Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120092
Identification
Name: cis-vaccenate
Description:A vaccenate(1−) that is the conjugate base of cis-vaccenic acid, arising from deprotonation of the carboxylic acid group.
Structure
Thumb
Synonyms:
  • (11Z)-octadecenoate
  • cis-vaccenate
Chemical Formula: C18H33O2
Average Molecular Weight: 281.457
Monoisotopic Molecular Weight: 282.2559
InChI Key: UWHZIFQPPBDJPM-FPLPWBNLSA-M
InChI:InChI=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)/p-1/b8-7-
CAS number: Not Available
IUPAC Name:(11Z)-octadec-11-enoate
Traditional IUPAC Name: Not Available
SMILES:CCCCCCC=CCCCCCCCCCC(=O)[O-]
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
Kingdom Organic compounds
Super ClassLipids and lipid-like molecules
Class Fatty Acyls
Sub ClassFatty acids and conjugates
Direct Parent Long-chain fatty acids
Alternative Parents
Substituents
  • Long-chain fatty acid
  • Unsaturated fatty acid
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Organic anion
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
  • straight-chain fatty acid anion, long-chain fatty acid anion, unsaturated fatty acid anion (CHEBI:50498)
  • a small molecule (CPD-9247)
Physical Properties
State: Not Available
Charge:-1
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight281.46 g/molPubChem
XLogP3-AA7.9 PubChem
Hydrogen Bond Donor Count0 PubChem
Hydrogen Bond Acceptor Count2 PubChem
Rotatable Bond Count14 PubChem
Exact Mass281.248 g/molPubChem
Monoisotopic Mass281.248 g/molPubChem
Topological Polar Surface Area40.1 A^2PubChem
Heavy Atom Count20 PubChem
Formal Charge-1 PubChem
Complexity228 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count0 PubChem
Undefined Atom Stereocenter Count0 PubChem
Defined Bond Stereocenter Count1 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
  • superpathway of unsaturated fatty acids biosynthesis (E. coli)PWY-6284
  • cis-vaccenate biosynthesisPWY-5973
  • superpathway of fatty acids biosynthesis (E. coli)PWY-6285
    Spectra
    Spectra: Not Available
    References
    References:
    • Pugh EL, Sauer F, Waite M, Toomey RE, Wakil SJ (1966)Studies on the mechanism of fatty acid synthesis. 13. The role of beta-hydroxy acids in the synthesis of palmitate and cis vaccenate by the Escherichia coli enzyme system. The Journal of biological chemistry 241, Pubmed: 4380382
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    CHEMSPIDER4574428
    PUBCHEM5461069
    CHEBI30827