Showing metabocard for PC(P-16:0/22:5(4Z,7Z,10Z,13Z,16Z)) (BMDB0011227)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:14:52 UTC
Update Date2020-06-04 19:35:28 UTC
BMDB IDBMDB0011227
Secondary Accession Numbers
  • BMDB11227
Metabolite Identification
Common NamePC(P-16:0/22:5(4Z,7Z,10Z,13Z,16Z))
DescriptionPC(P-16:0/22:5(4Z,7Z,10Z,13Z,16Z)) 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-16:0/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one 1Z-hexadecenyl chain to the C-1 atom, and one 4Z,7Z,10Z,13Z,16Z-docosapentaenoyl 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
GlycerophosphocholineHMDB
1-(1Z-Hexadecenyl)-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycero-3-phosphocholineHMDB
Glycerophosphocholine(p-16:0/22:5(4Z,7Z,10Z,13Z,16Z))HMDB
PC(22:5)HMDB
Gpcho(22:5)HMDB
Phosphatidylcholine(22:5)HMDB
PC(p-16:0/22:5)HMDB
Gpcho(p-16:0/22:5)HMDB
Phosphatidylcholine(p-16:0/22:5)HMDB
1-(1Z-Hexadecenyl)-2-osbondoyl-GPCHMDB
1-(1Z-Hexadecenyl)-2-osbondoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Hexadecenyl)-2-osbondoyl-sn-glycero-phosphatidylcholineHMDB
GPC(16:1/22:5)HMDB
GPC(38:6)HMDB
GPC(O-16:1(1Z)/22:5(4Z,7Z,10Z,13Z,16Z))HMDB
GPC(O-16:1(1Z)/22:5n6)HMDB
GPC(O-16:1(1Z)/22:5W6)HMDB
GPC(p-16:0/22:5(4Z,7Z,10Z,13Z,16Z))HMDB
GPC(p-16:0/22:5n6)HMDB
GPC(p-16:0/22:5W6)HMDB
GPCho(16:1/22:5)HMDB
GPCho(38:6)HMDB
GPCho(O-16:1(1Z)/22:5(4Z,7Z,10Z,13Z,16Z))HMDB
GPCho(O-16:1(1Z)/22:5n6)HMDB
GPCho(O-16:1(1Z)/22:5W6)HMDB
GPCho(p-16:0/22:5(4Z,7Z,10Z,13Z,16Z))HMDB
GPCho(p-16:0/22:5n6)HMDB
GPCho(p-16:0/22:5W6)HMDB
PC(16:1/22:5)HMDB
PC(38:6)HMDB
PC(O-16:1(1Z)/22:5(4Z,7Z,10Z,13Z,16Z))HMDB
PC(O-16:1(1Z)/22:5n6)HMDB
PC(O-16:1(1Z)/22:5W6)HMDB
PC(p-16:0/22:5n6)HMDB
PC(p-16:0/22:5W6)HMDB
Phosphatidylcholine(16:1/22:5)HMDB
Phosphatidylcholine(38:6)HMDB
Phosphatidylcholine(O-16:1(1Z)/22:5(4Z,7Z,10Z,13Z,16Z))HMDB
Phosphatidylcholine(O-16:1(1Z)/22:5n6)HMDB
Phosphatidylcholine(O-16:1(1Z)/22:5W6)HMDB
Phosphatidylcholine(p-16:0/22:5(4Z,7Z,10Z,13Z,16Z))HMDB
Phosphatidylcholine(p-16:0/22:5n6)HMDB
Phosphatidylcholine(p-16:0/22:5W6)HMDB
Chemical FormulaC46H82NO7P
Average Molecular Weight792.1195
Monoisotopic Molecular Weight791.582890495
IUPAC Name(2-{[(2R)-2-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-3-[(1Z)-hexadec-1-en-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-3-[(1Z)-hexadec-1-en-1-yloxy]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)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C46H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h14,16,20,22,24-25,27,29,33,35,38,41,45H,6-13,15,17-19,21,23,26,28,30-32,34,36-37,39-40,42-44H2,1-5H3/b16-14-,22-20-,25-24-,29-27-,35-33-,41-38-/t45-/m1/s1
InChI KeyFAKYQMLQEAQOLK-LHZZQLRFSA-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 DescriptorsNot Available
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
logP6.36ALOGPS
logP9.36ChemAxon
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 Count40ChemAxon
Refractivity249.39 m³·mol⁻¹ChemAxon
Polarizability94.22 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, Positivesplash10-01q0-9144302400-cfb5e26099bf87e80d9dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-022i-4293102100-5ebca8da75ce816ffcf5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0080-6091011100-4d397a84242d91241e8aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002f-0067000900-0e41554544e0e1c5b342View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ri-1095002400-11584fba309a1290c633View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-5079000000-905602bd262881bc3379View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000000900-538616e328f4298e1b7aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001l-0900000500-fdd64fda260629231e7eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001l-0500200900-9a0f33c7e0ea0143de1bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000000900-2ade56e2a80dd485d72eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0003010900-431f3ec4a54549ff64f2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-4159100000-5f093c74be09d3085bf9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0000000090-27744d517906f5788128View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0000000090-27744d517906f5788128View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0004920710-0ed47a5a77b27df152d4View 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 IDHMDB0011227
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027982
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480695
PDB IDNot Available
ChEBI ID89988
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available