(3R)-3,9-dihydroxynonanoic acid

A dihydroxy monocarboxylic acid that is 9-hydroxynonanoic acid in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group.


omega-hydroxy-medium-chain fatty acid

A omega-hydroxy-fatty acid with a chain length ranging from C6 to C12.


3,12-dihydroxylauric acid

A dihydroxy monocarboxylic acid that consists of lauric (dodecanoic) acid bearing two hydroxy substituents at positions 3 and 12.


(3R)-3,11-dihydroxyundecanoic acid

A dihydroxy monocarboxylic acid that is 11-hydroxyundecanoic acid in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group.


(3R)-3,12-dihydroxylauric acid

A dihydroxy monocarboxylic acid that is 12-hydroxylauric acid in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group.


(3R)-3,10-dihydroxydecanoic acid

A dihydroxy monocarboxylic acid that is 10-hydroxydecanoic acid in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group.


An alkyl,acyl-sn-glycero-3-phosphoethanolamine zwitterion in which the alkyl or acyl groups at positions 1 and 2 contain a total of 16 carbons and no double bonds.


A nicotinamide dinucleotide consisting of NADP zwitterion lacking the 2'-phsopho group and having a (1R)-1-hydroxy-2-oxo-3-phosphonooxypropyl group at position 4 of the nicotinamide fragment.


A member of the class of  benzamides in which benzamide is substituted on nitrogen by a 2-(2-aminoethoxy)ethyl group and at the para-position by a 2-hydroxy-4-phenylcyclohexyl group.


An amino tetrasaccharide that is beta-D-Manp-(1->4)-beta-D-GlcpNAc-(1->4)-beta-D-GlcpNAc in which the hydroxy group at position 3 of the mannosyl group has been glycosylated by an alpha-D-mannopyranosyl residue.


pedunculosumoside D

A homoflavonoid glycoside that is 5'-prenylophioglonol attached to a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. It has been isolated from the whole plants of Ophioglossum pedunculosum.


desmopressin acetate (anhydrous)

The anhydrous form of the acetic acid salt of desmopressin. Note that the antidiuretic drug commonly known as desmopressin acetate refers to the trihydrate form.


name: 4-methoxybenzoic acid [2-oxo-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)amino]ethyl] ester


name: susceptibility to visceral leishmaniasis, 3

category: biolink:Disease biolink:DiseaseOrPhenotypicFeature biolink:BiologicalEntity biolink:ThingWithTaxon biolink:NamedThing


2-hydroxyhenicosanoic acid

A 2-hydroxy fatty acid that is henicosanoic acid substituted by a hydroxy group at position 2.


A branched trisaccharide that is beta-D-Galp-(1->3)-beta-D-Glcp in which the hydroxy group at position 4 of the gluocopyranose moiety has been converted to the corresponding beta-D-glucopyranoside.


A tetrachlorophenol in which the chlorines are located at positions 2, 3, 4, and 6.


D-serine zwitterion

A serine zwitterion obtained by transfer of a proton from the carboxy to the amino group of D-serine.


name: 2-[(3R,6aR,8R,10aR)-3-hydroxy-1,2,3,4,6,6a,8,9,10,10a-decahydropyrano[2,3-c][1,5]oxazocin-8-yl]acetic acid methyl ester


CYSTEINE

A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.


D-cysteine

An optically active form of cysteine having D-configuration.


A carboxamide consisting of a 1-hydroxydodecan-2-yl moiety linked via nitrogen to tetracosanamide. A ceramide mimetic, it is composed of a saturated C12-sphingosine mimetic and lignoceric acid (C24:0).


A pyrimidinecarboxamide having the amido groups at the 4- and 6-positions and pyridin-3-ylmethyl as the amide N-substituents.


Phe-Leu zwitterion

A dipeptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Phe-Leu.


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


N-iodosuccinimide

A five-membered cyclic dicarboximide compound having an iodo substituent on the nitrogen atom.


Gln-Lys-Arg

A tripeptide composed of L-glutamine, L-lysine, and L-arginine units joined in sequence by peptide linkages.


An aminopiperidine that is piperidin-3-amine substituted by a [(prop-2-en-1-yl)oxy]carbonyl group at position 1.


Piperidin-2-one N-protected by t-Boc.


A piperidinecarboxylate ester that is the methyl ester of 4-hydroxypiperidine-3-carboxylic acid.


A piperidinecarboxylate ester that is the methyl ester of 5-hydroxypiperidine-2-carboxylic acid.


A piperidinecarboxylate ester that is the methyl ester of 4-hydroxypiperidine-2-carboxylic acid.


An organic radical cation derived from 5,6,7,8-tetrahydrobiopterin.


hydroxy fatty acid

Any fatty acid carrying one or more hydroxy substituents.


3-hydroxypropionic acid

A 3-hydroxy monocarboxylic acid that is propionic acid in which one of the hydrogens attached to the terminal carbon is replaced by a hydroxy group.


A valeric acid derivative having an (R)-hydroxy substituent at the 2-position and an (S)-methyl substituent at the 3-position; one of 4 steroisomers of 2-hydroxy-3-methylpentanoic acid, generated by isoleucine metabolism. Found at significantly higher levels than normal in patients with maple syrup urine disease (MSUD).


An (omega-1)-hydroxy fatty acid that is (14R)-14-hydroxypentadecanoic acid in which the 3-pro-R hydrogen is replaced by a hydroxy group.


2-hydroxyoctacosanoic acid

A 2-hydroxy fatty acid that is the 2-hydroxy derivative of octacosanoic acid.


(2R)-2-hydroxytetradecanoic acid

A 2-hydroxymyristic acid having 2R-configuration.


The S enantiomer of 3-hydroxy-3-methyl-2-oxopentanoic acid.


A docosanoid that is (9E,11E,13Z,15E,19Z)-docosapentaenoic acid carrying an epoxy group across positions 7 and 8 as well as a hydroxy substituent at position 17.  An intermediate of specialised proresolving mediators.


(11R)-11-hydroxylauric acid

An 11-hydroxylauric acid that has R configuration.


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


12,20-dioxoleukotriene B4

A member of the class of leukotrienes that is leukotriene B4 in which the hydroxy group at position 12 has been oxidised to the corresponding ketone and the methyl group at position 20 replaced by a hydroxy group.


(2Z)-2-hydroxypenta-2,4-dienoic acid

A 2-hydroxypenta-2,4-dienoic acid in which the double bond between positions 2 and 3 has Z- (trans-) geometry.


(R)-3-hydroxyoctanoic acid

The (R)-enantiomer of 3-hydroxyoctanoic acid; an important building block in the biomedical and pharmaceutical fields.


A C80 mycolic acid having a C54 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


resolvin E2

A member of the class of resolvins that is (6E,8Z,11Z,14Z,16E)-icosapentaenoic acid carrying two hydroxy substituents at positions 5 and 18 (the 5S,18R stereoisomer).


(3R)-3,22-dihydroxybehenic acid

A dihydroxy monocarboxylic acid that is behenic acid (docosanoic acid) in which the pro-R hydrogen at position 3 and and one of the hydrogens of the terminal methyl group are replaced by hydroxy groups.


3,18-dihydroxyoctadecanoic acid

A dihydroxy monocarboxylic acid that consists of octadecanoic (stearic) acid bearing two hydroxy substituents at positions 3 and 18.


β-L-hydroxybutyric acid

The S-enantiomer of 3-hydroxybutyric acid; a normal human metabolite, that has been found elevated in geriatric patients remitting from depression.


2-hydroxyheptanoic acid

A monohydroxy fatty acid that is heptanoic acid with a hydroxy group substituted at position C-2.


(13R)-13-hydroxymyristic acid

An (omega-1)-hydroxy fatty acid that is myristic acid in which the 13-pro-R hydrogen is replaced by a hydroxy group.


(S)-3-hydroxytetradecanoic acid

A C14, long-chain hydroxy fatty acid and enantiomer of the biologically active (R)-3-hydroxytetradecanoic acid.


14-hydroxymyristic acid

An omega-hydroxy-long-chain fatty acid that is myristic (tetradecanoic) acid substituted at position 14 by a hydroxy group.


A polyunsaturated fatty acid that is (4Z,9E,11E,13Z,15E,19Z)-docosahexaenoic acid having an epoxy group across positions 7 and 8 as well as a hydroxy substituent at the 17S-position.


A dihydroxydocosahexaenoic acid that is (4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at the 14S- and 21R-positions.


omega-hydroxynonacosanoic acid

A omega-hydroxy fatty acid that is nonacosanoic acid substituted by a hydroxy group at position 29.


DiHOME

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


hydroxydocosapentaenoic acid

A docosanoid that is any docosapentaenoic acid carrying a single hydroxy substituent on its carbon chain.


A dihydroxydocosapentaenoic acid (DiHDPE) that is (7Z,10Z,13E,14E,19Z)-docosapentaenoic acid carrying two hydroxy substituents at the 16 and 17-S positions. It is an intermediate of specialised proresolving mediators.


9-hydroxylauric acid

A hydroxy fatty acid comprising lauric acid carrying a single hydroxy substituent at position 9.


2-hydroxy-4-methylvaleric acid

A valeric acid derivative having a hydroxy substituent at the 2-position and a methyl substituent at the 4-position; an alpha-hydroxy analogue of leucine. A bacterial metabolite, it has also been isolated from amniotic fluid, was found in a patient with dihydrolipoyl dehydrogenase deficiency and is present in the urine of patients with short bowel syndrome.


aspirin-triggered resolvin D1

A member of the class of resolvins that consists of docosa-4Z,9E,11E,13Z,15E,19Z-hexaenoic acid carrying three hydroxy substituents at positions 7, 8, and 17 (the 7S,8R,17S-stereoisomer).


(19R)-19-hydroxyicosanoic acid

An (omega-1)-hydroxy fatty acid that is arachidic acid acid in which the 19-pro-R hydrogen is replaced by a hydroxy group.


leptomycin A

A leptomycin having all-trans double bonds and a seventh methyl substituent at position 17.


aspirin-triggered resolvin D5

A member of the class of resolvins that is (5Z,8E,10Z,13Z,15Z,19Z)-docosahexaenoic acid carrying two hydroxy substituents at positions 7 and 17 (the 7S,17R-stereoisomer).


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.


(2E,7R)-7-hydroxyoct-2-enoic acid

An (omega-1)-hydroxy fatty acid that is (2E)-oct-2-enoic acid in which the hydrogen at the 7-pro-R position is replaced by a hydroxy group.


6-hydroxy-3,7-dimethyloctanoic acid

A hydroxy fatty acid that consists of caprylic acid bearing two additional methyl substituents at positions 3 and 7 as well as a hydroxy substituent at position 6.


A 13-HODE in which the stereocentre at position 13 has S-configuration.


HODE

Hydroxy-octadecadienoic acids, formed in mammalian cells from the corresponding hydroperoxy compounds (HPODEs).


A monounsaturated fatty acid that is (7Z)-heptadec-7-enoic acid which is substituted by a hydroxy group at position 14 and by oxo groups at positions 10 and 13.


aspirin-triggered resolvin D6

A member of the class of resolvins that is (5E,7Z,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying two hydroxy substituents at positions 4 and 17 (the 4S,17R-stereoisomer).


An HODE (hydroxyoctadecadienoic acid) in which the double bonds are at positions 9 and 11 (E and Z geometry, respectively) and the hydroxy group is at position 13 (with S-configuration).


9,10-dihydroxyoctadecanoic acid

A hydroxy-fatty acid formally derived from octacecanoic (stearic) acid by hydroxy substitution at positions 9 and 10.


An optically active form of 6-hydroxy-3-isopropenylheptanoic acid having (3S,6R)-configuration.


(2E,17R)-17-hydroxyoctadec-2-enoic acid

An (omega-1)-hydroxy fatty acid that is (2E)-octadec-2-enoic acid in which the 17-pro-R hydrogen is replaced by a hydroxy group.


resolvin D4

A member of the class of resolvins that is (6E,8E,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying three hydroxy substituents at positions 4, 5 and 17 (the 4S,5R,17S-stereoisomer).


A hydroxydocosahexaenoic acid that is (4Z,9E,11E,13Z,15E,19Z)-docosa-4,9,11,13,15,19-hexaenoic acid carrying an epoxy group at position 7S and a hydroxy group at position 17R. It is a metabolite of docosahexaenoic acid, and serves as a precursor to D-resolvins.


3,4-dihydroxybutyric acid

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


13-hydroxytetradecanoic acid

An (omega-1)-hydroxy fatty acid that is myristic acid in which one of the methylene hydrogens at position 13 is replaced by a hydroxy group.


A dihydroxydocosapentaenoic acid (DiHDPE) that is (8Z,15E,19Z)-docosa-8,10,13,15,19-pentaenoic acid carrying two hydroxy substituents at positions 7 and 17. An intermediate of specialized proresolving mediators


aspirin-triggered resolvin D2

A member of the class of resolvins that is (4Z,8E,10Z,12E,14E,19Z)-docosahexaenoic acid carrying three hydroxy substituents at positions 7, 16 and 17 (the 7S,16R,17R-stereoisomer).


(9Z)-17-hydroxyoctadec-9-enoic acid

An (omega-1)-hydroxy fatty acid that is (9Z)-octadec-9-enoic acid (oleic acid) in which a hydrogen at position 17 has been replaced by a hydroxy group.


An optically active form of 6-hydroxy-3,7-dimethyloctanoic acid, having (3S,6R)-configuration.


HOME

Any octadecenoic acid bearing a single hydroxy substituent.


A polyunsaturated hydroxy fatty acid that consists of (7Z,10Z,14E,16Z,19Z)-docosapentaenoic acid bearing a single hydroxy substituent at the 13R-position.


hydroxyoctadecanoic acid

A hydroxy fatty acid that is ocatadecanoic acid (stearic acid) in which the aliphatic chain has been substituted by one or more hydroxy groups.


(3R)-3-hydroxy fatty acid

A 3-hydroxy fatty acid in which the carbon at position 3 has R configuration.


(3R,12R)-3,12-dihydroxytridecanoic acid

An (omega-1)-hydroxy fatty acid that is (12R)-12-hydroxytridecanoic acid in which the 3-pro-R hydrogen is replaced by a hydroxy group.


(S)-2-hydroxybutyric acid

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


7-oxoresolvin D2

A member of the class of resolvins that is resolvin D2 in which the 7-hydroxy group has undergone formal oxidation to the corresponding ketone.


A omega-hydroxy-fatty acid with a chain length ranging from C23 to C26.


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


An (omega-1)-hydroxy fatty acid that is (20R)-20-hydroxyhenicosanoic acid in which the 3-pro-R hydrogen is replaced by a hydroxy group.


(3R,21R)-3,21-dihydroxybehenic acid

A dihydroxy monocarboxylic acid that is behenic acid (docosanoic acid) in which the pro-R hydrogens at positions 3 and 21 are replaced by hydroxy groups.


(6S)-6-hydroxyheptanoic acid

A 6-hydroxyheptanoic acid that has S configuration at the chiral centre.


resolvin T3

A docosanoid that is (9E,11E,14E,16Z,19Z)-docosapentaenoic acid carrying three hydroxy substituents at positions 7, 8 and 13.


(S)-3-hydroxyoctadecanoic acid

A 3-hydroxyoctadecanoic acid in which the chiral centre has S configuration.


An epoxy fatty acid that is (6E,8E,10Z,13Z,15E,19Z)-docosa-6,8,10,13,15,19-hexaenoic acid which is carrying an epoxy group at position 4S and a hydroxy group at position 17R. It is a metabolite of docosahexaenoic acid that can be converted to a D-resolvin.


(12R)-12-hydroxytridecanoic acid

An (omega-1)-hydroxy fatty acid that is tridecanoic acid in which the 12-pro-R hydrogen is replaced by a hydroxy group.


(R)-2-hydroxybutyric acid

An optically active form of 2-hydroxybutyric acid having (R)-configuration.


(R)-17-hydroxyoctadecanoic acid

An (omega-1)-hydroxy fatty acid that is octadecanoic acid (stearic acid) in which the 17-pro-R hydrogen is replaced by a hydroxy group.


resolvin T2

A docosanoid that is (8Z,10E,14E,16Z,19Z)-docosapentaenoic acid carrying three hydroxy substituents at positions 7, 12 and 13.


3-hydroxyhexacosanoic acid

A 3-hydroxy fatty acid that is hexacosanoic (cerotic) acid substituted at position 3 by a hydroxy group; a component of bacterial lipopolysaccharides.


(3R,16R)-3,16-dihydroxymargaric acid

An (omega-1)-hydroxy fatty acid that is (16R)-16-hydroxymargaric acid ((16R)-16-hydroxyheptadecanoic acid) in which the 3-pro-R hydrogen is replaced by a hydroxy group.


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


2,4-dihydroxybutanoic acid

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


(16R)-16-hydroxymargaric acid

An (omega-1)-hydroxy fatty acid that is heptadecanoic acid in which the 16-pro-R hydrogen is replaced by a hydroxy group.


26-hydroxyhexacosanoic acid

The omega-hydroxy fatty acid obtained by hydroxylation at position 26 of hexacosanoic acid.


13-hydroxyoctadecanoic acid

A hydroxyoctadecanoic acid in which the hydroxy substituent is located at position 13.


2-hydroxy-3-methylhexadecanoic acid

A branched, alpha-hydroxy fatty acid comprising a C16 chain carrying a methyl branch at position 3.


A hydroxydocosapentaenoic acid that is (4Z,7Z,10Z,12E,16Z)-docosapentaenoic acid in which the hydroxy group is located at the 14S-position. An intermediate of specialised proresolving mediators


2-hydroxypalmitoleic acid

A 2-hydroxy fatty acid that is (9Z)-hexadecenoic acid which is substituted by a hydroxy group at position 2.


2-hydroxytricosanoic acid

A 2-hydroxy fatty acid that is tricosanoic acid substituted by a hydroxy group at position 2.


resolvin E3

A member of the class of resolvins that is (5Z,8Z,11Z,13E,15E)-icosapentaenoic acid which is substituted at positions 17 and 18 by hydroxy groups (the 17,18S stereoisomer).


4-hydroxy-2-oxohexanoic acid

A hydroxy- and oxo- fatty acid comprising hexanoic acid substituted at C-2 and C-4 with oxo and hydroxy groups respectively.


A 12-HEPE that consists of (5Z,8Z,10E,14Z,17Z)-icosapentaenoic acid in which the 12-hydroxy group has S-configuration.


An octadecanoid that is 9,10-epoxy-(12Z)-octadecenoic acid carrying an additional hydroxy substituent at position 18.


An (omega-1)-hydroxy fatty acid that is (2E)-heptadec-2-enoic acid in which the 16-pro-R hydrogen is replaced by a hydroxy group.


2-hydroxyhexacosanoic acid

A very long-chain fatty acid that is hexacosanoic (cerotic) acid substituted at position 2 by a hydroxy group.


A (omega-1)-hydroxy fatty acid that is (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoic acid substituted at position 21 by a hydroxy group.


resolvin T4

A docosanoid that is (8E,10Z,14E,16Z,19Z)-docosapentaenoic acid carrying two hydroxy substituents at positions 7 and 13.


2-hydroxyerucic acid

A 2-hydroxy fatty acid that is erucic acid which is substituted by a hydroxy group at position 2.


Any omega-hydroxy-fatty acid which has a chain length greater than C27.


2,2-dihydroxy-3-methylbutanoic acid

A 2-hydroxy fatty acid that is  isovaleric acid  bearing two hydroxy substituents at position 2.


(2E,19R)-19-hydroxyicos-2-enoic acid

An (omega-1)-hydroxy fatty acid that is trans-2-icosenoic acid in which the pro-R hydrogen at position 19 has been replaced by a hydroxy group.


A dihydroxydocosahexaenoic acid that is (4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at the 14R- and 21S-positions.


(18R)-resolvin E3

A member of the class of resolvins that is (5Z,8Z,11Z,13E,15E)-icosapentaenoic acid which is substituted at positions 17 and 18 by hydroxy groups (the 17,18R) stereoisomer).


(3R)-3,13-dihydroxytridecanoic acid

A dihydroxy monocarboxylic acid that is 13-hydroxytridecanoic acid in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group.


resolvin

Hydroxy fatty acids that are di- or trihydroxy metabolites of the polyunsaturated omega-3 fatty acids, particularly icosapentaenoic acid, docosahexaenoic acid and docosapentaenoic acid.


A docosanoid that is (7Z,10Z,12E,16Z,19Z)-docosapentaenoic acid carrying two hydroxy substituents at positions 14S and 21. An intermediate of specialised proresolving mediators.


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


An 18-HEPE that consists of (5Z,8Z,11Z,14Z,16E)-icosapentaenoic in which the 18-hydroxy group has R-configuration.


11-hydroxymyristic acid

A hydroxy fatty acid that is myristic acid carrying a single hydroxy substituent at position 11.


A docosanoid that is (14E,19Z)-docosa-8,10,12,14,19-pentaenoic acid carrying three hydroxy substituents at positions 7, 16 and 17. An intermediate of specialised proresolving mediators


22-hydroxyprotectin D1

A docosanoid that is protectin D1 in which one of the terminal methyl hydrogens has been replaced by a hydroxy group. An intermediate of specialised proresolving mediators


omega-hydroxy-long-chain fatty acid

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


2-hydroxydodec-2-enoic acid

A hydroxy monounsaturated fatty acid that is dodec-2-enoic acid in which the hydrogen at position 2 has been replaced by a hydroxy group. A minor tautomer of 2-oxododecanoic acid.


(9Z,12Z)-11-hydroxyoctadecadienoic acid

A HODE that is linoleic acid carrying a single hydroxy substituent at position 11.


9-hydroxymyristic acid

A hydroxy fatty acid that is myristic acid carrying a single hydroxy substituent at position 9.


An ultra-long-chain fatty acid that is (12Z,15Z,18Z,21Z,24Z)-triacontapentaenoic acid substituted at position 2 by a hydroxy group.


3-hydroxy capric acid

A medium-chain fatty acid that is decanoic acid substituted at position 3 by a hydroxy group.


2-hydroxylinoleic acid

A 2-hydroxy fatty acid derived from linoleic acid.


3-hydroxyoctanoic acid

An 8-carbon, beta-hydroxy fatty acid which may be a marker for primary defects of beta-hydroxy fatty acid metabolism. Repeating unit of poly(3-hydroxyoctanoic acid), a biopolymer used by numerous bacterial species as carbon and energy reserves.


6-hydroxy-3-isopropenylheptanoic acid

A branched-chain hydroxy fatty acid consisting of heptanoic acid with an isopropenyl group at the 3-position and the hydroxy group at the 6-position.


16-oxoresolvin D2

A member of the class of resolvins that is resolvin D2 in which the 16-hydroxy group has undergone formal oxidation to the corresponding ketone.


(S)-2-hydroxylauric acid

The (S)-enantiomer of 2-hydroxylauric acid.


A 14-HDoHE in which the stereocentre at position 14 has S-configuration.


(S)-3-hydroxylauric acid

The (S)-enantiomer of 3-hydroxylauric acid.


A hydroxydocosapentaenoic acid that is (4Z,7Z,10Z,13Z,15E)-docosapentaenoic acid in which the hydroxy group is located at the 17S-position. The 17S-oxygenated product of omega-6-DPA which possesses anti-inflammatory activity.


10,13-dihydroxyoctadecanoic acid

A hydroxy fatty acid that is octadecanoic acid carrying two hydroxy substituents at positions 10 and 13.


protectin D1

A dihydroxydocosahexaenoic acid that is (4Z,7Z,11E,13E,15Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at positions 10 and 17 (the 10R,17S-stereoisomer). Protectin D1 is one of the specialised proresolving mediators. When produced in neural tissues, it is called neuroprotectin D1


A 9-HODE in which the 9-hydroxy group has R-stereochemistry.


R. ruber mycolic acid

A forty-six membered mycolic acid consisting of 3-hydroxydotriacontanoic acid having a tetradecyl group at the 2-position.


(3R,19R)-19-dihydroxyicosanoic acid

An (omega-1)-hydroxy fatty acid that is (19R)-19-hydroxyicosanoic acid in which the 3-pro-R hydrogen is replaced by a hydroxy group.


A C85 alpha-mycolic acid produced by Mycobacterium tuberculosis having a C58 meromycolic chain with one cis cyclopropyl function, one methoxy function and one methyl subsituent, and a saturated C24 alpha-branch.


(9S,10R)-dihydroxyoctadecanoic acid

A hydroxy fatty acid  that is octadecanoic acid carrying two hydroxy substituents at positions 9 and 10.


(3R,9R)-3,9-dihydroxydecanoic acid

An (omega-1)-hydroxy fatty acid that is (9R)-9-hydroxydecanoic acid in which the 3-pro-R hydrogen is replaced by a hydroxy group.


A hydroperoxy fatty acid that is (4Z,8E,10Z,13Z,15E,19Z)-docosa-4,8,10,13,15,19-hexaenoic acid carrying a hydroperoxy group at the 7S-position and a hydroxy group at the 17R-position. It is an intermediate involved in the resolvin D1 biosynthesis pathway.


(3R,8R)-3,8-dihydroxynonanoic acid

An (omega-1)-hydroxy fatty acid that is (8R)-8-hydroxynonanoic acid in which the 3-pro-R hydrogen is replaced by a hydroxy group.


(S)-3-hydroxypentanoic acid

A 3-hydroxypentanoic acid in which the chiral centre at position 3 has S-configuration.


2-hydroxygondoic acid

A 2-hydroxy fatty acid that is (11Z)-icos-11-enoic acid which carries a hydroxy group at position 2.


10-hydroxymyristic acid

A hydroxy fatty acid that is myristic acid carrying a single hydroxy substituent at position 10.


(3R)-3,20-dihydroxyicosanoic acid

A dihydroxy monocarboxylic acid that is 20-hydroxyicosanoic acid in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group.


(R)-2-hydroxyoctadecanoic acid

The (R)-enantiomer of 2-hydroxyoctadecanoic acid.


A 15-HEPE that consists of (5Z,8Z,11Z,13E,17Z)-icosapentaenoic acid in which the 15-hydroxy group has R-configuration.


(12Z)-10-hydroxyoctadec-12-enoic acid

An octadecenoic acid that is (12Z)-octadec-12-enoic acid substituted by a hydroxy group at position 10. It is a metabolite of linoleic acid produced by the gut lactic acid bacterium Lactobacillus plantarum.


(R)-3-hydroxypentanoic acid

A 3-hydroxypentanoic acid in which the chiral centre at position 3 has R-configuration.


An (omega-1)-hydroxy fatty acid that is (18R)-18-hydroxynonadecanoic acid in which the 3-pro-R hydrogen is replaced by a hydroxy group.


(3R,10R)-3,10-dihydroxyundecanoic acid

An (omega-1)-hydroxy fatty acid that is (10R)-10-hydroxyundecanoic acid in which the 3-pro-R hydrogen is replaced by a hydroxy group.


(S)-2-acetyl-2-hydroxybutanoic acid

A 3-oxo monocarboxylic acid that is butanoic acid in which the hydrogens at position 2 are replaced by an acetyl and a hydroxy group (the S enantiomer).


(18S)-resolvin E1

A resolvin that is (6Z,8E,10E,14Z,16E)-icosa-6,8,10,14,16-pentaenoic acid which is substituted at positions 5, 12 and 18 by hydroxy groups (the 5S,12R,18S stereoisomer).


3-hydroxytetracosanoic acid

A 3-hydroxy fatty acid that is the 3-hydroxy derivative of tetracosanoic (lignoceric) acid.


(R)-3-hydroxytetradecanoic acid

A 3-hydroxytetradecanoic acid that has R configuration at position 3. It plays an intermediate role in fatty acid biosynthesis.


A docosanoid that is (8E,10E,12Z,16Z,19Z)-docosapentaenoic acid carrying two hydroxy substituents at positions 7R and 14S. An intermediate of specialised proresolving mediators.


A dihydroxydocosahexaenoic acid that is (4Z,8E,10E,12Z,16Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at the 7S- and 14S-positions.


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


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


cis-2-hydroxypenta-2,4-dienoic acid

The cis-isomer of 2-hydroxypenta-2,4-dienoic acid.


dihydroxy mycolic acid

A 3-hydroxy fatty acid produced by Mycobacterium tuberculosis.


HEPE

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


hydroxy polyunsaturated fatty acid

Any polyunsaturated fatty acid carrying one or more hydroxy substituents.


2-hydroxyphytanic acid

An alpha-hydroxy fatty acid formed from phytanic acid by bacterial cytochrome P450; and also formed in human peroxisomal disorders.


omega-hydroxy-short-chain fatty acid

A omega-hydroxy-fatty acid with a chain length of less than C6.


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


16-hydroxy-10-oxohexadecanoic acid

An omega-hydroxy-long-chain fatty acid that is hexadecanoic acid substituted by an oxo group at position 10 and by a hydroxy group at position 16.


A C20 trienoic hydroxy fatty acid consisting of 8-hydroxyicosa-5,9,14-trienoic acid having an epoxy group at the 11,12-position.


A C78 mycolic acid having a C52 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


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


(omega-1)-hydroxy fatty acid

A hydroxy fatty acid that is a straight-chain fatty acid in which one of the hydrogens attached to the carbon adjacent to the terminal methyl group (i.e. at the (omega-1) position) is replaced by a hydroxy group.


(6R)-6-hydroxyheptanoic acid

A 6-hydroxyheptanoic acid that has R configuration at the chiral centre.


(R)-2-hydroxyhexacosanoic acid

A 2-hydroxy fatty acid that is the (R)-2-hydroxy derivative of hexacosanoic acid.


A hydroperoxy fatty acid that is (5E,7Z,10Z,13Z,15E,19Z)-docosa-5,7,10,13,15,19-hexaenoic acid carrying a hydroperoxy group at the 4S-position and a hydroxy group at the 17S-position.


9,12,13-trihydroxyoctadec-10-enoic acid

A TriHOME that is octadec-10-enoic acid in which the three hydroxy substituents are located at positions 9, 12 and 13.


hydroxy monounsaturated fatty acid

Any monounsaturated fatty acid carrying one or more hydroxy substituents.


A C81 alpha-mycolic acid having a C55 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


An (omega-1)-hydroxy fatty acid that is trans-2-tetradecenoic acid in which the 13-pro-R hydrogen is replaced by a hydroxy group.


The (13S)-stereoisomer of HOTrE.


A dihydroxydocosahexaenoic acid that is (4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at the 14R- and 21R-positions.


2,2,4-trihydroxybutanoic acid

A hydroxybutyric acid that is butyric acid  substituted by hydroxy groups at positions 2, 2 and 4.


(3R)-3,16-dihydroxyhexadecanoic acid

A 3,16-dihydroxyhexadecanoic acid in which the chiral centre has R configuration.


17-hydroxymargaric acid

An omega-hydroxy-long-chain fatty acid that is heptadecanoic acid (margaric acid) in which one of the hydrogens of the terminal methyl group has been replaced by a hydroxy group.


(17R)-hydroxydocosahexaenoic acid

A hydroxydocosahexaenoic acid that is any docosahexaenoic acid bearing a single hydroxy substituent at the 17R-position.


A diketide with a pentanoic acid structure substituted at the alpha and beta positions by methyl and hydroxy groups respectively.


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


β-D-hydroxybutyric acid

The R-enantiomer of 3-hydroxybutyric acid. Involved in the synthesis and degradation of ketone bodies, it can be used as an energy source by the brain during hypoglycaemia, and for the synthesis of biodegradable plastics. It is a sex pheremone in the European spider Linyphia triangularis.


(R)-2-hydroxy-alpha-linolenic acid

A HOTrE that is alpha-linolenic acid substituted at position 2 by a hydroxy group (the R-enantiomer)


2-hydroxynonadecanoic acid

A  2-hydroxy fatty acid that is nonadecanoic acid substituted by a hydroxy group at position 2.


leptomycin

A complex, very long chain, polyunsaturated fatty acid whose core structure comprises 8-oxononadeca-2,10,12,16,18-pentaenoic acid having methyl substituents at positions 3, 5, 7, 9, 11 and 15 and a 3,6-dihydropyran-6-one-2-yl group at position 19.


(S)-2-hydroxyoctadecanoic acid

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


(3R)-3,19-dihydroxynonadecanoic acid

A dihydroxy monocarboxylic acid that is 19-hydroxynonadecanoic acid in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group.


(R)-2-hydroxylauric acid

The (R)-enantiomer of 2-hydroxylauric acid.


A C79 mycolic acid having a C53 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


omega-hydroxy fatty acid

Any member of the class of naturally-occurring straight-chain fatty acids n carbon atoms long with a carboxyl group at position 1 and a hydroxyl at position n (omega).


resolvin T1

A docosanoid that is (8E,10Z,14E,16Z,18E)-docosapentaenoic acid carrying three hydroxy substituents at positions 7, 13 and 20.


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


3-hydroxyicosanoic acid

A long-chain fatty acid that is icosanoic acid carrying a 3-hydroxy substituent.


resolvin D5

A member of the class of resolvins that is (4Z,8E,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying two hydroxy substituents at positions 7 and 17 (the 7S,17S-stereoisomer).


3-hydroxyoctanoic acid

The (S)-enantiomer of 3-hydroxyoctanoic acid.


2-hydroxymyristic acid

A  long-chain fatty acid that is a derivative of myristic acid having a hydroxy substituent at C-2.


(R)-2-hydroxyoctacosanoic acid

A 2-hydroxy fatty acid that is the (R)-2-hydroxy derivative of octacosanoic acid.


A HEPE that is (5Z,7E,11Z,14Z,17Z)-icosapentaenoic acid carrying a hydroxy substituent at position 9.


An 18-HEPE that consists of (5Z,8Z,11Z,14Z,16E)-icosapentaenoic in which the 18-hydroxy group has S-configuration.


(S,S)-9,10-dihydroxyoctadecanoic acid

A 9,10-dihydroxyoctadecanoic acid diastereoisomer in which both stereocentres have S configuration.


(2E,8R)-8-hydroxynon-2-enoic acid

An (omega-1)-hydroxy fatty acid that is (2E)-non-2-enoic acid in which the hydrogen at the 8 pro-R position is replaced by a hydroxy group.


6-hydroxyheptanoic acid

An (omega-1)-hydroxy fatty acid that is heptanoic acid in which one of the hydrogens at position 6 is replaced by a hydroxy group.


2-hydroxyoctanoic acid

A hydroxy fatty acid that is  caprylic (octanoic) acid substituted by a hydroxy group at position 2.


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


(3R)-3,21-dihydroxyhenicosanoic acid

A dihydroxy monocarboxylic acid that is 21-hydroxyhenicosanoic acid in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group.


A C79 alpha-mycolic acid having a saturated C26 alpha-branch and a C53 meromycolic chain with a distal cis-double bond and a proximal cis-cyclopropyl function. It is produced by Mycobacterium tuberculosis H37Ra.


dihydroxydocosahexaenoic acid

A docosanoid that consists of any docosahexaenoic acid carrying two hydroxy substituents at unspecified positions.


(2E,18R)-18-hydroxynonadec-2-enoic acid

An (omega-1)-hydroxy fatty acid that is nonadecanoic acid which has been dehydrogenated to introduce a double bond with E configuration between positions 2 and 3 and in which the pro-R hydrogen at position 17 has been replaced by a hydroxy group.


(10R)-10-hydroxyundecanoic acid

An (omega-1)-hydroxy fatty acid that is undecanoic acid in which the 10-pro-R hydrogen is replaced by a hydroxy group.


An ultra-long-chain fatty acid that is (13Z,16Z,19Z,22Z)-octacosatetraenoic acid substituted at position 2 by a hydroxy group.


A docosanoid that is (7Z,9E,11E,16Z,19Z)-docosapentaenoic acid carrying two hydroxy substituents at positions 13 and 14. An intermediate of specialised proresolving mediators.


8-hydroxylauric acid

A hydroxy fatty acid comprising lauric acid carrying a single hydroxy substituent at position 8.


HEDE

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


pinellic acid

A trihydroxyoctadecenoic acid with hydroxy groups at positions C-9, -12, and 13, and an E (cis) double bond at position 10.


A C82 mycolic acid having a C56 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


2-hydroxynonanoic acid

A monohydroxy fatty acid that is nonanoic acid with a hydroxy group substituted at position C-2.


(4R)-4-hydroxypentanoic acid

An (omega-1)-hydroxy fatty acid that is valeric acid in which the 4-pro-R hydrogen is replaced by a hydroxy group.


omega-hydroxytritriacontanoic acid

An omega-hydroxy fatty acid that is tritriacontanoic acid (C33) acid) substituted by a hydroxy group at position 33.


A C76 mycolic acid having a C50 meromycolic chain and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


(9R)-9-hydroxydecanoic acid

An (omega-1)-hydroxy fatty acid that is capric acid in which the 9-pro-R hydrogen is replaced by a hydroxy group.


2-hydroxyoctadecanoic acid

A long-chain fatty acid that is stearic (octadecanoic) acid substituted at position 2 by a hydroxy group.


(R,R)-3,17-dihydroxyoctadecanoic acid

An (omega-1)-hydroxy fatty acid that is (17R)-17-hydroxyoctadecanoic acid ((17R)-17-hydroxystearic acid) in which the 3-pro-R hydrogen is replaced by a hydroxy group.


A dihydroxydocosahexaenoic acid that is (4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at the 14S- and 21S-positions.


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


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


An optically active form of 6-hydroxy-3,7-dimethyloctanoic acid, having (3R,6S)-configuration.


(3R,15R)-3,15-dihydroxypalmitic acid

An (omega-1)-hydroxy fatty acid that is (15R)-15-hydroxypalmitic acid in which the 3-pro-R hydrogen is replaced by a hydroxy group.


3-hydroxy-3-methyl-2-oxopentanoic acid

A 3-hydroxylated derivative of 3-methyl-2-oxovaleric acid.


A 14-HDoHE in which the stereocentre at position 14 has R-configuration.


2-hydroxy fatty acid

Any fatty acid with a hydroxy functional group in the alpha- or 2-position.


(9E)-12-hydroxyoctadec-9-enoic acid

A hydroxy fatty acid that is (9E)-octadec-9-enoic (elaidic) acid carrying a hydroxy substituent at position 12.


2-hydroxylauric acid

A monohydroxy fatty acid with a lauric acid core substituted at position 2 by a hydroxy group, which confers chirality; a component of cellular lipids in Pseudomonas strains.


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


5-hydroxyoctadecanoic acid

A hydroxyoctadecanoic acid that is octadecanoic acid (stearic acid) in which one of the hydrogens at position 5 has been replaced by a hydroxy group.


2-hydroxyarachidic acid

A long-chain fatty acid that is arachidic (icosanoic) acid substituted at position 2 by a hydroxy group.


(R)-10-hydroxyoctadecanoic acid

A hydroxy fatty acid that is octadecanoic acid (stearic acid) in which the pro-R hydrogen has been replaced by a hydroxy group.


(S)-2-hydroxy-4-methylpentanoic acid

The (S)-enantiomer of 2-hydroxy-4-methylpentanoic acid. Derived from the metabolism of the branched-chain amino acids, it belongs to the 2-hydroxycarboxylic acid group of amino acid metabolites.


(2S)-2-hydroxytetradecanoic acid

A 2-hydroxymyristic acid having 2S-configuration.


A dihydroxydocosahexaenoic acid that is  (4Z,7Z,11E,13Z,15E,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at positions 10 and 17 (the 10S,17S-stereoisomer). A natural isomer of protectin D1, one of the specialised proresolving mediators.


11-hydroxylauric acid

A medium-chain fatty acid that is lauric acid substituted at position 11 by a hydroxy group.


3-hydroxypentanoic acid

A short-chain fatty acid that is valeric acid in which one of the methylene hydrogens at position 3 has been replaced by a hydroxy group.


(9R,10S)-dihydroxyoctadecanoic acid

A dihydroxy monocarboxylic acid that is octadecanoic acid in which the two hydroxy groups are located at positions 9R and 10S.


8-oxoresolvin D1

A resolvin that is docosa-4Z,9E,11E,13Z,15E,19Z-hexaenoic acid which is substituted by hydroxy groups at the 7 and 17 positions as well as an oxo group at the 8-position (the 7S,17S-stereoisomer).


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


(18S)-resolvin E2

A member of the class of resolvins that is (6E,8Z,11Z,14Z,16E)-icosapentaenoic acid carrying two hydroxy substituents at positions 5 and 18 (the 5S,18S stereoisomer).


A polyunsaturated fatty acid that is (4Z,7Z,10Z,13Z,15E,19Z)-docosa-4,7,10,13,15,19-hexaenoic acid carrying a hydroxy substituent at the 17R-position.


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


3-hydroxytetradecanoic acid

A 3-hydroxy fatty acid that is tetradecanoic (myristic) acid substituted at position 3 by a hydroxy group


A C78 alpha-mycolic acid having a C52 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


2-hydroxy-3-methylpentanoic acid

A branched-chain fatty acid that is 3-methylpentanoic acid carrying a hydroxy substitutent at position 2.


12,18-dihydroxyoctadecanoic acid

A long-chain fatty acid that is octadecanoic (stearic) acid substituted at positions 12 and 18 by hydroxy groups.


A HEPE that consists of (5Z,8Z,12E,14Z,17Z)-icosapentaenoic acid in which the hydroxy group is located at position 11.


(3R)-3,18-dihydroxyoctadecanoic acid

A dihydroxy monocarboxylic acid that is 8-hydroxyoctadecanoic acid (18-hydroxystearic acid1) in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group.


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

A 3-hydroxy monocarboxylic acid that is 3-hydroxydecanoic acid substituted by a methyl group at position 4 (the 3S,4S stereoisomer).


2-hydroxyoleic acid

A 2-hydroxy fatty acid that is  oleic acid  which carries a hydroxy group at position 2. It is an orally bioavailable synthetic hydroxylated fatty acid which modulates the lipid content of cancer cell membranes and induces cell cycle arrest and apoptosis in several cancer cell lines.


A C80 mycolic acid having a C54 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


HOTrE

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


(9Z)-16-hydroxyhexadec-9-enoic acid

An omega-hydroxy-long-chain fatty acid that is palmitoleic acid [(9Z)-16-hexadec-9-enoic acid) which is substituted by a hydroxy group at the terminal carbon.


A C80 alpha-mycolic acid having a C54 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


10-hydroxyoctadecanoic acid

A hydroxy fatty acid that is octadecanoic acid carrying a hydroxy group at position 10.


An octadecanoid that is 12,13-epoxy-(9Z)-octadecenoic acid carrying an additional hydroxy substituent at position 18.


9,10-epoxy-18-hydroxyoctadecanoic acid

An epoxy fatty acid that is 9,10-epoxyoctadecanoic acid (9,10-epoxystearic acid) carrying an additional hydroxy substituent at position 18.


3,4-dihydroxy-4-methylhexadecanoic acid

A dihydroxy monocarboxylic acid that consists of palmitic acid bearing two hydroxy substituents at positions 3 and 4 and a methyl substituent at position 4.


(3R)-3,22-dihydroxytricosanoic acid

A dihydroxy monocarboxylic acid that is tricosanoic acid in which the pro-R hydrogen at position 3 and and one of the hydrogens of the terminal methyl group are replaced by hydroxy groups.


An (omega-1)-hydroxy-long-chain fatty acid that is the conjugate base of (9Z,12Z)-octadeca-9,12-dienoic acid which has been substituted at position 17 by a hydroxy group.


2,3-dihydroxybutanoic acid

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


aspirin-triggered resolvin D4

A member of the class of resolvins that is (6E,8E,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying three hydroxy substituents at positions 4, 5 and 17 (the 4S,5R,17R-stereoisomer).


An epoxy fatty acid that is (9Z)-11-hydroxyoctadecenoic acid in which the epoxy group is located across positions 12 and 13.


omega-hydroxyhentriacontanoic acid

An omega-hydroxy fatty acid that is hentriacontanoic acid (a C31 acid) substituted by a hydroxy group at position 31.


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


A hydroxydocosapentaenoic acid that is (4Z,7Z,10Z,13Z,16Z)-docosapentaenoic acid in which the hydroxy group is located at position 20.


(3R)-3,17-dihydroxymargaric acid

A dihydroxy monocarboxylic acid that is 17-hydroxymargaric acid (17-hydroxyheptadecanoic acid) in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group.


9-hydroxyoctadecadienoic acid

A 9-HODE in which the 9-hydroxy group has S-stereochemistry.


10-hydroxylauric acid

A hydroxy fatty acid comprising lauric acid carrying a single hydroxy substituent at position 10.


(2E,9R)-9-hydroxydec-2-enoic acid

An (omega-1)-hydroxy fatty acid that is trans-2-decenoic acid in which the hydrogen at the 9-pro-R position is replaced by a hydroxy group.


3-hydroxylauric acid

A medium-chain fatty acid that is the 3-hydroxylated derivative of lauric acid;  associated with fatty acid metabolic disorders.


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


5-hydroxyhexanoic acid

A medium-chain fatty acid that is hexanoic acid substituted at position 5 by a hydroxy group.


A polyunsaturated fatty acid that is (4Z,7Z,10Z,13Z,15E,19Z)-docosa-4,7,10,13,15,19-hexaenoic acid carrying a hydroxy substituent at the 17S-position. It is a metabolite of docosahexaenoic acid in human blood and mouse brain, and serves as a precursor to 17(S)-resolvins.


omega-hydroxyheptacosanoic acid

A omega-hydroxy fatty acid that is  heptacosanoic acid substituted by a hydroxy group at position 27.


(R)-2-hydroxylignoceric acid

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


(5R)-5-hydroxyhexanoic acid

An (omega-1)-hydroxy fatty acid that is caproic acid in which the 5-pro-R hydrogen is replaced by a hydroxy group.


An epoxy fatty acid that is (7E,9E,11Z,14Z,16E)-icosa-7,9,11,14,16-pentaenoic acid carrying an epoxy group at position 5S and a hydroxy group at position 18S. It is an intermediate in resolvin E1 biosynthesis.


2-hydroxyheptadecanoic acid

A 2-hydroxy fatty acid that is heptadecanoic acid (margaric acid) substituted by a hydroxy group at position 2.


(3R,13R)-3,13-dihydroxymyristic acid

An (omega-1)-hydroxy fatty acid that is (13R)-13-hydroxymyristic acid in which the 3-pro-R hydrogen is replaced by a hydroxy group.


(R)-3-hydroxylauric acid

The (R)-enantiomer of 3-hydroxylauric acid. An intermediate in fatty acid biosynthesis.


3,16-dihydroxyhexadecanoic acid

A dihydroxy monocarboxylic acid that consists of palmitic acid bearing two hydroxy substituents at positions 3 and 16.


(2E,12R)-12-hydroxytridec-2-enoic acid

An (omega-1)-hydroxy fatty acid that is (2E)-tridec-2-enoic acid in which the 12-pro-R hydrogen is replaced by a hydroxy group.


A hydroperoxy fatty acid that is (5E,7Z,10Z,13Z,15E,19Z)-docosa-5,7,10,13,15,19-hexaenoic acid carrying a hydroperoxy group at the 4S-position and a hydroxy group at the 17R-position.


9,10-epoxy-17-hydroxyoctadecanoic acid

An epoxy fatty acid that is 9,10-epoxyoctadecanoic acid (9,10-epoxystearic acid) carrying an additional hydroxy substituent at position 17.


2-hydroxypenta-2,4-dienoic acid

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


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.


(3R)-3,15-dihydroxypentadecanoic acid

A dihydroxy monocarboxylic acid that is 15-hydroxypentadecanoic acid in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group.


3-hydroxyheptanoic acid

A 3-hydroxy fatty acid that is heptanoic acid in which one of the hydrogens at position 3 is replaced by a hydroxy group.


3-hydroxy fatty acid

Any fatty acid with a hydroxy functional group in the beta- or 3-position. beta-Hydroxy fatty acids accumulate during cardiac hypoxia, and can also be used as chemical markers of bacterial endotoxins.


(8R)-8-hydroxynonanoic acid

An (omega-1)-hydroxy fatty acid that is nonanoic acid in which the 8-pro-R hydrogen is replaced by a hydroxy group.


(2E,6R)-6-hydroxyhept-2-enoic acid

A hydroxy fatty acid that is trans-2-heptenoic acid in which the 6-pro-R hydrogen is replaced by a hydroxy group.


aspirin-triggered resolvin D3

A member of the class of resolvins that is (5Z,7E,9E,13Z,15E,19Z)-docosahexaenoic acid carrying three hydroxy substituents at positions 4, 11 and 17 (the 4S,11R,17R-stereoisomer)


9-hydroxyundec-10-enoic acid

A hydroxy monounsaturated fatty acid that is undec-10-enoic acid which is substituted by a hydroxy group at position 9. It has been isolated from the leaves of Corchorus olitorius, also known as the medicinal foodstuff moroheiya.


(3R)-3,14-dihydroxymyristic acid

A dihydroxy monocarboxylic acid that is 17-hydroxymyristic acid in which the pro-R hydrogen beta to the carboxy group is replaced by a hydroxy group.


A dihydroxydocosapentaenoic acid (DiHDPE) that is (7Z,11E,13E,15Z,19Z)-docosapentaenoic acid in which the hydrogens at the 10 pro-R and 17 pro-S positions have been replaced by hydroxy groups. It is an intermediate of specialized proresolving mediators.


12-(octadecanoyloxy)octadecanoic acid

A fatty acid ester obtained by formal condensation of the carboxy group of octadecanoic acid with the hydroxy group of 12-hydroxyoctadecanoic acid.


TriHOME

A trihydroxyoctadecenoic acid metabolite of linoleic acid formed by formal hydroxylation across one of the double bonds of hydroperoxyoctadecadienoic acids (HPODEs).


The (R)-enantiomer of 3-hydroxy-3-methyl-2-oxopentanoic acid.


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


A dihydroxydocosahexaenoic acid that is (4Z,8E,10Z,12E,16Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at the 7S- and 14S-positions.


18-hydroxyoctadecanoic acid

An omega-hydroxy-long-chain fatty acid that is octadecanoic (stearic) acid in which one of the hydrogens of the terminal methyl group has been replaced by a hydroxy group.


17-oxoresolvin D1

A resolvin that is docosa-4Z,9E,11E,13Z,15E,19Z-hexaenoic acid which is substituted by hydroxy groups at the 7 and 8 positions as well as an oxo group at the 17-position (the 7S,8R-stereoisomer).


(R)-2-hydroxy-4-methylpentanoic acid

The (R)-enantiomer of 2-hydroxy-4-methylpentanoic acid. Found in patients with short-bowel syndrome (an inborn error of metabolism), and in maple syrup urine disease, MSUD.


(18R)-18-hydroxynonadecanoic acid

An (omega-1)-hydroxy fatty acid that is nonadecanoic acid in which the 18-pro-R hydrogen is replaced by a hydroxy group.


(3R,22R)-3,22-dihydroxytricosanoic acid

A dihydroxy monocarboxylic acid that is tricosanoic acid in which the pro-R hydrogens at positions 3 and 22 are replaced by hydroxy groups.


resolvin D6

A member of the class of resolvins that is (5E,7Z,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying two hydroxy substituents at positions 4 and 17 (the 4S,17S-stereoisomer).


4-deoxythreonic acid

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


2-hydroxyhexanoic acid

A hydroxy fatty acid that is caproic (hexanoic) acid substituted by a hydroxy group at position 2.


(2E,15R)-15-hydroxyhexadec-2-enoic acid

An (omega-1)-hydroxy fatty acid that is (E)-hexadec-2-enoic acid in which the 15-pro-R hydrogen is replaced by a hydroxy group.


A 9,10-epoxy-18-hydroxyoctadecanoic acid in which the chiral centres at positions 9 and 10 have R- and S-configuration respectively.


(R)-2-hydroxynonanoic acid

A nine-carbon straight-chain (2R)-2-hydroxy monocarboxylic acid.


An optically active form of 6-hydroxy-3-isopropenylheptanoic acid having (3R,6R)-configuration.


A hydroxydocosapentaenoic acid that consists of (8E,10Z,13Z,16Z,19Z)-docosapentaenoic acid carrying a hydroxy substituent at position 7. An intermediate of specialised proresolving mediators.


resolvin D3

A member of the class of resolvins that is (5Z,7E,9E,13Z,15E,19Z)-docosahexaenoic acid carrying three hydroxy substituents at positions 4, 11 and 17 (the 4S,11R,17S-stereoisomer).


DiHDPE

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


(S)-4-hydroxy-2-oxohexanoic acid

An optically active form of 4-hydroxy-2-oxohexanoic acid having 4S-configuration.


A docosanoid that is (15E,19Z)-docosa-9,11,13,15,19-pentaenoic acid carrying three hydroxy substituents at positions 7S, 8 and 17S. An intermediate of specialised proresolving mediators


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


soppiline A

A hydroxy monocarboxylic acid that is icosanoic acid carrying a hydroxy group at position 3R, methyl group at position 18, cis double bonds at positions 5 and 9, and trans double bonds at positions 7 and 18.


9,10,18-trihydroxyoctadecanoic acid

An omega-hydroxy fatty acid that is 18-hydroxyoctadecanoic acid carrying two additional hydroxy substituents at positions 9 and 10.


An (omega-1)-hydroxy fatty acid that is trans-2-pentadecenoic acid in which the 14-pro-R hydrogen is replaced by a hydroxy group.


A HEPE obtained by hydroxylation at position 19 of all-cis-5,8,11,14,17-icosapentaenoic acid.


A C82 mycolic acid having a C56 meromycolic chain with two cis cyclopropyl functions and a saturated C26 alpha-branch. It is produced by Mycobacterium tuberculosis H37Ra.


2-hydroxybehenic acid

A long-chain fatty acid that is behenic (docosanoic) acid substituted at position 2 by a hydroxy group.


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


12-hydroxyoctadecanoic acid

A hydroxy fatty acid that is stearic acid bearing a hydroxy substituent at position 12.


13-hydroxydocosanoic acid

A C22 hydroxy fatty acid with the hydroxy group at the 13-position and intermediate in the synthesis of sophorosyloxydocosanoate; a yeast glycolipid with potential medical and chemical engineering applications.


A 15-HEPE that consists of (5Z,8Z,11Z,13E,17Z)-icosapentaenoic acid in which the 15-hydroxy group has S-configuration.


2-hydroxypentadecanoic acid

A 2-hydroxy fatty acid that is pentadecanoic acid substituted by a hydroxy group at position 2.


(2E,10R)-10-hydroxyundec-2-enoic acid

An (omega-1)-hydroxy fatty acid that is trans-undec-2-enoic acid in which the 10-pro-R hydrogen is replaced by a hydroxy group.


hydroxybutyric acid

Any compound comprising a butyric acid core carrying at least one hydroxy substituent.


An 11-HEPE that consists of (5Z,8Z,12E,14Z,17Z)-icosapentaenoic acid in which the hydroxy group is located at the 11R-position.


TIANSHIC ACID

An  olefinic fatty acid that is (9E)-octadec-9-enoic acid substituted by hydroxy groups at positions 8, 11 and 12. It has been isolated from Allium fistulosum and Ophiopogon japonicus.


12-hydroxyheptadecatrienoic acid

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


corynomycolic acid

A thirty-two membered mycolic acid consisting of 3-hydroxystearic acid having a tetradecyl group at the 2-position.


2-hydroxy capric acid

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


aspernigrin A

A member of the class of 4-pyridones that is 4-pyridone in which the hydrogens at positions 3 and 6 have been replaced by aminocarbonyl and benzyl groups, respectively. It has been isolated from the Cynodon dactylon-associated endophytic fungus Cladosporium herbarum IFB-E002 and from a sponge-derived Aspergillus niger.


4-penten-1-yl acetate

An acetate ester of pent-4-en-1-ol.


A deoxytalose that is beta-L-talopyranose in which the hydroxy group at position 6 has been replaced by a hydrogen.


glycyl radical

An alpha-amino-acid radical derived from glycine.


D-cysteinyl radical

A cysteinyl radical derived from D-cysteine.


L-tryptophanyl radical

The L-enantiomer of tryptophanyl radical.


D-tryptophanyl radical

The D-enantiomer of tryptophanyl radical.


cysteinyl radical

An alpha-amino-acid radical derived from  cysteine.


tryptophanyl radical

An alpha-amino-acid radical derived from tryptophan.


L-cysteinyl radical

A cysteinyl radical derived from L-cysteine.


name: 2-furancarboxylic acid [4-[(2,4-dioxo-5-thiazolidinylidene)methyl]-2-methoxyphenyl] ester


beta-L-rhamnofuranose

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


procainamide 4-hydroxylamine

A benzamide obtained via formal condensation of 4-hydroxylaminobenzoic acid and 2-(diethylamino)ethylamine; a metabolite in liver microsomes.


TENOFOVIR DISOPROXIL FUMARATE

A fumarate salt prepared from equimolar amounts of tenofovir disoproxil and fumaric acid. It is used in combination therapy for the treatment of HIV infection.


A glycosylmannose comprising a beta-D-galactopyranose residue in (1->4) linkage with D-mannopyranose; which can inhibit Leishmania major glycoinositol phospholipid binding by sera from patients with acute cutaneous leishmaniasis.


beta-D-Gal-(1->4)-D-Man in which the anomeric configuration of the mannose residue is alpha.


A CDP-glycerol in which the 2-postion of the glycerol portion has R-configuration.


CDP-ribitol

A nucleotide-alditol having cytosine as the nucleobase and ribitol as the alditol portion.


CDP-glycerol

A nucleotide-alditol having cytidine-5'-diphosphate and glycerol as the nucleotide and alditol components respectively.


pyridine N-oxide

The pyridine N-oxide derived from the parent pyridine. It is a drug metabolite of the antihypertensive agent pinacidil.


An aminoalkylindole that is indole carrying a methylaminomethyl substituent at postion 3.


DL-TRYPTOPHAN

An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3.


An aminoalkylindole that is 3-(aminomethyl)indole in which the hydrogen at position 4 has been replaced by a methoxy group.


D-tryptophan

The D-enantiomer of tryptophan.


GRAMINE

An aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3.


An aminoalkylindole that is 3-(aminomethyl)indole in which the hydrogen at position 1 has been replaced by a methoxy group.


An aralkylamino compound that is indole substituted at position 3 by an aminomethyl group.


name: 16alpha,17-Dihydroxypregn-4-ene-3,20-dione cyclic acetal with 2-furyl methyl ketone


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


mono(7-carboxy-2-methyloctyl) phthalate

A phthalic acid monoester obtained by formal condensation of one of the carboxy groups of phthalic acid with the hydroxy group of 8-hydroxy-2,7-dimethyloctanoic acid.


betazole

Pyrazole in which a hydrogen adjacent to one of the nitrogen atoms is substituted by a 2-aminoethyl group. It is a histamine H2-receptor agonist used clinically to test gastric secretory function.


name: autoimmune thyroid disease, susceptibility to, 1


ALCURONIUM CHLORIDE

Chloride salt of alcuronium.


XANTHOSINE

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


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


ammonium isovalerate

An organic ammonium salt of isovaleric acid.


name: 12-aminolauroyl tripalmitoyl cardiolipin diammonium salt

description: The ammonium salt formed from association of two ammonium cations with the dianion of 12-aminolauroyl tripalmitoyl cardiolipin.


(R)-imazamox-ammonium

An ammonium salt resulting from the formal reaction of the carboxy group of (R)-imazamox with 1 mol eq. of ammonia.


ammonium hexachlororhodate

A salt comprising separate ammonium cations and octahedral [RhCl6](3-) anions.


ammonium hexachloroiridate

A salt comprising separate ammonium cations and octahedral [IrCl6](2-) anions.


ammonium nickel sulfate hexahydrate

A hydrate that is the hexahydrate form of ammonium nickel sulfate.


ammonium hexachlororuthenate

A salt comprising separate ammonium cations and octahedral [RuCl6](2-) anions.


ammonium carbonate

An ammonium salt that is the diammonium salt of carbonic acid.


ammonium polyphosphate

An inorganic ammonium salt of polyphosphate. It is used as a flame retardant and as a fertilizer. The chain length (n) of this polymer is variable and can be linear or branched.


chlorfenac-ammonium

An ammonium salt comprising equimolar amounts of chlorfenac(1-) anions and ammonium cations. An obsolete herbicide.


triammonium citrate

A citrate salt in which all three carboxy groups are deprotonated and associated with ammonium ions as counter-cations.


ammonium oxalate

An ammonium salt consisting of ammonium and oxalate ions in a 2:1 ratio.


(S)-imazapic-ammonium

An ammonium salt resulting from the formal reaction of the carboxy group of (S)-imazapic with 1 mol eq. of ammonia.


ammonium thiosulfate

An inorganic ammonium salt composed of ammonium and thiosulfate ions in a 2:1 ratio. It is used in the leaching of gold and silver, as a fertilizer and as a photographic fixing salt.


ammonium nitrate

The ammonium salt of nitric acid.


ammonium fluoride

A fluoride salt having ammonium (NH4+) as the counterion.


aluminon

An ammonium salt that is the ammonium salt of 3,3'-[(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)methylene]bis(6-hydroxybenzoic acid). A dye commonly used to detect the presence of the aluminium ion in an aqueous solution.


diammonium L-tartrate

An organic salt that is the diammonium salt of L-(+)-tartaric acid.


ammonium hexachloropalladate

A salt comprising separate ammonium cations and octahedral [PdCl6](2-) anions.


A hydrate that is the heptahydrate form of hexaammonium heptamolybdate.


(R)-imazaquin-ammonium

An ammonium salt resulting from the formal reaction of the carboxy group of (R)-imazaquin with 1 mol eq. of ammonia.


ammonium tetrachloropalladate

A salt comprising separate ammonium cations and square planar [PdCl4](2-) anions.


ammonium hexachlororhodate(III)

A salt comprising separate ammonium cations and octahedral [RhCl6](3-) anions.


(S)-imazaquin-ammonium

An ammonium salt resulting from the formal reaction of the carboxy group of (S)-imazaquin with 1 mol eq. of ammonia.


diammonium citrate

A citrate salt in which two of the three carboxy groups are deprotonated and associated with ammonium ions as counter-cations.


ammonium phosphate sulfate

An inorganic sulfate salt obtained by reaction of sulfuric acid with one equivalent of ammonium phosphate.


(R)-imazapic-ammonium

An ammonium salt resulting from the formal reaction of the carboxy group of (R)-imazapic with 1 mol eq. of ammonia.


ammonium thioglycolate

An organic ammonium salt having thioglycolate(1-) as the counterion. Also known as perm salt, it has use in perming hair.


AMMONIUM PHOSPHATE

An inorganic phosphate, being the diammonium salt of phosphoric acid. The commercially available fertilizer has an analysis of 18-46-0 (N-P2O5-K2O) and is marketed under the name diammonium phosphate or DAP.


ammonium molybdate

An ammonium salt composed of ammonium and molybdate ions in a 2:1 ratio.


organic ammonium salt

Any organic salt in which the cation is ammonium


(S)-imazamox-ammonium

An ammonium salt resulting from the formal reaction of the carboxy group of (S)-imazamox with 1 mol eq. of ammonia.


ammonium nickel sulfate

A nickel coordination entity comprising ammonium, nickel and sulfate in which the ratio of ammonium to iron(2+) to sulfate ions is 2:1:2.


ammonium bromide

An ammonium salt composed of ammonium and bromide ions in a 1:1 ratio.


amobam

A dithiocarbamate salt resulting from the formal reaction of ethylenebis(dithiocarbamic acid) with 2 mol eq. of ammonia. A water-soluble crystalline solid, it is a fungicide used to protect fruit, vegetable, and field crops against a wide spectrum of fungal diseases. Mixing amobam with zinc sulfate affords the fungicide zineb.


BUTENAFINE HYDROCHLORIDE

The hydrochloride salt of butenafine. An inhibitor of squalene epoxidase, an enzyme responsible for the creation of sterols needed in fungal cell membranes, it is used for treatment of dermatological fungal infections.


name: 3-hydroxy-2-naphthalenecarboxylic acid [2-(3,5-dimethyl-1-piperidinyl)-2-oxoethyl] ester


sulfoacetic acid

A carboxyalkanesulfonic acid that is the C-sulfo derivative of acetic acid.


poly(L-lysine) hydrobromide

The hydrobromide salt of poly(L-lysine).


D-arabinofuranose 5-phosphate

The furanose form of D-arabinose 5-phosphate.


holothurin A4

An organic sodium salt that is a monosodium salt of holothurin A4 acid. Isolated from Holothuria scabra, it exhibits cytotoxic activity against human carcinoma cells.


clionastatin B

An androstanoid that is androsta-3,5,8,16-tetraene substituted by chloro groups at positions 1, 2, 16 and 19 and oxo groups at positions 7 and 15 (the 1beta,2alpha stereoisomer). It is isolated from burrowing sponge Cliona nigricans and exhibits cytotoxic efficacy.


An organic heterotetracyclic compound that is 1,4,5,6,7,8-hexahydro-2H-3,6-ethanoazonino[5,4-b]indole in which position 5 is substituted by an ethylidene group and position 7R is substituted by a methoxycarbonyl group.


3-fluoropyruvic acid

A pyruvic acid derivative having a 3-fluoro substituent.


5,6-dihydrouridine 5'-monophosphate

A uridine 5'-phosphate that is the 5,6-dihydro derivative of uridine 5'-monophosphate.


An oligosaccharide phosphate consisting of beta-D-galactose having 3-O-phosphono-beta-D-glucosyl and alpha-L-rhamnosyl residues attached at positions 4 and 2 respectively.


A UDP-amino sugar having 2-acetamido-2,6-dideoxy-beta-L-talose as the amino sugar component.


glycophospholipid

Any phospholipid that contain both phosphate and carbohydrate as integral structural components.


A very long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (17Z)-hexacosenoic acid.


1,5-dihydrocoenzyme F420-6

The 1,5-dihydro derivative of coenzyme F420-6. Species of coenzyme F420(red.) specific to Mycobacterium tuberculosis.


UDP-N-acetylgalactosamine

A UDP-N-acetyl-D-galactosamine in which the anomeric centre of the galactosamine moiety has alpha-configuration.


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


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2,3,3-trimethyl-5-oxocyclopent-3-enyl)acetic acid.


L-ascorbic acid 6-phosphate

An aldonolactone phosphate that is the 6-phosphate ester of L-ascorbic acid.


aryl dialkyl phosphate

Any aryl phosphate having a single aryl substituent and two alkyl substituents.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (6Z,9Z,12Z,15Z,18Z)-tetracosapentaenoic acid. It is a member of the n-6 PUFA and is the product of linoleic acid metabolism.


icosanoyl-CoA

A very long-chain fatty acyl-CoA that is the S-icosanoyl derivative of coenzyme A.


A nickel coordination entity obtained by complexation of nickel(II) with pyridinium-3,5-bisthiocarboxylic acid mononucleotide.


eritoran

A lipid A derivative used for the treatment of severe sepsis.


A 3-hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3R,13Z,16Z,19Z,22Z)-3-hydroxyoctacosatetraenoic acid.


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


citramalyl-CoA

An acyl-CoA having citramalyl as the S-acyl group.


A lipid A derivative that constitutes the lipopolysaccharide (LPS) core region of Proteus penneri strain 12.  In the structural diagram lipid A substituents R1, R2, R3 and R4 are alkyl chains and R5 and R6 are either acyl chains or H.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (13Z,16Z,19Z,22Z,25Z)-3-oxooctacosapentaenoic acid.


An inositol phosphomannosylinositol phosphophytoceramide in which the ceramide fragment is specified as N-acyl-C20-sphinganine.


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


dTDP-beta-L-evernitrose

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


A 1-deoxy-D-ribitol-5-phosphate having a (5,6-diamino-4-oxopyrimidin-2-yl)amino group at the 1-position.


The beta-anomer of N-acetyl-D-galactosamine 1-phosphate.


(R)-3-phosphomevalonic acid

A carboxyalkyl phosphate that is mevalonic acid phosphorylated at position 3.


2-deoxy-D-ribofuranose 1-phosphate

A 2-deoxyribose 1-phosphate with D-ribofuranose as the sugar. An intermediate in the metabolism of pyrimidine.


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


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (7Z,10Z,13Z,16Z)-3-oxodocosatetraenoic acid.


phenylglyoxylyl-CoA

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


An N-acylsphingosine 1-phosphate in which the N-acyl group is specified as (15Z)-tetracosenoyl.


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


A 3',5'-cyclic purine nucleotide having 2-aminopurine as the nucleobase.


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


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


A dTDP-sugar having 4-acetamido-4,6-dideoxy-D-galactose as the sugar portion.


alpha-D-glucosamine 6-phosphate

A 2-amino-2-deoxy-D-glucopyranose 6-phosphate that has an alpha-configuration at the anomeric position.


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


2-phospho-L-lactic acid

The (S)-enantiomer of 2-phospholactic acid.


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


maltose 1-phosphate

A maltose phosphate having the phosphate group located at the 1-position.


A tetrahydromethanopterin that is the 5-methyl derivative of 5,6,7,8-tetrahydrosarcinapterin.


HISTAMINE PHOSPHATE

A phosphate salt that is the diphosphate salt of histamine.


A pyrimidine nucleotide-sugar having thymine as the nucleobase and 4-dehydro-2,3,6-trideoxy-alpha-D-glucose as the sugar component.


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


An octadecenoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z)-octadecenoic acid.


DIMETHYLALLYL DIPHOSPHATE

A prenol phosphate that is a phosphoantigen comprising the O-pyrophosphate of prenol.


dTDP-alpha-D-glucose

A dTDP-sugar having alpha-D-glucopyranose as the sugar portion.


L-histidinol phosphate

The O-phospho derivative of L-histidinol.


CMP-5'-phosphonoformic acid

A cytidine 5'-phosphate obtained by formal condensation of the phosphate group of CMP with the phosphono group of phosphonoformic acid.


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


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,6Z,9Z,12Z,15Z,18Z)-tetracosahexaenoic acid.


diadenosyl hexaphosphate

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


heptanoyl-CoA

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


L-serine-O-phosphate

The L-enantiomer of O-phosphoserine.


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


The ketoaldonic acid phosphate formed formally from D-erythronic acid by oxidation of the 3-hydroxy group to an oxo group and phosphorylation at the 1-hydroxy group.


The fragment of coenzyme F420 remaining after formal hydrolytic removal of all of the glutamate residues.


A disaccharide phosphate that is diacetylchitobiose substituted at position 6' by a phospho group.


Any dinucleotide where the two components are connected via a (3'->5')-phosphodiester linkage.


(R)-4'-phosphopantothenic acid

An amidoalkyl phosphate that is the 4-phosphate derivative of (R)-pantothenic acid.


A GDP-sugar having 4-dehydro-6-deoxy-L-mannose as the sugar component.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (5Z)-3-oxotetradecenoic acid.


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


alpha-D-xylose 1-phosphate

A xylose phosphate that is alpha-D-xylose carrying a phosphate group at position 1.


An inositol phosphomannosylinositol phosphoceramide compound having a tetracosanoyl group attached to the ceramide nitrogen, hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 of the very-long-chain fatty acid.


An inositol phosphoceramide in which the acyl group is not hydroxylated at position 2 and the ceramide base is not hydroxylated at position 4.


A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 7-methyl-3-oxooct-6-enoic acid.


A 3',5'-cyclic purine nucleotide that is guanosine 3',5'-cyclic monophosphate in which the hydrogen at position 8 on the purine fragment has been replaced by a nitro group.


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


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of [(1R)-2,2,3-trimethyl-5-oxocyclopent-3-en-1-yl]acetic acid.


phosphoenolpyruvic acid

A monocarboxylic acid that is acrylic acid substituted by a phosphonooxy group at position 2. It is a metabolic intermediate in pathways like glycolysis and gluconeogenesis.


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


tetradecanedioyl-CoA

An acyl-CoA resulting from the formal condensation of the thiol group of coenzyme A with one of the two carboxy groups of tetradecanedioic acid.


The 2-hydroxy-3-methylhexadecanoyl derivative of coenzyme A.


aminobutanoyl-CoA

Any member of the class of butanoyl-CoAs having an aminobutanoyl group as the acyl substituent.


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


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


A N-acetyl-D-glucosamine 1-phosphate that is 2-deoxy-D-glucopyranose 1-(dihydrogen phosphate) substituted by an acetamido group at position 2.


poly(glycerol phosphate) macromolecule

A homopolymer macromolecule consisting of repeating glycerol-1-phosphate units.


lipid A-core

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


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


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3R,19Z,22Z,25Z,28Z,31Z)-3-hydroxytetratriacontapentaenoic acid.


5-phosphoribosyl diphosphate

A  ribose diphosphate carrying an additional phosphate group at position 5.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (7Z,10Z,13Z,16Z)-docosatetraenoic acid. It is a member of the n-6 PUFA and is the product of linoleic acid metabolism.


P(1),P(2)-bis(5'-adenosyl) triphosphate

A diadenosyl triphosphate having the two 5'-adenosyl residues attached at the P(1)- and P(2)-positions.


O-phosphorylhomoserine

An O-phosphoamino acid in which the amino acid specified is homoserine.


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


A ceramide phosphoethanolamine in which the sphingoid component is specified as 15-methylhexadecasphinganine.


The S-(2,3-didehydropimeloyl) derivative of coenzyme A.


A pyrimidine nucleotide-sugar having thymine as the nucleobase and 4-(methylamino)-2,3,4,6-tetradeoxy-alpha-D-glucose as the sugar component.


BROMOHYDRIN PYROPHOSPHATE

An alkyl diphosphate having bromohydrin as the alkyl group.


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


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


A fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (E)-hex-4-enoic acid.


aminophospholipid

A phospholipid that contains one or more amino groups.


A UDP-amino sugar having 3-O-phosphono-N-acetyl-alpha-D-glucosamine as the amino sugar component.


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


1,2-diacyl-sn-glycerol 3-diphosphate

An sn-glycerol 3-phosphate having unspecified acyl groups at the 1- and 2-positions.


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


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


N-dodecanoylsphingosine 1-phosphate

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


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


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


A  deoxyribonucleotide that is a nucleotide lacking the oxy-substituent at the 5'-position.


3,4-dimethyl-1H-pyrazole phosphate

A phosphate salt obtained by reacting 3,4-dimethyl-1H-pyrazole with one equivalent of phosphoric acid. It is a nitrification inhibitor and when used on crops, it prevents nitrogen loss from soil, increases nitrogen use efficiency, and boosts crop yields.


lipid A-F

A lipid A derivative, prepared from Campylobacter jejuni HS:19, in which each of its two glucosaminyl units is substituted on nitrogen by a 3-(2-hydroxytetracosanoyloxy)octadecanoyl unit.


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


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


name: D-Fructose 1,6-bisphosphate trisodium salt


2'-deoxy-5-methyl-5'-cytidylic acid

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


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


dTDP-beta-L-vancosamine

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


An alpha-amino acid that consists of 2-amino-3-oxo-4-hydroxybutanoic acid in which the hydrogen of the hydroxy function is substituted by a phospho group.


An acyl-CoA resulting from the formal condensation of the thiol group of coenzyme A with the carboxy group of (3R)-3-amino-3-phenylpropanoic acid.


A polyunsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (2E,9Z)-hexadecadienoic acid.


mannosylinositol phosphorylceramide

A class of complex phosphoglycosphingolipids with a mannose-inositol-P head group. As with other ceramide derivatives, substituents R(1) and R(2) vary with different sphingoid bases and fatty acyl moieties.


O-phospho-L-homoserine

The L-enantiomer of O-phosphohomoserine.


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


A 1D-myo-inositol monophosphate derivative having the phosphate group at the 3-position and an N-acetyl alpha-D-glucosaminyl residue attached at the 1-position.


dTDP-D-ravidosamine

A dTDP-sugar having D-ravidosamine as the sugar component.


cis-diammine[d(pGpG)]platinum

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


D-ribose 1,5-bisphosphate

A ribose bisphosphate that consists of D-ribose having two monophosphate groups at the 1- and 5-positions.


myristoyl-CoA

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


N-hexacosanoylsphingosine 1-phosphate

A ceramide 1-phosphate that is the N-hexacosanoyl derivative of sphingosine.


cisplatin-modified (di)nucleotide

A nucleotide modified by formation of an adduct with cisplatin. Adduct formation may involve either one or two nucleotide molecules per molecule of cisplatin.


xanthosine 5'-phosphate

xanthosine phosphate compounds having phosphate groups at position 5'.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#31.


A tetrasaccharide derivative comprising the alpha-D-Glcp-(1->3)-alpha-D-Glcp-(1->3)-alpha-L-Rhap-(1->3)-D-ribitol phosphorylated at position 5 of ribitol.


CDP-abequose

A CDP-sugar having abequose as the sugar component.


TDP-beta-L-rhamnose

A TDP-sugar having beta-L-rhamnose as the sugar component.


butanoyl dihydrogen phosphate

An acyl monophosphate where the acyl groups is butanoyl.


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


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


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (21Z,24Z,27Z,30Z,33Z)-3-oxohexatriacontapentaenoic acid.


polysaccharide phosphate

A polysaccharide derivative in which at least one hydroxy group has been phosphorylated. The phosphate group(s) may or may not be involved in the polymer linkages.


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


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of oscr#16.


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (24R,25R)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oic acid.


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


L-firefly luciferyl-CoA

An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of L-firefly luciferin.


isomyristoyl-CoA

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


aldooctose phosphate

A phospho sugar consisting of any aldooctose bearing at least one phosphate substituent.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 5-hydroxy-(6E,8Z,11Z,14Z)-icosatetraenoic acid.


An acyl-CoA resulting from the formal condensation of the thiol group of coenzyme A with the 1-carboxy group of (2E)-hexadecenedioic acid.


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


A lipid A derivative that consists of a linear tetrasaccharide phosphate comprising an N-acetyl-alpha-D-glucosamine residue,an L-glycero-alpha-D-manno-heptose residue phosphoethanolamine-substituted on O-3, another L-glycero-alpha-D-manno-heptose residue and a 3-deoxy-D-manno-oct-2-ulosonic acid (2-keto-3-deoxy-D-mannooctanoic acid, Kdo) in a (1->2), (1->3), (1->5) sequence, with the Kdo residue at the reducing end connected via an alpha(2->6) linkage to a de-O-acylated lipid A. Corresponds to the de-O-acylated lipid A conjugate of the icsB mutant of the core oligosaccharide of Neisseria meningitidis.


oxo-fatty acyl-CoA

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


A 2-enoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 2-methylhexenoic acid.


A purine 2'-deoxyribonucleoside 5'-diphosphate having 8-oxoguanine as the nucleobase.


(KDO)-lipid IVA

Lipid IVA glycosylated with a single 3-deoxy-D-manno-octulosonic acid (KDO) residue.


UDP-sugar

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


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


N-icosanoylsphingosine 1-phosphate

A ceramide 1-phosphate that is the N-icosanoyl derivative of sphingosine.


A lipid A derivative that consists of a linear trisaccharide phosphate comprising an L-glycero-alpha-D-manno-heptose residue phosphoethanolamine-substituted on O-3, another L-glycero-alpha-D-manno-heptose residue and a 3-deoxy-D-manno-oct-2-ulosonic acid (2-keto-3-deoxy-D-mannooctanoic acid, Kdo) in a (1->3), (1->5) sequence, with the Kdo residue at the reducing end connected via an alpha(2->6) linkage to a de-O-acylated lipid A. Corresponds to the de-O-acylated lipid A conjugate of the icsA mutant of the core oligosaccharide of Neisseria meningitidis.


An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (23Z,26Z,29Z,32Z,35Z)-octatriacontapentaenoic acid.


glycerol 1,2-cyclic phosphate

The 1,2-cyclic phosphate derived from glycerol.


UDP-D-galactose

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


An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (E)-2-benzylidenesuccinic acid.


An oligosaccharide phosphate consisting of four alpha(1->3)-linked D-mannose residues, with the residue at the non-reducing end carrying a phosphate group at position 6, and with that at the reducing end being alpha(1->2)-linked to a further D-mannose residue; prepared from the phosphomannan fraction of Hansenula holstii.


short-chain (3S)-hydroxy fatty acyl-CoA

A short-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any short-chain (C3 to C5) (3S)-hydroxy-fatty acid.


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


long-chain (3S)-hydroxy fatty acyl-CoA

A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any long-chain (C13 to C22) (3S)-hydroxy-fatty acid.


The 5-phosphonooxy derivative of L-lysine having erythro-stereochemistry.


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


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


branched-chain fatty acyl-CoA

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


3-amino-2-oxopropyl phosphate

A oxoalkyl phosphate having 3-amino-2-oxopropyl as the oxoalkyl group.


An inositol phosphomannosylinositol phosphoceramide compound having a hexacosaonyl group attached to the ceramide nitrogen, with no hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 of the very-long-chain fatty acid.


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


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


aryllmethyl dialkyl phosphate

A trialkyl phosphate in which one of the alkyl groups is derived from an arylmethyl alcohol.


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


A phosphate-linked oligosaccharide analogue consisting of five 3(4)-O-acetyl-alpha-N-acetyl-D-mannosaminyl residues, joined by (1->6)-phosphodiester linkages. It is a constituent 5-repeating-unit segment of Neisseria meningitidis serogroup A capsular polysaccharide (MenA), the structural diagram of which shows hydroxy groups partly acetylated at either positions 3 or 4, along with parts of phosphodiester linkages which are present at both the reducing and non-reducing ends of the pentasaccharide unit.


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


GDP-fucose

A GDP-hexose in which the hexose component is a fucosyl residue.


haloacyl-CoA

Any acyl-CoA in which the S-acyl component bears one or more halo substituents.


(S)-methylmalonyl-CoA

The (S)-enantiomer of methylmalonyl-CoA.


A chlorobenzoyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 4-chlorobenzoic acid


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


The diphosphate of thiamine(1+), substituted at C-2 of the thiazole ring by a hydroxylated sec-butyl group.


CDP-D-ribose

A CDP-sugar having aldehydo-D-ribose as the sugar component with the CDP moiety attached at position 5.


A phosphosphingolipid that is sphingosylphosphocholine with the amino nitrogen converted into a 6-{[N-(7-nitrobenzo-2,1,3-oxadiazol-4-yl)amino]}hexananamido group.


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


A myo-inositol cyclic phosphate that consists of 1D-myo-inositol 1,2-cyclic phosphate having an octasaccharide moiety made up from four alpha-galactosyl residues, three alpha-mannosyl residues and one alpha-glucosaminyl residue, which at the reducing end is attached at position 6 via a glycosidic linkage.


RUXOLITINIB PHOSPHATE

A phosphate salt obtained by reaction ruxolitinib with one equivalent of phosphoric acid. Used for the treatment of patients with intermediate or high-risk myelofibrosis, including primary myelofibrosis, post-polycythemia vera myelofibrosis and post-essential thrombocythemia myelofibrosis.


phosphoethanolamine-Kdo2-lipid A

A derivative of Kdo2-lipid A having a phosphoethanolamine at position 7 of one of the Kdo residues.


2',3'-cyclic UMP

A 2',3'-cyclic pyrimidine nucleotide in which uridine is the parent nucleoside.


A mannosylinositol phosphorylceramide compound having a hexacosanoyl group amide-linked to a C18 sphinganine base, with hydroxylation at C-2 of the C26 very-long-chain fatty acid.


alpha-NADPH

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


agrocinopine C

A member of the class of agrocinopines that consists of sucrose and D-glucose units joined via a phosphodiester linkage between position 4(F) of sucrose and position 2 of glucose.


gentamycin 2''-phosphate

A glycoside phosphate that is 2-deoxystreptamine which is substituted at position 3S by a glycoside 2alpha phosphate and at position 5R by a glycoside group.


L-erythrulose 4-phosphate

A ketotetrose phosphate that is L-erythrulose carrying a phosphono substituent at position O-4.


decanoyl-CoA

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


guanidinoethyl methyl phosphate

An organic phosphate that consists of phosphoethanolamine bearing N-amidino and O-methyl substituents.


A 5'-phosphonucleoside 3'-diphosphate compound having guanine as the nucleobase.


An inositol phosphomannosylinositol phosphophytoceramide in which the phytoceramide fragment contains 20 carbons.


A class of ceramide derivatives containing a inositol-P-mannose-inositol-P head group. R1 varies with different sphingoid bases, and R2 varies with different fatty acyl moieties.


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


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


An acyl-CoA resulting from the formal condensation of the thiol group of coenzyme A with the 1-carboxy group of (2E)-tetradecenedioic acid.


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


A (3'->5')-dinucleotide composed from cytidine and guanosine units.


acyl monophosphate

An organic phosphate ester or anhydride formed by condensation of phosphoric acid with a carboxylic acid.


tedizolid phosphate

A  phosphate monoester resulting from the formal condensation of equimolar amounts of phosphoric acid with the hydroxy group of tedizolid . It is a prodrug of tedizolid, used for the treatment of acute bacterial skin infections caused by certain susceptible bacteria, including Staphylococcus aureus (including methicillin-resistant strains (MRSA) and methicillin-susceptible strains), various Streptococcus species, and Enterococcus faecalis.


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


2'-phospho-cyclic ADP-ribose

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


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


D-ribose 5-phosphate

A ribose monophosphate that is D-ribose substituted at position 5 by a phosphate group. It is an intermediate in the pentose phosphate pathway.


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


beta-D-Galp-(1->4)-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-beta-D-Glcp-(1->4)-[alpha-D-GlcpNAc-(1->2)-3-PEA-L-alpha-D-Hepp-(1->3)]-L-alpha-D-Hepp-(1->5)-Kdo in which the terminal Kdo residue has alpha anomeric configuration. A branched octasaccharide corresponding to the core oligosaccharide of  N. meningitis L3,7,9 type.


A UDP-2-acetamido-2-deoxy-D-glucuronic acid having alpha-configuration at the anomeric centre.


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