| Record Information |
|---|
| Version | 2.0 |
|---|
| Created at | 2022-09-03 19:32:35 UTC |
|---|
| Updated at | 2022-09-03 19:32:35 UTC |
|---|
| NP-MRD ID | NP0181086 |
|---|
| Secondary Accession Numbers | None |
|---|
| Natural Product Identification |
|---|
| Common Name | (1r,3ar,6r,7r,8r,12s,12as)-7,12-bis(acetyloxy)-1-(2-hydroxypropan-2-yl)-3a,6,10-trimethyl-1h,2h,3h,6h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-8-yl acetate |
|---|
| Description | (1R,3aR,6R,7R,8R,12S,12aS)-8,12-bis(acetyloxy)-1-(2-hydroxypropan-2-yl)-3a,6,10-trimethyl-1H,2H,3H,3aH,6H,7H,8H,11H,12H,12aH-cyclopenta[11]annulen-7-yl acetate 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,3ar,6r,7r,8r,12s,12as)-7,12-bis(acetyloxy)-1-(2-hydroxypropan-2-yl)-3a,6,10-trimethyl-1h,2h,3h,6h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-8-yl acetate is found in Dictyota dichotoma and Dictyota fasciola. Based on a literature review very few articles have been published on (1R,3aR,6R,7R,8R,12S,12aS)-8,12-bis(acetyloxy)-1-(2-hydroxypropan-2-yl)-3a,6,10-trimethyl-1H,2H,3H,3aH,6H,7H,8H,11H,12H,12aH-cyclopenta[11]annulen-7-yl acetate. |
|---|
| Structure | C[C@@H]1\C=C\[C@@]2(C)CC[C@H]([C@@H]2[C@H](C\C(C)=C\[C@@H](OC(C)=O)[C@@H]1OC(C)=O)OC(C)=O)C(C)(C)O InChI=1S/C26H40O7/c1-15-13-21(31-17(3)27)23-20(25(6,7)30)10-12-26(23,8)11-9-16(2)24(33-19(5)29)22(14-15)32-18(4)28/h9,11,14,16,20-24,30H,10,12-13H2,1-8H3/b11-9+,15-14+/t16-,20-,21+,22-,23-,24-,26+/m1/s1 |
|---|
| Synonyms | | Value | Source |
|---|
| (1R,3AR,6R,7R,8R,12S,12as)-8,12-bis(acetyloxy)-1-(2-hydroxypropan-2-yl)-3a,6,10-trimethyl-1H,2H,3H,3ah,6H,7H,8H,11H,12H,12ah-cyclopenta[11]annulen-7-yl acetic acid | Generator |
|
|---|
| Chemical Formula | C26H40O7 |
|---|
| Average Mass | 464.5990 Da |
|---|
| Monoisotopic Mass | 464.27740 Da |
|---|
| IUPAC Name | (3R,3aS,4S,8R,9R,10R,12aR)-4,9-bis(acetyloxy)-3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-1H,2H,3H,3aH,4H,5H,8H,9H,10H,12aH-cyclopenta[11]annulen-8-yl acetate |
|---|
| Traditional Name | (1R,3aR,6R,7R,8R,12S,12aS)-7,12-bis(acetyloxy)-1-(2-hydroxypropan-2-yl)-3a,6,10-trimethyl-1H,2H,3H,6H,7H,8H,11H,12H,12aH-cyclopenta[11]annulen-8-yl acetate |
|---|
| CAS Registry Number | Not Available |
|---|
| SMILES | C[C@@H]1\C=C\[C@@]2(C)CC[C@H]([C@@H]2[C@H](C\C(C)=C\[C@@H](OC(C)=O)[C@@H]1OC(C)=O)OC(C)=O)C(C)(C)O |
|---|
| InChI Identifier | InChI=1S/C26H40O7/c1-15-13-21(31-17(3)27)23-20(25(6,7)30)10-12-26(23,8)11-9-16(2)24(33-19(5)29)22(14-15)32-18(4)28/h9,11,14,16,20-24,30H,10,12-13H2,1-8H3/b11-9+,15-14+/t16-,20-,21+,22-,23-,24-,26+/m1/s1 |
|---|
| InChI Key | DRNBOVKQXCXQLA-OEDLJUIESA-N |
|---|
| Experimental Spectra |
|---|
|
| Not Available | | Predicted Spectra |
|---|
|
| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
|---|
| 1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Chemical Shift Submissions |
|---|
|
| Not Available | | Species |
|---|
| Species of Origin | |
|---|
| 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
- Tricarboxylic acid or derivatives
- Tertiary alcohol
- Carboxylic acid ester
- Carboxylic acid derivative
- 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 | |
|---|