Record Information |
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Version | 2.0 |
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Creation Date | 2012-10-11 06:39:38 -0600 |
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Update Date | 2015-12-09 12:13:41 -0700 |
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Secondary Accession Numbers | |
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Identification |
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Name: | CDP-DG(15:0/19:1(9Z)) |
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Description | CDP-DG(15:0/19:1(9Z)) 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(15:0/19:1(9Z)), in particular, consists of one pentadecanoyl chain to C-1 atom, and one 9Z-nonadecenoyl 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(15:0/19:1(9Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway. |
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Structure | |
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Synonyms: | - 1-pentadecanoyl-2-(9Z-nonadecenoyl)-sn-glycero-3-CDP
- 1-pentadecanoyl-2-(9Z-nonadecenoyl)-sn-glycero-3-cytidine-5'-diphosphate
- 1-Pentadecanoyl-2-(9Z-nonadecenoyl)-sn-glycero-3-cytidine-5'-diphosphoric acid
- 1-pentadecanoyl-2-9Z-nonadecenoyl-sn-glycero-3-cytidine-5'-diphosphate
- 1-Pentadecanoyl-2-9Z-nonadecenoyl-sn-glycero-3-cytidine-5'-diphosphoric acid
- CDP-DG(15:0/19:1)
- CDP-DG(34:1)
- CDP-Diacylglycerol(15:0/19:1)
- CDP-Diacylglycerol(34:1)
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Chemical Formula: | C46H83N3O15P2 |
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Weight: | Average: 980.124 Monoisotopic: 979.529942981 |
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InChI Key: | BNHYYJPYYGIOOV-PJQGUHQXSA-N |
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InChI: | InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h18-19,33-34,38-39,43-45,52-53H,3-17,20-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b19-18-/t38-,39-,43+,44?,45-/m1/s1 |
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CAS number: | Not Available |
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IUPAC Name: | {[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({hydroxy[(2R)-2-[(9Z)-nonadec-9-enoyloxy]-3-(pentadecanoyloxy)propoxy]phosphoryl}oxy)phosphinic acid |
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Traditional IUPAC Name: | [(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([hydroxy((2R)-2-[(9Z)-nonadec-9-enoyloxy]-3-(pentadecanoyloxy)propoxy)phosphoryl]oxy)phosphinic acid |
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SMILES: | [H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. |
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Kingdom | Organic compounds |
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Super Class | Nucleosides, nucleotides, and analogues |
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Class | Pyrimidine nucleotides |
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Sub Class | Pyrimidine ribonucleotides |
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Direct Parent | Pyrimidine ribonucleoside diphosphates |
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Alternative Parents | |
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Substituents | - Pyrimidine ribonucleoside diphosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- Monosaccharide phosphate
- Organic pyrophosphate
- Pyrimidone
- Hydropyrimidine
- Monosaccharide
- Organic phosphoric acid derivative
- Oxane
- Phosphoric acid ester
- Alkyl phosphate
- Pyrimidine
- Heteroaromatic compound
- Vinylogous amide
- Tetrahydrofuran
- Secondary alcohol
- Urea
- Lactam
- 1,2-aminoalcohol
- Organoheterocyclic compound
- Azacycle
- Oxacycle
- Primary amine
- Amine
- Organonitrogen compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Primary aliphatic amine
- Alcohol
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Organic anion
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic compounds |
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External Descriptors | Not Available |
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Physical Properties |
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State: | Solid |
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Charge: | -2 |
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Melting point: | Not Available |
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Experimental Properties: | |
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Predicted Properties | |
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Biological Properties |
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Cellular Locations: | Membrane |
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Reactions: | |
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SMPDB Pathways: | phospholipid biosynthesis CDP-DG(15:0/19:1(9Z)) | PW001813 | |
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KEGG Pathways: | - Glycerophospholipid metabolism ec00564
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EcoCyc Pathways: | |
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Concentrations |
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| Not Available |
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Spectra |
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Spectra: | |
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References |
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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
- 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
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Synthesis Reference: | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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Links |
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External Links: | Resource | Link |
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CHEBI ID | Not Available | HMDB ID | Not Available | Pubchem Compound ID | Not Available | Kegg ID | Not Available | ChemSpider ID | Not Available | Wikipedia ID | Not Available | BioCyc ID | Not Available |
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