Showing metabocard for PC(18:1(11Z)/24:0) (BMDB0008091)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:50:42 UTC
Update Date2020-06-04 19:07:30 UTC
BMDB IDBMDB0008091
Secondary Accession Numbers
  • BMDB08091
Metabolite Identification
Common NamePC(18:1(11Z)/24:0)
DescriptionPC(18:1(11Z)/24:0), also known as pc(18:1(11z)/24:0) or pc(18:1(11z)/24:0), belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage. Thus, PC(18:1(11Z)/24:0) is considered to be a glycerophosphocholine lipid molecule. PC(18:1(11Z)/24:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(18:1(11Z)/24:0) exists in all eukaryotes, ranging from yeast to humans. PC(18:1(11Z)/24:0) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(18:1(11Z)/24:0) can be biosynthesized from S-adenosylmethionine and pe-nme2(18:1(11Z)/24:0) through the action of the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(18:1(11Z)/24:0) can be biosynthesized from CDP-choline and DG(18:1(11Z)/24:0/0:0) through the action of the enzyme choline/ethanolaminephosphotransferase. Finally, PC(18:1(11Z)/24:0) and L-serine can be converted into choline and PS(18:1(11Z)/24:0); which is catalyzed by the enzyme phosphatidylserine synthase. In cattle, PC(18:1(11Z)/24:0) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(18:1(11Z)/24:0) pathway and phosphatidylethanolamine biosynthesis pe(18:1(11Z)/24:0) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Vaccenoyl-2-lignoceroyl-sn-glycero-3-phosphocholineHMDB
Gpcho(18:1/24:0)HMDB
Gpcho(18:1n7/24:0)HMDB
Gpcho(18:1W7/24:0)HMDB
Gpcho(42:1)HMDB
LecithinHMDB
PC Aa C42:1HMDB
PC(18:1/24:0)HMDB
PC(18:1n7/24:0)HMDB
PC(18:1W7/24:0)HMDB
PC(42:1)HMDB
Phosphatidylcholine(18:1/24:0)HMDB
Phosphatidylcholine(18:1n7/24:0)HMDB
Phosphatidylcholine(18:1W7/24:0)HMDB
Phosphatidylcholine(42:1)HMDB
1-(11Z-Octadecenoyl)-2-tetracosanoyl-sn-glycero-3-phosphocholineHMDB
PC(18:1(11Z)/24:0)Lipid Annotator
Chemical FormulaC50H98NO8P
Average Molecular Weight872.2888
Monoisotopic Molecular Weight871.703005629
IUPAC Nametrimethyl(2-{[(2R)-3-[(11Z)-octadec-11-enoyloxy]-2-(tetracosanoyloxy)propyl phosphonato]oxy}ethyl)azanium
Traditional Namelecithin
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C
InChI Identifier
InChI=1S/C50H98NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h17,19,48H,6-16,18,20-47H2,1-5H3/b19-17-/t48-/m1/s1
InChI KeyFPXADVQYVJYLOJ-IOVWWOAPSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphocholines
Direct ParentPhosphatidylcholines
Alternative Parents
Substituents
  • Diacylglycero-3-phosphocholine
  • Phosphocholine
  • Fatty acid ester
  • Dialkyl phosphate
  • Dicarboxylic acid or derivatives
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Quaternary ammonium salt
  • Tetraalkylammonium salt
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic salt
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected and 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
logP6.61ALOGPS
logP12.2ChemAxon
logS-7.7ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area111.19 ŲChemAxon
Rotatable Bond Count49ChemAxon
Refractivity262.99 m³·mol⁻¹ChemAxon
Polarizability111.14 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, Positivesplash10-0f79-9045041140-6a0dc938004815835c01View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uyr-5259021110-130c5f0c9405a2edfd83View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0079-8029002110-ccc74c93feabde46b6ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-02h9-0093000030-08e712b8320c5c4c76ccView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01q9-0091000100-6f763e63b8910e4a5919View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02cs-6097100000-90a56376848f9516b7adView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000000090-fedb0c557e96d742004fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0000000090-f2c7c389d57105341225View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dj-0900143930-b254275417314e8751faView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0000000009-aa7976ed120b850370e0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0011000009-40d0b001cfd7e276ca87View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0bai-0099000009-8e3290c0048925031a9fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000090-342307a5f81e24ba838bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00e9-0600000090-edd5a97757345b36a380View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-1900032030-856fb226bf6bd8f3823aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000000090-006e98cedb5140920851View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0000000090-35af76fdb6837b18196aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-0100179030-0c92a51662d85275c0feView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000000090-f5a92f86761149fa229dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0034003090-2b3605de85a460923facView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00lr-7197700000-0e780ff634df1d2fd402View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen Locations
  • All Tissues
  • Ruminal Fluid
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
All TissuesExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Ruminal FluidDetected and Quantified0.009 +/- 0.005 uMNot SpecifiedNot Specified
Normal
    • Fozia Saleem, Sou...
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0008091
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB025282
KNApSAcK IDNot Available
Chemspider ID24766755
KEGG Compound IDC00157
BioCyc ID PHOSPHATIDYLCHOLINE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53478753
PDB IDNot Available
ChEBI ID89704
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available