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Record Information
Version2.0
Created at2022-09-03 22:23:00 UTC
Updated at2022-09-03 22:23:00 UTC
NP-MRD IDNP0183469
Secondary Accession NumbersNone
Natural Product Identification
Common Namemethyl palmitoleate
DescriptionMethyl palmitoleate belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. methyl palmitoleate is found in Acyrthosiphon pisum, Andrographis paniculata, Mentha pulegium and Ostrinia nubilalis. methyl palmitoleate was first documented in 2014 (PMID: 24910303). Methyl palmitoleate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
Synonyms
Chemical FormulaC17H32O2
Average Mass268.4348 Da
Monoisotopic Mass268.24023 Da
IUPAC Namemethyl (9Z)-hexadec-9-enoate
Traditional Namemethyl (9Z)-hexadec-9-enoate
CAS Registry NumberNot Available
SMILES
[H]\C(CCCCCC)=C(/[H])CCCCCCCC(=O)OC
InChI Identifier
InChI=1S/C17H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19-2/h8-9H,3-7,10-16H2,1-2H3/b9-8-
InChI KeyIZFGRAGOVZCUFB-HJWRWDBZSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Acyrthosiphon pisumLOTUS Database
Andrographis paniculataLOTUS Database
Mentha pulegiumLOTUS Database
Ostrinia nubilalisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid methyl esters
Alternative Parents
Substituents
  • Fatty acid methyl ester
  • Methyl ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.84ALOGPS
logP6.04ChemAxon
logS-6.4ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity82.97 m³·mol⁻¹ChemAxon
Polarizability34.9 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB 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 Compound643801
PDB IDNot Available
ChEBI ID84156
Good Scents IDNot Available
References
General References
  1. Jia J, Chen Y, Jiang Y, Tang J, Yang L, Liang C, Jia Z, Zhao L: Visualized analysis of cellular fatty acid profiles of Vibrio parahaemolyticus strains under cold stress. FEMS Microbiol Lett. 2014 Aug;357(1):92-8. doi: 10.1111/1574-6968.12498. Epub 2014 Jun 26. [PubMed:24910303 ]
  2. LOTUS database [Link]