Record Information
Version1.0
Creation date2010-04-08 22:05:38 UTC
Update date2018-01-25 19:29:36 UTC
Primary IDFDB003050
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethyl hexadecanoate
DescriptionMethyl hexadecanoate, also known as methyl palmitate or palmitic acid methyl ester, is a member of the class of 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. Thus, methyl hexadecanoate is considered to be a fatty ester lipid molecule. Methyl hexadecanoate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Methyl hexadecanoate is a fatty, oily, and waxy tasting compound found in cloves, which makes methyl hexadecanoate a potential biomarker for the consumption of this food product. Methyl hexadecanoate can be found primarily in saliva.
CAS Number112-39-0
Structure
Thumb
Synonyms
SynonymSource
Methyl hexadecanoateGenerator
Methyl palmitateHMDB
Methyl palmitic acidHMDB
Hexadecanoate methyl esterHMDB
Hexadecanoic acid methyl esterHMDB
Palmitic acid methyl esterHMDB
Hexadecanoic acid, methyl esterbiospider
Metholene 2216biospider
Methyl hexadecanatebiospider
Methyl n-hexadecanoatebiospider
N-hexadecanoic acid methyl esterbiospider
Palmitic acid, methyl esterbiospider
Palmitic acid, methyl ester (8CI)biospider
Uniphat A60biospider
Predicted Properties
PropertyValueSource
Water Solubility7.5e-05 g/LALOGPS
logP7.41ALOGPS
logP6.4ChemAxon
logS-6.6ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity81.85 m³·mol⁻¹ChemAxon
Polarizability36.41 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC17H34O2
IUPAC namemethyl hexadecanoate
InChI IdentifierInChI=1S/C17H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19-2/h3-16H2,1-2H3
InChI KeyFLIACVVOZYBSBS-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCCCCCCCCCC(=O)OC
Average Molecular Weight270.4507
Monoisotopic Molecular Weight270.255880332
Classification
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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 75.50%; H 12.67%; O 11.83%DFC
Melting PointMp 30.5°DFC
Boiling PointBp2 148°DFC
Experimental Water SolubilityNot Available
Experimental logP7.38KROP,HB ET AL. (1997)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-000i-9410000000-06e342f68cdd631a32faView in MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-00di-0090000000-db5787e9b3eaac96f146View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dr-9100000000-683d8a1de530bbfa7510View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05g3-9000000000-a2b255dd0fdd1efd2edcView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05fr-9000000000-baccd6187fe64ba0fb81View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-000i-9400000000-6e386a4925d22e506f67View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0540-5920000000-18adf3ceb15daf1890ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dr-0190000000-8d32a33ec60435ad4078View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00ds-6970000000-be7dcb63dde8bf429a3dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9610000000-bb567c889e6285679c0dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-d0e2f55cef37f22099f3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-1090000000-1b8c8aae3c8b029cfbd4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9240000000-4159ba9834de8d7f67c2View in MoNA
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC16995
Pubchem Compound ID8181
Pubchem Substance IDNot Available
ChEBI ID564095
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDGXZ18-W:CQD41-D
EAFUS IDNot Available
Dr. Duke IDPALMITIC-ACID-METHYL-ESTER
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1057631
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
oily
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
waxy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fatty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).