Record Information
Version1.0
Creation date2010-04-08 22:04:40 UTC
Update date2019-11-26 02:55:15 UTC
Primary IDFDB000705
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameGlycerol 1,2-di-(9Z,12Z-octadecadienoate) 3-octadecanoate
DescriptionGlycerol 1,2-di-(9Z,12Z-octadecadienoate) 3-octadecanoate, also known as ala-ala-phe-psi((S)-CHOH-CH2)-gly-val-val-ome or 1AAQ, belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Glycerol 1,2-di-(9Z,12Z-octadecadienoate) 3-octadecanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number2190-17-2
Structure
Thumb
Synonyms
SynonymSource
Glycerol 1,2-di-(9Z,12Z-octadecadienoic acid) 3-octadecanoic acidGenerator
1AaqHMDB
1HEgHMDB
1SIVHMDB
5-(Ala-ala) val-val-ome deriv.HMDB
a,b-DilinoleostearinHMDB
ALA-ala-phe-psi((S)-CHOH-CH2)-gly-val-val-omeHMDB
Ala-ala-phe.psi.[CH(OH)CH2]gly-val-val-OCH3HMDB
Ala-ala-phepsi(CH(OH)CH2)gly-val-val-OCH3HMDB
C-Terminal inhibitor 1HMDB
GLIHMDB
Glycerol 1-octadecanoate 2,3-di-(9Z,12Z-octadecadienoate)HMDB
Hydroxyethylene isostere analog(aa-II-VV-ome)HMDB
PSIHMDB
1-[(9E,12E)-Octadeca-9,12-dienoyloxy]-3-(octadecanoyloxy)propan-2-yl (9E,12E)-octadeca-9,12-dienoic acidGenerator
1aaqbiospider
1hegbiospider
1sivbiospider
5-(Ala-Ala) Val-Val-OMe deriv.biospider
ALA-ALA-PHE-PSI((S)-CHOH-CH2)-GLY-VAL-VAL-OMEbiospider
Ala-Ala-Phe.psi.[CH(OH)CH2]Gly-Val-Val-OCH3biospider
Ala-Ala-Phepsi(CH(OH)CH2)Gly-Val-Val-OCH3biospider
C-terminal inhibitor 1biospider
Predicted Properties
PropertyValueSource
Water Solubility6.5e-06 g/LALOGPS
logP10.8ALOGPS
logP20.14ChemAxon
logS-8.1ALOGPS
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area78.9 ŲChemAxon
Rotatable Bond Count52ChemAxon
Refractivity273.36 m³·mol⁻¹ChemAxon
Polarizability115.51 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC57H102O6
IUPAC name1-[(9E,12E)-octadeca-9,12-dienoyloxy]-3-(octadecanoyloxy)propan-2-yl (9E,12E)-octadeca-9,12-dienoate
InChI IdentifierInChI=1S/C57H102O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16,18-19,21,25,27-28,30,54H,4-15,17,20,22-24,26,29,31-53H2,1-3H3/b19-16+,21-18+,28-25+,30-27+
InChI KeyPJHDLKOEJMDTBE-QEDARVKJSA-N
Isomeric SMILESCCCCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCC\C=C\C\C=C\CCCCC)OC(=O)CCCCCCC\C=C\C\C=C\CCCCC
Average Molecular Weight883.4162
Monoisotopic Molecular Weight882.767640996
Classification
Description Belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassTriradylcglycerols
Direct ParentTriacylglycerols
Alternative Parents
Substituents
  • Triacyl-sn-glycerol
  • Octadecanoid
  • Tricarboxylic acid or derivatives
  • Fatty acid ester
  • Fatty acyl
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

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Process

Naturally occurring process:

Role

Industrial application:

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Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 77.50%; H 11.64%; O 10.87%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000000009-bab45005b699dac59464Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0000000009-bab45005b699dac59464Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uea-0000099061-0db2661def9f5d6e820bSpectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID444196
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29554
CRC / DFC (Dictionary of Food Compounds) IDJYD65-Q:BFQ93-X
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