Showing Compound Card for PA(20:0/22:1(13Z)) (CDB003241)

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Record Information
Version1.0
Created at2020-03-30 20:31:19 UTC
Updated at2020-11-18 16:38:14 UTC
CannabisDB IDCDB003241
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NamePA(20:0/22:1(13Z))
DescriptionPA(20:0/22:1(13Z)) 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(20:0/22:1(13Z)), in particular, consists of one eicosanoyl chain to the C-1 atom, and one 13Z-docosenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Arachidoyl-2-erucoyl-sn-glycero-3-phosphateHMDB
1-Arachidoyl-2-erucoyl-sn-phosphatidic acidHMDB
PA(20:0/22:1)HMDB
PA(20:0/22:1N9)HMDB
PA(20:0/22:1W9)HMDB
PA(42:1)HMDB
Phosphatidic acid(20:0/22:1(13Z))HMDB
Phosphatidic acid(20:0/22:1)HMDB
Phosphatidic acid(20:0/22:1n9)HMDB
Phosphatidic acid(20:0/22:1W9)HMDB
Phosphatidic acid(42:1)HMDB
Phosphatidate(20:0/22:1(13Z))HMDB
Phosphatidate(20:0/22:1)HMDB
Phosphatidate(20:0/22:1N9)HMDB
Phosphatidate(20:0/22:1W9)HMDB
Phosphatidate(42:1)HMDB
[(2R)-2-[(13Z)-Docos-13-enoyloxy]-3-(icosanoyloxy)propoxy]phosphonateHMDB
1-arachidoyl-2-erucoyl-sn-glycero-3-phosphate SMPDB, HMDB
1-arachidoyl-2-erucoyl-sn-phosphatidic acid SMPDB, HMDB
PA(20:0/22:1) SMPDB, HMDB
PA(20:0/22:1n9) SMPDB, HMDB
PA(20:0/22:1w9) SMPDB, HMDB
PA(42:1) SMPDB, HMDB
Phosphatidic acid(20:0/22:1(13Z)) SMPDB, HMDB
Phosphatidic acid(20:0/22:1) SMPDB, HMDB
Phosphatidic acid(20:0/22:1n9) SMPDB, HMDB
Phosphatidic acid(20:0/22:1w9) SMPDB, HMDB
Phosphatidic acid(42:1) SMPDB, HMDB
Phosphatidate(20:0/22:1(13Z)) SMPDB, HMDB
Phosphatidate(20:0/22:1) SMPDB, HMDB
Phosphatidate(20:0/22:1n9) SMPDB, HMDB
Phosphatidate(20:0/22:1w9) SMPDB, HMDB
PA(20:0/22:1(13Z))SMPDB
Chemical FormulaC45H87O8P
Average Molecular Weight787.16
Monoisotopic Molecular Weight786.6139
IUPAC Name[(2R)-2-[(13Z)-docos-13-enoyloxy]-3-(icosanoyloxy)propoxy]phosphonic acid
Traditional Name(2R)-2-[(13Z)-docos-13-enoyloxy]-3-(icosanoyloxy)propoxyphosphonic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C45H87O8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(47)53-43(42-52-54(48,49)50)41-51-44(46)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h17,19,43H,3-16,18,20-42H2,1-2H3,(H2,48,49,50)/b19-17-/t43-/m1/s1
InChI KeyJMSRJESQVKCPGD-RPBJOJELSA-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
Not Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP9.98ALOGPS
logP15.96ChemAxon
logS-7.3ALOGPS
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 Count45ChemAxon
Refractivity225.7 m³·mol⁻¹ChemAxon
Polarizability100.38 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-007a-1159702600-eb6cf1c0895a0be5c0ff2019-02-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-3289302200-0a6b034346db54aa27d62019-02-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gka-1189003200-1cd3d1429d497f5e2af02019-02-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01rm-4049400300-455148aa366485f08f7c2019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9023000000-0120f8969482d4635b672019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-aa99d046ac791fb5d19d2019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000000900-6dc29220ed822a9971ff2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000j-0006900400-f393aa7508a2e07807022021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03dr-0009300000-97ab60e82da48031a3212021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014r-0000000900-9b5eb02fbbba1da87c222021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0000005900-47009f7d33ca090617d82021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002s-0000906200-7c68d9beccf83788c15d2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000000090-190c652b61777eaa2bc12021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0di0-0000000990-54cf4b65de15b02b02942021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ckj-0000920230-658d3de09d10cc4463612021-09-25View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0115083
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB095680
KNApSAcK IDNot Available
Chemspider ID74876825
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131821972
PDB IDNot Available
ChEBI IDNot Available
References
General ReferencesNot Available