Showing metabocard for PC(P-16:0/18:4(6Z,9Z,12Z,15Z)) (BMDB0011214)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:14:36 UTC
Update Date2020-06-04 19:37:08 UTC
BMDB IDBMDB0011214
Secondary Accession Numbers
  • BMDB11214
Metabolite Identification
Common NamePC(P-16:0/18:4(6Z,9Z,12Z,15Z))
DescriptionPC(P-16:0/18:4(6Z,9Z,12Z,15Z)) 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-16:0/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one 1Z-hexadecenyl chain to the C-1 atom, and one 6Z,9Z,12Z,15Z-octadecatetraenoyl 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-stearidonoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(16:0/18:4)HMDB
Gpcho(16:0/18:4n3)HMDB
Gpcho(16:0/18:4W3)HMDB
Gpcho(34:4)HMDB
1-(1Z-Hexadecenyl)-2-stearidonoyl-GPCHMDB
1-(1Z-Hexadecenyl)-2-stearidonoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Hexadecenyl)-2-stearidonoyl-sn-glycero-phosphatidylcholineHMDB
GPC(16:1/18:4)HMDB
GPC(34:5)HMDB
GPC(O-16:1(1Z)/18:4(6Z,9Z,12Z,15Z))HMDB
GPC(O-16:1(1Z)/18:4n3)HMDB
GPC(O-16:1(1Z)/18:4W3)HMDB
GPC(p-16:0/18:4(6Z,9Z,12Z,15Z))HMDB
GPC(p-16:0/18:4n3)HMDB
GPC(p-16:0/18:4W3)HMDB
GPCho(16:1/18:4)HMDB
GPCho(34:5)HMDB
GPCho(O-16:1(1Z)/18:4(6Z,9Z,12Z,15Z))HMDB
GPCho(O-16:1(1Z)/18:4n3)HMDB
GPCho(O-16:1(1Z)/18:4W3)HMDB
GPCho(p-16:0/18:4(6Z,9Z,12Z,15Z))HMDB
GPCho(p-16:0/18:4n3)HMDB
GPCho(p-16:0/18:4W3)HMDB
PC(16:1/18:4)HMDB
PC(34:5)HMDB
PC(O-16:1(1Z)/18:4(6Z,9Z,12Z,15Z))HMDB
PC(O-16:1(1Z)/18:4n3)HMDB
PC(O-16:1(1Z)/18:4W3)HMDB
PC(p-16:0/18:4n3)HMDB
PC(p-16:0/18:4W3)HMDB
Phosphatidylcholine(16:1/18:4)HMDB
Phosphatidylcholine(34:5)HMDB
Phosphatidylcholine(O-16:1(1Z)/18:4(6Z,9Z,12Z,15Z))HMDB
Phosphatidylcholine(O-16:1(1Z)/18:4n3)HMDB
Phosphatidylcholine(O-16:1(1Z)/18:4W3)HMDB
Phosphatidylcholine(p-16:0/18:4(6Z,9Z,12Z,15Z))HMDB
Phosphatidylcholine(p-16:0/18:4n3)HMDB
Phosphatidylcholine(p-16:0/18:4W3)HMDB
Chemical FormulaC42H76NO7P
Average Molecular Weight738.0291
Monoisotopic Molecular Weight737.535940303
IUPAC Name(2-{[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoyloxy]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)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC
InChI Identifier
InChI=1S/C42H76NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,25,27,34,37,41H,6-7,9,11-13,15,17-19,21,23-24,26,28-33,35-36,38-40H2,1-5H3/b10-8-,16-14-,22-20-,27-25-,37-34-/t41-/m1/s1
InChI KeyDFANIYFZNIJQEP-FAVOOIQCSA-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
logP5.74ALOGPS
logP7.95ChemAxon
logS-7.3ALOGPS
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 Count37ChemAxon
Refractivity229.87 m³·mol⁻¹ChemAxon
Polarizability88.64 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-9170321300-5fe004ed3421087a59f1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ac9-3190111000-77288ac49bd82ba973ebView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-008i-5090011000-4ec790f4817e008ddb8dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090001500-2a31440f668aeac1f45eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003i-0090003000-696967c38fe30498ec8bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-3090000000-970184b26afd017c682aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0000000900-9f1bf7b5a97b29f2bd47View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001r-0900000500-d0cc9310df34b8084fe2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-003i-1900616900-763d2e73920b7da132b8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000000900-f383c452164ec608dc1cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0050023900-13e3b80f73c912da587cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-3191000000-c02f0d04db60d1011bc6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000000900-28c31d2cfc82eb57a5ceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0000000900-28c31d2cfc82eb57a5ceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-024j-0030911600-c5903e74e3901e2f43b7View 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 IDHMDB0011214
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027969
KNApSAcK IDNot Available
Chemspider ID24767489
KEGG Compound IDNot Available
BioCyc IDCPD-8683
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52923896
PDB IDNot Available
ChEBI ID89980
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available