| Record Information |
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| Version | 2.0 |
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| Created at | 2020-12-09 01:25:18 UTC |
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| Updated at | 2021-07-15 16:47:35 UTC |
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| NP-MRD ID | NP0003867 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Guanacastepene B |
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| Provided By | NPAtlas |
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| Description | (1R,4aS,5S,7S,8aR,10aR)-5,7-dihydroxy-5,8a,10a-trimethyl-1-(propan-2-yl)-1H,2H,3H,4aH,5H,6H,7H,8H,8aH,9H,10H,10aH-cyclohexa[f]azulen-3-one belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). Guanacastepene B is found in Unknown-fungus sp. cR115. Based on a literature review very few articles have been published on (1R,4aS,5S,7S,8aR,10aR)-5,7-dihydroxy-5,8a,10a-trimethyl-1-(propan-2-yl)-1H,2H,3H,4aH,5H,6H,7H,8H,8aH,9H,10H,10aH-cyclohexa[f]azulen-3-one. |
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| Structure | [H]O[C@]1([H])C([H])([H])[C@@](O[H])(C([H])([H])[H])[C@@]2([H])C([H])=C3C(=O)C([H])([H])[C@]([H])(C([H])(C([H])([H])[H])C([H])([H])[H])[C@@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])C1([H])[H] InChI=1S/C20H32O3/c1-12(2)14-8-16(22)15-9-17-18(3,6-7-19(14,15)4)10-13(21)11-20(17,5)23/h9,12-14,17,21,23H,6-8,10-11H2,1-5H3/t13-,14+,17-,18+,19+,20-/m0/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C20H32O3 |
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| Average Mass | 320.4730 Da |
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| Monoisotopic Mass | 320.23514 Da |
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| IUPAC Name | (1R,4aS,5S,7S,8aR,10aR)-5,7-dihydroxy-5,8a,10a-trimethyl-1-(propan-2-yl)-1H,2H,3H,4aH,5H,6H,7H,8H,8aH,9H,10H,10aH-cyclohexa[f]azulen-3-one |
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| Traditional Name | (1R,4aS,5S,7S,8aR,10aR)-5,7-dihydroxy-1-isopropyl-5,8a,10a-trimethyl-1H,2H,4aH,6H,7H,8H,9H,10H-cyclohexa[f]azulen-3-one |
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| CAS Registry Number | Not Available |
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| SMILES | CC(C)[C@H]1CC(=O)C2=C[C@@H]3[C@@](C)(O)C[C@@H](O)C[C@@]3(C)CC[C@]12C |
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| InChI Identifier | InChI=1S/C20H32O3/c1-12(2)14-8-16(22)15-9-17-18(3,6-7-19(14,15)4)10-13(21)11-20(17,5)23/h9,12-14,17,21,23H,6-8,10-11H2,1-5H3/t13-,14+,17-,18+,19+,20-/m0/s1 |
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| InChI Key | XSOSIACAJIVFGA-ZLARMEDBSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 13C NMR Spectrum (1D, 25 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Chemical Shift Submissions |
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| Not Available | | Species |
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| Species of Origin | | Species Name | Source | Reference |
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| Unknown-fungus sp. CR115 | NPAtlas | |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). |
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| Kingdom | Organic compounds |
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| Super Class | Organic oxygen compounds |
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| Class | Organooxygen compounds |
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| Sub Class | Alcohols and polyols |
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| Direct Parent | Tertiary alcohols |
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| Alternative Parents | |
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| Substituents | - Tertiary alcohol
- Cyclic alcohol
- Secondary alcohol
- Ketone
- Organic oxide
- Hydrocarbon derivative
- Carbonyl group
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic compounds |
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| External Descriptors | Not Available |
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| Physical Properties |
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| State | Not Available |
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| Experimental 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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| Predicted Properties | |
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