Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2017-09-09 07:03:50 UTC |
---|
Update Date | 2022-11-30 19:26:28 UTC |
---|
HMDB ID | HMDB0116111 |
---|
Secondary Accession Numbers | None |
---|
Metabolite Identification |
---|
Common Name | CDP-DG(a-17:0/i-20:0) |
---|
Description | CDP-DG(a-17:0/i-20:0) 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(a-17:0/i-20:0), in particular, consists of one chain of anteisoheptadecanoic acid at the C-1 position and one chain of isoeicosanoic 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)CCCCCCCCCCCCC(C)CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC(C)C InChI=1S/C49H91N3O15P2/c1-5-40(4)31-27-23-19-15-12-13-16-20-24-28-32-44(53)62-36-41(65-45(54)33-29-25-21-17-11-9-7-6-8-10-14-18-22-26-30-39(2)3)37-63-68(58,59)67-69(60,61)64-38-42-46(55)47(56)48(66-42)52-35-34-43(50)51-49(52)57/h34-35,39-42,46-48,55-56H,5-33,36-38H2,1-4H3,(H,58,59)(H,60,61)(H2,50,51,57)/t40?,41-,42-,46+,47?,48-/m1/s1 |
---|
Synonyms | Value | Source |
---|
1-anteisoheptadecanoyl-2-isoeicosanoyl-sn-glycero-3-CDP | SMPDB, HMDB | 1-anteisoheptadecanoyl-2-isoeicosanoyl-sn-glycero-3-cytidine-5'-diphosphate | SMPDB, HMDB | CDP-DG(a-17:0/i-20:0) | SMPDB | CDP-DG(37:0) | SMPDB, HMDB | CDP-diacylglycerol(a-17:0/i-20:0) | SMPDB, HMDB | CDP-diacylglycerol(37:0) | SMPDB, HMDB | {[(2R,3R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}({hydroxy[(2R)-3-[(14-methylhexadecanoyl)oxy]-2-[(18-methylnonadecanoyl)oxy]propoxy]phosphoryl}oxy)phosphinate | Generator, HMDB |
|
---|
Chemical Formula | C49H91N3O15P2 |
---|
Average Molecular Weight | 1024.221 |
---|
Monoisotopic Molecular Weight | 1023.592543238 |
---|
IUPAC Name | {[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({hydroxy[(2R)-3-[(14-methylhexadecanoyl)oxy]-2-[(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)-3-[(14-methylhexadecanoyl)oxy]-2-[(18-methylnonadecanoyl)oxy]propoxy)phosphoryl]oxy)phosphinic acid |
---|
CAS Registry Number | Not Available |
---|
SMILES | [H][C@@](COC(=O)CCCCCCCCCCCCC(C)CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC(C)C |
---|
InChI Identifier | InChI=1S/C49H91N3O15P2/c1-5-40(4)31-27-23-19-15-12-13-16-20-24-28-32-44(53)62-36-41(65-45(54)33-29-25-21-17-11-9-7-6-8-10-14-18-22-26-30-39(2)3)37-63-68(58,59)67-69(60,61)64-38-42-46(55)47(56)48(66-42)52-35-34-43(50)51-49(52)57/h34-35,39-42,46-48,55-56H,5-33,36-38H2,1-4H3,(H,58,59)(H,60,61)(H2,50,51,57)/t40?,41-,42-,46+,47?,48-/m1/s1 |
---|
InChI Key | WITYFRGPCFOLGH-ZHIQHEIOSA-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 |
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - CDP-DG(a-17:0/i-20:0) GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-13 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(a-17:0/i-20:0) 10V, Positive-QTOF | splash10-03di-1920000100-e7f5f520c03cc0a1279e | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(a-17:0/i-20:0) 20V, Positive-QTOF | splash10-03di-2920000100-9216f19d7b5d9be189fe | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(a-17:0/i-20:0) 40V, Positive-QTOF | splash10-03di-4931000000-7518240837620eaf79c1 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(a-17:0/i-20:0) 10V, Negative-QTOF | splash10-0o6r-2892000302-1ef9c9905b268a2cf77f | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(a-17:0/i-20:0) 20V, Negative-QTOF | splash10-0i29-6693110300-c43b87837b7a6cacd567 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(a-17:0/i-20:0) 40V, Negative-QTOF | splash10-0bvi-5911000000-5f663ba4f0c7e6d53c36 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(a-17:0/i-20:0) 10V, Positive-QTOF | splash10-05fr-9000001015-6200bc47d9360236dd95 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(a-17:0/i-20:0) 20V, Positive-QTOF | splash10-0btd-6000000049-42653359dbf473c3205b | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(a-17:0/i-20:0) 40V, Positive-QTOF | splash10-0uka-1033900000-0d282d2be89be4a78521 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(a-17:0/i-20:0) 10V, Negative-QTOF | splash10-00di-9000000100-9841d6696ebc43af9779 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(a-17:0/i-20:0) 20V, Negative-QTOF | splash10-002f-9041501200-3e46021c03402bacd213 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(a-17:0/i-20:0) 40V, Negative-QTOF | splash10-0k9x-9246300300-073950d70e8e8c9f3356 | 2021-09-25 | Wishart Lab | View Spectrum |
|
---|