Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2012-09-11 17:45:08 UTC |
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Update Date | 2022-09-22 18:34:24 UTC |
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HMDB ID | HMDB0031740 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Methyl dihydrojasmonate |
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Description | Methyl dihydrojasmonate belongs to the class of organic compounds known as jasmonic acids. These are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety. Based on a literature review a small amount of articles have been published on Methyl dihydrojasmonate. |
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Structure | CCCCC[C@@H]1[C@@H](CC(=O)OC)CCC1=O InChI=1S/C13H22O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h10-11H,3-9H2,1-2H3/t10-,11-/m1/s1 |
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Synonyms | Value | Source |
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Methyl dihydrojasmonic acid | Generator | (-)-Methyl dihydrojasmonate | HMDB | (1R,2R)-Methyl dihydrojasmonate | HMDB | Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester | HMDB | Dihydrojasmonic acid methyl ester | HMDB | FEMA 3408 | HMDB | Hedione | HMDB | Kharismal | HMDB | Methyl (1R-trans)-3-oxo-2-pentylcyclopentaneacetate | HMDB | Methyl (2-pentyl-3-oxocyclopentyl)acetate | HMDB | Methyl (3-oxo-2-pentylcyclopentyl)acetate | HMDB | Methyl 3-oxo-2-pentylcyclopentaneacetate | HMDB | Methyl hydrojasmonate | HMDB | Methyl trans-dihydrojasmonate | HMDB | trans-(-)-Hedione | HMDB | Methyl 2-[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetic acid | Generator |
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Chemical Formula | C13H22O3 |
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Average Molecular Weight | 226.312 |
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Monoisotopic Molecular Weight | 226.15689457 |
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IUPAC Name | methyl 2-[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetate |
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Traditional Name | methyl 2-[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetate |
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CAS Registry Number | 24851-98-7 |
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SMILES | CCCCC[C@@H]1[C@@H](CC(=O)OC)CCC1=O |
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InChI Identifier | InChI=1S/C13H22O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h10-11H,3-9H2,1-2H3/t10-,11-/m1/s1 |
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InChI Key | KVWWIYGFBYDJQC-GHMZBOCLSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as jasmonic acids. These are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety. |
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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 | Lineolic acids and derivatives |
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Direct Parent | Jasmonic acids |
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Alternative Parents | |
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Substituents | - Jasmonic acid
- Methyl ester
- Cyclic ketone
- Ketone
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic homomonocyclic compound
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Molecular Framework | Aliphatic homomonocyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | |
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Disposition | |
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Process | |
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Role | |
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Physical Properties |
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State | Liquid |
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Experimental Molecular Properties | |
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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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Methyl dihydrojasmonate,1TMS,isomer #1 | CCCCCC1=C(O[Si](C)(C)C)CC[C@@H]1CC(=O)OC | 1781.8 | Semi standard non polar | 33892256 | Methyl dihydrojasmonate,1TMS,isomer #1 | CCCCCC1=C(O[Si](C)(C)C)CC[C@@H]1CC(=O)OC | 1778.8 | Standard non polar | 33892256 | Methyl dihydrojasmonate,1TMS,isomer #2 | CCCCC[C@H]1C(O[Si](C)(C)C)=CC[C@@H]1CC(=O)OC | 1763.4 | Semi standard non polar | 33892256 | Methyl dihydrojasmonate,1TMS,isomer #2 | CCCCC[C@H]1C(O[Si](C)(C)C)=CC[C@@H]1CC(=O)OC | 1791.5 | Standard non polar | 33892256 | Methyl dihydrojasmonate,1TBDMS,isomer #1 | CCCCCC1=C(O[Si](C)(C)C(C)(C)C)CC[C@@H]1CC(=O)OC | 2000.8 | Semi standard non polar | 33892256 | Methyl dihydrojasmonate,1TBDMS,isomer #1 | CCCCCC1=C(O[Si](C)(C)C(C)(C)C)CC[C@@H]1CC(=O)OC | 1956.5 | Standard non polar | 33892256 | Methyl dihydrojasmonate,1TBDMS,isomer #2 | CCCCC[C@H]1C(O[Si](C)(C)C(C)(C)C)=CC[C@@H]1CC(=O)OC | 1965.6 | Semi standard non polar | 33892256 | Methyl dihydrojasmonate,1TBDMS,isomer #2 | CCCCC[C@H]1C(O[Si](C)(C)C(C)(C)C)=CC[C@@H]1CC(=O)OC | 1913.5 | Standard non polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Methyl dihydrojasmonate GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a5a-6900000000-3a037dc37bb2f8297aa7 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Methyl dihydrojasmonate GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methyl dihydrojasmonate 10V, Negative-QTOF | splash10-004i-0590000000-485c2f69fcdbfe29dc24 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methyl dihydrojasmonate 20V, Negative-QTOF | splash10-004l-2960000000-ca65205581ae2e0aed1b | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methyl dihydrojasmonate 40V, Negative-QTOF | splash10-0fxy-7900000000-789ffae3c13414a1f701 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methyl dihydrojasmonate 10V, Negative-QTOF | splash10-004l-9080000000-732b5977d17ab527c0e2 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methyl dihydrojasmonate 20V, Negative-QTOF | splash10-0006-9110000000-19da6009553588ebb1b4 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methyl dihydrojasmonate 40V, Negative-QTOF | splash10-006x-9700000000-f3e2a11570c24a600db5 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methyl dihydrojasmonate 10V, Positive-QTOF | splash10-004j-0950000000-d91b264a1f9e1038cc00 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methyl dihydrojasmonate 20V, Positive-QTOF | splash10-05qa-9710000000-6a6d3e5275fe9178747a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methyl dihydrojasmonate 40V, Positive-QTOF | splash10-053l-9100000000-30bb4dd7ae78c18a4b36 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methyl dihydrojasmonate 10V, Positive-QTOF | splash10-056r-2970000000-5a6a3885b6573f5c38a9 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methyl dihydrojasmonate 20V, Positive-QTOF | splash10-057s-8920000000-9e55f6d35e44847d4e37 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Methyl dihydrojasmonate 40V, Positive-QTOF | splash10-001l-9000000000-1c2a95e6f01527b3c104 | 2021-09-23 | Wishart Lab | View Spectrum |
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General References | - Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
- Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
- Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
- Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
- Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
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