| Record Information |
|---|
| Version | 2.0 |
|---|
| Created at | 2021-06-19 17:50:43 UTC |
|---|
| Updated at | 2021-06-29 23:51:00 UTC |
|---|
| NP-MRD ID | NP0025826 |
|---|
| Secondary Accession Numbers | None |
|---|
| Natural Product Identification |
|---|
| Common Name | (1R*,3R*)-3-hydroxy-dolabella-4(16),7,11(12)-triene-3,13-dione |
|---|
| Provided By | JEOL Database |
|---|
| Description | (1Z,3aS,5R,9E)-1-Isopropyl-3a,10-dimethyl-5-hydroxy-6-methylene-3a,4,5,6,7,8,11,12-octahydrocyclopentacycloundecene-2(3H)-one 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. (1R*,3R*)-3-hydroxy-dolabella-4(16),7,11(12)-triene-3,13-dione is found in Clavularia inflata. (1R*,3R*)-3-hydroxy-dolabella-4(16),7,11(12)-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 (1Z,3aS,5R,9E)-1-Isopropyl-3a,10-dimethyl-5-hydroxy-6-methylene-3a,4,5,6,7,8,11,12-octahydrocyclopentacycloundecene-2(3H)-one. |
|---|
| Structure | [H]O[C@@]1([H])C(=C([H])[H])C([H])([H])C([H])([H])\C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])C2=C(C(=O)C([H])([H])[C@]2(C([H])([H])[H])C1([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H] InChI=1S/C20H30O2/c1-13(2)19-16-10-9-14(3)7-6-8-15(4)17(21)11-20(16,5)12-18(19)22/h7,13,17,21H,4,6,8-12H2,1-3,5H3/b14-7-/t17-,20+/m1/s1 |
|---|
| Synonyms | Not Available |
|---|
| Chemical Formula | C20H30O2 |
|---|
| Average Mass | 302.4580 Da |
|---|
| Monoisotopic Mass | 302.22458 Da |
|---|
| IUPAC Name | (11R,12aS)-11-hydroxy-6,12a-dimethyl-10-methylidene-3-(propan-2-yl)-1H,2H,4H,5H,8H,9H,10H,11H,12H,12aH-cyclopenta[11]annulen-2-one |
|---|
| Traditional Name | (3aS,5R)-5-hydroxy-1-isopropyl-3a,10-dimethyl-6-methylidene-3H,4H,5H,7H,8H,11H,12H-cyclopenta[11]annulen-2-one |
|---|
| CAS Registry Number | Not Available |
|---|
| SMILES | [H]O[C@@]1([H])C(=C([H])[H])C([H])([H])C([H])([H])\C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])C2=C(C(=O)C([H])([H])[C@]2(C([H])([H])[H])C1([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H] |
|---|
| InChI Identifier | InChI=1S/C20H30O2/c1-13(2)19-16-10-9-14(3)7-6-8-15(4)17(21)11-20(16,5)12-18(19)22/h7,13,17,21H,4,6,8-12H2,1-3,5H3/b14-7-/t17-,20+/m1/s1 |
|---|
| InChI Key | XVLUZPKWCBLGKQ-GOVUUBMRSA-N |
|---|
| Experimental Spectra |
|---|
|
| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
|---|
| 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, 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, 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, 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 |
|---|
|
| Not Available | | Chemical Shift Submissions |
|---|
|
| Not Available | | Species |
|---|
| Species of Origin | | Species Name | Source | Reference |
|---|
| Clavularia inflata | JEOL database | - Duh, C.-Y., et al, J. Nat. Prod. 64, 1028 (2001)
|
|
|---|
| Chemical Taxonomy |
|---|
| 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. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Lipids and lipid-like molecules |
|---|
| Class | Prenol lipids |
|---|
| Sub Class | Diterpenoids |
|---|
| Direct Parent | Dolabellane and neodolabellane diterpenoids |
|---|
| Alternative Parents | |
|---|
| Substituents | - Dolabellane diterpenoid
- Cyclic ketone
- Secondary alcohol
- Ketone
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic homopolycyclic compound
|
|---|
| Molecular Framework | Aliphatic homopolycyclic compounds |
|---|
| External Descriptors | Not Available |
|---|
| Physical Properties |
|---|
| State | Not Available |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
|
|---|
| Predicted Properties | |
|---|