| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-05 22:52:33 UTC |
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| Updated at | 2022-09-05 22:52:33 UTC |
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| NP-MRD ID | NP0221328 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | 2,3,7,8,11-pentamethoxy-5-methyl-6h-benzo[c]phenanthridine |
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| Description | 5,6,13,14,18-Pentamethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]Octadeca-1(10),2(7),3,5,11,13,15,17-octaene belongs to the class of organic compounds known as dihydrobenzophenanthridine alkaloids. These are alkaloids containing a dihydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a dihydrophenanthridine moiety. 2,3,7,8,11-pentamethoxy-5-methyl-6h-benzo[c]phenanthridine is found in Sanguinaria canadensis. 5,6,13,14,18-Pentamethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]Octadeca-1(10),2(7),3,5,11,13,15,17-octaene is a moderately basic compound (based on its pKa). |
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| Structure | COC1=CC=C2C(CN(C)C3=C2C(OC)=CC2=CC(OC)=C(OC)C=C32)=C1OC InChI=1S/C23H25NO5/c1-24-12-16-14(7-8-17(25-2)23(16)29-6)21-20(28-5)10-13-9-18(26-3)19(27-4)11-15(13)22(21)24/h7-11H,12H2,1-6H3 |
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| Synonyms | Not Available |
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| Chemical Formula | C23H25NO5 |
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| Average Mass | 395.4550 Da |
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| Monoisotopic Mass | 395.17327 Da |
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| IUPAC Name | 5,6,13,14,18-pentamethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadeca-1(10),2,4,6,11,13,15,17-octaene |
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| Traditional Name | 5,6,13,14,18-pentamethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadeca-1(10),2,4,6,11,13,15,17-octaene |
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| CAS Registry Number | Not Available |
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| SMILES | COC1=CC=C2C(CN(C)C3=C2C(OC)=CC2=CC(OC)=C(OC)C=C32)=C1OC |
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| InChI Identifier | InChI=1S/C23H25NO5/c1-24-12-16-14(7-8-17(25-2)23(16)29-6)21-20(28-5)10-13-9-18(26-3)19(27-4)11-15(13)22(21)24/h7-11H,12H2,1-6H3 |
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| InChI Key | DWULEZLJOYLXKO-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 dihydrobenzophenanthridine alkaloids. These are alkaloids containing a dihydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a dihydrophenanthridine moiety. |
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| Kingdom | Organic compounds |
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| Super Class | Alkaloids and derivatives |
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| Class | Benzophenanthridine alkaloids |
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| Sub Class | Dihydrobenzophenanthridine alkaloids |
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| Direct Parent | Dihydrobenzophenanthridine alkaloids |
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| Alternative Parents | |
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| Substituents | - Dihydrobenzophenanthridine alkaloid skeleton
- Benzoquinoline
- Phenanthridine
- Naphthalene
- Quinoline
- Dialkylarylamine
- Tertiary aliphatic/aromatic amine
- Anisole
- Aralkylamine
- Alkyl aryl ether
- Benzenoid
- Tertiary amine
- Organoheterocyclic compound
- Azacycle
- Ether
- Hydrocarbon derivative
- Organonitrogen compound
- Organooxygen compound
- Organic oxygen compound
- Organic nitrogen compound
- Organopnictogen compound
- Amine
- 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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