Record Information |
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Version | 2.0 |
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Created at | 2022-09-06 22:44:20 UTC |
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Updated at | 2022-09-06 22:44:20 UTC |
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NP-MRD ID | NP0239200 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 16,17-dihydroxy-7,8-dimethoxy-11-methyl-11-azatricyclo[12.4.0.0⁴,⁹]octadeca-1(18),4,6,8,14,16-hexaen-2-one |
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Description | 16,17-Dihydroxy-7,8-dimethoxy-11-methyl-11-azatricyclo[12.4.0.0⁴,⁹]Octadeca-1(18),4(9),5,7,14,16-hexaen-2-one belongs to the class of organic compounds known as protopine alkaloids. These are alkaloids with a structure based on a tricyclic protopine formed by oxidative ring fission of protoberberine N-metho salts. 16,17-dihydroxy-7,8-dimethoxy-11-methyl-11-azatricyclo[12.4.0.0⁴,⁹]octadeca-1(18),4,6,8,14,16-hexaen-2-one is found in Fumaria vaillantii. 16,17-Dihydroxy-7,8-dimethoxy-11-methyl-11-azatricyclo[12.4.0.0⁴,⁹]Octadeca-1(18),4(9),5,7,14,16-hexaen-2-one is a strong basic compound (based on its pKa). |
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Structure | COC1=CC=C2CC(=O)C3=CC(O)=C(O)C=C3CCN(C)CC2=C1OC InChI=1S/C20H23NO5/c1-21-7-6-13-9-17(23)18(24)10-14(13)16(22)8-12-4-5-19(25-2)20(26-3)15(12)11-21/h4-5,9-10,23-24H,6-8,11H2,1-3H3 |
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Synonyms | Not Available |
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Chemical Formula | C20H23NO5 |
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Average Mass | 357.4060 Da |
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Monoisotopic Mass | 357.15762 Da |
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IUPAC Name | 16,17-dihydroxy-7,8-dimethoxy-11-methyl-11-azatricyclo[12.4.0.0⁴,⁹]octadeca-1(18),4,6,8,14,16-hexaen-2-one |
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Traditional Name | 16,17-dihydroxy-7,8-dimethoxy-11-methyl-11-azatricyclo[12.4.0.0⁴,⁹]octadeca-1(18),4,6,8,14,16-hexaen-2-one |
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CAS Registry Number | Not Available |
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SMILES | COC1=CC=C2CC(=O)C3=CC(O)=C(O)C=C3CCN(C)CC2=C1OC |
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InChI Identifier | InChI=1S/C20H23NO5/c1-21-7-6-13-9-17(23)18(24)10-14(13)16(22)8-12-4-5-19(25-2)20(26-3)15(12)11-21/h4-5,9-10,23-24H,6-8,11H2,1-3H3 |
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InChI Key | KERJSZZMJYDUGO-UHFFFAOYSA-N |
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Experimental Spectra |
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| Not Available |
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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 |
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Chemical Shift Submissions |
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| Not Available |
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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 protopine alkaloids. These are alkaloids with a structure based on a tricyclic protopine formed by oxidative ring fission of protoberberine N-metho salts. |
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Kingdom | Organic compounds |
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Super Class | Alkaloids and derivatives |
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Class | Protopine alkaloids |
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Sub Class | Not Available |
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Direct Parent | Protopine alkaloids |
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Alternative Parents | |
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Substituents | - Protopine skeleton
- Anisole
- Aryl ketone
- Aryl alkyl ketone
- Alkyl aryl ether
- 1-hydroxy-2-unsubstituted benzenoid
- Aralkylamine
- Benzenoid
- Ketone
- Tertiary amine
- Tertiary aliphatic amine
- Ether
- Azacycle
- Organoheterocyclic compound
- Organic oxide
- Organic oxygen compound
- Amine
- Organopnictogen compound
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Hydrocarbon derivative
- 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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