| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-09 09:56:29 UTC |
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| Updated at | 2022-09-09 09:56:29 UTC |
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| NP-MRD ID | NP0282911 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (1r,3r,4s)-4-hydroxy-9-methoxy-1,3-dimethyl-1h,3h,4h-naphtho[2,3-c]pyran-5,10-dione |
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| Description | 1Beta,3alpha-Dimethyl-4beta-hydroxy-9-methoxy-3,4-dihydro-1H-naphtho[2,3-c]pyran-5,10-dione belongs to the class of organic compounds known as benzoisochromanequinones. These are benzo derivatives of isochromanequinones. Isochromanequinones are structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton. (1r,3r,4s)-4-hydroxy-9-methoxy-1,3-dimethyl-1h,3h,4h-naphtho[2,3-c]pyran-5,10-dione is found in Eleutherine bulbosa. Based on a literature review very few articles have been published on 1beta,3alpha-Dimethyl-4beta-hydroxy-9-methoxy-3,4-dihydro-1H-naphtho[2,3-c]pyran-5,10-dione. |
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| Structure | COC1=CC=CC2=C1C(=O)C1=C([C@H](O)[C@@H](C)O[C@@H]1C)C2=O InChI=1S/C16H16O5/c1-7-11-13(14(17)8(2)21-7)15(18)9-5-4-6-10(20-3)12(9)16(11)19/h4-8,14,17H,1-3H3/t7-,8-,14-/m1/s1 |
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| Synonyms | | Value | Source |
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| 1b,3a-Dimethyl-4b-hydroxy-9-methoxy-3,4-dihydro-1H-naphtho[2,3-c]pyran-5,10-dione | Generator | | 1Β,3α-dimethyl-4β-hydroxy-9-methoxy-3,4-dihydro-1H-naphtho[2,3-c]pyran-5,10-dione | Generator |
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| Chemical Formula | C16H16O5 |
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| Average Mass | 288.2990 Da |
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| Monoisotopic Mass | 288.09977 Da |
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| IUPAC Name | (1R,3R,4S)-4-hydroxy-9-methoxy-1,3-dimethyl-1H,3H,4H,5H,10H-naphtho[2,3-c]pyran-5,10-dione |
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| Traditional Name | (1R,3R,4S)-4-hydroxy-9-methoxy-1,3-dimethyl-1H,3H,4H-naphtho[2,3-c]pyran-5,10-dione |
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| CAS Registry Number | Not Available |
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| SMILES | COC1=CC=CC2=C1C(=O)C1=C([C@H](O)[C@@H](C)O[C@@H]1C)C2=O |
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| InChI Identifier | InChI=1S/C16H16O5/c1-7-11-13(14(17)8(2)21-7)15(18)9-5-4-6-10(20-3)12(9)16(11)19/h4-8,14,17H,1-3H3/t7-,8-,14-/m1/s1 |
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| InChI Key | WKNIPFDPSCAKRN-WFEFGEHDSA-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 benzoisochromanequinones. These are benzo derivatives of isochromanequinones. Isochromanequinones are structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton. |
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| Kingdom | Organic compounds |
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| Super Class | Phenylpropanoids and polyketides |
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| Class | Isochromanequinones |
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| Sub Class | Benzoisochromanequinones |
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| Direct Parent | Benzoisochromanequinones |
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| Alternative Parents | |
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| Substituents | - Benzoisochromanequinone
- Naphthopyranone
- Naphthopyran
- Naphthoquinone
- Naphthalene
- Anisole
- Aryl ketone
- Quinone
- Alkyl aryl ether
- Pyranone
- Benzenoid
- Pyran
- Ketone
- Secondary alcohol
- Dialkyl ether
- Ether
- Oxacycle
- Organoheterocyclic compound
- Alcohol
- Hydrocarbon derivative
- Organic oxygen compound
- Organic oxide
- Organooxygen 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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