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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2017-09-09 06:06:44 UTC
Update Date2019-07-23 09:20:39 UTC
HMDB IDHMDB0115816
Secondary Accession NumbersNone
Metabolite Identification
Common NamePA(i-14:0/i-14:0)
DescriptionPA(i-14:0/i-14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(i-14:0/i-14:0), in particular, consists of one chain of isotetradecanoic acid at the C-1 position and one chain of isotetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.
Structure
Data?1563873639
Synonyms
ValueSource
[(2R)-2,3-Bis[(12-methyltridecanoyl)oxy]propoxy]phosphonateHMDB
1-Isotetradecanoyl-2-isotetradecanoyl-sn-glycero-3-phosphateHMDB
1-Isotetradecanoyl-2-isotetradecanoyl-sn-phosphatidic acidHMDB
PA(28:0)HMDB
Phosphatidic acid(i-14:0/i-14:0)HMDB
Phosphatidic acid(28:0)HMDB
Phosphatidate(I-14:0/I-14:0)HMDB
Phosphatidate(28:0)HMDB
PA(i-14:0/i-14:0)SMPDB
Chemical FormulaC31H61O8P
Average Molecular Weight592.795
Monoisotopic Molecular Weight592.410405922
IUPAC Name[(2R)-2,3-bis[(12-methyltridecanoyl)oxy]propoxy]phosphonic acid
Traditional Name(2R)-2,3-bis[(12-methyltridecanoyl)oxy]propoxyphosphonic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC(C)C
InChI Identifier
InChI=1S/C31H61O8P/c1-27(2)21-17-13-9-5-7-11-15-19-23-30(32)37-25-29(26-38-40(34,35)36)39-31(33)24-20-16-12-8-6-10-14-18-22-28(3)4/h27-29H,5-26H2,1-4H3,(H2,34,35,36)/t29-/m1/s1
InChI KeyVXVCWAQNPFRHIP-GDLZYMKVSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 1,2-diacylglycerol-3-phosphates. These are glycerol-3-phosphates in which the glycerol moiety is bonded to two aliphatic chains through ester linkages.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphates
Direct Parent1,2-diacylglycerol-3-phosphates
Alternative Parents
Substituents
  • 1,2-diacylglycerol-3-phosphate
  • Fatty acid ester
  • Monoalkyl phosphate
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Process

Naturally occurring process:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.88ALOGPS
logP9.79ChemAxon
logS-6.5ALOGPS
pKa (Strongest Acidic)1.32ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area119.36 ŲChemAxon
Rotatable Bond Count30ChemAxon
Refractivity160.06 m³·mol⁻¹ChemAxon
Polarizability71.59 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-02tc-2278290000-a444bc7d1a724f8ca5d1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-4696330000-043a09b4c1be1b63d28fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014r-2591320000-538796fe1bf777f68969Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-056r-4094030000-a2bb8298a3948b4962daSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9040000000-25fe9c24be9140dce434Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-2c942a413fdb35f0c1f3Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131822472
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available