| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-04 22:00:30 UTC |
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| Updated at | 2022-09-04 22:00:30 UTC |
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| NP-MRD ID | NP0202733 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (4ar,5r,6r,9ar)-6,9a-dihydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8h-naphtho[2,3-b]furan-2-one |
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| Description | (4AR)-3,4abeta,5beta-Trimethyl-6alpha,9aalpha-dihydroxy-2,4,4a,5,6,7,8,9a-octahydronaphtho[2,3-b]furan-2-one belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. (4ar,5r,6r,9ar)-6,9a-dihydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8h-naphtho[2,3-b]furan-2-one is found in Pittocaulon praecox. Based on a literature review very few articles have been published on (4aR)-3,4abeta,5beta-Trimethyl-6alpha,9aalpha-dihydroxy-2,4,4a,5,6,7,8,9a-octahydronaphtho[2,3-b]furan-2-one. |
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| Structure | C[C@H]1[C@H](O)CCC2=C[C@@]3(O)OC(=O)C(C)=C3C[C@]12C InChI=1S/C15H20O4/c1-8-11-7-14(3)9(2)12(16)5-4-10(14)6-15(11,18)19-13(8)17/h6,9,12,16,18H,4-5,7H2,1-3H3/t9-,12+,14+,15+/m0/s1 |
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| Synonyms | | Value | Source |
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| (4AR)-3,4abeta,5b-trimethyl-6a,9aalpha-dihydroxy-2,4,4a,5,6,7,8,9a-octahydronaphtho[2,3-b]furan-2-one | Generator | | (4AR)-3,4abeta,5β-trimethyl-6α,9aalpha-dihydroxy-2,4,4a,5,6,7,8,9a-octahydronaphtho[2,3-b]furan-2-one | Generator |
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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 | (4aR,5R,6R,9aR)-6,9a-dihydroxy-3,4a,5-trimethyl-2H,4H,4aH,5H,6H,7H,8H,9aH-naphtho[2,3-b]furan-2-one |
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| Traditional Name | (4aR,5R,6R,9aR)-6,9a-dihydroxy-3,4a,5-trimethyl-4H,5H,6H,7H,8H-naphtho[2,3-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)CCC2=C[C@@]3(O)OC(=O)C(C)=C3C[C@]12C |
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| InChI Identifier | InChI=1S/C15H20O4/c1-8-11-7-14(3)9(2)12(16)5-4-10(14)6-15(11,18)19-13(8)17/h6,9,12,16,18H,4-5,7H2,1-3H3/t9-,12+,14+,15+/m0/s1 |
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| InChI Key | OQAZFOILNZZZRF-ZEQHWRKHSA-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 terpene lactones. These are prenol lipids containing a lactone ring. |
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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 | Terpene lactones |
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| Alternative Parents | |
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| Substituents | - Terpene lactone
- Eremophilanolide or secoeremophilanolide
- Sesquiterpenoid
- Naphthofuran
- 2-furanone
- Cyclic alcohol
- Dihydrofuran
- Enoate ester
- Alpha,beta-unsaturated carboxylic ester
- Secondary alcohol
- Lactone
- Hemiacetal
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Alcohol
- Organic oxygen compound
- 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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