Record Information
Version2.0
Creation Date2012-05-31 14:19:02 -0600
Update Date2015-12-09 17:00:22 -0700
Secondary Accession Numbers
  • ECMDB10586
Identification
Name:PG(16:1(9Z)/16:1(9Z))
DescriptionPG(16:1(9Z)/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(16:1(9Z)/16:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chains at positions C-1 and C-2. 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.
Structure
Thumb
Synonyms:
  • 1,2-Di(9Z-hexadecenoyl)-rac-glycero-3-phospho-(1'-glycerol)
  • 1,2-di(9Z-hexadecenoyl)-rac-glycero-3-phosphoglycerol
  • 1,2-Dipalmitoleoyl-rac-glycero-3-phosphoglycerol
  • GPG(16:1/16:1)
  • GPG(16:1n7/16:1n7)
  • GPG(16:1w7/16:1w7)
  • GPG(32:2)
  • PG(16:1/16:1)
  • PG(16:1n7/16:1n7)
  • PG(16:1w7/16:1w7)
  • PG(32:2)
  • Phosphatidylglycerol(16:1/16:1)
  • Phosphatidylglycerol(16:1n7/16:1n7)
  • Phosphatidylglycerol(16:1w7/16:1w7)
  • Phosphatidylglycerol(32:2)
Chemical Formula:C38H71O10P
Weight:Average: 718.95
Monoisotopic: 718.478485484
InChI Key:GHQNERCMPIDAAU-VSQPZENTSA-N
InChI:InChI=1S/C38H71O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,35-36,39-40H,3-12,17-34H2,1-2H3,(H,43,44)/b15-13-,16-14-/t35-,36-/m1/s1
CAS number:Not Available
IUPAC Name:[(2R)-2,3-bis[(9Z)-hexadec-9-enoyloxy]propoxy][(2R)-2,3-dihydroxypropoxy]phosphinic acid
Traditional IUPAC Name:(2R)-2,3-bis[(9Z)-hexadec-9-enoyloxy]propoxy((2R)-2,3-dihydroxypropoxy)phosphinic acid
SMILES:[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC
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.
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 DescriptorsNot Available
Physical Properties
State:Solid
Charge:-1
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility0.00015 g/LALOGPS
logP7.53ALOGPS
logP10.21ChemAxon
logS-6.7ALOGPS
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 Count38ChemAxon
Refractivity197.54 m³·mol⁻¹ChemAxon
Polarizability83.78 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Membrane
Reactions:
Water + PGP(16:1(9Z)/16:1(9Z)) > PG(16:1(9Z)/16:1(9Z)) + Phosphate
2 PG(16:1(9Z)/16:1(9Z)) <> cardiolipin (tetrahexadec-9-enoyl, n-C16:1) + Glycerol
Adenosine triphosphate + Water + PG(16:1(9Z)/16:1(9Z)) > ADP + Hydrogen ion + Phosphate + PG(16:1(9Z)/16:1(9Z))
Adenosine triphosphate + Water + PG(16:1(9Z)/16:1(9Z)) > ADP + Hydrogen ion + Phosphate + PG(16:1(9Z)/16:1(9Z))
2 S-Adenosylmethionine + PG(16:1(9Z)/16:1(9Z)) >2 S-Adenosylhomocysteine + Cyclopropane phosphatidylglycerol (dihexadec-9,10-cyclo-anoyl, N-C16:0 cyclo) +2 Hydrogen ion
2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:1) + Adenosine triphosphate + Hexadecenoate (n-C16:1) > Adenosine monophosphate + PG(16:1(9Z)/16:1(9Z)) + Pyrophosphate
Water + PG(16:1(9Z)/16:1(9Z)) > 1-Acyl-sn-glycero-3-phosphoglycerol (N-C16:1) + Hydrogen ion + Hexadecenoate (n-C16:1)
Water + PG(16:1(9Z)/16:1(9Z)) > 2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:1) + Hydrogen ion + Hexadecenoate (n-C16:1)
2-Acyl-sn-glycero-3-phosphoethanolamine (N-C16:1) + PG(16:1(9Z)/16:1(9Z)) > Acyl phosphatidylglycerol (N-C16:1) + Glycerylphosphorylethanolamine
2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:1) + PG(16:1(9Z)/16:1(9Z)) > Acyl phosphatidylglycerol (N-C16:1) + Glycerophosphoglycerol
PG(16:1(9Z)/16:1(9Z)) + PE(15:0cyclo/14:0(3-OH)) > Ethanolamine + CL(15:0cyclo/14:0/16:1(9Z)/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/15:0) > Ethanolamine + CL(15:0cyclo/15:0cyclo/16:1(9Z)/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/16:0) > CL(15:0cyclo/16:0/16:1(9Z)/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(15:0cyclo/14:0(3-OH)) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/14:0/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/15:0) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/15:0cyclo/16:1(9Z))
PE(15:0/16:0) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/16:0/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0cyclo/14:0(3-OH)) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/16:1(9Z)/14:0)
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/15:0) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/16:1(9Z)/15:0cyclo)
PE(15:0/16:0) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/16:1(9Z)/16:0)
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/16:1(9Z)) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/16:1(9Z)/16:1(9Z))
PE(15:0/17:0cycw7c) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/16:1(9Z)/17:0cycw7c)
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/18:1(9Z)) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/16:1(9Z)/18:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/19:iso) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/16:1(9Z)/19:0cycv8c)
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/17:0cycw7c/16:1(9Z))
PE(18:1(9Z)/15:0) + PG(16:1(9Z)/16:1(9Z)) > CL(15:0cyclo/16:1(9Z)/18:1(9Z)/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/19:iso) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z))
PE(15:0/17:0cycw7c) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(15:0cyclo/17:0cycw7c/16:1(9Z)/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/18:1(9Z)) > Ethanolamine + CL(15:0cyclo/18:1(9Z)/16:1(9Z)/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/19:iso) > Ethanolamine + CL(15:0cyclo/19:0cycv8c/16:1(9Z)/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/16:0) > Ethanolamine + CL(16:0/15:0cyclo/16:1(9Z)/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/14:0) > Ethanolamine + CL(16:0/16:1(9Z)/14:0/16:1(9Z))
PE(16:0/14:0) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(16:0/16:1(9Z)/16:1(9Z)/14:0)
PG(16:1(9Z)/16:1(9Z)) + PE(16:1(9Z)/16:0) > Ethanolamine + CL(16:0/16:1(9Z)/16:1(9Z)/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:0/16:1(9Z)/16:1(9Z)/17:0cycw7c)
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/18:1(9Z)) > Ethanolamine + CL(16:0/16:1(9Z)/16:1(9Z)/18:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/19:0cycw8c) > CL(16:0/16:1(9Z)/16:1(9Z)/19:0cycv8c) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:0/16:1(9Z)/17:0cycw7c/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/18:1(9Z)) > Ethanolamine + CL(16:0/16:1(9Z)/18:1(9Z)/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/19:0cycw8c) > Ethanolamine + CL(16:0/16:1(9Z)/19:0cycv8c/16:1(9Z))
PE(15:0/17:0cycw7c) + PG(16:1(9Z)/16:1(9Z)) > CL(16:0/17:0cycw7c/16:1(9Z)/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/18:1(9Z)) > CL(16:0/18:1(9Z)/16:1(9Z)/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/19:0cycw8c) > Ethanolamine + CL(16:0/19:0cycv8c/16:1(9Z)/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/15:0) > Ethanolamine + CL(16:1(9Z)/15:0cyclo/14:0/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/16:0) > Ethanolamine + CL(16:1(9Z)/15:0cyclo/16:0/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/14:0) > Ethanolamine + CL(16:1(9Z)/15:0cyclo/16:1(9Z)/14:0)
PE(15:0/15:0) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(16:1(9Z)/15:0cyclo/16:1(9Z)/15:0cyclo)
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/16:0) > Ethanolamine + CL(16:1(9Z)/15:0cyclo/16:1(9Z)/16:0)
PE(15:0/16:1(9Z)) + PG(16:1(9Z)/16:1(9Z)) > CL(16:1(9Z)/15:0cyclo/16:1(9Z)/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:1(9Z)/15:0cyclo/16:1(9Z)/17:0cycw7c)
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/18:1(9Z)) > Ethanolamine + CL(16:1(9Z)/15:0cyclo/16:1(9Z)/18:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/19:iso) > Ethanolamine + CL(16:1(9Z)/15:0cyclo/16:1(9Z)/19:0cycv8c)
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:1(9Z)/15:0cyclo/17:0cycw7c/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/18:1(9Z)) > CL(16:1(9Z)/15:0cyclo/18:1(9Z)/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/19:iso) > Ethanolamine + CL(16:1(9Z)/15:0cyclo/19:0cycv8c/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/16:0) > CL(16:1(9Z)/16:0/14:0/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/16:0) > CL(16:1(9Z)/16:0/16:1(9Z)/14:0) + Ethanolamine
PE(16:1(9Z)/16:0) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(16:1(9Z)/16:0/16:1(9Z)/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:1(9Z)/16:0/16:1(9Z)/17:0cycw7c)
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/18:1(9Z)) > Ethanolamine + CL(16:1(9Z)/16:0/16:1(9Z)/18:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/19:0cycw8c) > CL(16:1(9Z)/16:0/16:1(9Z)/19:0cycv8c) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/17:0cycw7c) > CL(16:1(9Z)/16:0/17:0cycw7c/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/18:1(9Z)) > CL(16:1(9Z)/16:0/18:1(9Z)/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/19:0cycw8c) > Ethanolamine + CL(16:1(9Z)/16:0/19:0cycv8c/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(15:0cyclo/14:0(3-OH)) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/14:0/15:0cyclo)
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/14:0) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/14:0/16:0)
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/16:1(9Z)) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/14:0/16:1(9Z))
PE(14:0/17:0cycw7c) + PG(16:1(9Z)/16:1(9Z)) > CL(16:1(9Z)/16:1(9Z)/14:0/17:0cycw7c) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/18:1(9Z)) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/14:0/18:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/19:iso) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/14:0/19:0cycv8c)
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/16:1(9Z)) > CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/14:0) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(16:1(9Z)/17:0) > CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/17:0cycw7c) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(16:1(9Z)/18:1(9Z)) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(16:1(9Z)/19:iso) > CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/19:0cycv8c) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/17:0cycw7c) > CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/14:0) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/15:0cyclo)
PG(16:1(9Z)/16:1(9Z)) + PG(16:0/17:0cycw7c) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/16:0)
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/16:0)
PG(16:1(9Z)/16:1(9Z)) + PE(16:1(9Z)/17:0) > CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(17:0cycw7c/17:0cycw7c) > CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/17:0cycw7c) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(17:0/18:1(11Z)) > CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/18:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(17:0cycw7c/19:iso) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/19:0cycv8c)
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/18:1(9Z)) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/14:0)
PG(16:1(9Z)/16:1(9Z)) + PE(18:1(9Z)/15:0) > CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/15:0cyclo) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/18:1(9Z)) > CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/16:0) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(16:1(9Z)/18:1(9Z)) > CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(17:0/18:1(11Z)) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/17:0cycw7c)
PG(16:1(9Z)/16:1(9Z)) + PE(18:1(9Z)/18:1(9Z)) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(18:1(9Z)/19:iso) > CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/19:0cycv8c) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/19:iso) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/14:0)
PG(16:1(9Z)/16:1(9Z)) + PS(15:0/19:iso) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/15:0cyclo)
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/19:iso) Ethanolamine + CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/15:0cyclo)
PG(16:1(9Z)/16:1(9Z)) + PE(16:0/19:0cycw8c) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/16:0)
PG(16:1(9Z)/16:1(9Z)) + PE(16:1(9Z)/19:iso) > CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(17:0cycw7c/19:iso) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/17:0cycw7c)
PG(16:1(9Z)/16:1(9Z)) + PE(18:1(9Z)/19:iso) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/18:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(19:iso/19:iso) > CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/19:0cycv8c) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/17:0cycw7c) > Ethanolamine + CL(16:1(9Z)/17:0cycw7c/14:0/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/17:0cycw7c) > CL(16:1(9Z)/17:0cycw7c/16:1(9Z)/14:0) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(17:0cycw7c/17:0cycw7c) > Ethanolamine + CL(16:1(9Z)/17:0cycw7c/16:1(9Z)/17:0cycw7c)
PE(17:0cycw7c/17:0cycw7c) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/16:1(9Z))
PE(14:0/18:1(9Z)) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(16:1(9Z)/18:1(9Z)/14:0/16:1(9Z))
PE(14:0/18:1(9Z)) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/14:0)
PG(16:1(9Z)/16:1(9Z)) + PE(17:0/18:1(11Z)) > CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/17:0cycw7c) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(18:1(9Z)/18:1(9Z)) > Ethanolamine + CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/18:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(18:1(9Z)/19:iso) > CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/19:0cycv8c) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(18:1(9Z)/18:1(9Z)) > CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(18:1(9Z)/19:iso) > Ethanolamine + CL(16:1(9Z)/18:1(9Z)/19:0cycv8c/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/19:iso) > Ethanolamine + CL(16:1(9Z)/19:0cycv8c/14:0/16:1(9Z))
PE(14:0/19:iso) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/14:0)
PG(16:1(9Z)/16:1(9Z)) + PE(17:0cycw7c/19:iso) > Ethanolamine + CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/17:0cycw7c)
PG(16:1(9Z)/16:1(9Z)) + PE(19:iso/19:iso) > CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/19:0cycv8c) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(17:0cycw7c/19:iso) > Ethanolamine + CL(16:1(9Z)/19:0cycv8c/17:0cycw7c/16:1(9Z))
PE(19:iso/19:iso) + PG(16:1(9Z)/16:1(9Z)) > CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(14:0/17:0cycw7c) > Ethanolamine + CL(17:0cycw7c/16:1(9Z)/14:0/16:1(9Z))
PE(17:0/14:0) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(16:1(9Z)/18:1(9Z)/17:0cycw7c/16:1(9Z))
PE(19:0cycw8c/17:0cycw7c) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(19:0cycv8c/16:1(9Z)/16:1(9Z)/17:0cycw7c)
PE(19:0cycv8c/14:0(3-OH)) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(19:0cycv8c/16:1(9Z)/16:1(9Z)/14:0)
PG(16:1(9Z)/16:1(9Z)) + PE(17:0cycw7c/14:0(3-OH)) > Ethanolamine + CL(17:0cycw7c/16:1(9Z)/16:1(9Z)/14:0)
PG(16:1(9Z)/16:1(9Z)) + PE(19:0cycv8c/14:0(3-OH)) > Ethanolamine + CL(19:0cycv8c/16:1(9Z)/14:0/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(17:0cycw7c/17:0cycw7c) > Ethanolamine + CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/16:1(9Z))
PG(16:1(9Z)/16:1(9Z)) + PE(18:1(9Z)/19:iso) > CL(18:1(9Z)/16:1(9Z)/19:0cycv8c/16:1(9Z)) + Ethanolamine
PG(16:1(9Z)/16:1(9Z)) + PE(17:0/18:1(11Z)) > CL(18:1(9Z)/16:1(9Z)/17:0cycw7c/16:1(9Z)) + Ethanolamine
2 PG(16:1(9Z)/16:1(9Z)) > Glycerol + cardiolipin (tetrahexadec-9-enoyl, n-C16:1)
More...

SMPDB Pathways:
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/15:0cyclo/18:1(9Z))PW001064 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/15:0cyclo/19:0cycv8c)PW001065 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis (CL(17:0cycw7c/16:1(9Z)/16:1(9Z)/14:0))PW001694 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis (CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/16:1(9Z)))PW001696 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis (CL(18:1(9Z)/16:1(9Z)/17:0cycw7c/16:1(9Z)))PW001613 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis (CL(18:1(9Z)/16:1(9Z)/19:0cycv8c/16:1(9Z)))PW001629 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis (CL(19:0cycv8c/16:1(9Z)/14:0/16:1(9Z)))PW001375 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis (CL(19:0cycv8c/16:1(9Z)/16:1(9Z)/14:0))PW001377 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis (CL(19:0cycv8c/16:1(9Z)/16:1(9Z)/17:0cycw7c))PW001383 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/14:0/16:1(9Z)/16:1(9Z))PW001054 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/14:0/19:0cycv8c/19:0cycv8c)PW001058 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/14:0/16:0)PW001059 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/14:0/16:1(9Z))PW001060 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:0/14:0)PW001066 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:0/16:1(9Z))PW001063 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:0/17:0cycw7c)PW001067 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:0/18:1(9Z))PW001069 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:0/19:0cycv8c)PW001070 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:1(9Z)/14:0)PW001071 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:1(9Z)/16:0)PW001072 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:1(9Z)/16:1(9Z))PW001068 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:1(9Z)/17:0cycw7c)PW001073 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:1(9Z)/18:1(9Z))PW001074 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/16:1(9Z)/19:0cycv8c)PW001075 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/17:0cycw7c/16:0)PW001076 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/17:0cycw7c/16:1(9Z))PW001077 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/18:1(9Z)/16:1(9Z))PW001083 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/19:0cycv8c/15:0cyclo)PW001088 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/19:0cycv8c/16:0)PW001089 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/19:0cycv8c/16:1(9Z))PW001090 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:0/16:1(9Z)/16:1(9Z))PW001108 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/14:0/16:1(9Z))PW001118 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/15:0cyclo/16:1(9Z))PW001120 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/16:0/16:1(9Z))PW001125 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/16:1(9Z)/14:0)PW001126 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/16:1(9Z)/15:0cyclo)PW001127 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/16:1(9Z)/16:0)PW001128 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/16:1(9Z)/16:1(9Z))PW001129 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/16:1(9Z)/17:0cycw7c)PW001130 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/16:1(9Z)/18:1(9Z))PW001131 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/16:1(9Z)/19:0cycv8c)PW001132 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/17:0cycw7c/16:1(9Z))PW001134 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/18:1(9Z)/16:1(9Z))PW001137 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z))PW001140 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/17:0cycw7c/16:1(9Z)/16:1(9Z))PW001147 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/18:1(9Z)/16:1(9Z)/16:1(9Z))PW001167 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/19:0cycv8c/14:0/19:0cycv8c)PW001183 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/19:0cycv8c/16:1(9Z)/16:1(9Z))PW001191 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/15:0cyclo/16:1(9Z)/16:1(9Z))PW001235 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/16:1(9Z)/14:0/16:1(9Z))PW001295 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/16:1(9Z)/16:1(9Z)/14:0)PW001307 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/16:1(9Z)/16:1(9Z)/16:1(9Z))PW001311 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/16:1(9Z)/16:1(9Z)/17:0cycw7c)PW001312 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/16:1(9Z)/16:1(9Z)/18:1(9Z))PW001313 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/16:1(9Z)/17:0cycw7c/16:1(9Z))PW001325 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/16:1(9Z)/18:1(9Z)/16:1(9Z))PW001329 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/16:1(9Z)/19:0cycv8c/16:1(9Z))PW001336 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/17:0cycw7c/16:1(9Z)/16:1(9Z))PW001344 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/18:1(9Z)/16:1(9Z)/16:1(9Z))PW001362 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/19:0cycv8c/16:1(9Z)/16:1(9Z))PW001393 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/14:0/16:1(9Z))PW001437 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/16:0/16:1(9Z))PW001449 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/16:1(9Z)/14:0)PW001450 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/16:1(9Z)/15:0cyclo)PW001451 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/16:1(9Z)/16:0)PW001452 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/16:1(9Z)/16:1(9Z))PW001453 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/16:1(9Z)/18:1(9Z))PW001455 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/16:1(9Z)/19:0cycv8c)PW001456 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/17:0cycw7c/16:1(9Z))PW001458 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/18:1(9Z)/16:1(9Z))PW001461 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/19:0cycv8c/16:1(9Z))PW001468 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:0/14:0/16:1(9Z))PW001472 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:0/16:1(9Z)/14:0)PW001481 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:0/16:1(9Z)/16:1(9Z))PW001487 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:0/16:1(9Z)/17:0cycw7c)PW001488 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:0/16:1(9Z)/18:1(9Z))PW001489 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:0/16:1(9Z)/19:0cycv8c)PW001490 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:0/17:0cycw7c/16:1(9Z))PW001496 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:0/18:1(9Z)/16:1(9Z))PW001503 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:0/19:0cycv8c/16:1(9Z))PW001508 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/14:0/15:0cyclo)PW001511 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/14:0/16:0)PW001512 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/14:0/16:1(9Z))PW001513 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/14:0/17:0cycw7c)PW001520 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/14:0/18:1(9Z))PW001521 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/14:0/19:0cycv8c)PW001522 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/14:0)PW001523 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/17:0cycw7c)PW001524 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(9Z))PW001525 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/19:0cycv8c)PW001526 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/14:0)PW001535 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/15:0cyclo)PW001536 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/16:0)PW001537 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/16:1(9Z))PW001538 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/17:0cycw7c)PW001539 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/18:1(9Z))PW001542 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/19:0cycv8c)PW001543 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/14:0)PW001544 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/15:0cyclo)PW001545 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/16:0)PW001546 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/16:1(9Z))PW001547 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/17:0cycw7c)PW001548 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(9Z))PW001549 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/19:0cycv8c)PW001550 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/14:0)PW001551 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/15:0cyclo)PW001552 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/16:0)PW001553 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/16:1(9Z))PW001554 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/17:0cycw7c)PW001555 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/18:1(9Z))PW001556 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/19:0cycv8c)PW001557 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/17:0cycw7c/14:0/16:1(9Z))PW001558 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/17:0cycw7c/16:1(9Z)/14:0)PW001560 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/17:0cycw7c/16:1(9Z)/17:0cycw7c)PW001561 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/16:1(9Z))PW001563 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/18:1(9Z)/14:0/16:1(9Z))PW001572 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/14:0)PW001574 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/17:0cycw7c)PW001575 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/18:1(9Z))PW001576 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/19:0cycv8c)PW001589 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/18:1(9Z)/17:0cycw7c/16:1(9Z))PW001590 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/16:1(9Z))PW001602 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/18:1(9Z)/19:0cycv8c/16:1(9Z))PW001606 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/19:0cycv8c/14:0/16:1(9Z))PW001616 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/14:0)PW001624 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/17:0cycw7c)PW001625 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/19:0cycv8c)PW001626 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/19:0cycv8c/17:0cycw7c/16:1(9Z))PW001627 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/16:1(9Z))PW001641 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(17:0cycw7c/16:1(9Z)/14:0/16:1(9Z))PW001693 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesisCL(16:0/16:1(9Z)/16:1(9Z)/19:0cycv8c)PW001314 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesisCL(16:1(9Z)/15:0cyclo/16:1(9Z)/17:0cycw7c)PW001454 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:
EcoCyc Pathways:
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gb9-5270921800-8fc076523049c07cfe18View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ky1-7292522200-466fff18367eee366ac3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4j-9263162000-d750c55d246fa474d73cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udr-1190302200-9313408a4891dbc1bddfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ug0-5291101000-1918bd86e314ce67098cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9010000000-dc92743e8c38d0c0db39View in MoNA
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
References
References:
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
  • Uniprot Consortium (2012). "Reorganizing the protein space at the Universal Protein Resource (UniProt)." Nucleic Acids Res 40:D71-D75. Pubmed: 22102590
  • Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI IDNot Available
HMDB IDHMDB10586
Pubchem Compound IDNot Available
Kegg IDC00344
ChemSpider ID24768085
Wikipedia IDNot Available
BioCyc IDCPD0-2330
EcoCyc IDCPD0-2330

Enzymes

General function:
Lipid transport and metabolism
Specific function:
2-lysophosphatidylcholine + H(2)O = glycerophosphocholine + a carboxylate
Gene Name:
pldB
Uniprot ID:
P07000
Molecular weight:
38978
Reactions
2-lysophosphatidylcholine + H(2)O = glycerophosphocholine + a carboxylate.
General function:
Involved in phospholipase activity
Specific function:
Has broad substrate specificity including hydrolysis of phosphatidylcholine with phospholipase A2 (EC 3.1.1.4) and phospholipase A1 (EC 3.1.1.32) activities. Strong expression leads to outer membrane breakdown and cell death; is dormant in normal growing cells. Required for efficient secretion of bacteriocins
Gene Name:
pldA
Uniprot ID:
P0A921
Molecular weight:
33163
Reactions
Phosphatidylcholine + H(2)O = 2-acylglycerophosphocholine + a carboxylate.
Phosphatidylcholine + H(2)O = 1-acylglycerophosphocholine + a carboxylate.
General function:
Involved in catalytic activity
Specific function:
Hydrolyzes phosphatidylglycerophosphate, phosphatidic acid, and lysophosphatidic acid; the pattern of activities varies according to subcellular location
Gene Name:
pgpB
Uniprot ID:
P0A924
Molecular weight:
29021
Reactions
Phosphatidylglycerophosphate + H(2)O = phosphatidylglycerol + phosphate.
General function:
Involved in lipid biosynthetic process
Specific function:
Transfers a methylene group from S-adenosyl-L-methionine to the cis double bond of an unsaturated fatty acid chain resulting in the replacement of the double bond with a methylene bridge
Gene Name:
cfa
Uniprot ID:
P0A9H7
Molecular weight:
43909
Reactions
S-adenosyl-L-methionine + phospholipid olefinic fatty acid = S-adenosyl-L-homocysteine + phospholipid cyclopropane fatty acid.
General function:
Involved in phosphatidylglycerophosphatase activity
Specific function:
One of the three phospholipid phosphatases, specifically hydrolyzes phosphatidylglycerophosphate
Gene Name:
pgpA
Uniprot ID:
P18200
Molecular weight:
19418
Reactions
Phosphatidylglycerophosphate + H(2)O = phosphatidylglycerol + phosphate.
General function:
Involved in transferase activity, transferring acyl groups
Specific function:
Plays a role in lysophospholipid acylation. Transfers fatty acids to the 1-position via an enzyme-bound acyl-ACP intermediate in the presence of ATP and magnesium. Its physiological function is to regenerate phosphatidylethanolamine from 2-acyl-glycero-3-phosphoethanolamine (2-acyl-GPE) formed by transacylation reactions or degradation by phospholipase A1
Gene Name:
aas
Uniprot ID:
P31119
Molecular weight:
80699
Reactions
Acyl-[acyl-carrier-protein] + O-(2-acyl-sn-glycero-3-phospho)ethanolamine = [acyl-carrier-protein] + O-(1-beta-acyl-2-acyl-sn-glycero-3-phospho)ethanolamine.
ATP + an acid + [acyl-carrier-protein] = AMP + diphosphate + acyl-[acyl-carrier-protein].
General function:
Involved in nucleotide binding
Specific function:
Involved in lipid A export and possibly also in glycerophospholipid export and for biogenesis of the outer membrane. Transmembrane domains (TMD) form a pore in the inner membrane and the ATP-binding domain (NBD) is responsible for energy generation
Gene Name:
msbA
Uniprot ID:
P60752
Molecular weight:
64460
General function:
Not Available
Specific function:
Not known; overproduction leads to camphor resistance and chromosome condensation
Gene Name:
crcA
Uniprot ID:
P37001
Molecular weight:
21770
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. Affects resistance to the gyrase inhibitor novobiocin
Gene Name:
cls
Uniprot ID:
P0A6H8
Molecular weight:
54822
Reactions
2 Phosphatidylglycerol = diphosphatidylglycerol + glycerol.
General function:
Involved in catalytic activity
Specific function:
Catalyzes, in vitro, the phosphatidyl group transfer from one phosphatidylglycerol molecule to another to form cardiolipin (CL) (diphosphatidylglycerol) and glycerol. Can also catalyze phosphatidyl group transfer to water to form phosphatidate. Catalyzes little, if any, cardiolipin synthesis in vivo, even when the expression level is very high
Gene Name:
ybhO
Uniprot ID:
P0AA84
Molecular weight:
47633
Reactions
2 Phosphatidylglycerol = diphosphatidylglycerol + glycerol.
General function:
cardiolipin biosynthetic process
Specific function:
Catalyzes the synthesis of cardiolipin (CL) (diphosphatidylglycerol) from phosphatidylglycerol (PG) and phosphatidylethanolamine (PE).
Gene Name:
clsC
Uniprot ID:
P75919
Molecular weight:
53665
Reactions
Phosphatidylglycerol + phosphatidylethanolamine = diphosphatidylglycerol + ethanolamine

Transporters

General function:
Involved in phospholipid transporter activity
Specific function:
Part of the ABC transporter complex mlaFEDB that actively prevents phospholipid accumulation at the cell surface. Probably maintains lipid asymmetry in the outer membrane by retrograde trafficking of phospholipids from the outer membrane to the inner membrane
Gene Name:
mlaB
Uniprot ID:
P64602
Molecular weight:
10680
General function:
Involved in nucleotide binding
Specific function:
Involved in lipid A export and possibly also in glycerophospholipid export and for biogenesis of the outer membrane. Transmembrane domains (TMD) form a pore in the inner membrane and the ATP-binding domain (NBD) is responsible for energy generation
Gene Name:
msbA
Uniprot ID:
P60752
Molecular weight:
64460
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Part of the ABC transporter complex mlaFEDB that actively prevents phospholipid accumulation at the cell surface. Probably maintains lipid asymmetry in the outer membrane by retrograde trafficking of phospholipids from the outer membrane to the inner membrane
Gene Name:
mlaD
Uniprot ID:
P64604
Molecular weight:
19576
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Part of the ABC transporter complex mlaFEDB that actively prevents phospholipid accumulation at the cell surface. Probably maintains lipid asymmetry in the outer membrane by retrograde trafficking of phospholipids from the outer membrane to the inner membrane
Gene Name:
mlaE
Uniprot ID:
P64606
Molecular weight:
27863