Page last updated: 2024-08-05 10:53:46

long-chain fatty acid

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

ChEBI ID: 15904

Members (78)

MemberDefinitionRole
10-hydroxy-8-octadecenoic acid10-HOME(8)
10-hydroxystearic acidA hydroxy fatty acid that is octadecanoic acid carrying a hydroxy group at position 10.10-hydroxyoctadecanoic acid
10-ketostearic acid10-Oxooctadecanoic acid
10-nitro-oleic acidA nitro fatty acid that is (9E)-octadec-9-enoic (elaidic) acid substituted by a nitro group at position 10.(9E)-10-nitrooctadecenoic acid
10-octadecenoic acid, (z)-isomercis-10-oleic acid
12-hydroxy-5,8,10-heptadecatrienoic acidA trienoic fatty acid that consists of heptadeca-5,8,10-trienoic acid bearing an additional 12-hydroxy substituent.12-HHTrE
12-hydroxy-8,10-heptadecadienoic acid12-hydroxy-8E,10E-heptadecadienoic acid
12-octadecenoic acidtrans-12-elaidic acid
12,13-epoxy-9-octadecenoic acid12,13-EpOME(9)
13-methyltetradecanoic acidA branched-chain saturated fatty acid comprising tetradecanoic (myristic) acid substituted at position 13 by a methyl group.isopentadecanoic acid
14-methylhexadecanoic acidA methyl-branched fatty acid that is hexadecanoic acid (palmitic acid) substituted by a methyl group at position 14.14-methylhexadecanoic acid
14,15-epoxy-5,8,11-eicosatrienoic acid14,15-Epoxy-5,8,11-eicosatrienoic acid
15-hydroxyeicosanoic acid15-hydroxyicosanoic acid
16-fluoropalmitic acid16-Fluorohexadecanoic acid
17-octadecynoic acidAn acetylenic fatty acid that is octadecanoi acid (stearic acid) which has been doubly dehydrogenated at positions 17 and 18 to give the corresponding alkynoic acid.octadec-17-ynoic acid
18-methyleicosanoic acidA methyl-branched fatty acid that is arachidic acid substituted by a methyl group at position 18.18-methylicosanoic acid
2-bromopalmitateA bromo fatty acid that is hexadecanoic (palmitic) acid carrying a single bromo substituent at position 2.2-bromohexadecanoic acid
2-fluorohexadecanoic acid2-fluorohexadecanoic acid
2-hexadecynoic acid2-hexadecynoic acid
2-hydroxy-9-cis-octadecenoic acidA 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.2-hydroxyoleic acid
2-methylhexadecanoic acidA methyl-branched fatty acid that is hexadecanoic (palmitic) acid bearing a methyl substituent at position 2.2-methylhexadecanoic acid
3-methylhexadecanoic acid3-methyl-hexadecanoic acid
5-oxo-15-hydroxy-6,8,11,13-eicosatetraenoic acidAn icosanoid that is (6E,8Z,11Z,13E)-icosatetraenoic acid substituted at positions 5 and 15 by oxo and hydroxy groups respectively.(6E,8Z,11Z,13E,15S)-15-hydroxy-5-oxoicosatetraenoic acid
5,12-dihydroxy-6,8,14-eicosatrienoic acidA leukotriene obtained by formal dehydrogenation of the 10,11-double bond in leukotriene B4.10,11-dihydroleukotriene B4
5,8,11-eicosatriynoic acidA C20 polyunsaturated fatty acid having three triple bonds in the 5-, 8- and 11-positions.5,8,11-icosatriynoic acid
5,8,11,14-eicosatetraynoic acideicosa-5,8,11,14-tetraynoic acid
5s,12r,18r-trihydroxy-6z,8e,10e,14z,16e-eicosapentaenoic acidA 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,18R stereoisomer).resolvin E1
6-keto stearic acid6-keto stearic acid
7,7-dimethyl-5,8-eicosadienoic acid7,7-dimethyl-5,8-Eicosadienoic Acid
8,11,14-eicosatrienoic acidAn icosatrienoic acid having three cis double bonds at positions 8, 11 and 14.all-cis-icosa-8,11,14-trienoic acid
9-PAHSAA FAHFA (fatty acid ester of a hydroxy fatty acid) obtained by formal condensation of the carboxy group of palmitic acid with the hydroxy group of 9-hydroxyoctadecanoic acid (9-hydroxystearic acid).9-PAHSA
9,10-dihydroxy-12-octadecenoic acid(9xi,10xi,12xi)-9,10-Dihydroxy-12-octadecenoic acid
9,10,13-trihydroxy-11-octadecenoic acidA TriHOME that is (11E)-octadec-11-enoic acid in which the three hydroxy substituents are located at positions 9, 10 and 13.9,10,13-TriHOME
al 8810AL 8810
alpha-hydroxymyristic acidA long-chain fatty acid that is a derivative of myristic acid having a hydroxy substituent at C-2.2-hydroxymyristic acid
antibiotic 1233aHymeglusin
arachidic acidA C20 striaght-chain saturated fatty acid which forms a minor constituent of peanut (L. arachis) and corn oils. Used as an organic thin film in the production of liquid crystals for a wide variety of technical applications.icosanoic acid
arachidonic acidA long-chain fatty acid that is a C20, polyunsaturated fatty acid having four (Z)-double bonds at positions 5, 8, 11 and 14.arachidonic acid
aseanostatin p5A branched-chain saturated fatty acid comprising tetradecanoic acid carrying a 12-methyl substituent.12-methyltetradecanoic acid
behenic acidA straight-chain, C22, long-chain saturated fatty acid.docosanoic acid
beta-hydroxymyristic acidA 3-hydroxy fatty acid that is tetradecanoic (myristic) acid substituted at position 3 by a hydroxy group3-hydroxytetradecanoic acid
colneleic acidA long-chain, divinyl ether fatty acid composed of 8-nonenoic acid having the E- hydrogen at position 9 substituted by a (1E,3Z)-nona-1,3,-dien-1-yloxy group.colneleic acid
dicraninA trienoic fatty acid, that is octadecanoic acid containing double bonds at positions 9, 12 and 15 and a triple bond at position 6. Isolated from Dicranum scoparium, it exhibits antibacterial activity and inhibitory activity against arachidonate 15-lipoxygenase.(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid
eicosa-11,14-dienoic acideicosa-11,14-dienoic acid
eicosa-8,11,14-trien-5-ynoic acid5,6-dehydro Arachidonic Acid
ethamolinEthanolamine Oleate
etheroleic acidA divinyl ether fatty acid that is (9Z,11E,14E)-nonadeca-9,11,14-trienoic acid in which the methylene group at position 10 has been replaced by oxygen.etheroleic acid
heneicosanoic acidA long-chain fatty acid that is henicosane in which one of the methyl groups has been oxidised to give the corresponding carboxylic acid.henicosanoic acid
hydnocarpic acidA cyclopentenyl fatty acid consisting of undecanoic acid having a cyclopent-2-enyl group at the 11-position.hydnocarpic acid
isostearateA methyl-branched fatty acid that is heptadecanoic acid (margaric acid) substituted by a methyl group at position 16.16-methylheptadecanoic acid
leukotriene a4A leukotriene that is the (5S,6S)-epoxy derivative of (7E,9E,11Z,14Z)-icosa-7,9,11,14-tetraenoic acid.leukotriene A4
leukotriene b4A leukotriene composed of (6Z,8E,10E,14Z)-icosatetraenoic acid having (5S)- and (12R)-hydroxy substituents. It is a lipid mediator of inflammation that is generated from arachidonic acid via the 5-lipoxygenase pathway.leukotriene B4
leukotriene b5A leukotriene composed of (6Z,8E,10E,14Z,17Z)-icosapentaenoic acid carrying (5S)- and (12R)-hydroxy substituents.leukotriene B5
limaprostlimaprost
lipoxin a4A C20 hydroxy fatty acid having (5S)-, (6R)- and (15S)-hydroxy groups as well as (7E)- (9E)-, (11Z)- and (13E)-double bonds.lipoxin A4
Lyngbic acidLyngbic acid
malvalic acidA long-chain cyclopropenyl fatty acid comprising 8-heptadecenoic acid having a cyclopropene ring arising from the linking of C-8 and C-9 by a methylene substituent.malvalic acid
margaric acidA C17 saturated fatty acid and trace component of fats in ruminants.heptadecanoic acid
meteneprost9-Deoxy-9-methylene-16,16-dimethyl -PGE2
minquartynoic acidA straight-chain, C18 polyunsaturated fatty acid having four conjugated C#C bonds at positions 9, 11, 13 and 15 as well as an (S)-hydroxy group at position 17.minquartynoic acid
myristic acidA straight-chain, fourteen-carbon, long-chain saturated fatty acid mostly found in milk fat.tetradecanoic acid
nonadecanoic acidA C19 straight-chain fatty acid of plant or bacterial origin. An intermediate in the biodegradation of n-icosane, it has been shown to inhibit cancer growth.nonadecanoic acid
octadecenedioic acidOctadec-9-ene-1,18-dioic-acid
osteoprotegerin7-octadecynoic acid
palmitic acidA straight-chain, sixteen-carbon, saturated long-chain fatty acid.hexadecanoic acid
pentadecanoic acidA straight-chain saturated fatty acid containing fifteen-carbon atoms.pentadecanoic acid
phytanic acidA branched-chain saturated fatty acid consisting of hexadecanoic acid carrying methyl substituents at positions 3, 7, 11 and 15.phytanic acid
phytomonic acidA C18, saturated fatty acid composed of octadecanoic acid having an 11,12-methylene substituent forming a cyclopropane.11,12-methyleneoctadecanoic acid
pristanic acidA branched, long-chain saturated fatty acid composed of pentadecanoic acid having methyl substituents at the 2-, 6-, 10- and 14-positions.pristanic acid
sphingofungin bSphingofungin B
sphingofungin eSphingofungin E
sphingofungin fSphingofungin F
stearic acidA C18 straight-chain saturated fatty acid component of many animal and vegetable lipids. As well as in the diet, it is used in hardening soaps, softening plastics and in making cosmetics, candles and plastics.octadecanoic acid
stearidonic acidAn octadecatetraenoic acid having four double bonds located at positions 6, 9, 12 and 15 (the all-cis-isomer). It has been isolated from Lithospermum officinale and fish oils.all-cis-octadeca-6,9,12,15-tetraenoic acid
sterculic acidA long-chain, monounsaturated fatty acid composed of 9-octadecenoic acid having a 9,10-cyclopropenyl group.sterculic acid
tridecanoic acidA C13 straight-chain saturated fatty acid.tridecanoic acid
tuberculostearic acidA methyl-branched fatty acid, the structure of which is that of stearic acid carrying a methyl group at C-10.tuberculostearic acid
ximenynic acidXimenynic acid

Research

Studies (42,386)

TimeframeStudies, Drugs in This Class (%)All Drugs %
pre-19909,195 (21.69)18.7374
1990's10,688 (25.22)18.2507
2000's10,055 (23.72)29.6817
2010's9,951 (23.48)24.3611
2020's2,497 (5.89)2.80

Study Types

Publication TypeStudies, Drugs in This Class (%)All Drugs (%)
Trials1,383 (2.89%)5.53%
Reviews3,371 (7.04%)6.00%
Case Studies381 (0.80%)4.05%
Observational114 (0.24%)0.25%
Other42,607 (89.03%)84.16%