double bonds.


cardiolipin 74:9(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 74 carbons and 9 double bonds.


cardiolipin 74:10(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 74 carbons and 10 double bonds.


cardiolipin 74:11(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 74 carbons and 11 double bonds.


cardiolipin 74:12(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 74 carbons and 12 double bonds.


cardiolipin 76:5(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 76 carbons and 5 double bonds.


cardiolipin 76:6(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 76 carbons and 6 double bonds.


cardiolipin 76:7(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 76 carbons and 7 double bonds.


cardiolipin 76:8(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 76 carbons and 8 double bonds.


cardiolipin 76:9(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 76 carbons and 9 double bonds.


cardiolipin 76:10(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 76 carbons and 10 double bonds.


cardiolipin 76:11(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 76 carbons and 11 double bonds.


cardiolipin 76:12(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 76 carbons and 12 double bonds.


cardiolipin 76:13(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 76 carbons and 13 double bonds.


cardiolipin 78:9(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 78 carbons and 9 double bonds.


cardiolipin 78:10(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 78 carbons and 10 double bonds.


cardiolipin 78:11(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 78 carbons and 11 double bonds.


cardiolipin 78:12(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 78 carbons and 12 double bonds.


cardiolipin 78:13(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 78 carbons and 13 double bonds.


cardiolipin 78:14(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 78 carbons and 14 double bonds.


cardiolipin 78:15(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 78 carbons and 15 double bonds.


cardiolipin 80:10(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 80 carbons and 10 double bonds.


cardiolipin 80:11(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 80 carbons and 11 double bonds.


cardiolipin 80:12(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 80 carbons and 12 double bonds.


cardiolipin 80:13(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 80 carbons and 13 double bonds.


cardiolipin 80:14(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 80 carbons and 14 double bonds.


cardiolipin 80:15(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 80 carbons and 15 double bonds.


cardiolipin 80:16(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 80 carbons and 16 double bonds.


cardiolipin 80:17(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 80 carbons and 17 double bonds.


cardiolipin 82:16(2-)

A cardiolipin(2-) in which the four phosphatidyl acyl groups contain a total of 82 carbons and 16 double bonds.


cardiolipin 82:17(2-)

A cardiolipin(2-) in which the four phosphatidyl acyl groups contain a total of 82 carbons and 17 double bonds.


cardiolipin 82:18(2-)

A cardiolipin(2-) in which the four phosphatidyl acyl groups contain a total of 82 carbons and 18 double bonds.


cardiolipin 84:18(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 84 carbons and 18 double bonds.


cardiolipin 84:19(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 84 carbons and 19 double bonds.


cardiolipin 84:20(2-)

A cardiolipin(2-) in which the four phosphatidyl acyl groups contain a total of 84 carbons and 20 double bonds.


cardiolipin 86:22(2-)

A cardiolipin(2-) in which the four phosphatidyl acyl groups contain a total of 86 carbons and 22 double bonds.


cardiolipin 88:23(2-)

A cardiolipin(2-) in which the four phosphatidyl acyl groups contain a total of 88 carbons and 23 double bonds.


2-deoxyribose 5-triphosphate(4-)

An organophosphate oxoanion obtained by deprotonation of all four triphosphate OH groups of 2-deoxyribose 5-triphosphate.


3''-deamino-3''-hydroxykanamycin B(4+)

An organic cation obtained by protonation of the primary amino groups of 3''-deamino-3''-hydroxykanamycin B.


3''-deamino-3''-hydroxykanamycin C(3+)

An organic cation obtained by protonation of the primary amino groups of 3''-deamino-3''-hydroxykanamycin C.


3''-deamino-3''-hydroxykanamycin X(2+)

An organic cation obtained by protonation of the primary amino groups of 3''-deamino-3''-hydroxykanamycin X.


kanamycin D(3+)

An organic cation obtained by protonation of the primary amino groups of kanamycin D.


deoxybrevianamide E

A cyclic dipeptide that is brevianamide F (cyclo-L-Trp-L-Pro) substituted at position 2 on the indole ring by a 1,1-dimethylallyl group.


An organic cation that is the conjugate acid of chanoclavine-I, obtained by protonation of the secondary amino group.


An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of (7,8-dihydropterin-6-yl)methyl diphosphate.


An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of N-[(7,8-dihydropterin-6-yl)methyl]-4-(beta-D-ribofuranosyl)aniline 5'-phosphate.


A 1-acyl-sn-glycero 3-phospho-(1'-sn-glycerol) in which the acyl group is specified as 9Z-octadecenoyl.


decylplastoquinone

A member of the class of 1,4-benzoquinones in which the quinone ring is substituted at positions 2 and 3 by methyl groups and at position 5 by a decyl group.


A N-acylsphingosine 1-phosphate(2-) in which the N-acyl group is specified as tetradecanoyl (myristoyl).


N-decanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as decanoyl.


N-dodecanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as dodecanoyl (lauroyl).


N-tetradecanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as tetradecanoyl (myristoyl).


N-decanoylsphingosine 1-phosphate(2-)

A N-acylsphingosine 1-phosphate(2-) in which the N-acyl group is specified as decanoyl.


N-hexadecanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as hexadecanoyl (palmitoyl).


N-dodecanoylsphingosine 1-phosphate(2-)

A N-acylsphingosine 1-phosphate(2-) in which the ceramide N-acyl group is specified as dodecanoyl (lauroyl).


N-octadecanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as octadecanoyl (stearoyl).


N-icosanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as eicosanoyl.


A N-acylsphingosine 1-phosphate(2-) in which the N-acyl group is specified as hexadecanoyl (palmitoyl).


A N-acylsphingosine 1-phosphate(2-) in which the N-acyl group is specified as octadecanoyl (stearoyl).


N-tetracosanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as tetracosanoyl.


N-docosanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as docosanoyl.


N-eicosanoylsphingosine 1-phosphate(2-)

A ceramide 1-phosphate(2-) in which the N-acyl group is specified as eicosanoyl.


N-hexacosanoylsphingosine

A N-acylsphingosine in which the ceramide N-acyl group is specified as hexacosanoyl.


A ceramide 1-phosphate(2-) in which the ceramide N-acyl group is specified as docosanoyl.


A ceramide 1-phosphate(2-) in which the N-acyl group is specified as tetracosanoyl.


A ceramide 1-phosphate(2-) in which the N-acyl group is specified as hexacosanoyl.


3''-deamino-3''-hydroxykanamycin B

A kanamycin that is kanamycin B in which the 3''-amino group has been replaced by a hydroxy group.


dihydrourocanate

An imidazolyl carboxylic acid anion that is the conjugate base of dihydrourocanic acid, obtained by deprotonation of the carboxy group.


3''-deamino-3''-hydroxykanamycin X

A kanamycin that is kanamycin X in which the 3''-amino group has been replaced by a hydroxy group.


cardiolipin 56:2(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 56 carbons and 2 double bonds.


cardiolipin 68:4(2-)

A cardiolipin(2-) derivative in which the four phosphatidyl acyl groups contain a total of 68 carbons and 4 double bonds.


An O-acylcarnitine having 3-hydroxybutyryl as the acyl substituent.


Ac-Gln-D-Phe-His-D-Pro

A tetrapeptide comprising N(2)-acetyl-L-glutamine, D-phenylalanine, L-histidine and D-proline residues coupled in sequence.


A tetrapeptide comprising N(2)-acetyl-L-glutamine, D-phenylalanine, L-histidine and D-prolinamide residues coupled in sequence.


A lysophosphatidylcholine 16:0 in which a hexadecanoyl (palmitoyl) group is attached to the glycero moiety at position 1.


colfosceril palmitate

A phosphatidylcholine 32:0 in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl). A synthetic phospholipid used in liposomes and lipid bilayers to study biological membranes. It is also a major constituent of pulmonary surfactants.


A phosphatidylcholine 34:0 in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and octadecanoyl (stearoyl) respectively.


A phosphatidylcholine 34:1 in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 9Z-octadecenoyl (oleoyl) respectively.


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


A phosphatidylcholine 36:4 in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 5Z,8Z,11Z,14Z-eicosatetraenoyl (arachidonoyl) respectively.


A lysophosphatidylethanolamine zwitterion 16:0 obtained by transfer of a proton from the phosphate to the amino group of 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine.


A phosphatidylethanolamine 32:0 zwitterion obtained by transfer of a proton from the phosphate to the amino group of 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine.


A phosphatidylethanolamine 34:1 zwitterion obtained by transfer of a proton from the phosphate to the amino group of 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamine.


A phosphatidylethanolamine 34:1 zwitterion obtained by transfer of a proton from the phosphate to the amino group of 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine.


A phosphatidylethanolamine 34:2 zwitterion obtained by transfer of a proton from the phosphate to the amino group of 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine.


A phosphatidylethanolamine 36:4 zwitterion obtained by transfer of a proton from the phosphate to the amino group of 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine.


A tetrapeptide comprising N(2)-acetyl-D-phenylalanine, beta-alanine, L-histidine and D-prolinamide residues coupled in sequence.


germacranolide

A sesquiterpene lactone based on germacrane skeleton.


A pyridinecarbaldehyde that is pyridine in which the hydrogen at position 2 is replaced by a formyl group.


Ac-Gln-D-Phe-His-D-Pro-betaAla

A pentapeptide comprising N(2)-acetyl-L-glutamine, D-phenylalanine, L-histidine, D-proline and beta-alanine residues coupled in sequence.


Ac-Gln-D-Phe-His-D-Pro-betaAla-betaAla

An oligopeptide comprising N(2)-acetyl-L-glutamine, D-phenylalanine, L-histidine, D-proline and two beta-alanine residues coupled in sequence.


Ac-D-Phe-His-D-Pro

A tripeptide comprising N(2)-acetyl-D-phenylalanine, L-histidine and D-proline residues coupled in sequence.


A tripeptide comprising N(2)-acetyl-D-phenylalanine, L-histidine and D-prolinamide residues coupled in sequence.


O-isobutyrylcarnitine

An O-acylcarnitine having isobutyryl as the acyl substituent.


tiglylglycine

An N-acylglycine that is glycine with an amine hydrogen substituted by a 2-methylbut-2-enoyl (tiglyl) group.


A tripeptide comprising N(2)-acetyl-D-glutamic acid, L-histidine and D-prolinamide residues coupled in sequence.


Ac-D-His-Pro

A dipeptide that is the N-(N(alpha)-acetyl-D-histidyl) derivative of L-proline.


O-acetylcarnitine

An O-acylcarnitine having acetyl as the acyl substituent.


O-isovalerylcarnitine

A C5-acylcarnitine having isovaleryl as the acyl substituent.


A C5-acylcarnitine having 2-methylbutyryl as the acyl substituent.


An O-acylcarnitine having 3-hydroxyisovaleryl as the acyl substituent.


O-malonylcarnitine

An O-acylcarnitine having malonyl as the acyl substituent.


maackiain

A member of the class of ptercoarpans that is cis-pterocarpan  substituted by a hydroxy group at position 3 and a methylenedioxy group across positions 8 and 9.


(+)-MAACKIAIN

The (+)-enantiomer of maackiain.


O-methylmalonylcarnitine

An O-acylcarnitine having methylmalonyl as the acyl substituent.


deracoxib

A member of the class of pyrazoles that is 1H-pyrazole which is substituted at positions 1, 3, and 5 by 4-sulfamoylphenyl, difluoromethyl and 3-fluoro-4-methoxyphenyl groups, respectively. A selective cyclooxygenase 2 inhibitor, it is used in veterinary medicine for the control of pain and inflammation associated with osteoarthritis in dogs.


pterocarpan

The simplest member of the class of pterocarpans that is 6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene.


O-succinylcarnitine

An O-acylcarnitine having succinyl as the acyl substituent.


cis-pterocarpan

A pterocarpan in which the ring junction between 1-benzofuran and chromene rings has a cis stereochemistry.


A dicarboxylic acid dianion obtained by deprotonation of both carboxy groups of 4-hydroxy-2-oxoheptanedioic acid.


An O-acylcarnitine having (2E)-octenoyl as the acyl substituent.


parecoxib

An N-acylsulfonamide resulting from the formal condensation of valdecoxib with propionic acid. It is a prodrug for valdecoxib.


O-octanoylcarnitine

An O-acylcarnitine having octanoyl as the acyl substituent.


O-glutarylcarnitine

An O-acylcarnitine having glutaryl as the acyl substituent.


TILMACOXIB

A member of the class of 1,3-oxazoles that is that is 1,3-oxazole which is substituted at positions 2, 4 and 5 by methyl, cyclohexyl, and 3-fluoro-4-sulfamoylphenyl groups, respectively.


An O-acylcarnitine having (2E)-hexenedioyl as the acyl substituent.


An O-acylcarnitine having 3-hydroxy-cis-5-octenoyl as the acyl substituent.


lumiracoxib

An amino acid that is phenylacetic acid which is substituted at position 2 by the nitrogen of 2-chloro-6-fluoroaniline and at position 5 by a methyl group. A highly selective cyclooxygenase 2 inhibitor, it was briefly used for the treatment of osteoarthritis, but was withdrawn due to concersns of hepatotoxicity.


An O-acylcarnitine having (2E,5Z,7E)-decatrienoyl as the acyl substituent.


An O-acylcarnitine having (2E,4Z)-decadienoyl as the acyl substituent.


An O-decenoylcarnitine having (4Z)-decenoyl as the acyl substituent.


O-pimeloylcarnitine

An O-acylcarnitine having pimeloyl as the acyl substituent.


An O-acylcarnitine having (2E)-7-carboxyhept-2-enoyl as the acyl substituent.


An O-acylcarnitine having 3-hydroxydecanoyl as the acyl substituent.


O-suberoylcarnitine

An O-acylcarnitine having suberoyl (7-carboxyheptanoyl) as the acyl substituent.


An O-dodecenoylcarnitine having (5Z)-dodecenoyl as the acyl substituent.


O-dodecanoylcarnitine

An O-acylcarnitine having dodecanoyl as the acyl substituent.


An organic anion anion formed from 6-methyl-7-oxo-8-(1-D-ribityl)lumazine (2-hydroxy tautomer) by removal of a proton from the nitrogen at position 1.


An O-acylcarnitine having 3-hydroxydodecanoyl as the acyl substituent.


O-sebacoylcarnitine

An O-acylcarnitine having sebacoyl as the acyl substituent.


MADECASSIC ACID

A pentacyclic triterpenoid that is ursane substituted by a carboxy group at position 28 and hydroxy groups at positions 2, 3, 6 and 23 (the 2alpha,3beta,6beta stereoisomer).


An O-tetradecadienoylcarnitine  having (5Z,8Z)-tetradecadienoyl as the acyl substituent.


An O-acylcarnitine having (5Z)-tetradecenoyl as the acyl substituent.


O-tetradecanoylcarnitine

An O-acylcarnitine having tetradecanoyl (myristoyl) as the acyl substituent.


An O-hydroxytetradecenoylcarnitine having (9Z)-3-hydroxytetradec-9-enoyl as the acyl substituent.


An O-acylcarnitine having 3-hydroxytetradecanoyl as the acyl substituent.


An O-acylcarnitine having 11-carboxyundecanoyl as the acyl substituent.


An O-hexadecadienoylcarnitine having (7Z,10Z)-hexadecadienoyl as the acyl substituent.


O-palmitoleoylcarnitine

An O-acylcarnitine having palmitoleoyl as the acyl substituent.


Palmitoyl-carnitine

An O-acylcarnitine having palmitoyl (hexadecanoyl) as the acyl substituent.


An O-acylcarnitine having 3-hydroxypalmitoleoyl as the acyl substituent.


An O-acylcarnitine having (5Z)-13-carboxytridec-5-enoyl as the acyl substituent.


A member of the class of  pyrrolidine-2-ones that is pyrrolidin-2-one in which the hydrogen attached to the nitrogen is replaced by a methyl group.


An O-acylcarnitine having 3-hydroxyhexadecanoyl as the acyl substituent.


An O-acylcarnitine having 13-carboxytridecanoyl as the acyl substituent.


O-linoleoylcarnitine

An O-acylcarnitine having linoleoyl as the acyl substituent.


O-stearoylcarnitine

An O-acylcarnitine having stearoyl (octadecanoyl) as the acyl substituent.