Record Information |
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Version | 1.0 |
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Created at | 2022-09-09 22:13:42 UTC |
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Updated at | 2022-09-09 22:13:42 UTC |
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NP-MRD ID | NP0291219 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (3s,12as)-3-hydroxy-3-isopropyl-6,10,12a-trimethyl-1h,2h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-5-yl acetate |
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Description | (3S,12aS)-3-hydroxy-6,10,12a-trimethyl-3-(propan-2-yl)-1H,2H,3H,3aH,4H,5H,8H,9H,12H,12aH-cyclopenta[11]annulen-5-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. (3s,12as)-3-hydroxy-3-isopropyl-6,10,12a-trimethyl-1h,2h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-5-yl acetate is found in Dictyota bartayresiana. It was first documented in 2022 (PMID: 36115695). Based on a literature review a significant number of articles have been published on (3S,12aS)-3-hydroxy-6,10,12a-trimethyl-3-(propan-2-yl)-1H,2H,3H,3aH,4H,5H,8H,9H,12H,12aH-cyclopenta[11]annulen-5-yl acetate (PMID: 36115691) (PMID: 36115694) (PMID: 36115693) (PMID: 36115692). |
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Structure | CC(C)[C@@]1(O)CC[C@@]2(C)CC=C(C)CCC=C(C)C(CC12)OC(C)=O InChI=1S/C22H36O3/c1-15(2)22(24)13-12-21(6)11-10-16(3)8-7-9-17(4)19(14-20(21)22)25-18(5)23/h9-10,15,19-20,24H,7-8,11-14H2,1-6H3/t19?,20?,21-,22+/m1/s1 |
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Synonyms | Value | Source |
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(3S,12AS)-3-hydroxy-6,10,12a-trimethyl-3-(propan-2-yl)-1H,2H,3H,3ah,4H,5H,8H,9H,12H,12ah-cyclopenta[11]annulen-5-yl acetic acid | Generator |
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Chemical Formula | C22H36O3 |
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Average Mass | 348.5270 Da |
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Monoisotopic Mass | 348.26645 Da |
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IUPAC Name | (3S,12aS)-3-hydroxy-6,10,12a-trimethyl-3-(propan-2-yl)-1H,2H,3H,3aH,4H,5H,8H,9H,12H,12aH-cyclopenta[11]annulen-5-yl acetate |
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Traditional Name | (3S,12aS)-3-hydroxy-3-isopropyl-6,10,12a-trimethyl-1H,2H,3aH,4H,5H,8H,9H,12H-cyclopenta[11]annulen-5-yl acetate |
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CAS Registry Number | Not Available |
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SMILES | CC(C)[C@@]1(O)CC[C@@]2(C)CC=C(C)CCC=C(C)C(CC12)OC(C)=O |
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InChI Identifier | InChI=1S/C22H36O3/c1-15(2)22(24)13-12-21(6)11-10-16(3)8-7-9-17(4)19(14-20(21)22)25-18(5)23/h9-10,15,19-20,24H,7-8,11-14H2,1-6H3/t19?,20?,21-,22+/m1/s1 |
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InChI Key | LCCFAMBWEWEJKL-XABBQPORSA-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, 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 |
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| Not Available | Species |
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Species of Origin | |
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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
- Tertiary alcohol
- Cyclic alcohol
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- 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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