| Record Information |
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| Version | 2.0 |
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| Created at | 2021-06-19 17:50:34 UTC |
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| Updated at | 2021-06-29 23:51:00 UTC |
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| NP-MRD ID | NP0025823 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (1R*,12R*)-dolabella-4(16),7,10-triene-3,13-dione |
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| Provided By | JEOL Database |
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| Description | (1R*,12R*)-dolabella-4(16),7,10-triene-3,13-dione is found in Clavularia inflata. (1R*,12R*)-dolabella-4(16),7,10-triene-3,13-dione was first documented in 2001 (Duh, C.-Y., et al.). Based on a literature review very few articles have been published on (1R,3aR,9E,12Z)-1-Isopropyl-3a,10-dimethyl-6-methylene-3,3a,6,7,8,11-hexahydrocyclopentacycloundecene-2,5(1H,4H)-dione. |
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| Structure | [H]C([H])=C1C(=O)C([H])([H])[C@@]2(\C(=C([H])/C([H])([H])\C(=C([H])/C([H])([H])C1([H])[H])C([H])([H])[H])[C@]([H])(C(=O)C2([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] InChI=1S/C20H28O2/c1-13(2)19-16-10-9-14(3)7-6-8-15(4)17(21)11-20(16,5)12-18(19)22/h7,10,13,19H,4,6,8-9,11-12H2,1-3,5H3/b14-7-,16-10-/t19-,20+/m1/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C20H28O2 |
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| Average Mass | 300.4420 Da |
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| Monoisotopic Mass | 300.20893 Da |
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| IUPAC Name | (1R,3aR)-3a,10-dimethyl-6-methylidene-1-(propan-2-yl)-1H,2H,3H,3aH,4H,5H,6H,7H,8H,11H-cyclopenta[11]annulene-2,5-dione |
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| Traditional Name | (1R,3aR)-1-isopropyl-3a,10-dimethyl-6-methylidene-1H,3H,4H,7H,8H,11H-cyclopenta[11]annulene-2,5-dione |
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| CAS Registry Number | Not Available |
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| SMILES | [H]C([H])=C1C(=O)C([H])([H])[C@@]2(\C(=C([H])/C([H])([H])\C(=C([H])/C([H])([H])C1([H])[H])C([H])([H])[H])[C@]([H])(C(=O)C2([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] |
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| InChI Identifier | InChI=1S/C20H28O2/c1-13(2)19-16-10-9-14(3)7-6-8-15(4)17(21)11-20(16,5)12-18(19)22/h7,10,13,19H,4,6,8-9,11-12H2,1-3,5H3/b14-7-,16-10-/t19-,20+/m1/s1 |
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| InChI Key | AOGLMAUPEFEKHF-XMEHTISYSA-N |
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| Experimental Spectra |
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| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 13C NMR Spectrum (1D, 400 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Predicted Spectra |
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| Not Available | | 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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| Clavularia inflata | JEOL database | - Duh, C.-Y., et al, J. Nat. Prod. 64, 1028 (2001)
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as dolabellane and neodolabellane diterpenoids. These are diterpenoids with a structure based on the dolabellane skeleton (3a,6,10-trimethyl-1-(propan-2-yl)-cyclopenta[11]annulene) or the neodolabellane skeleton. |
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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 | Dolabellane and neodolabellane diterpenoids |
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| Alternative Parents | |
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| Substituents | - Dolabellane diterpenoid
- Cyclic ketone
- Ketone
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- 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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