Showing metabocard for PG(18:2(9Z,12Z)/16:0) (BMDB0010645)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-10-03 18:10:58 UTC
Update Date2020-05-21 16:28:10 UTC
BMDB IDBMDB0010645
Secondary Accession Numbers
  • BMDB10645
Metabolite Identification
Common NamePG(18:2(9Z,12Z)/16:0)
DescriptionPG(18:2(9Z,12Z)/16:0), also known as GPG(18:2/16:0) or GPG(34:2), belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Thus, PG(18:2(9Z,12Z)/16:0) is considered to be a glycerophosphoglycerol lipid molecule. PG(18:2(9Z,12Z)/16:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PG(18:2(9Z,12Z)/16:0) participates in a number of enzymatic reactions, within cattle. In particular, PG(18:2(9Z,12Z)/16:0) can be biosynthesized from PGP(18:2(9Z,12Z)/16:0); which is mediated by the enzyme phosphatidylglycerophosphatase and protein-tyrosine phosphatase 1. Furthermore, PG(18:2(9Z,12Z)/16:0) and CDP-DG(18:2(9Z,12Z)/16:1(9Z)) can be converted into CL(18:2(9Z,12Z)/16:0/18:2(9Z,12Z)/16:1(9Z)) and cytidine monophosphate through the action of the enzyme cardiolipin synthase. Furthermore, PG(18:2(9Z,12Z)/16:0) can be biosynthesized from PGP(18:2(9Z,12Z)/16:0); which is mediated by the enzyme phosphatidylglycerophosphatase and protein-tyrosine phosphatase 1. Furthermore, PG(18:2(9Z,12Z)/16:0) and CDP-DG(18:2(9Z,12Z)/16:0) can be converted into CL(18:2(9Z,12Z)/16:0/18:2(9Z,12Z)/16:0) and cytidine monophosphate; which is mediated by the enzyme cardiolipin synthase. Furthermore, PG(18:2(9Z,12Z)/16:0) can be biosynthesized from PGP(18:2(9Z,12Z)/16:0); which is mediated by the enzyme phosphatidylglycerophosphatase and protein-tyrosine phosphatase 1. Finally, PG(18:2(9Z,12Z)/16:0) and CDP-DG(18:2(9Z,12Z)/18:2(9Z,12Z)) can be converted into CL(18:2(9Z,12Z)/16:0/18:2(9Z,12Z)/18:2(9Z,12Z)) and cytidine monophosphate through its interaction with the enzyme cardiolipin synthase. In cattle, PG(18:2(9Z,12Z)/16:0) is involved in a few metabolic pathways, which include cardiolipin biosynthesis CL(18:2(9Z,12Z)/16:0/18:2(9Z,12Z)/16:1(9Z)) pathway, cardiolipin biosynthesis CL(18:2(9Z,12Z)/16:0/18:2(9Z,12Z)/16:0) pathway, and cardiolipin biosynthesis CL(18:2(9Z,12Z)/16:0/18:2(9Z,12Z)/18:2(9Z,12Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-(9Z,12Z-Octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-glycerol)HMDB
1-Linoleoyl-2-palmitoyl-sn-glycero-3-phosphoglycerolHMDB
GPG(18:2/16:0)HMDB
GPG(18:2N6/16:0)HMDB
GPG(18:2W6/16:0)HMDB
GPG(34:2)HMDB
PG(18:2/16:0)HMDB
PG(18:2N6/16:0)HMDB
PG(18:2W6/16:0)HMDB
PG(34:2)HMDB
Phosphatidylglycerol(18:2/16:0)HMDB
Phosphatidylglycerol(18:2n6/16:0)HMDB
Phosphatidylglycerol(18:2W6/16:0)HMDB
Phosphatidylglycerol(34:2)HMDB
1-(9Z,12Z-Octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phosphoglycerolHMDB
PG(18:2(9Z,12Z)/16:0)Lipid Annotator
Chemical FormulaC40H75O10P
Average Molecular Weight746.9913
Monoisotopic Molecular Weight746.509785132
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-2-(hexadecanoyloxy)-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid
Traditional Name(2S)-2,3-dihydroxypropoxy(2R)-2-(hexadecanoyloxy)-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxyphosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C40H75O10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(43)47-35-38(36-49-51(45,46)48-34-37(42)33-41)50-40(44)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h11,13,17-18,37-38,41-42H,3-10,12,14-16,19-36H2,1-2H3,(H,45,46)/b13-11-,18-17-/t37-,38+/m0/s1
InChI KeyIYKXCQWBMRYBPI-WLGRLVTESA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphoglycerols
Direct ParentPhosphatidylglycerols
Alternative Parents
Substituents
  • 1,2-diacylglycerophosphoglycerol
  • Fatty acid ester
  • Dialkyl phosphate
  • Dicarboxylic acid or derivatives
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • 1,2-diol
  • Carboxylic acid ester
  • Secondary alcohol
  • Carboxylic acid derivative
  • Organic oxide
  • Organooxygen compound
  • Alcohol
  • Organic oxygen compound
  • Primary alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • 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
logP8.03ALOGPS
logP11.1ChemAxon
logS-6.8ALOGPS
pKa (Strongest Acidic)1.89ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area148.82 ŲChemAxon
Rotatable Bond Count40ChemAxon
Refractivity206.74 m³·mol⁻¹ChemAxon
Polarizability88.21 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 (TMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-3090520500-6508f4b7601bcda66e72View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-4191311100-c0d2e0ac61abab335426View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-072i-8194131000-93e3981deb91b960d5bbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-06vi-0190100200-79c9ff9a7b79fca3222eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-5290100000-733ac76fe5687c7892a4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9020000000-ea0190c06643c43059b3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0000000900-6a6a3edc7613adf01568View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a6s-0090300400-9e4feeaa0685bf409782View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a92-0190300400-7d17588ba2eb892ce9c8View 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 IDHMDB0010645
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027795
KNApSAcK IDNot Available
Chemspider ID24768144
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52927142
PDB IDNot Available
ChEBI ID89351
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Protein tyrosine phosphatase mitochondrial 1
General function:
Not Available
Specific function:
Not Available
Gene Name:
PTPMT1
Uniprot ID:
Q2NKZ7
Molecular weight:
29263.0
Reactions
PGP(18:2(9Z,12Z)/16:0) + Water → PG(18:2(9Z,12Z)/16:0) + Hydrogen phosphatedetails