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Record Information
Version3.6
Creation Date2012-09-11 17:40:49 UTC
Update Date2016-02-11 01:55:13 UTC
HMDB IDHMDB31075
Secondary Accession NumbersNone
Metabolite Identification
Common NameGlycerol 1-octadecanoate
DescriptionGlyceryl monostearate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]"). Glycerol 1-octadecanoate belongs to the family of Monoacylglycerols. These are glycerides consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage.
Structure
Thumb
Synonyms
ValueSource
1-OctadecanoylglycerolChEBI
1-Stearoyl-glycerolChEBI
MAG(18:0)ChEBI
MAG(18:0/0:0)ChEBI
MG(18:0)ChEBI
MG(18:0/0:0)ChEBI
Glyceryl monostearic acidGenerator
(1)-2,3-Dihydroxypropyl stearateHMDB
1,2,3-Propanetriol 1-octadecanoyl esterHMDB
1,2,3-Propanetriol monooctadecanoateHMDB
1,2,3-Propanetriol, homopolymer, isooctadecanoateHMDB
1-Glyceryl stearateHMDB
1-mono-StearinHMDB
1-Monooctadecanoyl-rac-glycerolHMDB
1-MonostearinHMDB
1-MonostearoylglycerolHMDB
1-O-OctadecanoylglycerolHMDB
1-O-StearoylglycerolHMDB
1-Stearoyl-rac-glycerolHMDB
2,3-Dihydroxypropyl stearateHMDB
3-Stearoyloxy-1,2-propanediolHMDB
a-MonostearinHMDB
alpha-MonostearinHMDB
CefatinHMDB
DermagineHMDB
e471?HMDB
FEMA 2527HMDB
Glycerin 1-monostearateHMDB
Glycerin 1-stearateHMDB
Glycerol 1-monostearateHMDB
Glycerol 1-stearateHMDB
Glycerol alpha -monostearateHMDB
Glycerol alpha -sterateHMDB
Glycerol alpha-monostearateHMDB
Glyceryl 1-monostearateHMDB
Glyceryl-1-monostearateHMDB
Octadecanoic acid 2,3-dihydroxypropyl esterHMDB
Octadecanoic acid, 2,3-dihydroxypropyl esterHMDB
Octadecanoic acid, ester with 1,2,3-propanetriolHMDB
Stearic acid 1-monoglycerideHMDB
Stearic acid alpha -monoglycerideHMDB
Stearic acid alpha-monoglycerideHMDB
MonostearinMeSH
Chemical FormulaC21H42O4
Average Molecular Weight358.5558
Monoisotopic Molecular Weight358.308309832
IUPAC Name2,3-dihydroxypropyl octadecanoate
Traditional Nameglyceryl stearate
CAS Registry Number123-94-4
SMILES
CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO
InChI Identifier
InChI=1/C21H42O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h20,22-23H,2-19H2,1H3
InChI KeyInChIKey=VBICKXHEKHSIBG-UHFFFAOYNA-N
Chemical Taxonomy
DescriptionThis compound 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
  • Secondary alcohol
  • Carboxylic acid ester
  • 1,2-diol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrient
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point77 - 79 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0011 mg/mLALOGPS
logP6.73ALOGPS
logP5.97ChemAxon
logS-5.5ALOGPS
pKa (Strongest Acidic)13.62ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 Å2ChemAxon
Rotatable Bond Count20ChemAxon
Refractivity103.31 m3·mol-1ChemAxon
Polarizability46.63 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a6r-6059000000-d28aa7b6b0e905156c3cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9142000000-045b6aa1714a613c5bb7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9360000000-2aed6b4466659b889e1dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0api-2095000000-c7d2a97c938011bb80b1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00lr-4091000000-2328f45eed978a1a2d52View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aou-9060000000-a1846373cdc4ed9076b5View in MoNA
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB009515
KNApSAcK IDNot Available
Chemspider ID23095
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB31075
Metagene LinkHMDB31075
METLIN IDNot Available
PubChem Compound24699
PDB IDNot Available
ChEBI ID526874
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. EAFUS: Everything Added to Food in the United States.