Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2017-09-09 07:49:08 UTC |
---|
Update Date | 2022-11-30 19:26:33 UTC |
---|
HMDB ID | HMDB0116310 |
---|
Secondary Accession Numbers | None |
---|
Metabolite Identification |
---|
Common Name | CDP-DG(i-20:0/i-22:0) |
---|
Description | CDP-DG(i-20:0/i-22:0) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(i-20:0/i-22:0), in particular, consists of one chain of isoeicosanoic acid at the C-1 position and one chain of isodocosanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids). |
---|
Structure | [H][C@@](COC(=O)CCCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC(C)C InChI=1S/C54H101N3O15P2/c1-44(2)35-31-27-23-19-15-11-7-5-6-8-14-18-22-26-30-34-38-50(59)70-46(41-67-49(58)37-33-29-25-21-17-13-10-9-12-16-20-24-28-32-36-45(3)4)42-68-73(63,64)72-74(65,66)69-43-47-51(60)52(61)53(71-47)57-40-39-48(55)56-54(57)62/h39-40,44-47,51-53,60-61H,5-38,41-43H2,1-4H3,(H,63,64)(H,65,66)(H2,55,56,62)/t46-,47-,51+,52?,53-/m1/s1 |
---|
Synonyms | Value | Source |
---|
1-isoeicosanoyl-2-isodocosanoyl-sn-glycero-3-CDP | SMPDB, HMDB | 1-isoeicosanoyl-2-isodocosanoyl-sn-glycero-3-cytidine-5'-diphosphate | SMPDB, HMDB | CDP-DG(i-20:0/i-22:0) | SMPDB | CDP-DG(42:0) | SMPDB, HMDB | CDP-diacylglycerol(i-20:0/i-22:0) | SMPDB, HMDB | CDP-diacylglycerol(42:0) | SMPDB, HMDB | {[(2R,3R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}({hydroxy[(2R)-2-[(20-methylhenicosanoyl)oxy]-3-[(18-methylnonadecanoyl)oxy]propoxy]phosphoryl}oxy)phosphinate | Generator, HMDB |
|
---|
Chemical Formula | C54H101N3O15P2 |
---|
Average Molecular Weight | 1094.356 |
---|
Monoisotopic Molecular Weight | 1093.67079356 |
---|
IUPAC Name | {[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({hydroxy[(2R)-2-[(20-methylhenicosanoyl)oxy]-3-[(18-methylnonadecanoyl)oxy]propoxy]phosphoryl}oxy)phosphinic acid |
---|
Traditional Name | [(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([hydroxy((2R)-2-[(20-methylhenicosanoyl)oxy]-3-[(18-methylnonadecanoyl)oxy]propoxy)phosphoryl]oxy)phosphinic acid |
---|
CAS Registry Number | Not Available |
---|
SMILES | [H][C@@](COC(=O)CCCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC(C)C |
---|
InChI Identifier | InChI=1S/C54H101N3O15P2/c1-44(2)35-31-27-23-19-15-11-7-5-6-8-14-18-22-26-30-34-38-50(59)70-46(41-67-49(58)37-33-29-25-21-17-13-10-9-12-16-20-24-28-32-36-45(3)4)42-68-73(63,64)72-74(65,66)69-43-47-51(60)52(61)53(71-47)57-40-39-48(55)56-54(57)62/h39-40,44-47,51-53,60-61H,5-38,41-43H2,1-4H3,(H,63,64)(H,65,66)(H2,55,56,62)/t46-,47-,51+,52?,53-/m1/s1 |
---|
InChI Key | UGJHXZHRSIAESZ-FGLQMSNVSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as cdp-diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Glycerophospholipids |
---|
Sub Class | CDP-glycerols |
---|
Direct Parent | CDP-diacylglycerols |
---|
Alternative Parents | |
---|
Substituents | - Cdp-diacylglycerol
- Pyrimidine ribonucleoside diphosphate
- Diacyl-glycerol-3-pyrophosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- Monosaccharide phosphate
- Organic pyrophosphate
- Fatty acid ester
- Monoalkyl phosphate
- Hydroxypyrimidine
- Dicarboxylic acid or derivatives
- Fatty acyl
- Alkyl phosphate
- Hydropyrimidine
- Pyrimidine
- Phosphoric acid ester
- Monosaccharide
- Organic phosphoric acid derivative
- Heteroaromatic compound
- Tetrahydrofuran
- Carboxylic acid ester
- 1,2-diol
- Secondary alcohol
- Oxacycle
- Organoheterocyclic compound
- Azacycle
- Carboxylic acid derivative
- Organopnictogen compound
- Organic oxide
- Alcohol
- Organic nitrogen compound
- Hydrocarbon derivative
- Carbonyl group
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen compound
- Aromatic heteromonocyclic compound
|
---|
Molecular Framework | Aromatic heteromonocyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | Not Available |
---|
Process | |
---|
Role | Not Available |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesNot Available |
---|
| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-20:0/i-22:0) 10V, Positive-QTOF | splash10-03di-1911000100-841d17c123f1953dfb68 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-20:0/i-22:0) 20V, Positive-QTOF | splash10-03di-2911000100-c67c85a62440c3a878d2 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-20:0/i-22:0) 40V, Positive-QTOF | splash10-03di-3922000000-e43bce3c6b9a76aa5856 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-20:0/i-22:0) 10V, Negative-QTOF | splash10-08fu-4948000300-48df9ebb8f7b23c522fd | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-20:0/i-22:0) 20V, Negative-QTOF | splash10-03di-7749110020-169f6c2e26a285ec8135 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-20:0/i-22:0) 40V, Negative-QTOF | splash10-08i0-5903000000-1eff81e8fedb5ce72db7 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-20:0/i-22:0) 10V, Negative-QTOF | splash10-0006-9001000100-b5daaa95968eb53ffd35 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-20:0/i-22:0) 20V, Negative-QTOF | splash10-002f-9013400200-8dcd7b5717e33a4a5ba3 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-20:0/i-22:0) 40V, Negative-QTOF | splash10-0kpi-8219130300-92c3530b2e5c7d82dce4 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-20:0/i-22:0) 10V, Positive-QTOF | splash10-0006-9001001002-63efe9caf124f3962a26 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-20:0/i-22:0) 20V, Positive-QTOF | splash10-0a6r-9100000008-7fae7049f143499cc5d1 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-20:0/i-22:0) 40V, Positive-QTOF | splash10-004i-0005900000-fa15f9dbf3d7e4ba3f98 | 2021-09-22 | Wishart Lab | View Spectrum |
|
---|