Showing metabocard for PC(P-18:1(11Z)/16:1(9Z)) (BMDB0011273)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:38 UTC
Update Date2020-06-04 20:00:37 UTC
BMDB IDBMDB0011273
Secondary Accession Numbers
  • BMDB11273
Metabolite Identification
Common NamePC(P-18:1(11Z)/16:1(9Z))
DescriptionPC(P-18:1(11Z)/16:1(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-18:1(11Z)/16:1(9Z)), in particular, consists of one 1Z,11Z-octadecadienyl chain to the C-1 atom, and one 9Z-hexadecenoyl 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-vaccenoyl)-2-palmitoleoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:1/16:1)HMDB
Gpcho(18:1n7/16:1n7)HMDB
Gpcho(18:1W7/16:1W7)HMDB
Gpcho(34:2)HMDB
1-(1Z,11Z-Octadecadienyl)-2-palmitoleoyl-GPCHMDB
1-(1Z,11Z-Octadecadienyl)-2-palmitoleoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z,11Z-Octadecadienyl)-2-palmitoleoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:2/16:1)HMDB
GPC(34:3)HMDB
GPC(O-18:2(1Z,11Z)/16:1(9Z))HMDB
GPC(O-18:2(1Z,11Z)/16:1n7)HMDB
GPC(O-18:2(1Z,11Z)/16:1W7)HMDB
GPC(p-18:1(11Z)/16:1(9Z))HMDB
GPC(p-18:1(11Z)/16:1n7)HMDB
GPC(p-18:1(11Z)/16:1W7)HMDB
GPCho(18:2/16:1)HMDB
GPCho(34:3)HMDB
GPCho(O-18:2(1Z,11Z)/16:1(9Z))HMDB
GPCho(O-18:2(1Z,11Z)/16:1n7)HMDB
GPCho(O-18:2(1Z,11Z)/16:1W7)HMDB
GPCho(p-18:1(11Z)/16:1(9Z))HMDB
GPCho(p-18:1(11Z)/16:1n7)HMDB
GPCho(p-18:1(11Z)/16:1W7)HMDB
PC(18:2/16:1)HMDB
PC(34:3)HMDB
PC(O-18:2(1Z,11Z)/16:1(9Z))HMDB
PC(O-18:2(1Z,11Z)/16:1n7)HMDB
PC(O-18:2(1Z,11Z)/16:1W7)HMDB
PC(p-18:1(11Z)/16:1n7)HMDB
PC(p-18:1(11Z)/16:1W7)HMDB
Phosphatidylcholine(18:2/16:1)HMDB
Phosphatidylcholine(34:3)HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/16:1(9Z))HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/16:1n7)HMDB
Phosphatidylcholine(O-18:2(1Z,11Z)/16:1W7)HMDB
Phosphatidylcholine(p-18:1(11Z)/16:1(9Z))HMDB
Phosphatidylcholine(p-18:1(11Z)/16:1n7)HMDB
Phosphatidylcholine(p-18:1(11Z)/16:1W7)HMDB
Chemical FormulaC42H80NO7P
Average Molecular Weight742.0609
Monoisotopic Molecular Weight741.567240431
IUPAC Name(2-{[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
CCCCCC\C=C/CCCCCCCC\C=C/OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCC
InChI Identifier
InChI=1S/C42H80NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-39-41(40-49-51(45,46)48-38-36-43(3,4)5)50-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h16-19,34,37,41H,6-15,20-33,35-36,38-40H2,1-5H3/b18-16-,19-17-,37-34-/t41-/m1/s1
InChI KeyMKSPXEKLAWXUQB-YZISGTAMSA-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
logP5.83ALOGPS
logP8.67ChemAxon
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 Count39ChemAxon
Refractivity227.64 m³·mol⁻¹ChemAxon
Polarizability90.99 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-9161231300-8c21d7976f4832307b52View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000j-4292121000-3d353a12dfa151e1628fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-007a-9074033000-61d1ae7ae744b53194efView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f6x-0090001500-c474325e78a893077221View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kr-0090103000-9197b8ecd34b158251b9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0v09-3090100000-b14012ca0d3d8fc7b2e9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000000900-0f2709050253a0bbab5dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001l-0900000500-f5c9ed3376723b6eca9dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001l-1900436900-903ca5c47e944e6b074aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0000000900-a51c0c4e915a1e5c331cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0000000900-a51c0c4e915a1e5c331cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fi3-0030900600-2f3ed7f9c35e2fc4bbeaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000000900-eda6b98afc513e9474e9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-0070023900-75455d631a67ba0489c6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ufr-4193100000-9abe9e922e63128e7910View 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 IDHMDB0011273
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028020
KNApSAcK IDNot Available
Chemspider ID24767548
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480737
PDB IDNot Available
ChEBI ID89941
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available