CHEBI:28837 - octanoic acid

ChEBI IDCHEBI:28837
ChEBI Nameoctanoic acid
Stars
DefinitionA straight-chain saturated fatty acid that is heptane in which one of the hydrogens of a terminal methyl group has been replaced by a carboxy group. Octanoic acid is also known as caprylic acid.
Secondary ChEBI IDsCHEBI:3373, CHEBI:25648, CHEBI:44501
Last Modified13 May 2022
DownloadsMolfile
FormulaC8H16O2
Net Charge0
Average Mass144.214
Monoisotopic Mass144.11503
SMILESCCCCCCCC(=O)O
InChIInChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)
InChIKeyWWZKQHOCKIZLMA-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
ChEBI Ontology
Outgoing Relation(s)
octanoic acid (CHEBI:28837) has role Escherichia coli metabolite (CHEBI:76971)
octanoic acid (CHEBI:28837) has role antibacterial agent (CHEBI:33282)
octanoic acid (CHEBI:28837) has role human metabolite (CHEBI:77746)
octanoic acid (CHEBI:28837) is a medium-chain fatty acid (CHEBI:59554)
octanoic acid (CHEBI:28837) is a straight-chain saturated fatty acid (CHEBI:39418)
octanoic acid (CHEBI:28837) is conjugate acid of octanoate (CHEBI:25646)
Incoming Relation(s)
(+)-pentacycloanammoxic acid (CHEBI:132927) has functional parent octanoic acid (CHEBI:28837)
(R)-lipoic acid (CHEBI:30314) has functional parent octanoic acid (CHEBI:28837)
(S)-lipoic acid (CHEBI:43796) has functional parent octanoic acid (CHEBI:28837)
(3S,4S)-3-hydroxy-4-methyloctanoic acid (CHEBI:72563) has functional parent octanoic acid (CHEBI:28837)
(7R)-7-hydroxyoctanoic acid (CHEBI:78949) has functional parent octanoic acid (CHEBI:28837)
N-(octanoyl)-L-homoserine (CHEBI:74404) has functional parent octanoic acid (CHEBI:28837)
N-(octanoyl)ethanolamine (CHEBI:85302) has functional parent octanoic acid (CHEBI:28837)
N-capryloyl-1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85797) has functional parent octanoic acid (CHEBI:28837)
N-octanoyl-(2S)-hydroxyglycine (CHEBI:142745) has functional parent octanoic acid (CHEBI:28837)
N-octanoylanthranilate (CHEBI:143722) has functional parent octanoic acid (CHEBI:28837)
N-octanoylanthranilic acid (CHEBI:143902) has functional parent octanoic acid (CHEBI:28837)
N-octanoyldihydrosphingosine (CHEBI:82841) has functional parent octanoic acid (CHEBI:28837)
N-octanoylglycine (CHEBI:74099) has functional parent octanoic acid (CHEBI:28837)
N-octanoylphytosphingosine (CHEBI:82842) has functional parent octanoic acid (CHEBI:28837)
N-octanoylsphingosine (CHEBI:45815) has functional parent octanoic acid (CHEBI:28837)
N-octanoylsphingosine 1-phosphate (CHEBI:85881) has functional parent octanoic acid (CHEBI:28837)
S-octanoyl-L-cysteine (CHEBI:134410) has functional parent octanoic acid (CHEBI:28837)
S-octanoyl-4'-phosphopantetheine (CHEBI:132312) has functional parent octanoic acid (CHEBI:28837)
1-O-(α-D-galactopyranosyl)-N-octanoylphytosphingosine (CHEBI:527437) has functional parent octanoic acid (CHEBI:28837)
1-octadecanoyl-2-octanoyl-sn-glycero-3-phosphocholine (CHEBI:138213) has functional parent octanoic acid (CHEBI:28837)
1,2-dioctanoyl-3-β-D-galactosyl-sn-glycerol (CHEBI:90453) has functional parent octanoic acid (CHEBI:28837)
1,3-dioctanoylglycerol (CHEBI:136814) has functional parent octanoic acid (CHEBI:28837)
2-(pentylsulfanyl)acetic acid (CHEBI:65241) has functional parent octanoic acid (CHEBI:28837)
2-O-[6-O-octanoyl-α-D-glucosyl-(1→6)-α-D-glucosyl]-D-glyceric acid (CHEBI:137553) has functional parent octanoic acid (CHEBI:28837)
2-hydroxyoctanoic acid (CHEBI:86543) has functional parent octanoic acid (CHEBI:28837)
2-octanoyl-sn-glycero-3-phosphocholine (CHEBI:140082) has functional parent octanoic acid (CHEBI:28837)
2-oxooctanoic acid (CHEBI:173668) has functional parent octanoic acid (CHEBI:28837)
3-aminooctanoic acid (CHEBI:73739) has functional parent octanoic acid (CHEBI:28837)
3-hydroxyoctanoic acid (CHEBI:37098) has functional parent octanoic acid (CHEBI:28837)
3-methylbutyl octanoate (CHEBI:87536) has functional parent octanoic acid (CHEBI:28837)
3-oxooctanoic acid (CHEBI:44680) has functional parent octanoic acid (CHEBI:28837)
4,7-dioxooctanoic acid (CHEBI:73742) has functional parent octanoic acid (CHEBI:28837)
6-hydroxy-3,7-dimethyloctanoic acid (CHEBI:50451) has functional parent octanoic acid (CHEBI:28837)
8-(5-hexylfuran-2-yl)octanoic acid (CHEBI:34491) has functional parent octanoic acid (CHEBI:28837)
8-{3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}octanoic acid (CHEBI:191853) has functional parent octanoic acid (CHEBI:28837)
8-hydroxyoctanoic acid (CHEBI:79162) has functional parent octanoic acid (CHEBI:28837)
ciliatamide B (CHEBI:65631) has functional parent octanoic acid (CHEBI:28837)
dihydrolipoic acid (CHEBI:18047) has functional parent octanoic acid (CHEBI:28837)
lipoic acid (CHEBI:16494) has functional parent octanoic acid (CHEBI:28837)
lipoyl group (CHEBI:25064) has functional parent octanoic acid (CHEBI:28837)
lipoyl-AMP (CHEBI:55451) has functional parent octanoic acid (CHEBI:28837)
methyl (+)-pentacycloanammoxate (CHEBI:132928) has functional parent octanoic acid (CHEBI:28837)
octanamide (CHEBI:142682) has functional parent octanoic acid (CHEBI:28837)
octanoate ester (CHEBI:87657) has functional parent octanoic acid (CHEBI:28837)
octanoyl-CoA (CHEBI:15533) has functional parent octanoic acid (CHEBI:28837)
octanoyloxidanyl (CHEBI:192808) has functional parent octanoic acid (CHEBI:28837)
perfluorooctanoic acid (CHEBI:35549) has functional parent octanoic acid (CHEBI:28837)
pescaprein XXX (CHEBI:67860) has functional parent octanoic acid (CHEBI:28837)
octanoate (CHEBI:25646) is conjugate base of octanoic acid (CHEBI:28837)
octanoyl group (CHEBI:25650) is substituent group from octanoic acid (CHEBI:28837)
IUPAC Name 
octanoic acid
INNs  Source
ácido octanoicoWHO MedNet
octanoic acidWHO MedNet
acidum octanoicumWHO MedNet
acide octanoïqueWHO MedNet
Synonyms  Source
Caprylic acidKEGG COMPOUND
Octanoic acidKEGG COMPOUND
Octylic acidKEGG COMPOUND
n-octanoic acidNIST Chemistry WebBook
octoic acidNIST Chemistry WebBook
CH3‒[CH2]6‒COOHIUPAC
Manual XrefsDatabases
C06423KEGG COMPOUND
C06423KEGG COMPOUND
OCAPDBeChem
LMFA01010008LIPID MAPS
DB04519DrugBank
CPD-195MetaCyc
HMDB0000482HMDB
Caprylic_acidWikipedia
D05220KEGG DRUG
C00001231KNApSAcK
3998DrugCentral
Registry NumbersSources
Gmelin:142966Gmelin
Reaxys:1747180Reaxys
CAS:124-07-2KEGG COMPOUND
CAS:124-07-2ChemIDplus
CAS:124-07-2NIST Chemistry WebBook
Citations