Showing metabocard for PC(P-16:0/14:1(9Z)) (BMDB0011204)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:14:24 UTC
Update Date2020-05-11 19:14:00 UTC
BMDB IDBMDB0011204
Secondary Accession Numbers
  • BMDB11204
Metabolite Identification
Common NamePC(P-16:0/14:1(9Z))
DescriptionPC(P-16:0/14:1(9Z)) 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-16:0/14:1(9Z)), in particular, consists of one 1Z-hexadecenyl chain to the C-1 atom, and one 9Z-tetradecenoyl 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-myristoleoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(16:0/14:1)HMDB
Gpcho(16:0/14:1n5)HMDB
Gpcho(16:0/14:1W5)HMDB
Gpcho(30:1)HMDB
1-(1Z-Hexadecenyl)-2-myristoleoyl-GPCHMDB
1-(1Z-Hexadecenyl)-2-myristoleoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Hexadecenyl)-2-myristoleoyl-sn-glycero-phosphatidylcholineHMDB
GPC(16:1/14:1)HMDB
GPC(30:2)HMDB
GPC(O-16:1(1Z)/14:1(9Z))HMDB
GPC(O-16:1(1Z)/14:1n5)HMDB
GPC(O-16:1(1Z)/14:1W5)HMDB
GPC(p-16:0/14:1(9Z))HMDB
GPC(p-16:0/14:1n5)HMDB
GPC(p-16:0/14:1W5)HMDB
GPCho(16:1/14:1)HMDB
GPCho(30:2)HMDB
GPCho(O-16:1(1Z)/14:1(9Z))HMDB
GPCho(O-16:1(1Z)/14:1n5)HMDB
GPCho(O-16:1(1Z)/14:1W5)HMDB
GPCho(p-16:0/14:1(9Z))HMDB
GPCho(p-16:0/14:1n5)HMDB
GPCho(p-16:0/14:1W5)HMDB
PC(16:1/14:1)HMDB
PC(30:2)HMDB
PC(O-16:1(1Z)/14:1(9Z))HMDB
PC(O-16:1(1Z)/14:1n5)HMDB
PC(O-16:1(1Z)/14:1W5)HMDB
PC(p-16:0/14:1n5)HMDB
PC(p-16:0/14:1W5)HMDB
Phosphatidylcholine(16:1/14:1)HMDB
Phosphatidylcholine(30:2)HMDB
Phosphatidylcholine(O-16:1(1Z)/14:1(9Z))HMDB
Phosphatidylcholine(O-16:1(1Z)/14:1n5)HMDB
Phosphatidylcholine(O-16:1(1Z)/14:1W5)HMDB
Phosphatidylcholine(p-16:0/14:1(9Z))HMDB
Phosphatidylcholine(p-16:0/14:1n5)HMDB
Phosphatidylcholine(p-16:0/14:1W5)HMDB
Chemical FormulaC38H74NO7P
Average Molecular Weight687.9704
Monoisotopic Molecular Weight687.520290239
IUPAC Name(2-{[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(9Z)-tetradec-9-enoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(9Z)-tetradec-9-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)CCCCCCC\C=C/CCCC
InChI Identifier
InChI=1S/C38H74NO7P/c1-6-8-10-12-14-16-18-19-20-22-24-26-28-30-33-43-35-37(36-45-47(41,42)44-34-32-39(3,4)5)46-38(40)31-29-27-25-23-21-17-15-13-11-9-7-2/h13,15,30,33,37H,6-12,14,16-29,31-32,34-36H2,1-5H3/b15-13-,33-30-/t37-/m1/s1
InChI KeyRMEZSZVJIYBBIJ-MWXRYAQWSA-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
logP5.28ALOGPS
logP7.26ChemAxon
logS-7.4ALOGPS
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 Count36ChemAxon
Refractivity208.12 m³·mol⁻¹ChemAxon
Polarizability84.17 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, Positivesplash10-000i-0000009000-61be72f1f11132c5af35View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001r-0900005000-8bfed4ca2ab668248dd6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-003i-0500209000-ea1ab682bc3747cae7c0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000000900-450c39bcfb12e88e4a74View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0000000900-450c39bcfb12e88e4a74View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-024j-0030906000-f66b2b23e1d35f37b42fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000009000-80231e7c4274b44523fcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052r-0050109000-0a7bf7cf39d7934f1e1fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-4195010000-33417550f19fb5393c7cView 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 IDHMDB0011204
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027959
KNApSAcK IDNot Available
Chemspider ID24767480
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52923876
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available