Showing metabocard for PC(P-16:0/20:1(11Z)) (BMDB0011216)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:14:39 UTC
Update Date2020-06-04 19:57:05 UTC
BMDB IDBMDB0011216
Secondary Accession Numbers
  • BMDB11216
Metabolite Identification
Common NamePC(P-16:0/20:1(11Z))
DescriptionPC(P-16:0/20:1(11Z)) 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-16:0/20:1(11Z)), in particular, consists of one 1Z-hexadecenyl chain to the C-1 atom, and one 11Z-eicosenoyl 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-eicosenoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(16:0/20:1)HMDB
Gpcho(16:0/20:1n9)HMDB
Gpcho(16:0/20:1W9)HMDB
Gpcho(36:1)HMDB
1-(1Z-Hexadecenyl)-2-eicosenoyl-GPCHMDB
1-(1Z-Hexadecenyl)-2-eicosenoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Hexadecenyl)-2-eicosenoyl-sn-glycero-phosphatidylcholineHMDB
GPC(16:1/20:1)HMDB
GPC(36:2)HMDB
GPC(O-16:1(1Z)/20:1(11Z))HMDB
GPC(O-16:1(1Z)/20:1n9)HMDB
GPC(O-16:1(1Z)/20:1W9)HMDB
GPC(p-16:0/20:1(11Z))HMDB
GPC(p-16:0/20:1n9)HMDB
GPC(p-16:0/20:1W9)HMDB
GPCho(16:1/20:1)HMDB
GPCho(36:2)HMDB
GPCho(O-16:1(1Z)/20:1(11Z))HMDB
GPCho(O-16:1(1Z)/20:1n9)HMDB
GPCho(O-16:1(1Z)/20:1W9)HMDB
GPCho(p-16:0/20:1(11Z))HMDB
GPCho(p-16:0/20:1n9)HMDB
GPCho(p-16:0/20:1W9)HMDB
PC(16:1/20:1)HMDB
PC(36:2)HMDB
PC(O-16:1(1Z)/20:1(11Z))HMDB
PC(O-16:1(1Z)/20:1n9)HMDB
PC(O-16:1(1Z)/20:1W9)HMDB
PC(p-16:0/20:1n9)HMDB
PC(p-16:0/20:1W9)HMDB
Phosphatidylcholine(16:1/20:1)HMDB
Phosphatidylcholine(36:2)HMDB
Phosphatidylcholine(O-16:1(1Z)/20:1(11Z))HMDB
Phosphatidylcholine(O-16:1(1Z)/20:1n9)HMDB
Phosphatidylcholine(O-16:1(1Z)/20:1W9)HMDB
Phosphatidylcholine(p-16:0/20:1(11Z))HMDB
Phosphatidylcholine(p-16:0/20:1n9)HMDB
Phosphatidylcholine(p-16:0/20:1W9)HMDB
Chemical FormulaC44H86NO7P
Average Molecular Weight772.1299
Monoisotopic Molecular Weight771.614190623
IUPAC Name(2-{[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(11Z)-icos-11-enoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(11Z)-icos-11-enoyloxy]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/CCCCCCCC
InChI Identifier
InChI=1S/C44H86NO7P/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/h20,22,36,39,43H,6-19,21,23-35,37-38,40-42H2,1-5H3/b22-20-,39-36-/t43-/m1/s1
InChI KeyWXILBCFZIXHZIG-KOUVQCMKSA-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
StatusDetected 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
logP6.24ALOGPS
logP9.92ChemAxon
logS-7.5ALOGPS
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 Count42ChemAxon
Refractivity235.72 m³·mol⁻¹ChemAxon
Polarizability96.77 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, Positivesplash10-0080-9171321300-232e8b8f43a9d59d286aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0083-3190010000-08d45c5d3a9482dd460eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0080-5090011000-666273d15e4b3a2ac3a0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05fr-0096002800-21aca773e511dacead4fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05tr-1092003200-c347622d212b05e91adaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-054o-5095000000-836bc7c3ffd50517f449View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000000900-afeccba552b4299f629bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00dl-0041010900-5139e25ac49189787e31View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6r-4029301000-9390d72092a9447b1939View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0000000090-4bddad7d3cb753a851a7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0000000090-4bddad7d3cb753a851a7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-0004921610-681c8b13ded467996f33View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000900-c9ee98592191a777e9e5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0089-0900000500-53bbedc27651cf399473View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01x0-0500210900-83174c8af05511b86972View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen Locations
  • All Tissues
  • Blood
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
All TissuesExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0011216
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027971
KNApSAcK IDNot Available
Chemspider ID24767491
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52923904
PDB IDNot Available
ChEBI ID89975
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available