| Record Information |
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| Version | 2.0 |
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| Created at | 2022-04-28 14:43:55 UTC |
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| Updated at | 2022-04-28 14:43:55 UTC |
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| NP-MRD ID | NP0069380 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (+)-5-Methoxy-9-O-demethylhomolycorine |
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| Description | (+)-5-Methoxy-9-O-demethylhomolycorine belongs to the class of organic compounds known as homolycorine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds containing the homolycorine skeleton, made up of a [3,4-g]benzopyranone ring due to the oxidation of the hydroxyl group at the C6. They are biogenetically formed through a restructuring of lycorine-type alkaloids. (+)-5-Methoxy-9-O-demethylhomolycorine is found in Galanthus elewesii and Galanthus elwesii. Based on a literature review very few articles have been published on (+)-5-Methoxy-9-O-demethylhomolycorine. |
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| Structure | CO[C@H]1C=C2CCN(C)[C@H]2[C@H]2[C@@H]1OC(=O)C1=CC(O)=C(OC)C=C21 InChI=1S/C18H21NO5/c1-19-5-4-9-6-14(23-3)17-15(16(9)19)10-8-13(22-2)12(20)7-11(10)18(21)24-17/h6-8,14-17,20H,4-5H2,1-3H3/t14-,15-,16+,17+/m0/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C18H21NO5 |
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| Average Mass | 331.3680 Da |
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| Monoisotopic Mass | 331.14197 Da |
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| IUPAC Name | (1S,10S,11S,17S)-5-hydroxy-4,11-dimethoxy-16-methyl-9-oxa-16-azatetracyclo[8.7.0.0^{2,7}.0^{13,17}]heptadeca-2,4,6,12-tetraen-8-one |
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| Traditional Name | (1S,10S,11S,17S)-5-hydroxy-4,11-dimethoxy-16-methyl-9-oxa-16-azatetracyclo[8.7.0.0^{2,7}.0^{13,17}]heptadeca-2,4,6,12-tetraen-8-one |
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| CAS Registry Number | Not Available |
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| SMILES | CO[C@H]1C=C2CCN(C)[C@H]2[C@H]2[C@@H]1OC(=O)C1=CC(O)=C(OC)C=C21 |
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| InChI Identifier | InChI=1S/C18H21NO5/c1-19-5-4-9-6-14(23-3)17-15(16(9)19)10-8-13(22-2)12(20)7-11(10)18(21)24-17/h6-8,14-17,20H,4-5H2,1-3H3/t14-,15-,16+,17+/m0/s1 |
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| InChI Key | YOFVRVTXKMQUBA-MWDXBVQZSA-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, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, 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 homolycorine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds containing the homolycorine skeleton, made up of a [3,4-g]benzopyranone ring due to the oxidation of the hydroxyl group at the C6. They are biogenetically formed through a restructuring of lycorine-type alkaloids. |
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| Kingdom | Organic compounds |
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| Super Class | Alkaloids and derivatives |
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| Class | Amaryllidaceae alkaloids |
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| Sub Class | Homolycorine-type amaryllidaceae alkaloids |
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| Direct Parent | Homolycorine-type amaryllidaceae alkaloids |
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| Alternative Parents | |
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| Substituents | - Homolycorine skeleton
- Benzopyran
- Isochromane
- 2-benzopyran
- Indole or derivatives
- Anisole
- Alkyl aryl ether
- 1-hydroxy-2-unsubstituted benzenoid
- Aralkylamine
- N-alkylpyrrolidine
- Benzenoid
- Pyrrolidine
- Tertiary aliphatic amine
- Tertiary amine
- Amino acid or derivatives
- Lactone
- Carboxylic acid ester
- Azacycle
- Oxacycle
- Organoheterocyclic compound
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Ether
- Dialkyl ether
- Organic nitrogen compound
- Hydrocarbon derivative
- Organonitrogen compound
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organooxygen 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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