Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:24:19 UTC
Update Date2022-08-31 18:48:23 UTC
Metabolite IDMMDBc0032625
Metabolite Identification
Common NameCDP-DG(17:0cycw7c/19:iso)
DescriptionCDP-DG(17:0cycw7c/19:iso) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(17:0cycw7c/19:iso), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to C-1 atom, and one 17-methylocatdecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7c/19:iso) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.
Structure
SynonymsNot Available
Molecular FormulaC48H87N3O15P2
Average Mass1008.178
Monoisotopic Mass1007.561243109
IUPAC Name(1R,9R,23S,24S,26R)-26-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-22-hexyl-4,6,23,24-tetrahydroxy-4,6,12-trioxo-3,5,7,11,25-pentaoxa-4λ⁵,6λ⁵-diphosphabicyclo[18.4.2]hexacosan-9-yl 17-methyloctadecanoate
Traditional Name(1R,9R,23S,24S,26R)-26-(4-amino-2-oxopyrimidin-1-yl)-22-hexyl-4,6,23,24-tetrahydroxy-4,6,12-trioxo-3,5,7,11,25-pentaoxa-4λ⁵,6λ⁵-diphosphabicyclo[18.4.2]hexacosan-9-yl 17-methyloctadecanoate
CAS Registry NumberNot Available
SMILES
CCCCCCC1CC2CCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@@H](O[C@H]2N2C=CC(N)=NC2=O)[C@@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCCCCC(C)C
InChI Identifier
InChI=1S/C48H87N3O15P2/c1-4-5-6-22-27-38-33-39-28-23-18-16-20-24-29-43(52)61-34-40(64-44(53)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-37(2)3)35-62-67(57,58)66-68(59,60)63-36-41(46(55)45(38)54)65-47(39)51-32-31-42(49)50-48(51)56/h31-32,37-41,45-47,54-55H,4-30,33-36H2,1-3H3,(H,57,58)(H,59,60)(H2,49,50,56)/t38?,39?,40-,41-,45+,46-,47-/m1/s1
InChI KeyCAXSNACJQOBXBE-OQAXZZHPSA-N