1-palmitoylglycerol 3-phosphate (PAMDB120416)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120416
Identification
Name: 1-palmitoylglycerol 3-phosphate
Description:Dianion of 1-palmitoyl-sn-glycerol 3-phosphate arising from deprotonation of both OH groups of the phosphate.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (2R)-2-hydroxy-3-(phosphonatooxy)propyl hexadecanoate
  • 1-hexadecanoyl-sn-glycero-3-phosphate
  • 1-palmitoyl-GPA
  • 1-palmitoyl-GPA (16:0)
  • GPA(16:0)
  • GPA(16:0/0:0)
Chemical Formula: C19H37O7P
Average Molecular Weight: 408.471
Monoisotopic Molecular Weight: 410.24335
InChI Key: YNDYKPRNFWPPFU-GOSISDBHSA-L
InChI:InChI=1S/C19H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h18,20H,2-17H2,1H3,(H2,22,23,24)/p-2/t18-/m1/s1
CAS number: Not Available
IUPAC Name:(2R)-2-hydroxy-3-(hexadecanoyloxy)propyl phosphate
Traditional IUPAC Name: Not Available
SMILES:CCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)([O-])[O-]
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position.
Kingdom Organic compounds
Super ClassLipids and lipid-like molecules
Class Glycerophospholipids
Sub ClassGlycerophosphates
Direct Parent 1-acylglycerol-3-phosphates
Alternative Parents
Substituents
  • 1-acylglycerol-3-phosphate
  • Fatty acid ester
  • Fatty acyl
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Carboxylic acid ester
  • Secondary alcohol
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Alcohol
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organic anion
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
  • anionic phospholipid (CHEBI:63582)
  • a 1-acyl-\u003ci\u003esn\u003c/i\u003e-glycerol-3-phosphate (1-PALMITOYLGLYCEROL-3-PHOSPHATE)
Physical Properties
State: Not Available
Charge:-2
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight408.472 g/molPubChem
XLogP3-AA4.9 PubChem
Hydrogen Bond Donor Count1 PubChem
Hydrogen Bond Acceptor Count7 PubChem
Rotatable Bond Count19 PubChem
Exact Mass408.228 g/molPubChem
Monoisotopic Mass408.228 g/molPubChem
Topological Polar Surface Area119 A^2PubChem
Heavy Atom Count27 PubChem
Formal Charge-2 PubChem
Complexity386 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count1 PubChem
Undefined Atom Stereocenter Count0 PubChem
Defined Bond Stereocenter Count0 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
1-palmitoylglycerol 3-phosphate → dipalmitoyl phosphatidate
Pathways:
    Spectra
    Spectra: Not Available
    References
    References:
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    METABOLIGHTSMTBLC57518
    BIGG2617399
    CHEBI57518
    PUBCHEM46173172
    LIGAND-CPDC04036