Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2017-09-09 06:50:55 UTC |
---|
Update Date | 2022-11-30 19:26:27 UTC |
---|
HMDB ID | HMDB0116055 |
---|
Secondary Accession Numbers | None |
---|
Metabolite Identification |
---|
Common Name | CDP-DG(18:2(9Z,11Z)/i-15:0) |
---|
Description | CDP-DG(18:2(9Z,11Z)/i-15:0) 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(18:2(9Z,11Z)/i-15:0), in particular, consists of one chain of (9Z,11Z)-octadecadienoic acid at the C-1 position and one chain of isopentadecanoic 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)CCCCCCC\C=C/C=C\CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCC(C)C InChI=1S/C45H79N3O15P2/c1-4-5-6-7-8-9-10-11-12-13-14-17-20-23-26-29-40(49)58-33-37(61-41(50)30-27-24-21-18-15-16-19-22-25-28-36(2)3)34-59-64(54,55)63-65(56,57)60-35-38-42(51)43(52)44(62-38)48-32-31-39(46)47-45(48)53/h9-12,31-32,36-38,42-44,51-52H,4-8,13-30,33-35H2,1-3H3,(H,54,55)(H,56,57)(H2,46,47,53)/b10-9-,12-11-/t37-,38-,42+,43?,44-/m1/s1 |
---|
Synonyms | Value | Source |
---|
1-(9Z,11Z)-octadecadienoyl-2-isopentadecanoyl-sn-glycero-3-CDP | SMPDB, HMDB | 1-(9Z,11Z)-octadecadienoyl-2-isopentadecanoyl-sn-glycero-3-cytidine-5'-diphosphate | SMPDB, HMDB | CDP-DG(18:2/i-15:0) | SMPDB, HMDB | CDP-DG(18:2n7/i-15:0) | SMPDB, HMDB | CDP-DG(18:2w7/i-15:0) | SMPDB, HMDB | CDP-DG(33:2) | SMPDB, HMDB | CDP-diacylglycerol(18:2(9Z,11Z)/i-15:0) | SMPDB, HMDB | CDP-diacylglycerol(18:2/i-15:0) | SMPDB, HMDB | CDP-diacylglycerol(18:2n7/i-15:0) | SMPDB, HMDB | CDP-diacylglycerol(18:2w7/i-15:0) | SMPDB, HMDB | CDP-diacylglycerol(33:2) | SMPDB, HMDB | CDP-DG(18:2(9Z,11Z)/i-15:0) | SMPDB | {[(2R,3R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}({hydroxy[(2R)-2-[(13-methyltetradecanoyl)oxy]-3-[(9Z,11Z)-octadeca-9,11-dienoyloxy]propoxy]phosphoryl}oxy)phosphinate | Generator, HMDB |
|
---|
Chemical Formula | C45H79N3O15P2 |
---|
Average Molecular Weight | 964.081 |
---|
Monoisotopic Molecular Weight | 963.498642852 |
---|
IUPAC Name | {[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({hydroxy[(2R)-2-[(13-methyltetradecanoyl)oxy]-3-[(9Z,11Z)-octadeca-9,11-dienoyloxy]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-[(13-methyltetradecanoyl)oxy]-3-[(9Z,11Z)-octadeca-9,11-dienoyloxy]propoxy)phosphoryl]oxy)phosphinic acid |
---|
CAS Registry Number | Not Available |
---|
SMILES | [H][C@@](COC(=O)CCCCCCC\C=C/C=C\CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCC(C)C |
---|
InChI Identifier | InChI=1S/C45H79N3O15P2/c1-4-5-6-7-8-9-10-11-12-13-14-17-20-23-26-29-40(49)58-33-37(61-41(50)30-27-24-21-18-15-16-19-22-25-28-36(2)3)34-59-64(54,55)63-65(56,57)60-35-38-42(51)43(52)44(62-38)48-32-31-39(46)47-45(48)53/h9-12,31-32,36-38,42-44,51-52H,4-8,13-30,33-35H2,1-3H3,(H,54,55)(H,56,57)(H2,46,47,53)/b10-9-,12-11-/t37-,38-,42+,43?,44-/m1/s1 |
---|
InChI Key | OGFAHAZTKDQNAD-UXXXFNCFSA-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 | Naturally occurring processBiological processBiochemical pathwayDisease pathway- Cardiolipin Biosynthesis CL(a-13:0/18:2(9Z,11Z)/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0043331)
- Cardiolipin Biosynthesis CL(a-13:0/a-13:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0043653)
- Cardiolipin Biosynthesis CL(a-13:0/a-15:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0043976)
- Cardiolipin Biosynthesis CL(a-13:0/a-17:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0044298)
- Cardiolipin Biosynthesis CL(a-13:0/a-21:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0044620)
- Cardiolipin Biosynthesis CL(a-13:0/a-25:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0044943)
- Cardiolipin Biosynthesis CL(a-13:0/i-12:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0045267)
- Cardiolipin Biosynthesis CL(a-13:0/i-13:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0045588)
- Cardiolipin Biosynthesis CL(a-13:0/i-14:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0045907)
- Cardiolipin Biosynthesis CL(a-13:0/i-15:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0046231)
- Cardiolipin Biosynthesis CL(a-13:0/i-16:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0046554)
- Cardiolipin Biosynthesis CL(a-13:0/i-17:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0046877)
- Cardiolipin Biosynthesis CL(a-13:0/i-18:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0047200)
- Cardiolipin Biosynthesis CL(a-13:0/i-19:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0047522)
- Cardiolipin Biosynthesis CL(a-13:0/i-20:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0047845)
- Cardiolipin Biosynthesis CL(a-13:0/i-21:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0048164)
- Cardiolipin Biosynthesis CL(a-13:0/i-22:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0048487)
- Cardiolipin Biosynthesis CL(a-13:0/i-24:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0048809)
- Cardiolipin Biosynthesis CL(i-12:0/18:2(9Z,11Z)/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0049132)
- Cardiolipin Biosynthesis CL(i-12:0/a-13:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0049455)
- Cardiolipin Biosynthesis CL(i-12:0/a-15:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0049776)
- Cardiolipin Biosynthesis CL(i-12:0/a-17:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0050100)
- Cardiolipin Biosynthesis CL(i-12:0/a-21:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0050423)
- Cardiolipin Biosynthesis CL(i-12:0/a-25:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0050746)
- Cardiolipin Biosynthesis CL(i-12:0/i-12:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0051071)
- Cardiolipin Biosynthesis CL(i-12:0/i-13:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0051395)
- Cardiolipin Biosynthesis CL(i-12:0/i-14:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0051719)
- Cardiolipin Biosynthesis CL(i-12:0/i-15:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0052041)
- Cardiolipin Biosynthesis CL(i-12:0/i-16:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0052364)
- Cardiolipin Biosynthesis CL(i-12:0/i-17:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0052687)
- Cardiolipin Biosynthesis CL(i-12:0/i-18:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0053010)
- Cardiolipin Biosynthesis CL(i-12:0/i-19:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0053333)
- Cardiolipin Biosynthesis CL(i-12:0/i-20:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0053656)
- Cardiolipin Biosynthesis CL(i-12:0/i-21:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0053980)
- Cardiolipin Biosynthesis CL(i-12:0/i-22:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0054303)
- Cardiolipin Biosynthesis CL(i-12:0/i-24:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0054625)
- Cardiolipin Biosynthesis CL(i-13:0/18:2(9Z,11Z)/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0054947)
- Cardiolipin Biosynthesis CL(i-13:0/a-13:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0055271)
- Cardiolipin Biosynthesis CL(i-13:0/a-15:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0055595)
- Cardiolipin Biosynthesis CL(i-13:0/a-17:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0055917)
- Cardiolipin Biosynthesis CL(i-13:0/a-21:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0056243)
- Cardiolipin Biosynthesis CL(i-13:0/a-25:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0056569)
- Cardiolipin Biosynthesis CL(i-13:0/i-12:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0056894)
- Cardiolipin Biosynthesis CL(i-13:0/i-13:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0057215)
- Cardiolipin Biosynthesis CL(i-13:0/i-14:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0057539)
- Cardiolipin Biosynthesis CL(i-13:0/i-15:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0057871)
- Cardiolipin Biosynthesis CL(i-13:0/i-16:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0058196)
- Cardiolipin Biosynthesis CL(i-13:0/i-17:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0058516)
- Cardiolipin Biosynthesis CL(i-13:0/i-18:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0058846)
- Cardiolipin Biosynthesis CL(i-13:0/i-19:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0059187)
- Cardiolipin Biosynthesis CL(i-13:0/i-20:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0059511)
- Cardiolipin Biosynthesis CL(i-13:0/i-21:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0059846)
- Cardiolipin Biosynthesis CL(i-13:0/i-22:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0060181)
- Cardiolipin Biosynthesis CL(i-13:0/i-24:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0060511)
- Cardiolipin Biosynthesis CL(i-14:0/a-13:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0060839)
- Cardiolipin Biosynthesis CL(i-14:0/a-15:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0061163)
- Cardiolipin Biosynthesis CL(i-14:0/i-12:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0061656)
- Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0061978)
- Cardiolipin Biosynthesis CL(i-14:0/i-14:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0062301)
- Cardiolipin Biosynthesis CL(i-14:0/i-15:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0062629)
- Cardiolipin Biosynthesis CL(i-14:0/i-16:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0062964)
|
---|
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(18:2(9Z,11Z)/i-15:0) 10V, Positive-QTOF | splash10-03di-0920000101-79986a02f935496c2f44 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(18:2(9Z,11Z)/i-15:0) 20V, Positive-QTOF | splash10-03di-1920000000-1d991ebdf30eb5d1d61b | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(18:2(9Z,11Z)/i-15:0) 40V, Positive-QTOF | splash10-03di-3921000000-1a3bac3025de120cf64a | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(18:2(9Z,11Z)/i-15:0) 10V, Negative-QTOF | splash10-08fr-0690000203-4654749de25ad7233b08 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(18:2(9Z,11Z)/i-15:0) 20V, Negative-QTOF | splash10-03fr-5692200201-950bf29e55e2d886efa2 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(18:2(9Z,11Z)/i-15:0) 40V, Negative-QTOF | splash10-0bvl-5921000000-b58bdeda86b93f542301 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(18:2(9Z,11Z)/i-15:0) 10V, Positive-QTOF | splash10-03di-6100010069-8ec2fe2858aa1002d159 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(18:2(9Z,11Z)/i-15:0) 20V, Positive-QTOF | splash10-0a4l-8100000092-be258592d389411e104c | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(18:2(9Z,11Z)/i-15:0) 40V, Positive-QTOF | splash10-0089-0149300000-b56982f596f62005404c | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(18:2(9Z,11Z)/i-15:0) 10V, Negative-QTOF | splash10-03di-0000000109-b44dc1a6b8ca915eeb7e | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(18:2(9Z,11Z)/i-15:0) 20V, Negative-QTOF | splash10-0096-8060901502-5316b7fd7db72e38ca38 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(18:2(9Z,11Z)/i-15:0) 40V, Negative-QTOF | splash10-0aw9-5529402102-ef5a67388e9b3c1aadbe | 2021-09-22 | Wishart Lab | View Spectrum |
|
---|