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SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionPG(16:0/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. 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. PG(16:0/16:1(9Z)), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.
  • 1-hexadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phospho-(1'-glycerol)
  • 1-palmitoyl-2-palmitoleoyl-sn-glycero-3-phosphoglycerol
  • GPG(16:0/16:1)
  • GPG(16:0/16:1n7)
  • GPG(16:0/16:1w7)
  • GPG(32:1)
  • PG(16:0/16:1)
  • PG(16:0/16:1n7)
  • PG(16:0/16:1w7)
  • PG(32:1)
  • Phosphatidylglycerol(16:0/16:1)
  • Phosphatidylglycerol(16:0/16:1n7)
  • Phosphatidylglycerol(16:0/16:1w7)
  • Phosphatidylglycerol(32:1)
  • 1-Hexadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphoglycerol
  • PG(16:0/16:1(9Z))
CAS number66322-31-4
WeightAverage: Not Available
Monoisotopic: Not Available
InChI KeyNot Available
InChINot Available
IUPAC Name[(2S)-2,3-dihydroxypropoxy][(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-(hexadecanoyloxy)propoxy]phosphinic acid
Traditional IUPAC Name(2S)-2,3-dihydroxypropoxy((2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-(hexadecanoyloxy)propoxy)phosphinic acid
Chemical FormulaNot Available
SMILESNot Available
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
Sub ClassGlycerophosphoglycerols
Direct ParentPhosphatidylglycerols
Alternative Parents
  • 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
Physical Properties
Melting pointNot Available
Experimental Properties
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
Water Solubility0.00014 g/LALOGPS
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 Count39ChemAxon
Refractivity196.43 m³·mol⁻¹ChemAxon
Polarizability86.28 ųChemAxon
Number of Rings0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic PropertiesNot Available
SMPDB Pathways
Cardiolipin Biosynthesis CL(16:0/16:1(9Z)/16:0/16:1(11Z))PW012522 ThumbThumb?image type=greyscaleThumb?image type=simple
Cardiolipin Biosynthesis CL(16:0/16:1(9Z)/16:0/16:1(9Z))PW012523 ThumbThumb?image type=greyscaleThumb?image type=simple
Cardiolipin Biosynthesis CL(16:0/16:1(9Z)/16:1(11Z)/16:1(11Z))PW012524 ThumbThumb?image type=greyscaleThumb?image type=simple
Cardiolipin Biosynthesis CL(16:0/16:1(9Z)/16:1(11Z)/16:1(9Z))PW012525 ThumbThumb?image type=greyscaleThumb?image type=simple
Cardiolipin Biosynthesis CL(16:0/16:1(9Z)/16:1(11Z)/18:0)PW012526 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG PathwaysNot Available
SMPDB Reactions
PGP(16:0/16:1(9Z)) + waterphosphate + PG(16:0/16:1(9Z))
PG(16:0/16:1(9Z)) + CDP-DG(16:0/16:1(11Z))Cytidine monophosphate + hydron + CL(16:0/16:1(9Z)/16:0/16:1(11Z))
PG(16:0/16:1(9Z)) + CDP-DG(16:0/16:1(9Z))Cytidine monophosphate + hydron + CL(16:0/16:1(9Z)/16:0/16:1(9Z))
PG(16:0/16:1(9Z)) + CDP-DG(16:1(11Z)/16:1(11Z))Cytidine monophosphate + hydron + CL(16:0/16:1(9Z)/16:1(11Z)/16:1(11Z))
PG(16:0/16:1(9Z)) + CDP-DG(16:1(11Z)/16:1(9Z))Cytidine monophosphate + hydron + CL(16:0/16:1(9Z)/16:1(11Z)/16:1(9Z))
KEGG ReactionsNot Available
Intracellular Concentrations
Intracellular ConcentrationSubstrateGrowth ConditionsStrainCitation
13000 ± 1025 umol/L SD media with 2% raffinose24 oCBY4741PMID: 19174513
7000 ± 9975 umol/L SD media with 2% raffinose37 oCBY4741PMID: 19174513
Conversion Details Here
Extracellular ConcentrationsNot Available
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gki-5290821800-3c3c5f3b0ece868a4cf8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00p1-6391412200-74b513bb205005144338JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0bvj-9163221000-4f1fc5305749f6996295JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ap0-0190401300-13fffa7cf14e435a56eeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a70-5291100000-f93fbaff53be8341b2f4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9020000000-45ba6877001c9f7c4f7dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0000000900-dbc822615d212739308eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-10k9-0091300400-7b0bf000719096af4470JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-10k9-0191300400-faaabd9809053c30be52JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-029b-3640419100-4ed836ed67be6744dfcaJSpectraViewer | MoNA
  • Ejsing, C. S., Sampaio, J. L., Surendranath, V., Duchoslav, E., Ekroos, K., Klemm, R. W., Simons, K., Shevchenko, A. (2009). "Global analysis of the yeast lipidome by quantitative shotgun mass spectrometry." Proc Natl Acad Sci U S A 106:2136-2141.19174513
Synthesis Reference:Not Available
External Links:
CHEBI IDNot Available
Pubchem Compound ID119120
Kegg IDNot Available
ChemSpider ID24768072
FOODB IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available


General function:
Involved in phosphotransferase activity, for other substituted phosphate groups
Specific function:
Catalyzes the reversible phosphatidyl group transfer from one phosphatidylglycerol molecule to another to form cardiolipin (CL) (diphosphatidylglycerol) and glycerol
Gene Name:
Uniprot ID:
Molecular weight:
2 Phosphatidylglycerol → diphosphatidylglycerol + glycerol.
General function:
Involved in phosphatidylglycerophosphatase activity
Specific function:
Phosphatidylglycerophosphatase involved in the biosynthesis of cardiolipin (CL), a unique dimeric phosphoglycerolipid predominantly present in mitochondrial membranes and which has important functions for cellular energy metabolism, mitochondrial dynamics and the initiation of apoptotic pathways. Required for the stability of respiratory chain supercomplexes and for growth at elevated temperature, in presence of ethidium bromide or in absence of prohibitins
Gene Name:
Uniprot ID:
Molecular weight:
Phosphatidylglycerophosphate + H(2)O → phosphatidylglycerol + phosphate.