Showing metabocard for PC(P-16:0/20:2(11Z,14Z)) (BMDB0011217)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:14:40 UTC
Update Date2020-06-04 19:58:02 UTC
BMDB IDBMDB0011217
Secondary Accession Numbers
  • BMDB11217
Metabolite Identification
Common NamePC(P-16:0/20:2(11Z,14Z))
DescriptionPC(P-16:0/20:2(11Z,14Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(P-16:0/20:2(11Z,14Z)), in particular, consists of one 1Z-hexadecenyl chain to the C-1 atom, and one 11Z,14Z-eicosadienoyl to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-(1-Enyl-palmitoyl)-2-eicosadienoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(16:0/20:2)HMDB
Gpcho(16:0/20:2n6)HMDB
Gpcho(16:0/20:2W6)HMDB
Gpcho(36:2)HMDB
1-(1Z-Hexadecenyl)-2-eicosadienoyl-GPCHMDB
1-(1Z-Hexadecenyl)-2-eicosadienoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Hexadecenyl)-2-eicosadienoyl-sn-glycero-phosphatidylcholineHMDB
GPC(16:1/20:2)HMDB
GPC(36:3)HMDB
GPC(O-16:1(1Z)/20:2(11Z,14Z))HMDB
GPC(O-16:1(1Z)/20:2n6)HMDB
GPC(O-16:1(1Z)/20:2W6)HMDB
GPC(p-16:0/20:2(11Z,14Z))HMDB
GPC(p-16:0/20:2n6)HMDB
GPC(p-16:0/20:2W6)HMDB
GPCho(16:1/20:2)HMDB
GPCho(36:3)HMDB
GPCho(O-16:1(1Z)/20:2(11Z,14Z))HMDB
GPCho(O-16:1(1Z)/20:2n6)HMDB
GPCho(O-16:1(1Z)/20:2W6)HMDB
GPCho(p-16:0/20:2(11Z,14Z))HMDB
GPCho(p-16:0/20:2n6)HMDB
GPCho(p-16:0/20:2W6)HMDB
PC(16:1/20:2)HMDB
PC(36:3)HMDB
PC(O-16:1(1Z)/20:2(11Z,14Z))HMDB
PC(O-16:1(1Z)/20:2n6)HMDB
PC(O-16:1(1Z)/20:2W6)HMDB
PC(p-16:0/20:2n6)HMDB
PC(p-16:0/20:2W6)HMDB
Phosphatidylcholine(16:1/20:2)HMDB
Phosphatidylcholine(36:3)HMDB
Phosphatidylcholine(O-16:1(1Z)/20:2(11Z,14Z))HMDB
Phosphatidylcholine(O-16:1(1Z)/20:2n6)HMDB
Phosphatidylcholine(O-16:1(1Z)/20:2W6)HMDB
Phosphatidylcholine(p-16:0/20:2(11Z,14Z))HMDB
Phosphatidylcholine(p-16:0/20:2n6)HMDB
Phosphatidylcholine(p-16:0/20:2W6)HMDB
Chemical FormulaC44H84NO7P
Average Molecular Weight770.114
Monoisotopic Molecular Weight769.598540559
IUPAC Name(2-{[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(11Z,14Z)-icosa-11,14-dienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(11Z,14Z)-icosa-11,14-dienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCC\C=C/OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C44H84NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)52-43(42-51-53(47,48)50-40-38-45(3,4)5)41-49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16,20,22,36,39,43H,6-13,15,17-19,21,23-35,37-38,40-42H2,1-5H3/b16-14-,22-20-,39-36-/t43-/m1/s1
InChI KeyDORCYMODRHDYER-VTLIZAISSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 1-(1z-alkenyl),2-acyl-glycerophosphocholines. These are glycerophosphocholines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one 1Z-alkenyl chain attached through an ether linkage at the O1-position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphocholines
Direct Parent1-(1Z-alkenyl),2-acyl-glycerophosphocholines
Alternative Parents
Substituents
  • 1-(1z-alkenyl),2-acyl-glycerophosphocholine
  • Phosphocholine
  • Glycerol vinyl ether
  • Fatty acid ester
  • Dialkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Quaternary ammonium salt
  • Tetraalkylammonium salt
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Amine
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic salt
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.16ALOGPS
logP9.56ChemAxon
logS-7.6ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area94.12 ŲChemAxon
Rotatable Bond Count41ChemAxon
Refractivity236.84 m³·mol⁻¹ChemAxon
Polarizability95.41 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0080-9171321300-59e54cac7bbfb204a757View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00el-3190110000-b4c589795c8688c7227aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0081-5090011000-ec2e4be019a8d148dc31View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-066r-0096002800-bf9dd49fd5793011f1a1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-029i-1092003200-a614fdb1e1e0584dca69View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0550-5095000000-02e2b48efea020771f75View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000000090-3d6811548a7d3de72b59View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0000000090-3d6811548a7d3de72b59View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-114j-0004921610-2e92b7a15bb50edb86c0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0000000900-a77b4361de0929ecf0e7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0041010900-b585cd4ce17e8658d8eeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6r-6039301000-1cc46d56f9c61378299fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000900-f8446695140eef013859View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0089-0900000500-cd8c0d0cdfcf2e96697cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01x0-0500210900-c575e31d40f7ba8d31fcView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen Locations
  • All Tissues
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
All TissuesExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0011217
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027972
KNApSAcK IDNot Available
Chemspider ID24767492
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52923906
PDB IDNot Available
ChEBI ID89974
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available