Record Information |
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Version | 1.0 |
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Created at | 2022-04-29 01:15:43 UTC |
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Updated at | 2022-04-29 01:15:43 UTC |
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NP-MRD ID | NP0080205 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (+)-Cascarillin F |
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Description | (1S,2S,2'S,3R,4aR,5S,5'R,6R,8aS)-5'-(furan-3-yl)-2',5,6-trihydroxy-2,4a,5-trimethyl-octahydro-2H-spiro[naphthalene-1,3'-oxolane]-3-yl acetate belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations. (+)-Cascarillin F is found in Croton eluteria. Based on a literature review very few articles have been published on (1S,2S,2'S,3R,4aR,5S,5'R,6R,8aS)-5'-(furan-3-yl)-2',5,6-trihydroxy-2,4a,5-trimethyl-octahydro-2H-spiro[naphthalene-1,3'-oxolane]-3-yl acetate. |
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Structure | C[C@@H]1[C@@H](C[C@]2(C)[C@H](CC[C@@H](O)[C@@]2(C)O)[C@@]11C[C@@H](O[C@@H]1O)C1=COC=C1)OC(C)=O InChI=1S/C22H32O7/c1-12-15(28-13(2)23)9-20(3)17(5-6-18(24)21(20,4)26)22(12)10-16(29-19(22)25)14-7-8-27-11-14/h7-8,11-12,15-19,24-26H,5-6,9-10H2,1-4H3/t12-,15-,16-,17+,18-,19+,20-,21-,22-/m1/s1 |
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Synonyms | Value | Source |
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(1S,2S,2's,3R,4AR,5S,5'r,6R,8as)-5'-(furan-3-yl)-2',5,6-trihydroxy-2,4a,5-trimethyl-octahydro-2H-spiro[naphthalene-1,3'-oxolane]-3-yl acetic acid | Generator |
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Chemical Formula | C22H32O7 |
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Average Mass | 408.4910 Da |
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Monoisotopic Mass | 408.21480 Da |
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IUPAC Name | (1S,2S,2'S,3R,4aR,5S,5'R,6R,8aS)-5'-(furan-3-yl)-2',5,6-trihydroxy-2,4a,5-trimethyl-octahydro-2H-spiro[naphthalene-1,3'-oxolane]-3-yl acetate |
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Traditional Name | (1S,2S,2'S,3R,4aR,5S,5'R,6R,8aS)-5'-(furan-3-yl)-2',5,6-trihydroxy-2,4a,5-trimethyl-hexahydro-2H-spiro[naphthalene-1,3'-oxolane]-3-yl acetate |
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CAS Registry Number | Not Available |
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SMILES | C[C@@H]1[C@@H](C[C@]2(C)[C@H](CC[C@@H](O)[C@@]2(C)O)[C@@]11C[C@@H](O[C@@H]1O)C1=COC=C1)OC(C)=O |
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InChI Identifier | InChI=1S/C22H32O7/c1-12-15(28-13(2)23)9-20(3)17(5-6-18(24)21(20,4)26)22(12)10-16(29-19(22)25)14-7-8-27-11-14/h7-8,11-12,15-19,24-26H,5-6,9-10H2,1-4H3/t12-,15-,16-,17+,18-,19+,20-,21-,22-/m1/s1 |
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InChI Key | GZVVOAJUBYETCL-YRNOAYDYSA-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, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, 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 colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations. |
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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 | Colensane and clerodane diterpenoids |
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Alternative Parents | |
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Substituents | - Clerodane diterpenoid
- Cyclic alcohol
- Heteroaromatic compound
- Furan
- Tetrahydrofuran
- Tertiary alcohol
- 1,2-diol
- Carboxylic acid ester
- Hemiacetal
- Secondary alcohol
- Carboxylic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Polyol
- Hydrocarbon derivative
- Organic oxide
- Alcohol
- Carbonyl group
- Organooxygen compound
- Organic oxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic 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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