Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 18:20:53 UTC |
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Update Date | 2022-03-07 02:53:47 UTC |
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HMDB ID | HMDB0033601 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Dihydrojasmonic acid |
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Description | Dihydrojasmonic acid, also known as 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 Dihydrojasmonic acid. |
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Structure | InChI=1S/C12H20O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h9-10H,2-8H2,1H3,(H,14,15) |
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Synonyms | Value | Source |
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Dihydrojasmonate | Generator | (-)-9,10-Dihydrojasmonic acid | HMDB | (-)-Dihydrojasmonic acid | HMDB | 2-[(1R,2R)-3-oxo-2-Pentylcyclopentyl]acetic acid | HMDB | 3-oxo-2-Pentyl-(1R-trans)-cyclopentaneacetic acid | HMDB | 9,10-Dihydrojasmonic acid | HMDB | Cyclopentaneacetic acid, 3-oxo-2-pentyl-, (1R,2R)- (9ci) | HMDB | [(1R,2R)-3-oxo-2-Pentylcyclopentyl]acetic acid | HMDB | 2-(3-oxo-2-Pentylcyclopentyl)acetate | Generator |
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Chemical Formula | C12H20O3 |
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Average Molecular Weight | 212.2854 |
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Monoisotopic Molecular Weight | 212.141244506 |
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IUPAC Name | 2-(3-oxo-2-pentylcyclopentyl)acetic acid |
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Traditional Name | (3-oxo-2-pentylcyclopentyl)acetic acid |
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CAS Registry Number | 98674-52-3 |
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SMILES | CCCCCC1C(CC(O)=O)CCC1=O |
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InChI Identifier | InChI=1S/C12H20O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h9-10H,2-8H2,1H3,(H,14,15) |
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InChI Key | PQEYTAGBXNEUQL-UHFFFAOYSA-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
- Cyclic ketone
- Ketone
- Monocarboxylic acid or derivatives
- Carboxylic acid
- 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 | Not Available |
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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 | 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 | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Experimental Collision Cross Sections |
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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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Dihydrojasmonic acid,1TMS,isomer #1 | CCCCCC1C(=O)CCC1CC(=O)O[Si](C)(C)C | 1752.4 | Semi standard non polar | 33892256 | Dihydrojasmonic acid,1TMS,isomer #2 | CCCCCC1=C(O[Si](C)(C)C)CCC1CC(=O)O | 1861.3 | Semi standard non polar | 33892256 | Dihydrojasmonic acid,1TMS,isomer #3 | CCCCCC1C(O[Si](C)(C)C)=CCC1CC(=O)O | 1851.5 | Semi standard non polar | 33892256 | Dihydrojasmonic acid,2TMS,isomer #1 | CCCCCC1=C(O[Si](C)(C)C)CCC1CC(=O)O[Si](C)(C)C | 1890.4 | Semi standard non polar | 33892256 | Dihydrojasmonic acid,2TMS,isomer #1 | CCCCCC1=C(O[Si](C)(C)C)CCC1CC(=O)O[Si](C)(C)C | 1895.2 | Standard non polar | 33892256 | Dihydrojasmonic acid,2TMS,isomer #2 | CCCCCC1C(O[Si](C)(C)C)=CCC1CC(=O)O[Si](C)(C)C | 1866.9 | Semi standard non polar | 33892256 | Dihydrojasmonic acid,2TMS,isomer #2 | CCCCCC1C(O[Si](C)(C)C)=CCC1CC(=O)O[Si](C)(C)C | 1965.3 | Standard non polar | 33892256 | Dihydrojasmonic acid,1TBDMS,isomer #1 | CCCCCC1C(=O)CCC1CC(=O)O[Si](C)(C)C(C)(C)C | 2001.0 | Semi standard non polar | 33892256 | Dihydrojasmonic acid,1TBDMS,isomer #2 | CCCCCC1=C(O[Si](C)(C)C(C)(C)C)CCC1CC(=O)O | 2097.1 | Semi standard non polar | 33892256 | Dihydrojasmonic acid,1TBDMS,isomer #3 | CCCCCC1C(O[Si](C)(C)C(C)(C)C)=CCC1CC(=O)O | 2110.3 | Semi standard non polar | 33892256 | Dihydrojasmonic acid,2TBDMS,isomer #1 | CCCCCC1=C(O[Si](C)(C)C(C)(C)C)CCC1CC(=O)O[Si](C)(C)C(C)(C)C | 2356.7 | Semi standard non polar | 33892256 | Dihydrojasmonic acid,2TBDMS,isomer #1 | CCCCCC1=C(O[Si](C)(C)C(C)(C)C)CCC1CC(=O)O[Si](C)(C)C(C)(C)C | 2261.6 | Standard non polar | 33892256 | Dihydrojasmonic acid,2TBDMS,isomer #2 | CCCCCC1C(O[Si](C)(C)C(C)(C)C)=CCC1CC(=O)O[Si](C)(C)C(C)(C)C | 2336.8 | Semi standard non polar | 33892256 | Dihydrojasmonic acid,2TBDMS,isomer #2 | CCCCCC1C(O[Si](C)(C)C(C)(C)C)=CCC1CC(=O)O[Si](C)(C)C(C)(C)C | 2220.8 | 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 - Dihydrojasmonic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a59-9600000000-a963304d4e038fcd9c1b | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydrojasmonic acid GC-MS (1 TMS) - 70eV, Positive | splash10-0609-9330000000-5ce665ebe4299971835c | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydrojasmonic acid 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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Experimental LC-MS/MS | LC-MS/MS Spectrum - Dihydrojasmonic acid Linear Ion Trap , negative-QTOF | splash10-0uxr-0900000000-b303cae9ee8e5d7bd0da | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Dihydrojasmonic acid Linear Ion Trap , negative-QTOF | splash10-0uxr-0900000000-914f9c7a0975ead91646 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Dihydrojasmonic acid Linear Ion Trap , positive-QTOF | splash10-00di-0910000000-a2ea5ad50a81fdc7d4db | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Dihydrojasmonic acid Linear Ion Trap , positive-QTOF | splash10-00di-0910000000-e33f64ee8b0ce2d8accb | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Dihydrojasmonic acid Linear Ion Trap , positive-QTOF | splash10-05fs-1920000000-1f46edcb69535fd6f256 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Dihydrojasmonic acid Linear Ion Trap , positive-QTOF | splash10-05fs-1920000000-b530d5c2d414d7916042 | 2017-09-14 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydrojasmonic acid 10V, Positive-QTOF | splash10-03dj-1940000000-5d011658ee98c357edb8 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydrojasmonic acid 20V, Positive-QTOF | splash10-067i-9800000000-d3f3210ced953edfb6d4 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydrojasmonic acid 40V, Positive-QTOF | splash10-0536-9100000000-0b0112539d956b87844d | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydrojasmonic acid 10V, Negative-QTOF | splash10-03xr-0690000000-dc3c55ff0fb30649e35d | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydrojasmonic acid 20V, Negative-QTOF | splash10-03xr-2950000000-dd87add970fc731fde5a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydrojasmonic acid 40V, Negative-QTOF | splash10-0a4l-9400000000-f10c1bc6eebbf980f38f | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydrojasmonic acid 10V, Negative-QTOF | splash10-0a4i-9030000000-cfb8da3c820cc54d289b | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydrojasmonic acid 20V, Negative-QTOF | splash10-0a4i-9010000000-3f9321826bd41457eaf5 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydrojasmonic acid 40V, Negative-QTOF | splash10-0006-9300000000-f55beeb2372735360ed4 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydrojasmonic acid 10V, Positive-QTOF | splash10-01r2-3920000000-d1ed5586cd10e74a6ad7 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydrojasmonic acid 20V, Positive-QTOF | splash10-01ow-7910000000-ac1c943f0451806690cb | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydrojasmonic acid 40V, Positive-QTOF | splash10-053u-9000000000-162f85e6038957a18c05 | 2021-09-22 | 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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