CHEBI:59554 - medium-chain fatty acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name medium-chain fatty acid
ChEBI ID CHEBI:59554
Definition Any fatty acid with a chain length of between C6 and C12.
Stars This entity has been manually annotated by the ChEBI Team.
Download Molfile XML SDF
Formula CHO2R
Net Charge 0
Average Mass (excl. R groups) 45.01740
Monoisotopic Mass (excl. R groups) 44.99765
SMILES OC([*])=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing medium-chain fatty acid (CHEBI:59554) is a fatty acid (CHEBI:35366)
medium-chain fatty acid (CHEBI:59554) is conjugate acid of medium-chain fatty acid anion (CHEBI:59558)
Incoming (10R)-10-hydroxyundecanoic acid (CHEBI:78956) is a medium-chain fatty acid (CHEBI:59554)
(2E)-11-hydroxy-2-dodecenoic acid (CHEBI:141391) is a medium-chain fatty acid (CHEBI:59554)
(2E)-11-hydroxyundec-2-enoic acid (CHEBI:79123) is a medium-chain fatty acid (CHEBI:59554)
(2E)-12-hydroxydodec-2-enoic acid (CHEBI:79164) is a medium-chain fatty acid (CHEBI:59554)
(2E)-7-hydroxyhept-2-enoic acid (CHEBI:79161) is a medium-chain fatty acid (CHEBI:59554)
(2E)-9-hydroxynon-2-enoic acid (CHEBI:79115) is a medium-chain fatty acid (CHEBI:59554)
(2E,10R)-10-hydroxyundec-2-enoic acid (CHEBI:78953) is a medium-chain fatty acid (CHEBI:59554)
(2E,11R)-11-hydroxydodec-2-enoic acid (CHEBI:78977) is a medium-chain fatty acid (CHEBI:59554)
(2E,12R)-12-hydroxytridec-2-enoic acid (CHEBI:78979) is a medium-chain fatty acid (CHEBI:59554)
(2E,4E)-deca-2,4-dienoic acid (CHEBI:72614) is a medium-chain fatty acid (CHEBI:59554)
(2E,4Z)-8-hydroxydeca-2,4-dienoic acid (CHEBI:70741) is a medium-chain fatty acid (CHEBI:59554)
(2E,4Z)-deca-2,4-dienoic acid (CHEBI:142076) is a medium-chain fatty acid (CHEBI:59554)
(2E,6R)-6-hydroxyhept-2-enoic acid (CHEBI:78831) is a medium-chain fatty acid (CHEBI:59554)
(2E,7R)-7-hydroxyoct-2-enoic acid (CHEBI:78850) is a medium-chain fatty acid (CHEBI:59554)
(2E,8R)-8-hydroxynon-2-enoic acid (CHEBI:78819) is a medium-chain fatty acid (CHEBI:59554)
(2E,9R)-9-hydroxydec-2-enoic acid (CHEBI:78853) is a medium-chain fatty acid (CHEBI:59554)
(3E,5Z)-dodecadienoic acid (CHEBI:139235) is a medium-chain fatty acid (CHEBI:59554)
(3R)-3,10-dihydroxydecanoic acid (CHEBI:79272) is a medium-chain fatty acid (CHEBI:59554)
(3R)-3,11-dihydroxyundecanoic acid (CHEBI:79275) is a medium-chain fatty acid (CHEBI:59554)
(3R)-3,12-dihydroxylauric acid (CHEBI:79278) is a medium-chain fatty acid (CHEBI:59554)
(3R)-3,9-dihydroxynonanoic acid (CHEBI:79257) is a medium-chain fatty acid (CHEBI:59554)
(3R,10R)-3,10-dihydroxyundecanoic acid (CHEBI:79242) is a medium-chain fatty acid (CHEBI:59554)
(3R,11R)-3,11-dihydroxylauric acid (CHEBI:79243) is a medium-chain fatty acid (CHEBI:59554)
(3R,8R)-3,8-dihydroxynonanoic acid (CHEBI:79224) is a medium-chain fatty acid (CHEBI:59554)
(3R,9R)-3,9-dihydroxydecanoic acid (CHEBI:79228) is a medium-chain fatty acid (CHEBI:59554)
(3S,4S)-3-hydroxy-4-methyldecanoic acid (CHEBI:71005) is a medium-chain fatty acid (CHEBI:59554)
(3S,4S)-3-hydroxy-4-methyloctanoic acid (CHEBI:72563) is a medium-chain fatty acid (CHEBI:59554)
(5R)-5-hydroxyhexanoic acid (CHEBI:78842) is a medium-chain fatty acid (CHEBI:59554)
(6R,7S)-6,7-Epoxyoctadecanoic acid (CHEBI:34004) is a medium-chain fatty acid (CHEBI:59554)
(7R)-7-hydroxyoctanoic acid (CHEBI:78949) is a medium-chain fatty acid (CHEBI:59554)
(8R)-8-hydroxynonanoic acid (CHEBI:78839) is a medium-chain fatty acid (CHEBI:59554)
(9R)-9-hydroxydecanoic acid (CHEBI:78951) is a medium-chain fatty acid (CHEBI:59554)
(E)-10-hydroxydec-2-enoic acid (CHEBI:78668) is a medium-chain fatty acid (CHEBI:59554)
(E)-non-2-enoic acid (CHEBI:143910) is a medium-chain fatty acid (CHEBI:59554)
10-fluoro-capric acid (CHEBI:137794) is a medium-chain fatty acid (CHEBI:59554)
10-hydroxy-(2E,8E)-decadien-4-ynoic acid (CHEBI:72691) is a medium-chain fatty acid (CHEBI:59554)
10-hydroxy-8E-decene-2,4,6-triynoic acid (CHEBI:137750) is a medium-chain fatty acid (CHEBI:59554)
10-hydroxycapric acid (CHEBI:17409) is a medium-chain fatty acid (CHEBI:59554)
10-methyldodecanoic acid (CHEBI:84872) is a medium-chain fatty acid (CHEBI:59554)
10-methylundecanoic acid (CHEBI:84889) is a medium-chain fatty acid (CHEBI:59554)
10-oxocapric acid (CHEBI:17130) is a medium-chain fatty acid (CHEBI:59554)
11-Aminoundecanoic acid (CHEBI:82387) is a medium-chain fatty acid (CHEBI:59554)
11-hydroxylauric acid (CHEBI:76937) is a medium-chain fatty acid (CHEBI:59554)
11-hydroxyundecanoic acid (CHEBI:79126) is a medium-chain fatty acid (CHEBI:59554)
12-aminododecanoic acid (CHEBI:42025) is a medium-chain fatty acid (CHEBI:59554)
12-chloro-dodecanoic acid (CHEBI:137751) is a medium-chain fatty acid (CHEBI:59554)
12-hydroxylauric acid (CHEBI:39567) is a medium-chain fatty acid (CHEBI:59554)
12-oxo-10Z-dodecenoic acid (CHEBI:137712) is a medium-chain fatty acid (CHEBI:59554)
12-oxo-5E,8E,10Z-dodecatrienoic acid (CHEBI:137797) is a medium-chain fatty acid (CHEBI:59554)
12-oxo-trans-10-dodecenoic acid (CHEBI:19144) is a medium-chain fatty acid (CHEBI:59554)
2,3-dihydroxydodecanoic acid (CHEBI:142580) is a medium-chain fatty acid (CHEBI:59554)
2,6-dimethylheptanoic acid (CHEBI:143886) is a medium-chain fatty acid (CHEBI:59554)
2-[[6-methyl-4-oxo-5-(phenylmethyl)-1H-pyrimidin-2-yl]thio]hexanoic acid (CHEBI:120059) is a medium-chain fatty acid (CHEBI:59554)
2-bromodecanoic acid (CHEBI:72820) is a medium-chain fatty acid (CHEBI:59554)
2-hydroxy-10-undecenoic acid (CHEBI:138427) is a medium-chain fatty acid (CHEBI:59554)
2-Hydroxy-cis-hex-2,4-dienoate (CHEBI:1142) is a medium-chain fatty acid (CHEBI:59554)
2-hydroxydecanoic acid (CHEBI:133172) is a medium-chain fatty acid (CHEBI:59554)
2-hydroxydodec-2-enoic acid (CHEBI:142577) is a medium-chain fatty acid (CHEBI:59554)
2-hydroxynonanoic acid (CHEBI:73753) is a medium-chain fatty acid (CHEBI:59554)
2-methylhexanoic acid (CHEBI:138489) is a medium-chain fatty acid (CHEBI:59554)
2-octenoic acid (CHEBI:86544) is a medium-chain fatty acid (CHEBI:59554)
2-oxododecanoic acid (CHEBI:142578) is a medium-chain fatty acid (CHEBI:59554)
2-oxohexanoic acid (CHEBI:17308) is a medium-chain fatty acid (CHEBI:59554)
2E,8Z-undecadiene-4,6-diynoic acid (CHEBI:137705) is a medium-chain fatty acid (CHEBI:59554)
2E-decenedioic acid (CHEBI:137808) is a medium-chain fatty acid (CHEBI:59554)
3,12-dihydroxylauric acid (CHEBI:76934) is a medium-chain fatty acid (CHEBI:59554)
3-Chloro-2-hydroxymuconic semialdehyde (CHEBI:80409) is a medium-chain fatty acid (CHEBI:59554)
3-hydroxydecanoic acid (CHEBI:132983) is a medium-chain fatty acid (CHEBI:59554)
3-hydroxyheptanoic acid (CHEBI:132838) is a medium-chain fatty acid (CHEBI:59554)
3-hydroxylauric acid (CHEBI:36206) is a medium-chain fatty acid (CHEBI:59554)
3-hydroxyoctanoic acid (CHEBI:37098) is a medium-chain fatty acid (CHEBI:59554)
3-methylundecanoic acid (CHEBI:85059) is a medium-chain fatty acid (CHEBI:59554)
4,8-dimethylnonanoic acid (CHEBI:63864) is a medium-chain fatty acid (CHEBI:59554)
4-hydroxylauric acid (CHEBI:36214) is a medium-chain fatty acid (CHEBI:59554)
4-hydroxynon-2-enoic acid (CHEBI:86180) is a medium-chain fatty acid (CHEBI:59554)
5,11-dodecadiynoic acid (CHEBI:137710) is a medium-chain fatty acid (CHEBI:59554)
5,7-octadienoic acid (CHEBI:137707) is a medium-chain fatty acid (CHEBI:59554)
5,8,11-dodecatriynoic acid (CHEBI:137711) is a medium-chain fatty acid (CHEBI:59554)
5-(3-hydroxyphenyl)pentanoic acid (CHEBI:137517) is a medium-chain fatty acid (CHEBI:59554)
5-(4-hydroxyphenyl)pentanoic acid (CHEBI:137518) is a medium-chain fatty acid (CHEBI:59554)
5-hydroxyhexanoic acid (CHEBI:131434) is a medium-chain fatty acid (CHEBI:59554)
5-oxo-7-octenoic acid (CHEBI:138495) is a medium-chain fatty acid (CHEBI:59554)
5-oxohexanoic acid (CHEBI:15888) is a medium-chain fatty acid (CHEBI:59554)
6-[2-(2-chlorophenyl)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]-4-hexenoic acid (CHEBI:91944) is a medium-chain fatty acid (CHEBI:59554)
6-hydroxy-3-isopropenylheptanoic acid (CHEBI:50452) is a medium-chain fatty acid (CHEBI:59554)
6-hydroxyheptanoic acid (CHEBI:78774) is a medium-chain fatty acid (CHEBI:59554)
6-hydroxyhex-3-enoic acid (CHEBI:49293) is a medium-chain fatty acid (CHEBI:59554)
6-hydroxyhexanoic acid (CHEBI:17869) is a medium-chain fatty acid (CHEBI:59554)
6-oxohexanoic acid (CHEBI:2490) is a medium-chain fatty acid (CHEBI:59554)
6E-octene-2,4-diynoic acid (CHEBI:137819) is a medium-chain fatty acid (CHEBI:59554)
7-[(2S,4S,5R)-4-(2-hydroxyphenyl)-2-(trifluoromethyl)-1,3-dioxan-5-yl]-5-heptenoic acid (CHEBI:109541) is a medium-chain fatty acid (CHEBI:59554)
7-[(3-chloro-6-methyl-5,5-dioxo-11H-benzo[c][2,1]benzothiazepin-11-yl)amino]heptanoic acid (CHEBI:91749) is a medium-chain fatty acid (CHEBI:59554)
7-[2-[(2-methylphenyl)methylidene]hydrazinyl]-7-oxoheptanoic acid (CHEBI:125288) is a medium-chain fatty acid (CHEBI:59554)
7-[4-(2-hydroxyphenyl)-2-(trifluoromethyl)-1,3-dioxan-5-yl]-5-heptenoic acid (CHEBI:91744) is a medium-chain fatty acid (CHEBI:59554)
7-chloro-2E-heptenoic acid (CHEBI:137821) is a medium-chain fatty acid (CHEBI:59554)
7-hydroxyheptanoic acid (CHEBI:79112) is a medium-chain fatty acid (CHEBI:59554)
7-hydroxylauric acid (CHEBI:85510) is a medium-chain fatty acid (CHEBI:59554)
7-Mercaptoheptanoic acid (CHEBI:80591) is a medium-chain fatty acid (CHEBI:59554)
7-methyl-3-oxooct-6-enoic acid (CHEBI:52046) is a medium-chain fatty acid (CHEBI:59554)
7-methyloctanoic acid (CHEBI:37108) is a medium-chain fatty acid (CHEBI:59554)
7-oxoheptanoic acid (CHEBI:80588) is a medium-chain fatty acid (CHEBI:59554)
8-[2-[[5-(hydroxymethyl)-2-furanyl]methylidene]hydrazinyl]-8-oxooctanoic acid (CHEBI:125273) is a medium-chain fatty acid (CHEBI:59554)
8-aminooctanoic acid (CHEBI:143265) is a medium-chain fatty acid (CHEBI:59554)
8-hydroxyoctanoic acid (CHEBI:79162) is a medium-chain fatty acid (CHEBI:59554)
8-Methyl-6-nonenoic acid (CHEBI:81581) is a medium-chain fatty acid (CHEBI:59554)
8-nonynoic acid (CHEBI:137768) is a medium-chain fatty acid (CHEBI:59554)
9,10-12,13-Diepoxyoctadecanoate (CHEBI:34500) is a medium-chain fatty acid (CHEBI:59554)
9,10-EOT (CHEBI:80445) is a medium-chain fatty acid (CHEBI:59554)
9-[4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]-2-oxiranyl]methyl]-2-oxanyl]-3-methyl-1-oxobut-2-enoxy]nonanoic acid (CHEBI:94519) is a medium-chain fatty acid (CHEBI:59554)
9-amino-decanoic acid (CHEBI:137770) is a medium-chain fatty acid (CHEBI:59554)
9-hydroxy-7Z-nonene-3,5-diynoic acid (CHEBI:137825) is a medium-chain fatty acid (CHEBI:59554)
9-hydroxynonanoic acid (CHEBI:79121) is a medium-chain fatty acid (CHEBI:59554)
9-hydroxyundec-10-enoic acid (CHEBI:132854) is a medium-chain fatty acid (CHEBI:59554)
9-Methyldodecanoic acid (CHEBI:88622) is a medium-chain fatty acid (CHEBI:59554)
9-oxo-2,4,5,7-decatetraenoic acid (CHEBI:137772) is a medium-chain fatty acid (CHEBI:59554)
9-oxononanoic acid (CHEBI:78700) is a medium-chain fatty acid (CHEBI:59554)
acexamic acid (CHEBI:134808) is a medium-chain fatty acid (CHEBI:59554)
cis,cis-2,4-Dihydroxy-5-methyl-6-oxo-2,4-hexadienoate (CHEBI:81669) is a medium-chain fatty acid (CHEBI:59554)
cis-11-Methyl-2-dodecenoic acid (CHEBI:81585) is a medium-chain fatty acid (CHEBI:59554)
decanoic acid (CHEBI:30813) is a medium-chain fatty acid (CHEBI:59554)
decenoic acid (CHEBI:36003) is a medium-chain fatty acid (CHEBI:59554)
dodecadienoic acid (CHEBI:37211) is a medium-chain fatty acid (CHEBI:59554)
dodecanoic acid (CHEBI:30805) is a medium-chain fatty acid (CHEBI:59554)
dodecatrienoic acid (CHEBI:36971) is a medium-chain fatty acid (CHEBI:59554)
dodecenoic acid (CHEBI:23867) is a medium-chain fatty acid (CHEBI:59554)
Etherolenic acid (CHEBI:80443) is a medium-chain fatty acid (CHEBI:59554)
heptanoic acid (CHEBI:45571) is a medium-chain fatty acid (CHEBI:59554)
heptatrienoic acid (CHEBI:50482) is a medium-chain fatty acid (CHEBI:59554)
heptenoic acid (CHEBI:36151) is a medium-chain fatty acid (CHEBI:59554)
hexadienoic acid (CHEBI:24555) is a medium-chain fatty acid (CHEBI:59554)
hexanoic acid (CHEBI:30776) is a medium-chain fatty acid (CHEBI:59554)
hexenoic acid (CHEBI:24580) is a medium-chain fatty acid (CHEBI:59554)
hexyldecanoic acid (CHEBI:135056) is a medium-chain fatty acid (CHEBI:59554)
isocaproic acid (CHEBI:74903) is a medium-chain fatty acid (CHEBI:59554)
isotridecanoic acid (CHEBI:77359) is a medium-chain fatty acid (CHEBI:59554)
nonanoic acid (CHEBI:29019) is a medium-chain fatty acid (CHEBI:59554)
octadienoic acid (CHEBI:25638) is a medium-chain fatty acid (CHEBI:59554)
octanoic acid (CHEBI:28837) is a medium-chain fatty acid (CHEBI:59554)
octatrienoic acid (CHEBI:25654) is a medium-chain fatty acid (CHEBI:59554)
sorbic acid (CHEBI:35962) is a medium-chain fatty acid (CHEBI:59554)
undecanoic acid (CHEBI:32368) is a medium-chain fatty acid (CHEBI:59554)
undecenoic acid (CHEBI:39448) is a medium-chain fatty acid (CHEBI:59554)
Zinc undecylenate (CHEBI:32313) is a medium-chain fatty acid (CHEBI:59554)
medium-chain fatty acid anion (CHEBI:59558) is conjugate base of medium-chain fatty acid (CHEBI:59554)
Synonyms Sources
MCFA ChEBI
MCFAs ChEBI
medium-chain fatty acids ChEBI
Last Modified
19 June 2019