Record Information |
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Version | 1.0 |
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Created at | 2022-04-28 03:48:51 UTC |
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Updated at | 2022-04-28 03:48:51 UTC |
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NP-MRD ID | NP0058444 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (+)-Caleine E |
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Description | (3AS,4R,6S,10R,11aR)-6-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-2H,3H,3aH,4H,5H,6H,7H,10H,11H,11aH-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. (+)-Caleine E is found in Calea ternifolia and Calea zacatechichi . Based on a literature review very few articles have been published on (3aS,4R,6S,10R,11aR)-6-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-2H,3H,3aH,4H,5H,6H,7H,10H,11H,11aH-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate. |
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Structure | C[C@@H]1C[C@H]2OC(=O)C(=C)[C@@H]2[C@@H](C[C@](C)(O)C(=O)\C=C/1)OC(=O)C(C)=C InChI=1S/C19H24O6/c1-10(2)17(21)25-14-9-19(5,23)15(20)7-6-11(3)8-13-16(14)12(4)18(22)24-13/h6-7,11,13-14,16,23H,1,4,8-9H2,2-3,5H3/b7-6-/t11-,13+,14+,16-,19-/m0/s1 |
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Synonyms | Value | Source |
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(3AS,4R,6S,10R,11ar)-6-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-2H,3H,3ah,4H,5H,6H,7H,10H,11H,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoic acid | Generator |
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Chemical Formula | C19H24O6 |
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Average Mass | 348.3950 Da |
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Monoisotopic Mass | 348.15729 Da |
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IUPAC Name | (3aS,4R,6S,10R,11aR)-6-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-2H,3H,3aH,4H,5H,6H,7H,10H,11H,11aH-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate |
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Traditional Name | (3aS,4R,6S,10R,11aR)-6-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-3aH,4H,5H,10H,11H,11aH-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate |
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CAS Registry Number | Not Available |
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SMILES | C[C@@H]1C[C@H]2OC(=O)C(=C)[C@@H]2[C@@H](C[C@](C)(O)C(=O)\C=C/1)OC(=O)C(C)=C |
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InChI Identifier | InChI=1S/C19H24O6/c1-10(2)17(21)25-14-9-19(5,23)15(20)7-6-11(3)8-13-16(14)12(4)18(22)24-13/h6-7,11,13-14,16,23H,1,4,8-9H2,2-3,5H3/b7-6-/t11-,13+,14+,16-,19-/m0/s1 |
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InChI Key | RWWQWKJSBZYQNT-JMVKSVGGSA-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 germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. |
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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 | Germacranolides and derivatives |
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Alternative Parents | |
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Substituents | - Germacranolide
- Germacrane sesquiterpenoid
- Sesquiterpenoid
- Acyloin
- Dicarboxylic acid or derivatives
- Gamma butyrolactone
- Alpha,beta-unsaturated carboxylic ester
- Tertiary alcohol
- Tetrahydrofuran
- Enoate ester
- Lactone
- Ketone
- Carboxylic acid ester
- Cyclic ketone
- Organoheterocyclic compound
- Oxacycle
- Carboxylic acid derivative
- Organic oxygen compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- 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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