| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-12 11:46:08 UTC |
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| Updated at | 2022-09-12 11:46:08 UTC |
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| NP-MRD ID | NP0328362 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | 1,2',8,10'-tetrahydroxy-3,5',7'-trimethoxy-2',6-dimethyl-1',3'-dihydro-[2,9'-bianthracene]-4',9,10-trione |
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| Description | 1,2',8,10'-Tetrahydroxy-3,5',7'-trimethoxy-2',6-dimethyl-1',2',3',4',9,10-hexahydro-[2,9'-bianthracene]-4',9,10-trione 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. 1,2',8,10'-tetrahydroxy-3,5',7'-trimethoxy-2',6-dimethyl-1',3'-dihydro-[2,9'-bianthracene]-4',9,10-trione is found in Cortinarius sinapicolor. 1,2',8,10'-Tetrahydroxy-3,5',7'-trimethoxy-2',6-dimethyl-1',2',3',4',9,10-hexahydro-[2,9'-bianthracene]-4',9,10-trione is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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| Structure | COC1=CC(OC)=C2C(O)=C3C(=O)CC(C)(O)CC3=C(C2=C1)C1=C(O)C2=C(C=C1OC)C(=O)C1=CC(C)=CC(O)=C1C2=O InChI=1S/C33H28O10/c1-13-6-16-24(19(34)7-13)31(38)27-17(29(16)36)10-22(43-5)28(32(27)39)23-15-8-14(41-3)9-21(42-4)26(15)30(37)25-18(23)11-33(2,40)12-20(25)35/h6-10,34,37,39-40H,11-12H2,1-5H3 |
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| Synonyms | Not Available |
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| Chemical Formula | C33H28O10 |
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| Average Mass | 584.5770 Da |
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| Monoisotopic Mass | 584.16825 Da |
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| IUPAC Name | 2-(2,10-dihydroxy-5,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydroanthracen-9-yl)-1,8-dihydroxy-3-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione |
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| Traditional Name | 2-(2,10-dihydroxy-5,7-dimethoxy-2-methyl-4-oxo-1,3-dihydroanthracen-9-yl)-1,8-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione |
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| CAS Registry Number | Not Available |
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| SMILES | COC1=CC(OC)=C2C(O)=C3C(=O)CC(C)(O)CC3=C(C2=C1)C1=C(O)C2=C(C=C1OC)C(=O)C1=CC(C)=CC(O)=C1C2=O |
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| InChI Identifier | InChI=1S/C33H28O10/c1-13-6-16-24(19(34)7-13)31(38)27-17(29(16)36)10-22(43-5)28(32(27)39)23-15-8-14(41-3)9-21(42-4)26(15)30(37)25-18(23)11-33(2,40)12-20(25)35/h6-10,34,37,39-40H,11-12H2,1-5H3 |
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| InChI Key | CMZUTUWQLBHYJQ-UHFFFAOYSA-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 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
- 9,10-anthraquinone
- Anthraquinone
- Anthracene
- 1-naphthol
- Tetralin
- Anisole
- Aryl ketone
- Aryl alkyl ketone
- 1-hydroxy-2-unsubstituted benzenoid
- 1-hydroxy-4-unsubstituted benzenoid
- Alkyl aryl ether
- Benzenoid
- Vinylogous acid
- Tertiary alcohol
- Ketone
- Ether
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Alcohol
- Aromatic homopolycyclic compound
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| Molecular Framework | Aromatic homopolycyclic 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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