Showing metabocard for PC(22:4(7Z,10Z,13Z,16Z)/24:0) (BMDB0008650)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 17:26:11 UTC
Update Date2020-05-11 18:48:46 UTC
BMDB IDBMDB0008650
Secondary Accession Numbers
  • BMDB08650
Metabolite Identification
Common NamePC(22:4(7Z,10Z,13Z,16Z)/24:0)
DescriptionPC(22:4(7Z,10Z,13Z,16Z)/24:0), also known as PC(22:4/24:0) or pc(22:4(7z,10z,13z,16z)/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. PC(22:4(7Z,10Z,13Z,16Z)/24:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). PC(22:4(7Z,10Z,13Z,16Z)/24:0) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(22:4(7Z,10Z,13Z,16Z)/24:0) can be biosynthesized from S-adenosylmethionine and pe-nme2(22:4(7Z,10Z,13Z,16Z)/24:0) through its interaction with the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(22:4(7Z,10Z,13Z,16Z)/24:0) can be biosynthesized from CDP-choline and DG(22:4(7Z,10Z,13Z,16Z)/24:0/0:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. Finally, PC(22:4(7Z,10Z,13Z,16Z)/24:0) and L-serine can be converted into choline and PS(22:4(7Z,10Z,13Z,16Z)/24:0) through its interaction with the enzyme phosphatidylserine synthase. In cattle, PC(22:4(7Z,10Z,13Z,16Z)/24:0) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(22:4(7Z,10Z,13Z,16Z)/24:0) pathway and phosphatidylethanolamine biosynthesis pe(22:4(7Z,10Z,13Z,16Z)/24:0) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
PC(22:4/24:0)HMDB
Phosphatidylcholine(46:4)HMDB
PC(46:4)HMDB
Phosphatidylcholine(22:4/24:0)HMDB
GPCho(22:4/24:0)HMDB
LecithinHMDB
1-Adrenoyl-2-lignoceroyl-sn-glycero-3-phosphocholineHMDB
GPCho(46:4)HMDB
1-(7Z,10Z,13Z,16Z-Docosatetraenoyl)-2-tetracosanoyl-sn-glycero-3-phosphocholineHMDB
PC(22:4(7Z,10Z,13Z,16Z)/24:0)Lipid Annotator
Chemical FormulaC54H100NO8P
Average Molecular Weight922.3475
Monoisotopic Molecular Weight921.718655693
IUPAC Name(2-{[(2R)-3-[(7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoyloxy]-2-(tetracosanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
Traditional Namelecithin
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C
InChI Identifier
InChI=1S/C54H100NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-27-29-31-33-35-37-39-41-43-45-47-54(57)63-52(51-62-64(58,59)61-49-48-55(3,4)5)50-60-53(56)46-44-42-40-38-36-34-32-30-28-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,28,30,34,36,52H,6-14,16,18-20,22,24-27,29,31-33,35,37-51H2,1-5H3/b17-15-,23-21-,30-28-,36-34-/t52-/m1/s1
InChI KeySSOYIZGLVBAOME-BXUYFRJASA-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 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
logP7.09ALOGPS
logP12.89ChemAxon
logS-7.6ALOGPS
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 Count50ChemAxon
Refractivity284.75 m³·mol⁻¹ChemAxon
Polarizability115.15 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000009-7352f682ba923b271cddView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00e9-0600000009-88ebf451144f4a13b67eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-1900031112-7ba66ca3c621d134b753View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000009-807fec4b9568082f3c9eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00e9-0600000009-4f83055fa8cd820ae6e5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-1900031112-eef38eda3a6133a4f705View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0000000009-77521e25549cb6962dacView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0003000009-e88d3c45b9f6b737224dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0bai-0009000004-2d38293e39483c0f819bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000000009-1fbc7829601ae4c2037cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0000000019-a3ac0ba764efd863f30bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-0100091711-08646cc205033212459fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000000009-4ece108a4cda3e092098View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0000000019-0b595855fefbe620fdb5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dj-0900063911-988d0b6a37be0c585278View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000000009-8d43edc1282a7e472548View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0229-0009000325-4bc9c1535eebfed698b1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05o0-5109300000-1435673c8be66a0e4396View 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 IDHMDB0008650
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53479263
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available