<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>2.0</version>
  <creation_date>2012-08-13 14:57:53 -0600</creation_date>
  <update_date>2015-12-09 12:07:34 -0700</update_date>
  <accession>ECMDB21639</accession>
  <m2m_id>M2MDB002033</m2m_id>
  <name>PG(16:0/19:0cycw8c)</name>
  <description>PG(16:0/19:0cycw8c) 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(16:0/19:0cycw8c), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl  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.</description>
  <synonyms>
    <synonym>1-hexadecanoyl-2-9-(2-heptylcyclopropyl)nonanoyl-sn-glycero-3-phospho-(1'-glycerol)</synonym>
    <synonym>1-hexadecanoyl-2-9-(2-heptylcyclopropyl)nonanoyl-sn-glycero-3-phosphoglycerol</synonym>
    <synonym>1-hexadecanoyl-2-NULL-sn-glycero-3-phospho-(1'-glycerol)</synonym>
    <synonym>1-hexadecanoyl-2-NULL-sn-glycero-3-phosphoglycerol</synonym>
    <synonym>1-palmitoyl-2-(heptadec-11-12-cyclo-anoyl)-sn-glycero-3-phosphoglycerol</synonym>
    <synonym>1-palmitoyl-2-heptadecheptadec-cyclopropanol-sn-glycero-3-phosphoglycerol</synonym>
    <synonym>GPG(16:0/19:0)</synonym>
    <synonym>GPG(35:0)</synonym>
    <synonym>PG(16:0/19:0)</synonym>
    <synonym>PG(35:0)</synonym>
    <synonym>Phosphatidylglycerol(16:0/19:0)</synonym>
    <synonym>Phosphatidylglycerol(35:0)</synonym>
  </synonyms>
  <chemical_formula>C41H79O10P</chemical_formula>
  <average_molecular_weight>763.047</average_molecular_weight>
  <monisotopic_moleculate_weight>762.541085742</monisotopic_moleculate_weight>
  <iupac_name>[(2S)-2,3-dihydroxypropoxy][(2R)-3-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-2-(hexadecanoyloxy)propoxy]phosphinic acid</iupac_name>
  <traditional_iupac>(2S)-2,3-dihydroxypropoxy((2R)-3-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-2-(hexadecanoyloxy)propoxy)phosphinic acid</traditional_iupac>
  <cas_registry_number/>
  <smiles>[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC1CC1CCCCCCC)OC(=O)CCCCCCCCCCCCCCC</smiles>
  <inchi>InChI=1S/C41H79O10P/c1-3-5-7-9-10-11-12-13-14-15-16-22-26-30-41(45)51-39(35-50-52(46,47)49-33-38(43)32-42)34-48-40(44)29-25-21-18-17-20-24-28-37-31-36(37)27-23-19-8-6-4-2/h36-39,42-43H,3-35H2,1-2H3,(H,46,47)/t36?,37?,38-,39+/m0/s1</inchi>
  <inchikey>XLFQKCMCWQYOHD-NIJRPICPSA-N</inchikey>
  <state>Solid</state>
  <cellular_locations>
    <cellular_location>Membrane</cellular_location>
  </cellular_locations>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>8.13</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-6.94</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>8.85e-05 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>11.49</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>1.89</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>[(2S)-2,3-dihydroxypropoxy][(2R)-3-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-2-(hexadecanoyloxy)propoxy]phosphinic acid</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>763.047</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>762.541085742</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC1CC1CCCCCCC)OC(=O)CCCCCCCCCCCCCCC</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C41H79O10P</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C41H79O10P/c1-3-5-7-9-10-11-12-13-14-15-16-22-26-30-41(45)51-39(35-50-52(46,47)49-33-38(43)32-42)34-48-40(44)29-25-21-18-17-20-24-28-37-31-36(37)27-23-19-8-6-4-2/h36-39,42-43H,3-35H2,1-2H3,(H,46,47)/t36?,37?,38-,39+/m0/s1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>XLFQKCMCWQYOHD-NIJRPICPSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>148.82</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>207.2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>92.42</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>41</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>6</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>physiological_charge</kind>
    <value>-1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formal_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <pathways>
    <pathway>
      <name>Glycerophospholipid metabolism</name>
      <description/>
      <pathwhiz_id/>
      <kegg_map_id>ec00564</kegg_map_id>
      <subject/>
    </pathway>
    <pathway>
      <name>phospholipid biosynthesis (CL(19:0cycv8c/16:0/14:0/14:0))</name>
      <description>Phospholipids are membrane components in E. coli. 
The major phospholipids of E. coli are phosphatidylethanolamine, phosphatidylglycerol and cardiolipin. All phospholipids contain sn-glycerol-3-phosphate esterified with fatty acids at the sn-1 and sn-2 positions.
The reaction starts from a glycerone phosphate (dihydroxyacetone phosphate) produced in glycolysis. The glycerone phosphate is transformed to a sn-glycerol 3-phosphate (glycerol 3 phosphate) by NADPH driven glycerol-3-phosphate dehydrogenase. 
Sn-glycerol 3-phosphate is transformed to a 1-acyl-sn-glycerol 3-phosphate(1-oleyl-2-lyso-phosphatidate , 1-palmitoylglycerol 3-phosphate , 1-stearoyl-sn-glycerol 3-phosphate). This can be achieve by a sn-glycerol-3-phosphate 1-0-acyltransferase that interacts either with a long-chain acyl-CoA or with an acyl-[acp]. The 1-acyl-sn-glycerol 3-phosphate is transformed into a  1,2-diacyl-sn-glycerol 3-phosphate through a 1-acylglycerol-3-phosphate O-acyltransferase. 
This compound is then converted into a CPD-diacylglycerol  through a CTP (phosphatidate cytididyltransferase. CPD-diacylglycerol can be transformed either to a L-1-phosphatidylserine or a L-1-phosphatidylglycerol-phosphate through a phosphatidylserine synthase or a phosphatidylglycerophosphate synthase respectively. The  L-1-phosphatidylserine transforms into L-1-phosphatidylethanolamine through a phosphatidylserine decarboxylase, o the other hand L-1-phosphatidylglycerol-phosphate gets transformed into a L-1-phosphatidyl-glycerol through  a phosphatidylglycerophosphatase. These 2 products combines produce a cardiolipin  and a ethanolamine.
The L-1 phosphatidyl-glycerol can also interact with cardiolipin synthase resulting in a glycerol and a cardiolipin.</description>
      <pathwhiz_id>PW001320</pathwhiz_id>
      <kegg_map_id/>
      <subject>Metabolic</subject>
    </pathway>
    <pathway>
      <name>phospholipid biosynthesis (CL(19:0cycv8c/16:0/14:0/19:0cycv8c))</name>
      <description>Phospholipids are membrane components in E. coli. 
The major phospholipids of E. coli are phosphatidylethanolamine, phosphatidylglycerol and cardiolipin. All phospholipids contain sn-glycerol-3-phosphate esterified with fatty acids at the sn-1 and sn-2 positions.
The reaction starts from a glycerone phosphate (dihydroxyacetone phosphate) produced in glycolysis. The glycerone phosphate is transformed to a sn-glycerol 3-phosphate (glycerol 3 phosphate) by NADPH driven glycerol-3-phosphate dehydrogenase. 
Sn-glycerol 3-phosphate is transformed to a 1-acyl-sn-glycerol 3-phosphate(1-oleyl-2-lyso-phosphatidate , 1-palmitoylglycerol 3-phosphate , 1-stearoyl-sn-glycerol 3-phosphate). This can be achieve by a sn-glycerol-3-phosphate 1-0-acyltransferase that interacts either with a long-chain acyl-CoA or with an acyl-[acp]. The 1-acyl-sn-glycerol 3-phosphate is transformed into a  1,2-diacyl-sn-glycerol 3-phosphate through a 1-acylglycerol-3-phosphate O-acyltransferase. 
This compound is then converted into a CPD-diacylglycerol  through a CTP (phosphatidate cytididyltransferase. CPD-diacylglycerol can be transformed either to a L-1-phosphatidylserine or a L-1-phosphatidylglycerol-phosphate through a phosphatidylserine synthase or a phosphatidylglycerophosphate synthase respectively. The  L-1-phosphatidylserine transforms into L-1-phosphatidylethanolamine through a phosphatidylserine decarboxylase, o the other hand L-1-phosphatidylglycerol-phosphate gets transformed into a L-1-phosphatidyl-glycerol through  a phosphatidylglycerophosphatase. These 2 products combines produce a cardiolipin  and a ethanolamine.
The L-1 phosphatidyl-glycerol can also interact with cardiolipin synthase resulting in a glycerol and a cardiolipin.</description>
      <pathwhiz_id>PW001322</pathwhiz_id>
      <kegg_map_id/>
      <subject>Metabolic</subject>
    </pathway>
    <pathway>
      <name>phospholipid biosynthesis (CL(19:0cycv8c/16:0/17:0cycw7c/17:0cycw7c))</name>
      <description>Phospholipids are membrane components in E. coli. 
The major phospholipids of E. coli are phosphatidylethanolamine, phosphatidylglycerol and cardiolipin. All phospholipids contain sn-glycerol-3-phosphate esterified with fatty acids at the sn-1 and sn-2 positions.
The reaction starts from a glycerone phosphate (dihydroxyacetone phosphate) produced in glycolysis. The glycerone phosphate is transformed to a sn-glycerol 3-phosphate (glycerol 3 phosphate) by NADPH driven glycerol-3-phosphate dehydrogenase. 
Sn-glycerol 3-phosphate is transformed to a 1-acyl-sn-glycerol 3-phosphate(1-oleyl-2-lyso-phosphatidate , 1-palmitoylglycerol 3-phosphate , 1-stearoyl-sn-glycerol 3-phosphate). This can be achieve by a sn-glycerol-3-phosphate 1-0-acyltransferase that interacts either with a long-chain acyl-CoA or with an acyl-[acp]. The 1-acyl-sn-glycerol 3-phosphate is transformed into a  1,2-diacyl-sn-glycerol 3-phosphate through a 1-acylglycerol-3-phosphate O-acyltransferase. 
This compound is then converted into a CPD-diacylglycerol  through a CTP (phosphatidate cytididyltransferase. CPD-diacylglycerol can be transformed either to a L-1-phosphatidylserine or a L-1-phosphatidylglycerol-phosphate through a phosphatidylserine synthase or a phosphatidylglycerophosphate synthase respectively. The  L-1-phosphatidylserine transforms into L-1-phosphatidylethanolamine through a phosphatidylserine decarboxylase, o the other hand L-1-phosphatidylglycerol-phosphate gets transformed into a L-1-phosphatidyl-glycerol through  a phosphatidylglycerophosphatase. These 2 products combines produce a cardiolipin  and a ethanolamine.
The L-1 phosphatidyl-glycerol can also interact with cardiolipin synthase resulting in a glycerol and a cardiolipin.</description>
      <pathwhiz_id>PW001332</pathwhiz_id>
      <kegg_map_id/>
      <subject>Metabolic</subject>
    </pathway>
    <pathway>
      <name>phospholipid biosynthesis CL(16:0/17:0cycw7c/17:0cycw7c/19:0cycv8c)</name>
      <description>"Phospholipids are membrane components in E. coli. 
The major phospholipids of E. coli are phosphatidylethanolamine, phosphatidylglycerol and cardiolipin. All phospholipids contain sn-glycerol-3-phosphate esterified with fatty acids at the sn-1 and sn-2 positions.
The reaction starts from a glycerone phosphate (dihydroxyacetone phosphate) produced in glycolysis. The glycerone phosphate is transformed to a sn-glycerol 3-phosphate (glycerol 3 phosphate) by NADPH driven glycerol-3-phosphate dehydrogenase. 
 Sn-glycerol 3-phosphate is transformed to a 1-acyl-sn-glycerol 3-phosphate(1-oleyl-2-lyso-phosphatidate , 1-palmitoylglycerol 3-phosphate , 1-stearoyl-sn-glycerol 3-phosphate). This can be achieve by a sn-glycerol-3-phosphate 1-0-acyltransferase that interacts either with a long-chain acyl-CoA or with an acyl-[acp]. The 1-acyl-sn-glycerol 3-phosphate is transformed into a  1,2-diacyl-sn-glycerol 3-phosphate through a 1-acylglycerol-3-phosphate O-acyltransferase. 
This compound is then converted into a CPD-diacylglycerol  through a CTP (phosphatidate cytididyltransferase. CPD-diacylglycerol can be transformed either to a L-1-phosphatidylserine or a L-1-phosphatidylglycerol-phosphate through a phosphatidylserine synthase or a phosphatidylglycerophosphate synthase respectively. The   L-1-phosphatidylserine transforms into L-1-phosphatidylethanolamine through a phosphatidylserine decarboxylase, o the other hand L-1-phosphatidylglycerol-phosphate gets transformed into a L-1-phosphatidyl-glycerol through  a phosphatidylglycerophosphatase. These 2 products combines produce a cardiolipin  and a ethanolamine.
The L-1 phosphatidyl-glycerol can also interact with cardiolipin synthase resulting in a glycerol and a cardiolipin."</description>
      <pathwhiz_id>PW001349</pathwhiz_id>
      <kegg_map_id/>
      <subject>Metabolic</subject>
    </pathway>
    <pathway>
      <name>phospholipid biosynthesis CL(16:0/17:0cycw7c/19:0cycv8c/17:0cycw7c)</name>
      <description>"Phospholipids are membrane components in E. coli. 
The major phospholipids of E. coli are phosphatidylethanolamine, phosphatidylglycerol and cardiolipin. All phospholipids contain sn-glycerol-3-phosphate esterified with fatty acids at the sn-1 and sn-2 positions.
The reaction starts from a glycerone phosphate (dihydroxyacetone phosphate) produced in glycolysis. The glycerone phosphate is transformed to a sn-glycerol 3-phosphate (glycerol 3 phosphate) by NADPH driven glycerol-3-phosphate dehydrogenase. 
 Sn-glycerol 3-phosphate is transformed to a 1-acyl-sn-glycerol 3-phosphate(1-oleyl-2-lyso-phosphatidate , 1-palmitoylglycerol 3-phosphate , 1-stearoyl-sn-glycerol 3-phosphate). This can be achieve by a sn-glycerol-3-phosphate 1-0-acyltransferase that interacts either with a long-chain acyl-CoA or with an acyl-[acp]. The 1-acyl-sn-glycerol 3-phosphate is transformed into a  1,2-diacyl-sn-glycerol 3-phosphate through a 1-acylglycerol-3-phosphate O-acyltransferase. 
This compound is then converted into a CPD-diacylglycerol  through a CTP (phosphatidate cytididyltransferase. CPD-diacylglycerol can be transformed either to a L-1-phosphatidylserine or a L-1-phosphatidylglycerol-phosphate through a phosphatidylserine synthase or a phosphatidylglycerophosphate synthase respectively. The   L-1-phosphatidylserine transforms into L-1-phosphatidylethanolamine through a phosphatidylserine decarboxylase, o the other hand L-1-phosphatidylglycerol-phosphate gets transformed into a L-1-phosphatidyl-glycerol through  a phosphatidylglycerophosphatase. These 2 products combines produce a cardiolipin  and a ethanolamine.
The L-1 phosphatidyl-glycerol can also interact with cardiolipin synthase resulting in a glycerol and a cardiolipin."
</description>
      <pathwhiz_id>PW001353</pathwhiz_id>
      <kegg_map_id/>
      <subject>Metabolic</subject>
    </pathway>
    <pathway>
      <name>phospholipid biosynthesis CL(16:0/19:0cycv8c/17:0cycw7c/17:0cycw7c)</name>
      <description>"Phospholipids are membrane components in E. coli. 
The major phospholipids of E. coli are phosphatidylethanolamine, phosphatidylglycerol and cardiolipin. All phospholipids contain sn-glycerol-3-phosphate esterified with fatty acids at the sn-1 and sn-2 positions.
The reaction starts from a glycerone phosphate (dihydroxyacetone phosphate) produced in glycolysis. The glycerone phosphate is transformed to a sn-glycerol 3-phosphate (glycerol 3 phosphate) by NADPH driven glycerol-3-phosphate dehydrogenase. 
 Sn-glycerol 3-phosphate is transformed to a 1-acyl-sn-glycerol 3-phosphate(1-oleyl-2-lyso-phosphatidate , 1-palmitoylglycerol 3-phosphate , 1-stearoyl-sn-glycerol 3-phosphate). This can be achieve by a sn-glycerol-3-phosphate 1-0-acyltransferase that interacts either with a long-chain acyl-CoA or with an acyl-[acp]. The 1-acyl-sn-glycerol 3-phosphate is transformed into a  1,2-diacyl-sn-glycerol 3-phosphate through a 1-acylglycerol-3-phosphate O-acyltransferase. 
This compound is then converted into a CPD-diacylglycerol  through a CTP (phosphatidate cytididyltransferase. CPD-diacylglycerol can be transformed either to a L-1-phosphatidylserine or a L-1-phosphatidylglycerol-phosphate through a phosphatidylserine synthase or a phosphatidylglycerophosphate synthase respectively. The   L-1-phosphatidylserine transforms into L-1-phosphatidylethanolamine through a phosphatidylserine decarboxylase, o the other hand L-1-phosphatidylglycerol-phosphate gets transformed into a L-1-phosphatidyl-glycerol through  a phosphatidylglycerophosphatase. These 2 products combines produce a cardiolipin  and a ethanolamine.
The L-1 phosphatidyl-glycerol can also interact with cardiolipin synthase resulting in a glycerol and a cardiolipin."</description>
      <pathwhiz_id>PW001400</pathwhiz_id>
      <kegg_map_id/>
      <subject>Metabolic</subject>
    </pathway>
    <pathway>
      <name>phospholipid biosynthesis CL(17:0cycw7c/16:0/17:0cycw7c/19:0cycv8c)</name>
      <description>"Phospholipids are membrane components in E. coli. 
The major phospholipids of E. coli are phosphatidylethanolamine, phosphatidylglycerol and cardiolipin. All phospholipids contain sn-glycerol-3-phosphate esterified with fatty acids at the sn-1 and sn-2 positions.
The reaction starts from a glycerone phosphate (dihydroxyacetone phosphate) produced in glycolysis. The glycerone phosphate is transformed to a sn-glycerol 3-phosphate (glycerol 3 phosphate) by NADPH driven glycerol-3-phosphate dehydrogenase. 
 Sn-glycerol 3-phosphate is transformed to a 1-acyl-sn-glycerol 3-phosphate(1-oleyl-2-lyso-phosphatidate , 1-palmitoylglycerol 3-phosphate , 1-stearoyl-sn-glycerol 3-phosphate). This can be achieve by a sn-glycerol-3-phosphate 1-0-acyltransferase that interacts either with a long-chain acyl-CoA or with an acyl-[acp]. The 1-acyl-sn-glycerol 3-phosphate is transformed into a  1,2-diacyl-sn-glycerol 3-phosphate through a 1-acylglycerol-3-phosphate O-acyltransferase. 
This compound is then converted into a CPD-diacylglycerol  through a CTP (phosphatidate cytididyltransferase. CPD-diacylglycerol can be transformed either to a L-1-phosphatidylserine or a L-1-phosphatidylglycerol-phosphate through a phosphatidylserine synthase or a phosphatidylglycerophosphate synthase respectively. The   L-1-phosphatidylserine transforms into L-1-phosphatidylethanolamine through a phosphatidylserine decarboxylase, o the other hand L-1-phosphatidylglycerol-phosphate gets transformed into a L-1-phosphatidyl-glycerol through  a phosphatidylglycerophosphatase. These 2 products combines produce a cardiolipin  and a ethanolamine.
The L-1 phosphatidyl-glycerol can also interact with cardiolipin synthase resulting in a glycerol and a cardiolipin."
</description>
      <pathwhiz_id>PW001689</pathwhiz_id>
      <kegg_map_id/>
      <subject>Metabolic</subject>
    </pathway>
    <pathway>
      <name>phospholipid biosynthesis CL(17:0cycw7c/16:0/19:0cycv8c/17:0cycw7c)</name>
      <description>"Phospholipids are membrane components in E. coli. 
The major phospholipids of E. coli are phosphatidylethanolamine, phosphatidylglycerol and cardiolipin. All phospholipids contain sn-glycerol-3-phosphate esterified with fatty acids at the sn-1 and sn-2 positions.
The reaction starts from a glycerone phosphate (dihydroxyacetone phosphate) produced in glycolysis. The glycerone phosphate is transformed to a sn-glycerol 3-phosphate (glycerol 3 phosphate) by NADPH driven glycerol-3-phosphate dehydrogenase. 
 Sn-glycerol 3-phosphate is transformed to a 1-acyl-sn-glycerol 3-phosphate(1-oleyl-2-lyso-phosphatidate , 1-palmitoylglycerol 3-phosphate , 1-stearoyl-sn-glycerol 3-phosphate). This can be achieve by a sn-glycerol-3-phosphate 1-0-acyltransferase that interacts either with a long-chain acyl-CoA or with an acyl-[acp]. The 1-acyl-sn-glycerol 3-phosphate is transformed into a  1,2-diacyl-sn-glycerol 3-phosphate through a 1-acylglycerol-3-phosphate O-acyltransferase. 
This compound is then converted into a CPD-diacylglycerol  through a CTP (phosphatidate cytididyltransferase. CPD-diacylglycerol can be transformed either to a L-1-phosphatidylserine or a L-1-phosphatidylglycerol-phosphate through a phosphatidylserine synthase or a phosphatidylglycerophosphate synthase respectively. The   L-1-phosphatidylserine transforms into L-1-phosphatidylethanolamine through a phosphatidylserine decarboxylase, o the other hand L-1-phosphatidylglycerol-phosphate gets transformed into a L-1-phosphatidyl-glycerol through  a phosphatidylglycerophosphatase. These 2 products combines produce a cardiolipin  and a ethanolamine.
The L-1 phosphatidyl-glycerol can also interact with cardiolipin synthase resulting in a glycerol and a cardiolipin."</description>
      <pathwhiz_id>PW001691</pathwhiz_id>
      <kegg_map_id/>
      <subject>Metabolic</subject>
    </pathway>
    <pathway>
      <name>phospholipid biosynthesis I</name>
      <ecocyc_pathway_id>PHOSLIPSYN-PWY</ecocyc_pathway_id>
    </pathway>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>1089743</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::EiMs</type>
      <spectrum_id>3687</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337508</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337509</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337510</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337511</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337512</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337513</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337514</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337515</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337516</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337517</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337518</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337519</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337520</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337521</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337522</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337523</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337524</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337525</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337526</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>337527</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1231075</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1231076</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1231077</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1346617</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1346618</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1346619</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id/>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <foodb_id/>
  <general_references>
    <reference>
      <reference_text>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.</reference_text>
      <pubmed_id>21097882</pubmed_id>
    </reference>
    <reference>
      <reference_text>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.</reference_text>
      <pubmed_id>22080510</pubmed_id>
    </reference>
    <reference>
      <reference_text>Oursel, D., Loutelier-Bourhis, C., Orange, N., Chevalier, S., Norris, V., Lange, C. M. (2007). "Lipid composition of membranes of Escherichia coli by liquid chromatography/tandem mass spectrometry using negative electrospray ionization." Rapid Commun Mass Spectrom 21:1721-1728.</reference_text>
      <pubmed_id>17477452</pubmed_id>
    </reference>
    <reference>
      <reference_text>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</reference_text>
      <pubmed_id/>
    </reference>
  </general_references>
  <synthesis_reference/>
  <msds_url/>
  <enzymes>
    <enzyme>
      <name>Phosphatidylglycerophosphatase B</name>
      <uniprot_id>P0A924</uniprot_id>
      <uniprot_name>PGPB_ECOLI</uniprot_name>
      <gene_name>pgpB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P0A924.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Phosphatidylglycerophosphatase A</name>
      <uniprot_id>P18200</uniprot_id>
      <uniprot_name>PGPA_ECOLI</uniprot_name>
      <gene_name>pgpA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P18200.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Protein crcA</name>
      <uniprot_id>P37001</uniprot_id>
      <uniprot_name>CRCA_ECOLI</uniprot_name>
      <gene_name>crcA</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P37001.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Cardiolipin synthase</name>
      <uniprot_id>P0A6H8</uniprot_id>
      <uniprot_name>CLS_ECOLI</uniprot_name>
      <gene_name>cls</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P0A6H8.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Putative cardiolipin synthase ybhO</name>
      <uniprot_id>P0AA84</uniprot_id>
      <uniprot_name>YBHO_ECOLI</uniprot_name>
      <gene_name>ybhO</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P0AA84.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Cardiolipin synthase C</name>
      <uniprot_id>P75919</uniprot_id>
      <uniprot_name>CLSC_ECOLI</uniprot_name>
      <gene_name>clsC</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P75919.xml</protein_url>
    </enzyme>
  </enzymes>
  <transporters>
    <enzyme>
      <name>Probable phospholipid ABC transporter-binding protein mlaB</name>
      <uniprot_id>P64602</uniprot_id>
      <uniprot_name>MLAB_ECOLI</uniprot_name>
      <gene_name>mlaB</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P64602.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Probable phospholipid ABC transporter-binding protein mlaD</name>
      <uniprot_id>P64604</uniprot_id>
      <uniprot_name>MLAD_ECOLI</uniprot_name>
      <gene_name>mlaD</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P64604.xml</protein_url>
    </enzyme>
    <enzyme>
      <name>Probable phospholipid ABC transporter permease protein mlaE</name>
      <uniprot_id>P64606</uniprot_id>
      <uniprot_name>MLAE_ECOLI</uniprot_name>
      <gene_name>mlaE</gene_name>
      <protein_url>http://ecmdb.ca/proteins/P64606.xml</protein_url>
    </enzyme>
  </transporters>
  <reactions>
    <reaction_text>PGP(16:0/18:1(11Z)) + Water &gt; PG(16:0/19:0cycw8c) + Phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id>PW_R004261</pw_reaction_id>
    <reaction_text>PE(17:0cycw7c/17:0cycw7c) + PG(16:0/19:0cycw8c) &gt; CL(16:0/17:0cycw7c/17:0cycw7c/19:0cycv8c) + Ethanolamine</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id>PW_R004260</pw_reaction_id>
    <reaction_text>PE(17:0cycw7c/17:0cycw7c) + PG(16:0/19:0cycw8c) &gt; Ethanolamine + CL(16:0/19:0cycv8c/17:0cycw7c/17:0cycw7c)</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id>PW_R004313</pw_reaction_id>
    <reaction_text>PE(17:0cycw7c/17:0cycw7c) + PG(16:0/19:0cycw8c) &gt; CL(17:0cycw7c/16:0/17:0cycw7c/19:0cycv8c) + Ethanolamine</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id>PW_R004616</pw_reaction_id>
    <reaction_text>PE(17:0cycw7c/17:0cycw7c) + PG(16:0/19:0cycw8c) &gt; Ethanolamine + CL(17:0cycw7c/16:0/19:0cycv8c/17:0cycw7c)</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id>PW_R004620</pw_reaction_id>
    <reaction_text>PE(17:0cycw7c/17:0cycw7c) + PG(16:0/19:0cycw8c) &gt; Ethanolamine + CL(19:0cycv8c/16:0/17:0cycw7c/17:0cycw7c)</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id>PW_R004976</pw_reaction_id>
    <reaction_text>PE(14:0(3-OH)/19:0cycv8c) + PG(16:0/19:0cycw8c) &gt; Ethanolamine + CL(19:0cycv8c/16:0/14:0/19:0cycv8c)</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id>PW_R004977</pw_reaction_id>
    <reaction_text>PE(14:0/14:0) + PG(16:0/19:0cycw8c) &gt; Ethanolamine + CL(19:0cycv8c/16:0/14:0/14:0)</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id>PW_R004978</pw_reaction_id>
    <reaction_text>2 PGP(16:0/19:0cycw8c) + Water &gt;2 PG(16:0/19:0cycw8c) + Phosphate</reaction_text>
    <kegg_reaction_id/>
    <ecocyc_id/>
    <pw_reaction_id>PW_R005739</pw_reaction_id>
  </reactions>
  <concentrations>
  </concentrations>
</compound>
