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CHEBI:28822 - icosanoic acid

ChEBI IDCHEBI:28822
ChEBI Nameicosanoic acid
Stars
DefinitionA 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.
Secondary ChEBI IDsCHEBI:2798, CHEBI:24763
Last Modified6 November 2018
DownloadsMolfile
FormulaC20H40O2
Net Charge0
Average Mass312.538
Monoisotopic Mass312.30283
SMILESCCCCCCCCCCCCCCCCCCCC(=O)O
InChIInChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22)
InChIKeyVKOBVWXKNCXXDE-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
icosanoic acid (CHEBI:28822) has role plant metabolite (CHEBI:76924)
icosanoic acid (CHEBI:28822) is a long-chain fatty acid (CHEBI:15904)
icosanoic acid (CHEBI:28822) is a straight-chain saturated fatty acid (CHEBI:39418)
icosanoic acid (CHEBI:28822) is conjugate acid of icosanoate (CHEBI:32360)
Incoming Relation(s)
(R)-icosanoylcarnitine (CHEBI:84645) has functional parent icosanoic acid (CHEBI:28822)
(19R)-19-hydroxyicosanoic acid (CHEBI:79015) has functional parent icosanoic acid (CHEBI:28822)
N-(icosanoyl)-tetradecasphing-4-enine-1-phosphoethanolamine (CHEBI:86518) has functional parent icosanoic acid (CHEBI:28822)
N-(icosanoyl)ethanolamine (CHEBI:85253) has functional parent icosanoic acid (CHEBI:28822)
N-eicosanoylsphinganine (CHEBI:67027) has functional parent icosanoic acid (CHEBI:28822)
N-icosanoyl-(4E,14Z)-sphinga-4,14-dienine (CHEBI:134549) has functional parent icosanoic acid (CHEBI:28822)
N-icosanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85669) has functional parent icosanoic acid (CHEBI:28822)
N-icosanoyl-1-oleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85667) has functional parent icosanoic acid (CHEBI:28822)
N-icosanoyl-14-methylhexadecasphinganine (CHEBI:131543) has functional parent icosanoic acid (CHEBI:28822)
N-icosanoylglycine (CHEBI:87606) has functional parent icosanoic acid (CHEBI:28822)
N-icosanoylsphingosine (CHEBI:72962) has functional parent icosanoic acid (CHEBI:28822)
N-icosanoylsphingosine 1-phosphate (CHEBI:73140) has functional parent icosanoic acid (CHEBI:28822)
N-icosanoylsphingosine-1-phosphocholine (CHEBI:83359) has functional parent icosanoic acid (CHEBI:28822)
N-icosanoyltaurine (CHEBI:132480) has functional parent icosanoic acid (CHEBI:28822)
1-[(8Z,11Z,14Z,17Z)-icosatetraenoyl]-2-icosanoyl-sn-glycero-3-phospho-1D-myo-inositol (CHEBI:89244) has functional parent icosanoic acid (CHEBI:28822)
1-[(9Z,12Z)-octadecadienoyl]-2-icosanoyl-sn-glycerol (CHEBI:86985) has functional parent icosanoic acid (CHEBI:28822)
1-[(9Z)-octadecenoyl]-2-eicosanoyl-sn-glycero-3-phosphocholine (CHEBI:86172) has functional parent icosanoic acid (CHEBI:28822)
1-docosanoyl-2-eicosanoyl-sn-glycero-3-phosphocholine (CHEBI:86210) has functional parent icosanoic acid (CHEBI:28822)
1-eicosanoyl-2-[(11Z,14Z,17Z)-eicosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86416) has functional parent icosanoic acid (CHEBI:28822)
1-eicosanoyl-2-[(11Z,14Z)-eicosadienoyl]-sn-glycero-3-phosphocholine (CHEBI:86199) has functional parent icosanoic acid (CHEBI:28822)
1-eicosanoyl-2-[(11Z)-eicosenoyl]-sn-glycero-3-phosphocholine (CHEBI:86188) has functional parent icosanoic acid (CHEBI:28822)
1-eicosanoyl-2-[(11Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:86170) has functional parent icosanoic acid (CHEBI:28822)
1-eicosanoyl-2-[(13Z)-docosenoyl]-sn-glycero-3-phosphocholine (CHEBI:86216) has functional parent icosanoic acid (CHEBI:28822)
1-eicosanoyl-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycero-3-phosphocholine (CHEBI:86221) has functional parent icosanoic acid (CHEBI:28822)
1-eicosanoyl-2-[(7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl]-sn-glycero-3-phosphocholine (CHEBI:86220) has functional parent icosanoic acid (CHEBI:28822)
1-eicosanoyl-2-[(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:86171) has functional parent icosanoic acid (CHEBI:28822)
1-eicosanoyl-2-docosanoyl-sn-glycero-3-phosphocholine (CHEBI:86211) has functional parent icosanoic acid (CHEBI:28822)
1-eicosanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine (CHEBI:86166) has functional parent icosanoic acid (CHEBI:28822)
1-hexadecanoyl-2-icosanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:134078) has functional parent icosanoic acid (CHEBI:28822)
1-hexadecyl-2-eicosanoyl-sn-glycero-3-phosphocholine (CHEBI:86240) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoyl-sn-glycero-3-phosphate (CHEBI:74939) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoyl-sn-glycero-3-phosphocholine (CHEBI:74968) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:131690) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoyl-2-[(5Z,8Z,11ZZ,14Z,17Z)-eicosapentaenoyl]-sn-glycerol (CHEBI:87225) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoyl-2-arachidonoyl-sn-glycero-3-phosphate (CHEBI:77241) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoyl-2-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:74970) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoyl-2-arachidonoyl-sn-glycerol (CHEBI:87223) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoyl-2-docosanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) (CHEBI:136386) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine (CHEBI:134227) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoyl-2-oleoyl-sn-glycero-3-phosphate (CHEBI:74942) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoyl-2-oleoyl-sn-glycerol (CHEBI:75470) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoyl-2-palmitoyl-sn-glycero-3-phosphocholine (CHEBI:75294) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholine (CHEBI:134231) has functional parent icosanoic acid (CHEBI:28822)
1-icosanoylglycerol (CHEBI:142495) has functional parent icosanoic acid (CHEBI:28822)
1-octadecanoyl-2-eicosanoyl-sn-glycero-3-phosphocholine (CHEBI:86167) has functional parent icosanoic acid (CHEBI:28822)
1-octadecyl-2-icosanoyl-sn-glycero-3-phosphocholine (CHEBI:74482) has functional parent icosanoic acid (CHEBI:28822)
1-oleoyl-2-icosanoyl-sn-glycero-3-phosphate (CHEBI:75134) has functional parent icosanoic acid (CHEBI:28822)
1-palmitoyl-2-icosanoyl-sn-glycero-3-phosphocholine (CHEBI:82943) has functional parent icosanoic acid (CHEBI:28822)
1-tetradecanoyl-2-icosanoyl-sn-glycero-3-phosphocholine (CHEBI:134218) has functional parent icosanoic acid (CHEBI:28822)
1-α-linolenoyl-2-icosanoyl-sn-glycerol (CHEBI:89241) has functional parent icosanoic acid (CHEBI:28822)
18-methylicosanoic acid (CHEBI:84877) has functional parent icosanoic acid (CHEBI:28822)
2-hydroxyarachidic acid (CHEBI:76992) has functional parent icosanoic acid (CHEBI:28822)
2-icosanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:131691) has functional parent icosanoic acid (CHEBI:28822)
20-hydroxyicosanoic acid (CHEBI:79190) has functional parent icosanoic acid (CHEBI:28822)
3-hydroxyicosanoic acid (CHEBI:52347) has functional parent icosanoic acid (CHEBI:28822)
3-oxoicosanoic acid (CHEBI:52350) has functional parent icosanoic acid (CHEBI:28822)
ethyl arachidate (CHEBI:84859) has functional parent icosanoic acid (CHEBI:28822)
α-D-Gal-(1→4)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/20:0) (CHEBI:84692) has functional parent icosanoic acid (CHEBI:28822)
α-Neu5Ac-(2→3)-β-D-Gal-(1→3)-β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/20:0) (CHEBI:84657) has functional parent icosanoic acid (CHEBI:28822)
α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/20:0) (CHEBI:84676) has functional parent icosanoic acid (CHEBI:28822)
β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1)-N-eicosanoylsphingosine (CHEBI:84761) has functional parent icosanoic acid (CHEBI:28822)
β-D-galactosyl-(1↔1')-N-eicosanoylsphinganine (CHEBI:84704) has functional parent icosanoic acid (CHEBI:28822)
β-D-galactosyl-(1↔1')-N-icosanoyl-(4E,14Z)-sphingadienine (CHEBI:132455) has functional parent icosanoic acid (CHEBI:28822)
β-D-galactosyl-N-eicosanoylsphingosine (CHEBI:84722) has functional parent icosanoic acid (CHEBI:28822)
β-D-glucosyl-(1↔1')-N-eicosanoylsphinganine (CHEBI:84703) has functional parent icosanoic acid (CHEBI:28822)
β-D-glucosyl-(1↔1')-N-icosanoyl-(4E,14Z)-sphingadienine (CHEBI:132456) has functional parent icosanoic acid (CHEBI:28822)
β-D-glucosyl-N-eicosanoylsphingosine (CHEBI:84721) has functional parent icosanoic acid (CHEBI:28822)
(11Z,14Z)-icosadienoic acid (CHEBI:73731) has parent hydride icosanoic acid (CHEBI:28822)
icosanoate (CHEBI:32360) is conjugate base of icosanoic acid (CHEBI:28822)
icosanoyl group (CHEBI:22614) is substituent group from icosanoic acid (CHEBI:28822)
IUPAC Name 
icosanoic acid
Synonyms  Source
Arachidic acidKEGG COMPOUND
icosanoic acidKEGG COMPOUND
eicosanoic acidKEGG COMPOUND
arachidic acidNIST Chemistry WebBook
n-eicosanoic acidNIST Chemistry WebBook
CH3‒[CH2]18‒COOHIUPAC
Manual XrefsDatabases
C06425KEGG COMPOUND
LMFA01010020LIPID MAPS
ARACHIDIC_ACIDMetaCyc
WO2013000382Patent
CN102352348Patent
HMDB0002212HMDB
DCRPDBeChem
Arachidic_acidWikipedia
C00001209KNApSAcK
Registry NumbersSources
Gmelin:854866Gmelin
Reaxys:1788211Reaxys
CAS:506-30-9KEGG COMPOUND
CAS:506-30-9ChemIDplus
CAS:506-30-9NIST Chemistry WebBook
Citations