Showing metabocard for PC(P-18:0/20:5(5Z,8Z,11Z,14Z,17Z)) (BMDB0011255)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:15:21 UTC
Update Date2020-06-04 19:35:29 UTC
BMDB IDBMDB0011255
Secondary Accession Numbers
  • BMDB11255
Metabolite Identification
Common NamePC(P-18:0/20:5(5Z,8Z,11Z,14Z,17Z))
DescriptionPC(P-18:0/20:5(5Z,8Z,11Z,14Z,17Z)) 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-18:0/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one 1Z-octadecenyl chain to the C-1 atom, and one 5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl 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-stearoyl)-2-eicosapentaenoyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:0/20:5)HMDB
Gpcho(18:0/20:5n3)HMDB
Gpcho(18:0/20:5W3)HMDB
Gpcho(38:5)HMDB
1-(1Z-Octadecenyl)-2-eicosapentaenoyl-GPCHMDB
1-(1Z-Octadecenyl)-2-eicosapentaenoyl-sn-glycero-3-phosphocholineHMDB
1-(1Z-Octadecenyl)-2-eicosapentaenoyl-sn-glycero-phosphatidylcholineHMDB
GPC(18:1/20:5)HMDB
GPC(38:6)HMDB
GPC(O-18:1(1Z)/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
GPC(O-18:1(1Z)/20:5n3)HMDB
GPC(O-18:1(1Z)/20:5W3)HMDB
GPC(p-18:0/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
GPC(p-18:0/20:5n3)HMDB
GPC(p-18:0/20:5W3)HMDB
GPCho(18:1/20:5)HMDB
GPCho(38:6)HMDB
GPCho(O-18:1(1Z)/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
GPCho(O-18:1(1Z)/20:5n3)HMDB
GPCho(O-18:1(1Z)/20:5W3)HMDB
GPCho(p-18:0/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
GPCho(p-18:0/20:5n3)HMDB
GPCho(p-18:0/20:5W3)HMDB
PC(18:1/20:5)HMDB
PC(38:6)HMDB
PC(O-18:1(1Z)/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
PC(O-18:1(1Z)/20:5n3)HMDB
PC(O-18:1(1Z)/20:5W3)HMDB
PC(p-18:0/20:5n3)HMDB
PC(p-18:0/20:5W3)HMDB
Phosphatidylcholine(18:1/20:5)HMDB
Phosphatidylcholine(38:6)HMDB
Phosphatidylcholine(O-18:1(1Z)/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
Phosphatidylcholine(O-18:1(1Z)/20:5n3)HMDB
Phosphatidylcholine(O-18:1(1Z)/20:5W3)HMDB
Phosphatidylcholine(p-18:0/20:5(5Z,8Z,11Z,14Z,17Z))HMDB
Phosphatidylcholine(p-18:0/20:5n3)HMDB
Phosphatidylcholine(p-18:0/20:5W3)HMDB
Chemical FormulaC46H82NO7P
Average Molecular Weight792.1195
Monoisotopic Molecular Weight791.582890495
IUPAC Name(2-{[(2R)-2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]-3-[(1Z)-octadec-1-en-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]-3-[(1Z)-octadec-1-en-1-yloxy]propyl phosphonato]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCC\C=C/OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC
InChI Identifier
InChI=1S/C46H82NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,25,27,31,33,38,41,45H,6-7,9,11-13,15,17-19,21,23-24,26,28-30,32,34-37,39-40,42-44H2,1-5H3/b10-8-,16-14-,22-20-,27-25-,33-31-,41-38-/t45-/m1/s1
InChI KeyJUCWIWDODRNWRN-REKGFNPQSA-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
logP6.34ALOGPS
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
Polarizability95.48 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, Positivesplash10-000l-9152212400-7344b0c2209ace11e216View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0k9i-4293011100-92708e43093c7944eb90View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052r-8095021100-2b85077631203ded5135View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f6x-0085000900-09278075ca0d47c98d2cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fri-1091101300-723c454180e412f50adfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0v0r-4093100000-3a209f3bf4ad6d59e791View 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, Negativesplash10-0fi3-0004920710-de4b3f3a88646bdd3412View 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-0500110900-d4da8e3f47c9bac4b552View 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, Negativesplash10-0006-0021010900-86518b0b7714a7b7744eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ufr-4194100000-592d7405d22cfe12f46fView 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 IDHMDB0011255
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028006
KNApSAcK IDNot Available
Chemspider ID24767530
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52923964
PDB IDNot Available
ChEBI ID89954
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available