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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:40:25 UTC
Update Date2022-03-07 02:52:47 UTC
HMDB IDHMDB0031012
Secondary Accession Numbers
  • HMDB31012
Metabolite Identification
Common NameGlycerol 1,2-dioctadecanoate
DescriptionGlycerol 1,2-dioctadecanoate belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. Based on a literature review a small amount of articles have been published on Glycerol 1,2-dioctadecanoate.
Structure
Data?1563862070
Synonyms
ValueSource
Glycerol 1,2-dioctadecanoic acidGenerator
1,2-Di-O-hexadecanoylglycerolHMDB
a,b-DistearinHMDB
Cithrol edsHMDB
e471HMDB
Glycerol 1,2-distearateHMDB
Octadecanoic acid 1-(hydroxymethyl)-1,2-ethanediyl esterHMDB
Octadecanoic acid 2-hydroxy-1-octadecanoyloxy-ethyl esterHMDB
1,2-DioctadecanoylglycerolMeSH, HMDB
1,2-DistearinMeSH, HMDB
Chemical FormulaC39H76O5
Average Molecular Weight625.0177
Monoisotopic Molecular Weight624.569275542
IUPAC Name1-hydroxy-3-(octadecanoyloxy)propan-2-yl octadecanoate
Traditional Namedistearin
CAS Registry Number1188-58-5
SMILES
CCCCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C39H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37,40H,3-36H2,1-2H3
InChI KeyUHUSDOQQWJGJQS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassDiradylglycerols
Direct Parent1,2-diacylglycerols
Alternative Parents
Substituents
  • 1,2-acyl-sn-glycerol
  • Fatty acid ester
  • Fatty acyl
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point71 - 72 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility4.8e-11 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.7e-05 g/LALOGPS
logP10.36ALOGPS
logP13.78ChemAxon
logS-7.6ALOGPS
pKa (Strongest Acidic)14.58ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count38ChemAxon
Refractivity186.1 m³·mol⁻¹ChemAxon
Polarizability84.7 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+259.73631661259
DarkChem[M-H]-249.831661259
DeepCCS[M+H]+257.9130932474
DeepCCS[M-H]-255.05730932474
DeepCCS[M-2H]-289.84230932474
DeepCCS[M+Na]+265.10630932474
AllCCS[M+H]+275.932859911
AllCCS[M+H-H2O]+275.532859911
AllCCS[M+NH4]+276.232859911
AllCCS[M+Na]+276.332859911
AllCCS[M-H]-257.632859911
AllCCS[M+Na-2H]-261.432859911
AllCCS[M+HCOO]-265.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Glycerol 1,2-dioctadecanoateCCCCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCCC3783.9Standard polar33892256
Glycerol 1,2-dioctadecanoateCCCCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCCC3791.9Standard non polar33892256
Glycerol 1,2-dioctadecanoateCCCCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCCC4454.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Glycerol 1,2-dioctadecanoate,1TMS,isomer #1CCCCCCCCCCCCCCCCCC(=O)OCC(CO[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC4202.1Semi standard non polar33892256
Glycerol 1,2-dioctadecanoate,1TBDMS,isomer #1CCCCCCCCCCCCCCCCCC(=O)OCC(CO[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC4551.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Glycerol 1,2-dioctadecanoate GC-MS (1 TMS) - 70eV, Positivesplash10-03dr-5151956000-f3cfe411b34b1c221b642017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycerol 1,2-dioctadecanoate GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-16Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycerol 1,2-dioctadecanoate GC-MS ("Glycerol 1,2-dioctadecanoate,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-11-02Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 10V, Positive-QTOFsplash10-0006-0000009000-b7a4da88d31b5bcc2c452017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 20V, Positive-QTOFsplash10-052f-0009009000-1ba3fc9d6773d912e0ef2017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 40V, Positive-QTOFsplash10-0006-0009009000-e19946aa33b3b6470f092017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 10V, Positive-QTOFsplash10-0006-0000009000-4f85695573a777cd0fb72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 20V, Positive-QTOFsplash10-052f-0008009000-7bc5dee7fe55e1f720472021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 40V, Positive-QTOFsplash10-0006-0008009000-0348034e2d9f82dbea4a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 10V, Positive-QTOFsplash10-0002-0000009000-0c5603e78a419f79d9c22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 20V, Positive-QTOFsplash10-0002-0000009000-0c5603e78a419f79d9c22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 40V, Positive-QTOFsplash10-03di-0009001000-1fc1ebe517eccab43dab2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 10V, Negative-QTOFsplash10-05fr-3039007000-e8844c99004ebefa14c82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 20V, Negative-QTOFsplash10-0089-3089001000-8d3338f2d15e3eb1b4e62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 40V, Negative-QTOFsplash10-001i-4290000000-aa9ca13f14f216e4c7372021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 10V, Positive-QTOFsplash10-002f-2029005000-da9826c666bb389a4f422021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 20V, Positive-QTOFsplash10-00r6-6479001000-a55b4232350d5c1f4fce2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 1,2-dioctadecanoate 40V, Positive-QTOFsplash10-0a4l-9110000000-2802d600d8c274b40fd32021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 IDFDB003002
KNApSAcK IDNot Available
Chemspider ID92687
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound102615
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1824211
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. Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50. [PubMed:9034165 ]
  6. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  7. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.