Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2017-03-23 02:11:46 UTC |
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Update Date | 2022-03-07 03:17:55 UTC |
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HMDB ID | HMDB0062491 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 9Z,12Z-octadecadienoyl-CoA |
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Description | 9Z,12Z-octadecadienoyl-CoA, also known as Linoleoyl-coenzyme A, (e,e)-isomer or Linoleoyl-CoA, is classified as a member of the Long-chain fatty acyl CoAs. Long-chain fatty acyl CoAs are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. 9Z,12Z-octadecadienoyl-CoA is considered to be practically insoluble (in water) and acidic. 9Z,12Z-octadecadienoyl-CoA is a fatty ester lipid molecule |
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Structure | [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(=O)SCCN=C(O)CCN=C(O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)C([H])(O)C1([H])OP(O)(O)=O InChI=1S/C39H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h8-9,11-12,26-28,32-34,38,49-50H,4-7,10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b9-8-,12-11-/t28-,32?,33?,34+,38-/m1/s1 |
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Synonyms | Value | Source |
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(2R)-4-({[({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-[2-({2-[(9Z,12Z)-octadeca-9,12-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidate | Generator | (2R)-4-({[({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-[2-({2-[(9Z,12Z)-octadeca-9,12-dienoylsulphanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidate | Generator | (2R)-4-({[({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-[2-({2-[(9Z,12Z)-octadeca-9,12-dienoylsulphanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid | Generator | coenzyme A, S-9,12-Octadecadienoate, (Z,Z) | HMDB | Linoleoyl-CoA | HMDB | Linoleoyl-coenzyme A | HMDB | Linoleoyl-coenzyme A, (e,e)-isomer | HMDB | Linoleoyl-coenzyme A, (e,Z)-isomer | HMDB | Linoleoyl-coenzyme A, (Z,Z)-isomer | HMDB | Linoleoyl-coenzyme A, octadecadienoate-1-(14)C-labeled, (Z,Z)-isomer | HMDB |
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Chemical Formula | C39H66N7O17P3S |
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Average Molecular Weight | 1029.97 |
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Monoisotopic Molecular Weight | 1029.344875861 |
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IUPAC Name | (2R)-4-({[({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-[2-({2-[(9Z,12Z)-octadeca-9,12-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid |
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Traditional Name | (2R)-4-[({[(2R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-[2-({2-[(9Z,12Z)-octadeca-9,12-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid |
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CAS Registry Number | Not Available |
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SMILES | [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(=O)SCCN=C(O)CCN=C(O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)C([H])(O)C1([H])OP(O)(O)=O |
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InChI Identifier | InChI=1S/C39H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h8-9,11-12,26-28,32-34,38,49-50H,4-7,10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b9-8-,12-11-/t28-,32?,33?,34+,38-/m1/s1 |
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InChI Key | YECLLIMZHNYFCK-YGAJQYQWSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Fatty Acyls |
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Sub Class | Fatty acyl thioesters |
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Direct Parent | Long-chain fatty acyl CoAs |
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Alternative Parents | |
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Substituents | - Coenzyme a or derivatives
- Purine ribonucleoside 3',5'-bisphosphate
- Purine ribonucleoside bisphosphate
- Purine ribonucleoside diphosphate
- Pentose phosphate
- Ribonucleoside 3'-phosphate
- Pentose-5-phosphate
- Beta amino acid or derivatives
- Glycosyl compound
- N-glycosyl compound
- Organic pyrophosphate
- Pentose monosaccharide
- 6-aminopurine
- Monosaccharide phosphate
- Purine
- Imidazopyrimidine
- Monoalkyl phosphate
- Aminopyrimidine
- Pyrimidine
- Fatty amide
- Monosaccharide
- N-acyl-amine
- N-substituted imidazole
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Alkyl phosphate
- Imidolactam
- Azole
- Imidazole
- Heteroaromatic compound
- Oxolane
- Amino acid or derivatives
- Thiocarboxylic acid ester
- Carboxamide group
- Secondary carboxylic acid amide
- Carbothioic s-ester
- Secondary alcohol
- Sulfenyl compound
- Azacycle
- Carboxylic acid derivative
- Thiocarboxylic acid or derivatives
- Organoheterocyclic compound
- Oxacycle
- Organic nitrogen compound
- Organosulfur compound
- Primary amine
- Carbonyl group
- Organic oxide
- Organonitrogen compound
- Organooxygen compound
- Alcohol
- Amine
- Organic oxygen compound
- Hydrocarbon derivative
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Not Available |
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Disposition | Not Available |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.86 g/l | ALOGPS | LogP | 2.83 | ALOGPS |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesNot Available |
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| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 9Z,12Z-octadecadienoyl-CoA 10V, Positive-QTOF | splash10-000i-4905410200-2fdfa5ea87fa84be3ddf | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 9Z,12Z-octadecadienoyl-CoA 20V, Positive-QTOF | splash10-000i-1916220000-8bffc2aaabd8ce153a89 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 9Z,12Z-octadecadienoyl-CoA 40V, Positive-QTOF | splash10-000i-1902200000-0dd230c6d62d5c7bc9b8 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 9Z,12Z-octadecadienoyl-CoA 10V, Negative-QTOF | splash10-02e9-9750333400-dbf246a719700fc8df0a | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 9Z,12Z-octadecadienoyl-CoA 20V, Negative-QTOF | splash10-001i-4910211000-c772ef1c7ba752d5c5f6 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 9Z,12Z-octadecadienoyl-CoA 40V, Negative-QTOF | splash10-057i-5900000000-8a0b1fb5275b1b48ad32 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 9Z,12Z-octadecadienoyl-CoA 10V, Positive-QTOF | splash10-001i-9000000000-69ea56399076adcccf26 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 9Z,12Z-octadecadienoyl-CoA 20V, Positive-QTOF | splash10-03fr-7000100439-dda7dc97ecf2b218a9c5 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 9Z,12Z-octadecadienoyl-CoA 40V, Positive-QTOF | splash10-00di-1100890000-78c3f86f75e1c840c8f7 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 9Z,12Z-octadecadienoyl-CoA 10V, Negative-QTOF | splash10-004i-9000000000-48fbfc153816fcc4c8f8 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 9Z,12Z-octadecadienoyl-CoA 20V, Negative-QTOF | splash10-004i-9010102100-b497391a4262c442097d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 9Z,12Z-octadecadienoyl-CoA 40V, Negative-QTOF | splash10-004r-9001401218-e9152944fdc70f1fcb10 | 2021-09-22 | Wishart Lab | View Spectrum |
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