Record Information |
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Version | 1.0 |
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Created at | 2022-09-01 21:42:57 UTC |
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Updated at | 2022-09-01 21:42:58 UTC |
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NP-MRD ID | NP0143042 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (6as,8s,9r,9as,9bs)-8-hydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-4h,5h,6ah,7h,8h,9h,9ah,9bh-azuleno[4,5-b]furan-2-one |
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Description | (6AS,8S,9R,9aS,9bS)-8-hydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-2H,4H,5H,6H,6aH,7H,8H,9H,9aH,9bH-azuleno[4,5-b]furan-2-one belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. (6as,8s,9r,9as,9bs)-8-hydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-4h,5h,6ah,7h,8h,9h,9ah,9bh-azuleno[4,5-b]furan-2-one is found in Echinops ritro. Based on a literature review very few articles have been published on (6aS,8S,9R,9aS,9bS)-8-hydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-2H,4H,5H,6H,6aH,7H,8H,9H,9aH,9bH-azuleno[4,5-b]furan-2-one. |
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Structure | C[C@H]1[C@@H](O)C[C@H]2[C@@H]1[C@@H]1OC(=O)C(CO)=C1CCC2=C InChI=1S/C15H20O4/c1-7-3-4-9-11(6-16)15(18)19-14(9)13-8(2)12(17)5-10(7)13/h8,10,12-14,16-17H,1,3-6H2,2H3/t8-,10+,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 | (6aS,8S,9R,9aS,9bS)-8-hydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-2H,4H,5H,6H,6aH,7H,8H,9H,9aH,9bH-azuleno[4,5-b]furan-2-one |
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Traditional Name | (6aS,8S,9R,9aS,9bS)-8-hydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-4H,5H,6aH,7H,8H,9H,9aH,9bH-azuleno[4,5-b]furan-2-one |
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CAS Registry Number | Not Available |
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SMILES | C[C@H]1[C@@H](O)C[C@H]2[C@@H]1[C@@H]1OC(=O)C(CO)=C1CCC2=C |
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InChI Identifier | InChI=1S/C15H20O4/c1-7-3-4-9-11(6-16)15(18)19-14(9)13-8(2)12(17)5-10(7)13/h8,10,12-14,16-17H,1,3-6H2,2H3/t8-,10+,12-,13+,14+/m0/s1 |
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InChI Key | QKZAGVAREZGRQW-MAEJKLRXSA-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 guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. |
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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 | Guaianolides and derivatives |
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Alternative Parents | |
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Substituents | - Guaianolide-skeleton
- Sesquiterpenoid
- 2-furanone
- Cyclic alcohol
- Dihydrofuran
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Carboxylic acid ester
- Lactone
- Secondary alcohol
- Monocarboxylic acid or derivatives
- Oxacycle
- Carboxylic acid derivative
- Organoheterocyclic compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Alcohol
- Carbonyl group
- Primary alcohol
- Organic oxygen compound
- 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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