Record Information
Version2.0
Creation Date2012-08-13 14:57:49 -0600
Update Date2015-12-09 12:11:52 -0700
Secondary Accession Numbers
  • ECMDB21615
Identification
Name:PE(15:0/17:0cycw7c)
DescriptionPE(15:0/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/17:0cycw7c), in particular, consists of one pentadecanoyl chain to the C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.
Structure
Thumb
Synonyms:
  • 1-pentadecanoyl-2-heptadec-9-10-cyclo-anoyl-sn-glycero-3-phosphoethanolamine
  • 1-pentadecanoyl-2-heptadec-cyclopropanol-sn-glycero-3-phosphoethanolamine
  • 1-pentadecanoyl-2-NULL-sn-glycero-3-phosphoethanolamine
  • GPEtn(15:0/17:0)
  • GPEtn(32:0)
  • PE(15:0/17:0)
  • PE(32:0)
  • Phophatidylethanolamine(15:0/17:0)
  • Phophatidylethanolamine(32:0)
Chemical Formula:C37H72NO8P
Weight:Average: 689.9432
Monoisotopic: 689.499554797
InChI Key:OXMOEZMESDNNGK-KOZIHUGVSA-N
InChI:InChI=1S/C37H72NO8P/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-36(39)43-31-35(32-45-47(41,42)44-29-28-38)46-37(40)27-23-19-16-17-21-25-34-30-33(34)24-20-8-6-4-2/h33-35H,3-32,38H2,1-2H3,(H,41,42)/t33?,34?,35-/m1/s1
CAS number:Not Available
IUPAC Name:(2-aminoethoxy)[(2R)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-(pentadecanoyloxy)propoxy]phosphinic acid
Traditional IUPAC Name:2-aminoethoxy((2R)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-(pentadecanoyloxy)propoxy)phosphinic acid
SMILES:CCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC
Chemical Taxonomy
Description belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphoethanolamines
Direct ParentPhosphatidylethanolamines
Alternative Parents
Substituents
  • Diacylglycero-3-phosphoethanolamine
  • Phosphoethanolamine
  • Dialkyl phosphate
  • Fatty acid ester
  • Fatty acyl
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Amino acid or derivatives
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
State:Solid
Charge:0
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility7.3e-05 g/LALOGPS
logP7.66ALOGPS
logP9.67ChemAxon
logS-7ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)10ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area134.38 ŲChemAxon
Rotatable Bond Count37ChemAxon
Refractivity189.1 m³·mol⁻¹ChemAxon
Polarizability83.55 ųChemAxon
Number of Rings1ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Membrane
Reactions:
Water + PS(15:0/19:iso) > Carbon dioxide + PE(15:0/17:0cycw7c)
PS(15:0/19:iso) + Hydrogen ion > PE(15:0/17:0cycw7c) + Coenzyme A
PS(17:0/16:0) + Hydrogen ion > PE(15:0/17:0cycw7c) + Carbon dioxide
PS(16:0/17:0) + Hydrogen ion > PE(15:0/17:0cycw7c) + Carbon dioxide
PG(14:0/14:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(14:0/15:0cyclo/17:0cycw7c/14:0)
PG(15:0/16:1) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/15:0cyclo/16:0/17:0cycw7c)
PG(15:0/16:1) + PE(15:0/17:0cycw7c) > CL(15:0cyclo/15:0cyclo/16:1(9Z)/17:0cycw7c) + Ethanolamine
PE(15:0/17:0cycw7c) + PG(15:0/16:1) > Ethanolamine + CL(15:0cyclo/15:0cyclo/17:0cycw7c/16:0)
PG(15:0/16:1) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/15:0cyclo/17:0cycw7c/16:1(9Z))
PE(15:0/17:0cycw7c) + PG(15:0/17:0cycw7c) > CL(15:0cyclo/15:0cyclo/17:0cycw7c/17:0cycw7c) + Ethanolamine
PE(15:0/17:0cycw7c) + PG(15:0/16:1) > CL(15:0cyclo/16:0/15:0cyclo/17:0cycw7c) + Ethanolamine
PE(15:0/17:0cycw7c) + PG(15:0/16:1) > Ethanolamine + CL(15:0cyclo/16:0/17:0cycw7c/15:0cyclo)
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/16:0/16:0/17:0cycw7c)
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/16:0/17:0cycw7c/16:0)
PE(15:0/17:0cycw7c) + PG(15:0/16:1) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/15:0cyclo/17:0cycw7c)
PE(15:0/17:0cycw7c) + PG(16:1(9Z)/16:1(9Z)) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/16:1(9Z)/17:0cycw7c)
PE(15:0/17:0cycw7c) + PG(15:0/16:1) > Ethanolamine + CL(15:0cyclo/16:1(9Z)/17:0cycw7c/15:0cyclo)
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(15:0/17:0cycw7c) + PG(14:0/14:0) > Ethanolamine + CL(15:0cyclo/17:0cycw7c/14:0/14:0)
PG(15:0/17:0cycw7c) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/17:0cycw7c/15:0cyclo/17:0cycw7c)
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/17:0cycw7c/16:0/16:0)
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(15:0/17:0cycw7c) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/17:0cycw7c/17:0cycw7c/14:0)
PE(15:0/17:0cycw7c) + PG(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/17:0cycw7c/17:0cycw7c/15:0cyclo)
PE(15:0/17:0cycw7c) + PG(17:0/19:0) > Ethanolamine + CL(15:0cyclo/17:0cycw7c/17:0cycw7c/19:0cycv8c)
PG(18:1(9Z)/18:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/17:0cycw7c/18:1(9Z)/18:1(9Z))
PG(17:0/19:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/17:0cycw7c/19:0cycv8c/17:0cycw7c)
PE(15:0/17:0cycw7c) + PG(18:1(9Z)/18:1(9Z)) > Ethanolamine + CL(15:0cyclo/18:1(9Z)/17:0cycw7c/18:1(9Z))
PG(18:1(9Z)/18:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/18:1(9Z)/18:1(9Z)/17:0cycw7c)
PE(15:0/17:0cycw7c) + PG(15:0/19:iso) > Ethanolamine + CL(15:0cyclo/19:0cycv8c/17:0cycw7c/15:0cyclo)
PG(17:0/19:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(15:0cyclo/19:0cycv8c/17:0cycw7c/17:0cycw7c)
PG(15:0/16:1) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:0/15:0cyclo/15:0cyclo/17:0cycw7c)
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:0/15:0cyclo/16:0/17:0cycw7c)
PG(15:0/16:1) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:0/15:0cyclo/17:0cycw7c/15:0cyclo)
PE(15:0/17:0cycw7c) + PG(16:0/16:0) > Ethanolamine + CL(16:0/15:0cyclo/17:0cycw7c/16:0)
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > CL(16:0/16:0/16:0/17:0cycw7c) + Ethanolamine
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:0/16:0/17:0cycw7c/15:0cyclo)
PG(16:0/16:0) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:0/16:0/17:0cycw7c/16:0)
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(15:0/17:0cycw7c) > Ethanolamine + CL(16:0/16:1(9Z)/17:0cycw7c/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(18:1(9Z)/18:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:0/17:0cycw7c/18:1(9Z)/18:1(9Z))
PG(18:1(9Z)/18:1(9Z)) + PE(15:0/17:0cycw7c) > CL(16:0/18:1(9Z)/17:0cycw7c/18:1(9Z)) + Ethanolamine
PE(15:0/17:0cycw7c) + PG(18:1(9Z)/18:1(9Z)) > Ethanolamine + CL(16:0/18:1(9Z)/18:1(9Z)/17:0cycw7c)
PG(16:1(9Z)/16:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(16:1(9Z)/15:0cyclo/16:1(9Z)/17:0cycw7c)
PE(15:0/17:0cycw7c) + PG(15:0/16:1) > Ethanolamine + CL(16:1(9Z)/15:0cyclo/17:0cycw7c/15:0cyclo)
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(15:0/17:0cycw7c) > Ethanolamine + CL(16:1(9Z)/16:0/16:1(9Z)/17:0cycw7c)
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(15:0/17:0cycw7c) > Ethanolamine + CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/15:0cyclo)
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(14:0/14:0) + PE(15:0/17:0cycw7c) > CL(17:0cycw7c/15:0cyclo/14:0/14:0) + Ethanolamine
PG(15:0/17:0cycw7c) + PE(15:0/17:0cycw7c) > CL(17:0cycw7c/15:0cyclo/17:0cycw7c/15:0cyclo) + Ethanolamine
PG(17:0/19:0) + PE(15:0/17:0cycw7c) > CL(17:0cycw7c/15:0cyclo/17:0cycw7c/19:0cycv8c) + Ethanolamine
PE(15:0/17:0cycw7c) + PG(17:0/19:0) > CL(17:0cycw7c/15:0cyclo/19:0cycv8c/17:0cycw7c) + Ethanolamine
PG(18:1(9Z)/18:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(18:1(9Z)/16:0/18:1(9Z)/17:0cycw7c)
PG(18:1(9Z)/18:1(9Z)) + PE(15:0/17:0cycw7c) > Ethanolamine + CL(18:1(9Z)/16:0/17:0cycw7c/18:1(9Z))
PE(15:0/17:0cycw7c) + PG(18:1(9Z)/18:1(9Z)) > CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/15:0cyclo) + Ethanolamine
PG(18:1(9Z)/18:1(9Z)) + PE(15:0/17:0cycw7c) > CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/16:0) + Ethanolamine
PE(15:0/17:0cycw7c) + PG(15:0/19:iso) > CL(19:0cycv8c/15:0cyclo/17:0cycw7c/15:0cyclo) + Ethanolamine
PS(16:0/17:0cycw7c) + Hydrogen ion > PE(15:0/17:0cycw7c) + Carbon dioxide
More...

SMPDB Pathways:
phospholipid biosynthesis (CL(14:0/15:0cyclo/17:0cycw7c/14:0)PW001030 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis (CL(18:1(9Z)/16:0/17:0cycw7c/18:1(9Z)))PW001586 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis (CL(18:1(9Z)/16:0/18:1(9Z)/17:0cycw7c))PW001595 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis (CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/15:0cyclo))PW001671 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis (CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/16:0))PW001672 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis (CL(19:0cycv8c/15:0cyclo/17:0cycw7c/15:0cyclo))PW001301 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/16:1(9Z)/17:0cycw7c)PW001073 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/17:0cycw7c/17:0cycw7c)PW001078 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:0/15:0cyclo/17:0cycw7c)PW001097 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:0/16:0/17:0cycw7c)PW001103 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:0/17:0cycw7c/15:0cyclo)PW001101 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:0/17:0cycw7c/16:0)PW001109 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/16:1(9Z)/15:0cyclo/17:0cycw7c)PW001121 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)/17:0cycw7c/15:0cyclo)PW001133 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/17:0cycw7c/14:0/14:0)PW001142 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/17:0cycw7c/15:0cyclo/17:0cycw7c)PW001144 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/17:0cycw7c/16:0/16:0)PW001145 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/17:0cycw7c/17:0cycw7c/14:0)PW001149 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/17:0cycw7c/17:0cycw7c/15:0cyclo)PW001150 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/17:0cycw7c/17:0cycw7c/19:0cycv8c)PW001155 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/17:0cycw7c/18:1(9Z)/18:1(9Z))PW001157 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/17:0cycw7c/19:0cycv8c/17:0cycw7c)PW001158 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/18:1(9Z)/17:0cycw7c/18:1(9Z))PW001171 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/18:1(9Z)/18:1(9Z)/17:0cycw7c)PW001176 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(15:0cyclo/19:0cycv8c/17:0cycw7c/17:0cycw7c)PW001195 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/15:0cyclo/15:0cyclo/17:0cycw7c)PW001223 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/15:0cyclo/16:0/17:0cycw7c)PW001228 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/15:0cyclo/17:0cycw7c/15:0cyclo)PW001236 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/15:0cyclo/17:0cycw7c/16:0)PW001237 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/16:0/16:0/17:0cycw7c)PW001257 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/16:0/17:0cycw7c/15:0cyclo)PW001271 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/16:0/17:0cycw7c/16:0)PW001272 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)/17:0cycw7c/16:1(9Z))PW001325 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(16:0/17:0cycw7c/18:1(9Z)/18:1(9Z))PW001352 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/18:1(9Z)/17:0cycw7c/18:1(9Z))PW001366 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/17:0cycw7c)PW001370 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/17:0cycw7c/15:0cyclo)PW001457 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)/16:0/16:1(9Z)/17:0cycw7c)PW001488 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)/16:1(9Z)/16:1(9Z)/17:0cycw7c)PW001524 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(17:0cycw7c/15:0cyclo/14:0/14:0)PW001650 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(17:0cycw7c/15:0cyclo/17:0cycw7c/15:0cyclo)PW001655 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(17:0cycw7c/15:0cyclo/17:0cycw7c/19:0cycv8c)PW001660 ThumbThumb?image type=greyscaleThumb?image type=simple
phospholipid biosynthesis CL(17:0cycw7c/15:0cyclo/19:0cycv8c/17:0cycw7c)PW001662 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_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dl-0190201100-bc0cb3fb2cb95d8178faView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002f-5490100000-8808de1230947eaf53d1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9220000000-b398318b928fdbf2fd22View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9140200100-0fa7d9910730311c6e02View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9140001000-8702fc3883cbd2b3322cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9260011000-b420ade01114196c39d5View 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
  • 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. Pubmed: 17477452
  • 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 IDNot Available
Pubchem Compound IDNot Available
Kegg IDNot Available
ChemSpider IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

General function:
Involved in phosphatidylserine decarboxylase activity
Specific function:
Phosphatidyl-L-serine = phosphatidylethanolamine + CO(2)
Gene Name:
psd
Uniprot ID:
P0A8K1
Molecular weight:
35934
Reactions
Phosphatidyl-L-serine = phosphatidylethanolamine + CO(2).
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:
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:
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