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CHEBI:50464 - cis-vaccenic acid

ChEBI IDCHEBI:50464
ChEBI Namecis-vaccenic acid
Stars
ASCII Namecis-vaccenic acid
DefinitionThe cis isomer of vaccenic acid.
Secondary ChEBI IDsCHEBI:30826, CHEBI:46425
Last Modified23 October 2023
SubmitterKirill Degtyarenko, Marcus Ennis
DownloadsMolfile
FormulaC18H34O2
Net Charge0
Average Mass282.468
Monoisotopic Mass282.25588
SMILESCCCCCC/C=C\CCCCCCCCCC(=O)O
InChIInChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7-
InChIKeyUWHZIFQPPBDJPM-FPLPWBNLSA-N
Species of MetaboliteComponentSourceComments
Daphnia galeata (ncbitaxon:27404) - DOI (10.1046/j.1365-2427.1997.00238.x)
Homo sapiens (ncbitaxon:9606)
saliva (UBERON:0001836) DOI (10.1007/s11306-015-0840-5)
blood (UBERON:0000178) PubMed (21359215)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
cis-vaccenic acid (CHEBI:50464) is a vaccenic acid (CHEBI:36023)
cis-vaccenic acid (CHEBI:50464) is conjugate acid of cis-vaccenate(1−) (CHEBI:30827)
Incoming Relation(s)
(11Z-octadecenoyl)-cholesterol (CHEBI:88768) has functional parent cis-vaccenic acid (CHEBI:50464)
(11Z)-octadecenoyl-CoA (CHEBI:75354) has functional parent cis-vaccenic acid (CHEBI:50464)
N-[(11Z)-octadecenoyl]sphinganine-1-phosphocholine (CHEBI:134073) has functional parent cis-vaccenic acid (CHEBI:50464)
1-(11Z-octadecenoyl)-2-(7Z,10Z,13Z,16Z,19Z-docosapentaenoyl)-sn-glycero-3-phosphocholine (CHEBI:73868) has functional parent cis-vaccenic acid (CHEBI:50464)
1-[(11Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:86255) has functional parent cis-vaccenic acid (CHEBI:50464)
1-[(11Z)-octadecenoyl]-2-[(4Z,7Z,10Z,13Z,16Z,19Z)]-docosahexaenoyl-sn-glycero-3-phosphocholine (CHEBI:84812) has functional parent cis-vaccenic acid (CHEBI:50464)
1-[(11Z)-octadecenoyl]-2-[(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl]-sn-glycero-3-phosphocholine (CHEBI:86186) has functional parent cis-vaccenic acid (CHEBI:50464)
1-[(11Z)-octadecenoyl]-2-docosanoyl-sn-glycero-3-phosphocholine (CHEBI:86189) has functional parent cis-vaccenic acid (CHEBI:50464)
1-[(11Z)-octadecenoyl]-2-hexadecanoyl-sn-glycerol (CHEBI:86346) has functional parent cis-vaccenic acid (CHEBI:50464)
1-[(11Z)-octadecenoyl]-2-octadecanoyl-sn-glycero-3-phosphocholine (CHEBI:86111) has functional parent cis-vaccenic acid (CHEBI:50464)
1-[(8Z,11Z,14Z,17Z)-icosatetraenoyl]-2-[(11Z)-octadecenoyl]-sn-glycero-3-phospho-1D-myo-inositol (CHEBI:89251) has functional parent cis-vaccenic acid (CHEBI:50464)
1-[(9Z)-hexadecenoyl]-2-[(11Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:84810) has functional parent cis-vaccenic acid (CHEBI:50464)
1-eicosanoyl-2-[(11Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:86170) has functional parent cis-vaccenic acid (CHEBI:50464)
1-hexadecanoyl-2-(11Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine (CHEBI:84833) has functional parent cis-vaccenic acid (CHEBI:50464)
1-hexadecanoyl-2-[(11Z)-octadec-9-enoyl]-sn-glycero-3-phospho-(1'-sn-glycerol) (CHEBI:44946) has functional parent cis-vaccenic acid (CHEBI:50464)
1-octadecanoyl-2-[(11Z)-octadecenoyl]-sn-glycerophosphochlonine (CHEBI:86109) has functional parent cis-vaccenic acid (CHEBI:50464)
1-oleoyl-2-(11Z)-octadecenoyl-sn-glycero-3-phosphate (CHEBI:75357) has functional parent cis-vaccenic acid (CHEBI:50464)
1-palmitoyl-2-(11Z-octadecenoyl)-sn-glycero-3-phosphocholine (CHEBI:85037) has functional parent cis-vaccenic acid (CHEBI:50464)
1-tetradecanoyl-2-(11Z-octadecenoyl)-sn-glycero-3-phosphocholine (CHEBI:73793) has functional parent cis-vaccenic acid (CHEBI:50464)
1,2-di-[(11Z)-octadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:86114) has functional parent cis-vaccenic acid (CHEBI:50464)
1,2-di-[(11Z)-octadecenoyl]glycerol (CHEBI:131832) has functional parent cis-vaccenic acid (CHEBI:50464)
ethyl cis-vaccenate (CHEBI:84942) has functional parent cis-vaccenic acid (CHEBI:50464)
cis-vaccenate(1−) (CHEBI:30827) is conjugate base of cis-vaccenic acid (CHEBI:50464)
cis-vaccenoyl group (CHEBI:23313) is substituent group from cis-vaccenic acid (CHEBI:50464)
IUPAC Name 
(11Z)-octadec-11-enoic acid
Synonyms  Source
(Z)-11-octadecenoic acidChemIDplus
VACCENIC ACIDPDBeChem
asclepic acidLIPID MAPS
cis-octadec-11-enoic acidChEBI
(Z)-octadec-11-enoic acidChEBI
trans-11-OctadecensäureChEBI
Manual XrefsDatabases
VCAPDBeChem
LMFA01030076LIPID MAPS
Registry NumbersSources
Beilstein:1726565Beilstein
Reaxys:1726565Reaxys
CAS:506-17-2ChemIDplus
CAS:506-17-2NIST Chemistry WebBook
Citations