Record Information |
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Version | 1.0 |
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Created at | 2022-09-04 09:46:33 UTC |
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Updated at | 2022-09-04 09:46:34 UTC |
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NP-MRD ID | NP0192534 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (1r,3r,5s,6r,7s,9r)-7-methyl-12-methylidene-5-(2-oxopropyl)-4,10-dioxatricyclo[7.3.0.0³,⁶]dodecan-11-one |
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Description | (1R,3R,5S,6R,7S,9R)-7-methyl-12-methylidene-5-(2-oxopropyl)-4,10-dioxatricyclo[7.3.0.0³,⁶]Dodecan-11-one belongs to the class of organic compounds known as xanthanolides. These are sesquiterpenoids with a structure based on the xanthanolide skeleton consistsing of a cycloheptane ring usually attached to a four-carbon chain (at carbon 1 ) and a methyl group (at carbon 10), and fused to a five-member lactone ring (sharing carbons 7 and 8). The lactone ring can be conjugated with a methyl or methylene group at position 11. (1r,3r,5s,6r,7s,9r)-7-methyl-12-methylidene-5-(2-oxopropyl)-4,10-dioxatricyclo[7.3.0.0³,⁶]dodecan-11-one is found in Dittrichia graveolens. It was first documented in 2022 (PMID: 36068077). Based on a literature review a significant number of articles have been published on (1R,3R,5S,6R,7S,9R)-7-methyl-12-methylidene-5-(2-oxopropyl)-4,10-dioxatricyclo[7.3.0.0³,⁶]Dodecan-11-one (PMID: 36068076) (PMID: 36068075) (PMID: 36068074) (PMID: 36068073). |
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Structure | C[C@H]1C[C@H]2OC(=O)C(=C)[C@H]2C[C@H]2O[C@@H](CC(C)=O)[C@H]12 InChI=1S/C15H20O4/c1-7-4-11-10(9(3)15(17)19-11)6-13-14(7)12(18-13)5-8(2)16/h7,10-14H,3-6H2,1-2H3/t7-,10+,11+,12-,13+,14-/m0/s1 |
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Synonyms | Not Available |
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Chemical Formula | C15H20O4 |
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Average Mass | 264.3210 Da |
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Monoisotopic Mass | 264.13616 Da |
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IUPAC Name | (1R,3R,5S,6R,7S,9R)-7-methyl-12-methylidene-5-(2-oxopropyl)-4,10-dioxatricyclo[7.3.0.0^{3,6}]dodecan-11-one |
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Traditional Name | (1R,3R,5S,6R,7S,9R)-7-methyl-12-methylidene-5-(2-oxopropyl)-4,10-dioxatricyclo[7.3.0.0^{3,6}]dodecan-11-one |
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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]2C[C@H]2O[C@@H](CC(C)=O)[C@H]12 |
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InChI Identifier | InChI=1S/C15H20O4/c1-7-4-11-10(9(3)15(17)19-11)6-13-14(7)12(18-13)5-8(2)16/h7,10-14H,3-6H2,1-2H3/t7-,10+,11+,12-,13+,14-/m0/s1 |
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InChI Key | AYISIGODMBIKBM-ZJUCDMOJSA-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 xanthanolides. These are sesquiterpenoids with a structure based on the xanthanolide skeleton consistsing of a cycloheptane ring usually attached to a four-carbon chain (at carbon 1 ) and a methyl group (at carbon 10), and fused to a five-member lactone ring (sharing carbons 7 and 8). The lactone ring can be conjugated with a methyl or methylene group at position 11. |
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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 | Xanthanolides |
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Alternative Parents | |
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Substituents | - Xanthanolide-skeleton
- Sesquiterpenoid
- Gamma butyrolactone
- Tetrahydrofuran
- Enoate ester
- Alpha,beta-unsaturated carboxylic ester
- Carboxylic acid ester
- Ketone
- Lactone
- Oxetane
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Ether
- Dialkyl ether
- Oxacycle
- Organoheterocyclic compound
- Organooxygen compound
- Carbonyl group
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- 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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