Showing metabocard for PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) (BMDB0008206)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
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Record Information
Version1.0
Creation Date2016-10-03 17:16:05 UTC
Update Date2020-06-04 19:43:25 UTC
BMDB IDBMDB0008206
Secondary Accession Numbers
  • BMDB08206
Metabolite Identification
Common NamePC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z))
DescriptionPC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)), also known as pc(18:3(9z,12z,15z)/18:3(9z,12z,15z)) or pc(18:3(9z,12z,15z)/18:3(9z,12z,15z)), 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(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) is considered to be a glycerophosphocholine lipid molecule. PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) exists in all eukaryotes, ranging from yeast to humans. PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) can be biosynthesized from S-adenosylmethionine and pe-nme2(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) through its interaction with the enzyme phosphatidylethanolamine N-methyltransferase. In addition, Cytidine monophosphate and PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) can be biosynthesized from CDP-choline and DG(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)/0:0) through the action of the enzyme choline/ethanolaminephosphotransferase. In cattle, PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) is involved in the metabolic pathway called phosphatidylcholine biosynthesis PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Chemical FormulaC44H76NO8P
Average Molecular Weight778.0499
Monoisotopic Molecular Weight777.530854925
IUPAC Name(2-{[(2R)-2,3-bis[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2R)-2,3-bis[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC
InChI Identifier
InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8-11,14-17,20-23,42H,6-7,12-13,18-19,24-41H2,1-5H3/b10-8-,11-9-,16-14-,17-15-,22-20-,23-21-/t42-/m1/s1
InChI KeyXXKFQTJOJZELMD-JICBSJGISA-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
logP5.34ALOGPS
logP7.72ChemAxon
logS-7.4ALOGPS
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 Count38ChemAxon
Refractivity240.97 m³·mol⁻¹ChemAxon
Polarizability91.38 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - IT 40V, negativesplash10-03di-0030020930-b04a9be78829ff3219a0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - IT 30V, positivesplash10-003r-0900010500-c970039605c9f604c652View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 23V, positivesplash10-004i-0000000900-f837314e003c3113eb1fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 35V, positivesplash10-003r-0900000600-92f5630d60c09ddc321bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 48V, positivesplash10-001i-0900000000-9f98f26880b83576e000View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 59V, positivesplash10-001i-0900000000-4974bb5a3deda8855a56View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 71V, positivesplash10-001i-0900000000-7d7f52656eb8e463d8d7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 83V, positivesplash10-001i-1900000000-1b646130ad373ee1f327View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 96V, positivesplash10-001i-3900000000-3b5d29ad855bb63e6937View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 108V, positivesplash10-001i-4900000000-b7301a9f30c5899d2693View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 119V, positivesplash10-001r-6900000000-83408e36a7976e7bf701View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 144V, positivesplash10-003i-9800000000-6ba7dbc7bfc88b830d44View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 180V, positivesplash10-002r-9500000000-cc6f65c360783bb9a2a2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 217V, positivesplash10-002s-9300000000-edbc43f25aa0849d3e17View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 265V, positivesplash10-006t-9100000000-35bfcabf3f76210dc62eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 314V, positivesplash10-0002-9000000000-cde5ee66653888ffbd24View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 387V, positivesplash10-0002-9000000000-f8598eeba460ada3ca58View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01p9-9051061400-057fe0081044e2f48e7cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03yr-6395052200-cdf2814236901dca5853View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00li-9057043100-252c59a1d38b47e6b1ecView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000400-09785e8202c3360f75f8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-0090001000-0668f1ba3bed11b37ad8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-4090100000-69fe58cd77008d99959eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000000900-e158c1e70dedba30b57eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0059-0600000900-259bce635b325b3b4835View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Intracellular membrane
  • Membrane
Biospecimen Locations
  • All Tissues
  • Blood
  • Liver
  • Longissimus Thoracis Muscle
  • Ruminal Fluid
  • Semimembranosus Muscle
  • Testis
Pathways
Normal Concentrations
Abnormal Concentrations
Not Available
HMDB IDHMDB0008206
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB030240
KNApSAcK IDNot Available
Chemspider ID24766868
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound24778990
PDB IDNot Available
ChEBI ID86161
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Phosphatidylserine synthase 1
General function:
Not Available
Specific function:
Catalyzes a base-exchange reaction in which the polar head group of phosphatidylethanolamine (PE) or phosphatidylcholine (PC) is replaced by L-serine. In membranes, PTDSS1 catalyzes mainly the conversion of phosphatidylcholine. Also converts, in vitro and to a lesser extent, phosphatidylethanolamine (By similarity).
Gene Name:
PTDSS1
Uniprot ID:
Q2KHY9
Molecular weight:
55416.0
Reactions
PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) + L-Serine → Choline + PS(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z))details