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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-03-21 06:19:59 UTC
Update Date2019-07-23 07:18:31 UTC
HMDB IDHMDB0062437
Secondary Accession Numbers
  • HMDB62437
Metabolite Identification
Common Name9Z-Heptadecenoic acid
Description(9Z)-heptadecenoic acid, also known as cis-9-heptadecenoate, 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 (9Z)-heptadecenoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
Synonyms
ValueSource
cis-9-Heptadecenoic acidChEBI
cis-9-HeptadecenoateGenerator
(9Z)-HeptadecenoateGenerator
9Z-HeptadecenoateGenerator, HMDB
(Z)-9-Heptadecenoic acidHMDB
(9Z)-9-Heptadecenoic acidHMDB
(Z)-Heptadec-9-enoic acidHMDB
cis-n-9-Heptadecenoic acidHMDB
(Z)-9-HeptadecenoateGenerator, HMDB
(9Z)-9-HeptadecenoateGenerator, HMDB
(Z)-Heptadec-9-enoateGenerator, HMDB
cis-n-9-HeptadecenoateGenerator, HMDB
Margaroleic acidHMDB
FA(17:1(9Z))HMDB
MargaroleateGenerator, HMDB
Chemical FormulaC17H32O2
Average Molecular Weight268.441
Monoisotopic Molecular Weight268.24023027
IUPAC Name(9Z)-heptadec-9-enoic acid
Traditional Namecis-9-heptadecenoic acid
CAS Registry Number1981-50-6
SMILES
CCCCCCC\C=C/CCCCCCCC(O)=O
InChI Identifier
InChI=1S/C17H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h8-9H,2-7,10-16H2,1H3,(H,18,19)/b9-8-
InChI KeyQSBYPNXLFMSGKH-HJWRWDBZSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentLong-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
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.00022 g/lALOGPS
LogP7.22ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5282748
PDB IDNot Available
ChEBI ID84328
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. GRIMMER G, VOIGT KD, APOSTOLAKIS M, GLASER A: [STUDIES ON THE INCORPORATION OF CIS-9-HEPTADECENOIC ACID INTO THE LIPIDS OF THE LYMPH AND BLOOD OF RATS]. Arzneimittelforschung. 1965 Feb;15:184-8. [PubMed:14263140 ]
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.