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 21:56:03 UTC |
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Update Date | 2022-03-07 02:55:03 UTC |
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HMDB ID | HMDB0036760 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid |
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Description | Verimol D belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Verimol D is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Verimol D has been detected, but not quantified in, fruits. This could make verimol D a potential biomarker for the consumption of these foods. |
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Structure | CC1(CCCC2(C)C1CCC13CC(CC=C21)C(O)(CO)C3)C(O)=O InChI=1S/C20H30O4/c1-17-7-3-8-18(2,16(22)23)14(17)6-9-19-10-13(4-5-15(17)19)20(24,11-19)12-21/h5,13-14,21,24H,3-4,6-12H2,1-2H3,(H,22,23) |
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Synonyms | Value | Source |
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1,2-Bis(4-methoxyphenyl)-1,3-butanediol, 9ci | HMDB | 14-Hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-ene-5-carboxylate | Generator | (ent-16BetaOH)-16,17-dihydroxy-9(11)-kauren-19-Oate | Generator |
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Chemical Formula | C20H30O4 |
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Average Molecular Weight | 334.4498 |
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Monoisotopic Molecular Weight | 334.214409448 |
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IUPAC Name | 14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-ene-5-carboxylic acid |
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Traditional Name | 14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-ene-5-carboxylic acid |
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CAS Registry Number | 55483-24-4 |
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SMILES | CC1(CCCC2(C)C1CCC13CC(CC=C21)C(O)(CO)C3)C(O)=O |
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InChI Identifier | InChI=1S/C20H30O4/c1-17-7-3-8-18(2,16(22)23)14(17)6-9-19-10-13(4-5-15(17)19)20(24,11-19)12-21/h5,13-14,21,24H,3-4,6-12H2,1-2H3,(H,22,23) |
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InChI Key | QSJIZGQGHYROGD-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Stilbenes |
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Sub Class | Not Available |
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Direct Parent | Stilbenes |
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Alternative Parents | |
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Substituents | - Stilbene
- Phenylpropane
- Phenoxy compound
- Anisole
- Methoxybenzene
- Phenol ether
- Alkyl aryl ether
- Monocyclic benzene moiety
- Benzenoid
- Secondary alcohol
- Ether
- Organic oxygen compound
- Organooxygen compound
- Alcohol
- Hydrocarbon derivative
- Aromatic alcohol
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic 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 | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 184 - 185 °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 | |
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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-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,1TMS,isomer #1 | CC1(C(=O)O)CCCC2(C)C3=CCC4CC3(CCC12)CC4(CO)O[Si](C)(C)C | 2923.4 | Semi standard non polar | 33892256 | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,1TMS,isomer #2 | CC1(C(=O)O)CCCC2(C)C3=CCC4CC3(CCC12)CC4(O)CO[Si](C)(C)C | 2933.5 | Semi standard non polar | 33892256 | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,1TMS,isomer #3 | CC1(C(=O)O[Si](C)(C)C)CCCC2(C)C3=CCC4CC3(CCC12)CC4(O)CO | 2833.7 | Semi standard non polar | 33892256 | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,2TMS,isomer #1 | CC1(C(=O)O[Si](C)(C)C)CCCC2(C)C3=CCC4CC3(CCC12)CC4(CO)O[Si](C)(C)C | 2793.5 | Semi standard non polar | 33892256 | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,2TMS,isomer #2 | CC1(C(=O)O)CCCC2(C)C3=CCC4CC3(CCC12)CC4(CO[Si](C)(C)C)O[Si](C)(C)C | 2898.3 | Semi standard non polar | 33892256 | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,2TMS,isomer #3 | CC1(C(=O)O[Si](C)(C)C)CCCC2(C)C3=CCC4CC3(CCC12)CC4(O)CO[Si](C)(C)C | 2799.6 | Semi standard non polar | 33892256 | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,3TMS,isomer #1 | CC1(C(=O)O[Si](C)(C)C)CCCC2(C)C3=CCC4CC3(CCC12)CC4(CO[Si](C)(C)C)O[Si](C)(C)C | 2787.0 | Semi standard non polar | 33892256 | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,1TBDMS,isomer #1 | CC1(C(=O)O)CCCC2(C)C3=CCC4CC3(CCC12)CC4(CO)O[Si](C)(C)C(C)(C)C | 3176.3 | Semi standard non polar | 33892256 | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,1TBDMS,isomer #2 | CC1(C(=O)O)CCCC2(C)C3=CCC4CC3(CCC12)CC4(O)CO[Si](C)(C)C(C)(C)C | 3190.2 | Semi standard non polar | 33892256 | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,1TBDMS,isomer #3 | CC1(C(=O)O[Si](C)(C)C(C)(C)C)CCCC2(C)C3=CCC4CC3(CCC12)CC4(O)CO | 3110.0 | Semi standard non polar | 33892256 | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,2TBDMS,isomer #1 | CC1(C(=O)O[Si](C)(C)C(C)(C)C)CCCC2(C)C3=CCC4CC3(CCC12)CC4(CO)O[Si](C)(C)C(C)(C)C | 3298.9 | Semi standard non polar | 33892256 | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,2TBDMS,isomer #2 | CC1(C(=O)O)CCCC2(C)C3=CCC4CC3(CCC12)CC4(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3398.5 | Semi standard non polar | 33892256 | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,2TBDMS,isomer #3 | CC1(C(=O)O[Si](C)(C)C(C)(C)C)CCCC2(C)C3=CCC4CC3(CCC12)CC4(O)CO[Si](C)(C)C(C)(C)C | 3302.0 | Semi standard non polar | 33892256 | (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid,3TBDMS,isomer #1 | CC1(C(=O)O[Si](C)(C)C(C)(C)C)CCCC2(C)C3=CCC4CC3(CCC12)CC4(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3511.3 | Semi 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 - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-0cdi-2398000000-db160aa52fa0588c28b1 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid GC-MS (3 TMS) - 70eV, Positive | splash10-000i-3004490000-bc6803d30a9f1ac81b7b | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-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-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid 10V, Positive-QTOF | splash10-000i-0049000000-1d19bb5fd019b04d0f85 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid 20V, Positive-QTOF | splash10-01bj-0294000000-50cf9b6744e26de796ab | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid 40V, Positive-QTOF | splash10-00xr-4691000000-3be672e5dc86cf8aeb71 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid 10V, Negative-QTOF | splash10-001i-0039000000-7370478cb2b6bf551259 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid 20V, Negative-QTOF | splash10-0ka9-0096000000-3c3d8ac7ddd3d2f1e42f | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid 40V, Negative-QTOF | splash10-0a4i-0092000000-d96aa01fdbc3ca860b8d | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid 10V, Negative-QTOF | splash10-001i-0009000000-fd5cd126f4d2eefd9030 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid 20V, Negative-QTOF | splash10-001i-0009000000-ff6b61413fede893ddef | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid 40V, Negative-QTOF | splash10-001i-1049000000-49d590eef34f9c62c1e9 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid 10V, Positive-QTOF | splash10-000i-0095000000-f5ab328850da8c4c2683 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid 20V, Positive-QTOF | splash10-01w0-0191000000-2129098f456d4a9d68cc | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (ent-16betaOH)-16,17-Dihydroxy-9(11)-kauren-19-oic acid 40V, Positive-QTOF | splash10-0a5i-2930000000-20e0bac61dc8d2f5d5d4 | 2021-09-23 | Wishart Lab | View Spectrum |
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