| Record Information |
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| Version | 2.0 |
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| Created at | 2022-04-28 15:56:26 UTC |
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| Updated at | 2022-04-28 15:56:26 UTC |
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| NP-MRD ID | NP0070552 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Tuberosinone N-beta-D-glucoside |
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| Description | 7-(Beta-D-Glucopyranosyl)-11-hydroxy-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline-5,6(7H)-dione belongs to the class of organic compounds known as 4,5-dioxoaporphines. These are alkaloids that contains the tetracyclic aporphine skeleton with two C=O groups at the 4- and 5-positions. Tuberosinone N-beta-D-glucoside is found in Aristolochia cinnabarina and Aristolochia tuberosa. Based on a literature review very few articles have been published on 7-(beta-D-Glucopyranosyl)-11-hydroxy-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline-5,6(7H)-dione. |
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| Structure | OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)N1C(=O)C(=O)C2=C3C1=CC1=CC=C(O)C=C1C3=C1OCOC1=C2 InChI=1S/C23H19NO10/c25-6-14-18(28)19(29)20(30)23(34-14)24-12-3-8-1-2-9(26)4-10(8)16-15(12)11(17(27)22(24)31)5-13-21(16)33-7-32-13/h1-5,14,18-20,23,25-26,28-30H,6-7H2/t14-,18-,19+,20-,23-/m1/s1 |
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| Synonyms | | Value | Source |
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| 7-(b-D-Glucopyranosyl)-11-hydroxy-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline-5,6(7H)-dione | Generator | | 7-(Β-D-glucopyranosyl)-11-hydroxy-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline-5,6(7H)-dione | Generator |
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| Chemical Formula | C23H19NO10 |
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| Average Mass | 469.4020 Da |
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| Monoisotopic Mass | 469.10090 Da |
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| IUPAC Name | 17-hydroxy-11-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),12,14,16,18-heptaene-9,10-dione |
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| Traditional Name | 17-hydroxy-11-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),12,14,16,18-heptaene-9,10-dione |
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| CAS Registry Number | Not Available |
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| SMILES | OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)N1C(=O)C(=O)C2=C3C1=CC1=CC=C(O)C=C1C3=C1OCOC1=C2 |
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| InChI Identifier | InChI=1S/C23H19NO10/c25-6-14-18(28)19(29)20(30)23(34-14)24-12-3-8-1-2-9(26)4-10(8)16-15(12)11(17(27)22(24)31)5-13-21(16)33-7-32-13/h1-5,14,18-20,23,25-26,28-30H,6-7H2/t14-,18-,19+,20-,23-/m1/s1 |
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| InChI Key | AQLKJEZWZUVOGC-QKHYKKGASA-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 4,5-dioxoaporphines. These are alkaloids that contains the tetracyclic aporphine skeleton with two C=O groups at the 4- and 5-positions. |
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| Kingdom | Organic compounds |
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| Super Class | Alkaloids and derivatives |
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| Class | Aporphines |
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| Sub Class | 4,5-dioxoaporphines |
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| Direct Parent | 4,5-dioxoaporphines |
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| Alternative Parents | |
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| Substituents | - 4,5-dioxoaporphine
- Phenanthrol
- Benzoquinoline
- Phenanthrene
- Hexose monosaccharide
- Glycosyl compound
- N-glycosyl compound
- Isoquinolone
- 2-naphthol
- Quinolone
- Naphthalene
- Quinoline
- Benzodioxole
- Aryl ketone
- 1-hydroxy-2-unsubstituted benzenoid
- Monosaccharide
- Oxane
- Benzenoid
- Tertiary carboxylic acid amide
- Secondary alcohol
- Carboxamide group
- Lactam
- Ketone
- Polyol
- Carboxylic acid derivative
- Organoheterocyclic compound
- Azacycle
- Acetal
- Oxacycle
- Aldehyde
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organonitrogen compound
- Organooxygen compound
- Carbonyl group
- Organic oxygen compound
- Organic nitrogen compound
- Alcohol
- Primary 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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