Record Information |
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Version | 2.0 |
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Created at | 2022-09-05 21:20:49 UTC |
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Updated at | 2022-09-05 21:20:49 UTC |
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NP-MRD ID | NP0220123 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (3ar,8s,12s,15as)-12-hydroxy-6,10,14-trimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,12h,13h,15ah-cyclotetradeca[b]furan-8-yl acetate |
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Description | (3AR,6E,8S,10E,12S,15aS)-8-Acetoxy-3aalpha,4,5,8,9,12,13,15abeta-octahydro-12-hydroxy-6,10,14-trimethyl-3-methylenecyclotetradeca[b]furan-2(3H)-one belongs to the class of organic compounds known as cembranolides. These are diterpenoids with a structure based on a cembrane skeleton fused to a lactone ring (5- or 6-membered). (3ar,8s,12s,15as)-12-hydroxy-6,10,14-trimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,12h,13h,15ah-cyclotetradeca[b]furan-8-yl acetate is found in Clavularia koellikeri. Based on a literature review very few articles have been published on (3aR,6E,8S,10E,12S,15aS)-8-Acetoxy-3aalpha,4,5,8,9,12,13,15abeta-octahydro-12-hydroxy-6,10,14-trimethyl-3-methylenecyclotetradeca[b]furan-2(3H)-one. |
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Structure | CC(=O)O[C@H]1C\C(C)=C\[C@@H](O)C\C(C)=C\[C@@H]2OC(=O)C(=C)[C@H]2CC\C(C)=C\1 InChI=1S/C22H30O5/c1-13-6-7-20-16(4)22(25)27-21(20)12-15(3)9-18(24)8-14(2)11-19(10-13)26-17(5)23/h8,10,12,18-21,24H,4,6-7,9,11H2,1-3,5H3/b13-10+,14-8+,15-12+/t18-,19-,20-,21+/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C22H30O5 |
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Average Mass | 374.4770 Da |
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Monoisotopic Mass | 374.20932 Da |
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IUPAC Name | Not Available |
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Traditional Name | Not Available |
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CAS Registry Number | Not Available |
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SMILES | CC(=O)O[C@H]1C\C(C)=C\[C@@H](O)C\C(C)=C\[C@@H]2OC(=O)C(=C)[C@H]2CC\C(C)=C\1 |
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InChI Identifier | InChI=1S/C22H30O5/c1-13-6-7-20-16(4)22(25)27-21(20)12-15(3)9-18(24)8-14(2)11-19(10-13)26-17(5)23/h8,10,12,18-21,24H,4,6-7,9,11H2,1-3,5H3/b13-10+,14-8+,15-12+/t18-,19-,20-,21+/m1/s1 |
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InChI Key | ZABQXTXMKPWJCW-PMCHORHHSA-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 cembranolides. These are diterpenoids with a structure based on a cembrane skeleton fused to a lactone ring (5- or 6-membered). |
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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 | Terpene lactones |
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Direct Parent | Cembranolides |
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Alternative Parents | |
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Substituents | - Cembranolide-skeleton
- Cembrane diterpenoid
- Diterpenoid
- Dicarboxylic acid or derivatives
- Gamma butyrolactone
- Tetrahydrofuran
- Enoate ester
- Alpha,beta-unsaturated carboxylic ester
- Secondary alcohol
- Lactone
- Carboxylic acid ester
- Organoheterocyclic compound
- Oxacycle
- Carboxylic acid derivative
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Alcohol
- Carbonyl group
- Aliphatic heteropolycyclic compound
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Molecular Framework | Aliphatic heteropolycyclic 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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