| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-02 23:04:19 UTC |
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| Updated at | 2022-09-02 23:04:19 UTC |
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| NP-MRD ID | NP0164228 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (3r,4r)-5-[(3s)-10-hydroxy-7,9-dimethoxy-3-methyl-1h,3h,4h-naphtho[2,3-c]pyran-6-yl]-7,9-dimethoxy-3-methyl-1h,3h,4h-naphtho[2,3-c]pyran-4,10-diol |
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| Description | (3R,4R)-5-[(3S)-10-hydroxy-7,9-dimethoxy-3-methyl-1H,3H,4H-naphtho[2,3-c]pyran-6-yl]-7,9-dimethoxy-3-methyl-1H,3H,4H-naphtho[2,3-c]pyran-4,10-diol belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities. Based on a literature review very few articles have been published on (3R,4R)-5-[(3S)-10-hydroxy-7,9-dimethoxy-3-methyl-1H,3H,4H-naphtho[2,3-c]pyran-6-yl]-7,9-dimethoxy-3-methyl-1H,3H,4H-naphtho[2,3-c]pyran-4,10-diol. |
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| Structure | COC1=CC(OC)=C2C(O)=C3CO[C@H](C)[C@H](O)C3=C(C2=C1)C1=C2C=C3C[C@H](C)OCC3=C(O)C2=C(OC)C=C1OC InChI=1S/C32H34O9/c1-14-7-16-8-18-25(23(38-5)11-24(39-6)26(18)31(34)20(16)12-40-14)28-19-9-17(36-3)10-22(37-4)27(19)32(35)21-13-41-15(2)30(33)29(21)28/h8-11,14-15,30,33-35H,7,12-13H2,1-6H3/t14-,15+,30-/m0/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C32H34O9 |
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| Average Mass | 562.6150 Da |
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| Monoisotopic Mass | 562.22028 Da |
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| IUPAC Name | (3R,4R)-5-[(3S)-10-hydroxy-7,9-dimethoxy-3-methyl-1H,3H,4H-naphtho[2,3-c]pyran-6-yl]-7,9-dimethoxy-3-methyl-1H,3H,4H-naphtho[2,3-c]pyran-4,10-diol |
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| Traditional Name | (3R,4R)-5-[(3S)-10-hydroxy-7,9-dimethoxy-3-methyl-1H,3H,4H-naphtho[2,3-c]pyran-6-yl]-7,9-dimethoxy-3-methyl-1H,3H,4H-naphtho[2,3-c]pyran-4,10-diol |
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| CAS Registry Number | Not Available |
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| SMILES | COC1=CC(OC)=C2C(O)=C3CO[C@H](C)[C@H](O)C3=C(C2=C1)C1=C2C=C3C[C@H](C)OCC3=C(O)C2=C(OC)C=C1OC |
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| InChI Identifier | InChI=1S/C32H34O9/c1-14-7-16-8-18-25(23(38-5)11-24(39-6)26(18)31(34)20(16)12-40-14)28-19-9-17(36-3)10-22(37-4)27(19)32(35)21-13-41-15(2)30(33)29(21)28/h8-11,14-15,30,33-35H,7,12-13H2,1-6H3/t14-,15+,30-/m0/s1 |
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| InChI Key | FGZGYRPJGRFPGD-WEHUNZAWSA-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 | Not Available |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities. |
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| Kingdom | Organic compounds |
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| Super Class | Lignans, neolignans and related compounds |
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| Class | Arylnaphthalene lignans |
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| Sub Class | Not Available |
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| Direct Parent | Arylnaphthalene lignans |
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| Alternative Parents | |
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| Substituents | - Arylnaphthalene lignan skeleton
- Naphthopyran
- 1-naphthol
- 2-benzopyran
- Naphthalene
- Isochromane
- Benzopyran
- Anisole
- 1-hydroxy-4-unsubstituted benzenoid
- Alkyl aryl ether
- Benzenoid
- Pyran
- Secondary alcohol
- Oxacycle
- Organoheterocyclic compound
- Ether
- Dialkyl ether
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- 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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