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 20:03:37 UTC |
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Update Date | 2022-03-07 02:54:22 UTC |
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HMDB ID | HMDB0035116 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid |
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Description | (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid, also known as 7a-7-hydroxy-8(14),15-isopimaradien-18-Oate or 2-hydroxy-4-(methoxymethyl)-6-propylnicotinonitrile, belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review a small amount of articles have been published on (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid. |
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Structure | CC1(CCC2C(=C1)C(O)CC1C2(C)CCCC1(C)C(O)=O)C=C InChI=1S/C20H30O3/c1-5-18(2)10-7-14-13(12-18)15(21)11-16-19(14,3)8-6-9-20(16,4)17(22)23/h5,12,14-16,21H,1,6-11H2,2-4H3,(H,22,23) |
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Synonyms | Value | Source |
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(ent-7a)-7-Hydroxy-8(14),15-pimaradien-19-Oate | Generator | (ent-7a)-7-Hydroxy-8(14),15-pimaradien-19-Oic acid | Generator | (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-Oate | Generator | (ent-7Α)-7-hydroxy-8(14),15-pimaradien-19-Oate | Generator | (ent-7Α)-7-hydroxy-8(14),15-pimaradien-19-Oic acid | Generator | 2-Hydroxy-4-(methoxymethyl)-6-propylnicotinonitrile | HMDB | 7-Ethenyl-9-hydroxy-1,4a,7-trimethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboxylate | HMDB | 7a-7-Hydroxy-8(14),15-isopimaradien-18-Oate | HMDB | 7a-7-Hydroxy-8(14),15-isopimaradien-18-Oic acid | HMDB | 7alpha-7-Hydroxy-8(14),15-isopimaradien-18-Oate | HMDB | 7Α-7-hydroxy-8(14),15-isopimaradien-18-Oate | HMDB | 7Α-7-hydroxy-8(14),15-isopimaradien-18-Oic acid | HMDB |
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Chemical Formula | C20H30O3 |
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Average Molecular Weight | 318.4504 |
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Monoisotopic Molecular Weight | 318.219494826 |
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IUPAC Name | 7-ethenyl-9-hydroxy-1,4a,7-trimethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboxylic acid |
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Traditional Name | 7-ethenyl-9-hydroxy-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid |
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CAS Registry Number | 23807-91-2 |
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SMILES | CC1(CCC2C(=C1)C(O)CC1C2(C)CCCC1(C)C(O)=O)C=C |
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InChI Identifier | InChI=1S/C20H30O3/c1-5-18(2)10-7-14-13(12-18)15(21)11-16-19(14,3)8-6-9-20(16,4)17(22)23/h5,12,14-16,21H,1,6-11H2,2-4H3,(H,22,23) |
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InChI Key | PLKOJNUQWAKPNC-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Diterpenoids |
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Direct Parent | Diterpenoids |
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Alternative Parents | |
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Substituents | - Diterpenoid
- Pimarane diterpenoid
- Hydrophenanthrene
- Phenanthrene
- Cyclic alcohol
- Secondary alcohol
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Alcohol
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- Organooxygen compound
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic 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 | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 218 °C | 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 | Not Available |
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Predicted Molecular Properties | | Show more...
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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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(ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid,1TMS,isomer #1 | C=CC1(C)C=C2C(O[Si](C)(C)C)CC3C(C)(C(=O)O)CCCC3(C)C2CC1 | 2566.7 | Semi standard non polar | 33892256 | (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid,1TMS,isomer #2 | C=CC1(C)C=C2C(O)CC3C(C)(C(=O)O[Si](C)(C)C)CCCC3(C)C2CC1 | 2483.9 | Semi standard non polar | 33892256 | (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid,2TMS,isomer #1 | C=CC1(C)C=C2C(O[Si](C)(C)C)CC3C(C)(C(=O)O[Si](C)(C)C)CCCC3(C)C2CC1 | 2469.7 | Semi standard non polar | 33892256 | (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid,1TBDMS,isomer #1 | C=CC1(C)C=C2C(O[Si](C)(C)C(C)(C)C)CC3C(C)(C(=O)O)CCCC3(C)C2CC1 | 2782.3 | Semi standard non polar | 33892256 | (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid,1TBDMS,isomer #2 | C=CC1(C)C=C2C(O)CC3C(C)(C(=O)O[Si](C)(C)C(C)(C)C)CCCC3(C)C2CC1 | 2755.2 | Semi standard non polar | 33892256 | (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid,2TBDMS,isomer #1 | C=CC1(C)C=C2C(O[Si](C)(C)C(C)(C)C)CC3C(C)(C(=O)O[Si](C)(C)C(C)(C)C)CCCC3(C)C2CC1 | 2924.8 | Semi standard non polar | 33892256 |
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Spectra |
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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 - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-0udi-1974000000-09e57c66d126ae9fbfb1 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid GC-MS (2 TMS) - 70eV, Positive | splash10-0002-5154900000-70cc69e2725dde3229d7 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic 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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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 10V, Positive-QTOF | splash10-0uxr-1049000000-1449a3350831192f1144 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 20V, Positive-QTOF | splash10-0zgi-5194000000-373409af81123ce226e8 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 40V, Positive-QTOF | splash10-0udi-9050000000-bc1e531e2967e0bb12b7 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 10V, Positive-QTOF | splash10-0uxr-1049000000-1449a3350831192f1144 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 20V, Positive-QTOF | splash10-0zgi-5194000000-373409af81123ce226e8 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 40V, Positive-QTOF | splash10-0udi-9050000000-bc1e531e2967e0bb12b7 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 10V, Negative-QTOF | splash10-014i-0069000000-f99eb21894cef7a44bb5 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 20V, Negative-QTOF | splash10-0601-0093000000-119dd0f7a35b36a183ef | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 40V, Negative-QTOF | splash10-0a4j-2091000000-3e782033f8eea325641d | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 10V, Negative-QTOF | splash10-014i-0069000000-f99eb21894cef7a44bb5 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 20V, Negative-QTOF | splash10-0601-0093000000-119dd0f7a35b36a183ef | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 40V, Negative-QTOF | splash10-0a4j-2091000000-3e782033f8eea325641d | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 10V, Negative-QTOF | splash10-014i-0009000000-062ad2a35e11d303cf23 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 20V, Negative-QTOF | splash10-014i-0019000000-35ea974dae7a54610672 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 40V, Negative-QTOF | splash10-014i-1096000000-9eb83ea28a321a96aba4 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 10V, Positive-QTOF | splash10-014i-0098000000-c640fcc6ffc10215325c | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 20V, Positive-QTOF | splash10-00xu-1591000000-61c9366675d684e97cf5 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-7alpha)-7-Hydroxy-8(14),15-pimaradien-19-oic acid 40V, Positive-QTOF | splash10-0l06-9660000000-a71ba84b5f0fdd83d74e | 2021-09-22 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | |
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Biospecimen Locations | Not Available |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Abnormal Concentrations |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB018343 |
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KNApSAcK ID | Not Available |
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Chemspider ID | 29814271 |
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KEGG Compound ID | Not Available |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Not Available |
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METLIN ID | Not Available |
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PubChem Compound | 14864259 |
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PDB ID | Not Available |
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ChEBI ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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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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