Record Information
Version1.0
Creation date2010-04-08 22:05:38 UTC
Update date2019-11-26 02:58:26 UTC
Primary IDFDB003076
Secondary Accession Numbers
  • FDB005728
Chemical Information
FooDB NameGlycerol 1-hexadecanoate
DescriptionGlycerol-1-monopalmitate, also known as alpha-monopalmitin or glycerol 1-palmitic acid, belongs to the class of organic compounds known as 1-monoacylglycerols. These are monoacylglycerols containing a glycerol acylated at the 1-position. Glycerol-1-monopalmitate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number542-44-9
Structure
Thumb
Synonyms
SynonymSource
1-HexadecanoylglycerolChEBI
1-PalmitoylglycerolChEBI
2,3-Dihydroxypropyl hexadecanoateChEBI
alpha-MonopalmitinChEBI
Glycerol 1-monopalmitateChEBI
Glycerol 1-palmitateChEBI
Glycerol 3-palmitateChEBI
Glyceryl palmitateChEBI
Hexadecanoic acid, 2,3-dihydroxypropyl esterChEBI
Palmitic acid alpha-monoglycerideChEBI
Palmitin, 1-monoChEBI
2,3-Dihydroxypropyl hexadecanoic acidGenerator
a-MonopalmitinGenerator
Α-monopalmitinGenerator
Glycerol 1-monopalmitic acidGenerator
Glycerol 1-palmitic acidGenerator
Glycerol 3-palmitic acidGenerator
Glyceryl palmitic acidGenerator
Hexadecanoate, 2,3-dihydroxypropyl esterGenerator
Palmitate a-monoglycerideGenerator
Palmitate alpha-monoglycerideGenerator
Palmitate α-monoglycerideGenerator
Palmitic acid a-monoglycerideGenerator
Palmitic acid α-monoglycerideGenerator
Glycerol-1-monopalmitic acidGenerator
Glycerol 1-hexadecanoic acidGenerator
(+-)-2,3-Dihydroxypropyl hexadecanoateHMDB
(1)-2,3-Dihydroxypropyl palmitateHMDB
(C16-C22)Trialkyl glycerideHMDB
(S)-2,3-Dihydroxypropyl palmitateHMDB
1,2,3-Propanetriol 1-hexandecanoyl esterHMDB
1-Hexadecanoyl-sn-glycerolHMDB
1-mono-PalmitinHMDB
1-Monohexadecanoyl-rac-glycerolHMDB, MeSH
1-MonohexadecanoylglycerolHMDB, MeSH
1-MonopalmitinHMDB, MeSH
1-MONOPALMITOYL-rac-glycerolHMDB
1-MonopalmitoylglycerolHMDB
1-O-HexadecanoylglycerolHMDB
2,3-Dihydroxypropyl ester(.+/-.)-hexadecanoic acidHMDB
2,3-Dihydroxypropyl palmitateHMDB
alpha -MonopalmitinHMDB
DL-alpha-PalmitinHMDB
Glycerol 1-monohexadecanoateHMDB
Glycerol alpha -palmitateHMDB
Glycerol palmitateHMDB
Glyceryl monopalmitateHMDB
Hexadecanoic acid, 2,3-bishydroxy propyl esterHMDB
Hexadexanoic acid 2,3-dihydroxypropyl esterHMDB
L-(-)-alpha-MonopalmitinHMDB
MonopalmitinHMDB
Palmitic acid alpha -monoglycerideHMDB
Palmitin, 1-mono- (8ci)HMDB
Palmitoyl glycerolHMDB, MeSH
rac-1-PalmitoylglycerolHMDB
rac-Glycerol 1-palmitateHMDB
1-Glyceryl hexadecanoateMeSH
rac-1(3)-Palmitoyl glycerolMeSH
Palmitoyl glycerol, (+,-)-isomerMeSH
Palmitoyl glycerol, hexadecanoic-1-(14)C-labeled CPD, (R)-isomerMeSH
α-monopalmitinbiospider
1-hexadecanoyl-sn-glycerolbiospider
1-Mono-palmitinHMDB
1-monohexadecanoylglycerolbiospider
1-MONOPALMITOYL-rac-GLYCEROLbiospider
2,3-dihydroxypropyl hexadecanoatebiospider
Alpha-monopalmitinbiospider
DL-alpha-palmitinbiospider
Glycerides, C16-22biospider
Glycerol α-palmitatebiospider
glycerol 1-monohexadecanoatebiospider
hexadecanoic acid, 2,3-bishydroxy propyl esterbiospider
Hexadecanoic acid, 2,3-dihydroxypropyl ester, (.+/-.)-biospider
L-(-)-alpha-monopalmitinbiospider
Palmitic acid α-monoglyceridebiospider
Palmitin, 1-mono-biospider
Palmitin, 1-mono- (8CI)biospider
Predicted Properties
PropertyValueSource
Water Solubility0.0047 g/LALOGPS
logP5.73ALOGPS
logP5.08ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)13.62ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count18ChemAxon
Refractivity94.11 m³·mol⁻¹ChemAxon
Polarizability42.15 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC19H38O4
IUPAC name2,3-dihydroxypropyl hexadecanoate
InChI IdentifierInChI=1S/C19H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-17-18(21)16-20/h18,20-21H,2-17H2,1H3
InChI KeyQHZLMUACJMDIAE-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCCCCCCCCCC(=O)OCC(O)CO
Average Molecular Weight330.5026
Monoisotopic Molecular Weight330.277009704
Classification
Description belongs to the class of organic compounds known as 1-monoacylglycerols. These are monoacylglycerols containing a glycerol acylated at the 1-position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassMonoradylglycerols
Direct Parent1-monoacylglycerols
Alternative Parents
Substituents
  • 1-acyl-sn-glycerol
  • Fatty acid ester
  • Fatty acyl
  • 1,2-diol
  • Carboxylic acid ester
  • Secondary alcohol
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Primary alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Carbonyl group
  • Alcohol
  • Organic oxide
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 69.05%; H 11.59%; O 19.36%DFC
Melting PointMp 77° (± -form)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D -4.3 (c, 10 in Py) (±-form)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0uea-2910000000-f1031676aa288445a347JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0zmi-9781100000-643946c96e7c9a486a11JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-03di-0049000000-2a39c54b8033653c69e4JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-03di-0049000000-70e1c125397bed5f2694JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0006-0092000000-9bf156711d669b1dab93JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0006-0092000000-4ec67077af975d704c39JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-009i-0289000000-391b59aa3e60691a5b20JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-002r-0298000000-ea8ffde3f454427747f1JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-08g1-9556000000-2c8f5c705ddc7dd8b952JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-03di-1129000000-1637a0fcc4fa06e173aeJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-03dr-4379000000-ede4a1180b2f165b635cJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0009000000-88db68411e5bedb3a55cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0009000000-88db68411e5bedb3a55cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0dk2-0069000000-4cd25b8eb39adecd2a0dJSpectraViewer
ChemSpider ID14201
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID14900
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31074
CRC / DFC (Dictionary of Food Compounds) IDJRD83-X:CQN04-S
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference