Showing metabocard for PnC(16:0/18:1(9Z)) (BMDB0062859)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2018-08-29 17:12:46 UTC
Update Date2020-06-04 19:32:50 UTC
BMDB IDBMDB0062859
Secondary Accession Numbers
  • BMDB62859
Metabolite Identification
Common NamePnC(16:0/18:1(9Z))
DescriptionPnC(16:0/18:1(9Z)) belongs to the family of glycerophosphonocholines, which are lipids containing a common glycerophosphonate skeleton linked to at least one fatty acyl chain, and a choline moiety. Their general formula is C[N+](C)(C)CCP(O)(=O)OCC(CO(R1))O(R2), where R1-R2 are fatty acid chains. PnC(16:0/18:1(9Z)) is made up of one hexadecanoyl(R1).
Structure
Thumb
MOLSDFPDBSMILESInChI
SynonymsNot Available
Chemical FormulaC42H82NO7P
Average Molecular Weight744.092
Monoisotopic Molecular Weight743.582890982
IUPAC Name(2R)-3-(hexadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propyl [2-(trimethylazaniumyl)ethyl]phosphonate
Traditional Name(2R)-3-(hexadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propyl 2-(trimethylammonio)ethylphosphonate
CAS Registry NumberNot Available
SMILES
[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCCCCCCCCCC)COP([O-])(=O)CC[N+](C)(C)C
InChI Identifier
InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)50-40(39-49-51(46,47)37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20-/t40-/m1/s1
InChI KeyFZBQJTJKBOUFOT-VYOBOKEXSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 1,2-diacyl-sn-glycerol-3(2'-trimethylaminoethyl)phosphonates. These are lipids that contain an trimethylaminoethylphosphonate group attached at a C3 carbon of a 1,2-diacylglycerol backbone.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophosphonolipids
Sub ClassGlycerophosphonocholines
Direct Parent1,2-diacyl-sn-glycerol-3(2'-trimethylaminoethyl)phosphonates
Alternative Parents
Substituents
  • 1,2-diacyl-sn-glycerol-3(2'-trimethylaminoethyl)phosphonate
  • Fatty acid ester
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Phosphonic acid ester
  • Tetraalkylammonium salt
  • Organophosphonic acid
  • Organophosphonic acid derivative
  • Quaternary ammonium salt
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Amine
  • Carbonyl group
  • Organophosphorus compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic salt
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organic cation
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.54ALOGPS
logP7.27ChemAxon
logS-7.6ALOGPS
pKa (Strongest Acidic)1.34ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area101.96 ŲChemAxon
Rotatable Bond Count40ChemAxon
Refractivity224.35 m³·mol⁻¹ChemAxon
Polarizability92.79 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, Positivesplash10-017u-0190410300-e51538e8f6ee335d7768View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01bj-0192111000-615952879b3f030b1747View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03kj-0193022000-4dce51a45f236be73e1dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4u-0090000200-c607909e4e4d46ee85e7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0090000000-2901cf5da4080fb01b74View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0btl-4090000000-5953e92c70fcd2cc76aaView in MoNA
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24842049
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound44256610
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.