| Record Information |
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| Version | 2.0 |
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| Created at | 2021-06-21 00:24:38 UTC |
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| Updated at | 2021-06-30 00:18:11 UTC |
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| NP-MRD ID | NP0042845 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | tuberostemoline A |
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| Provided By | JEOL Database |
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| Description | Tuberostemoline A belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. tuberostemoline A is found in Stemona tuberosa. tuberostemoline A was first documented in 2014 (Gao, Y., et al.). Based on a literature review very few articles have been published on Tuberostemoline A. |
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| Structure | [H]O[C@]1([H])[C@]2([H])[C@]([H])(C(=O)O[C@]22C(=O)N(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(=O)[C@@]1([H])C([H])([H])C([H])([H])[H])[C@@]([H])(C2([H])[H])[C@@]1([H])OC(=O)[C@@]([H])(C([H])([H])[H])C1([H])[H])C([H])([H])[H] InChI=1S/C22H31NO7/c1-4-13-15(24)7-5-6-8-23-14(16-9-11(2)19(26)29-16)10-22(21(23)28)17(18(13)25)12(3)20(27)30-22/h11-14,16-18,25H,4-10H2,1-3H3/t11-,12+,13+,14-,16-,17-,18-,22-/m0/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C22H31NO7 |
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| Average Mass | 421.4900 Da |
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| Monoisotopic Mass | 421.21005 Da |
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| IUPAC Name | (1S,4R,5S,6R,7S,14S)-7-ethyl-6-hydroxy-4-methyl-14-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-2-oxa-13-azatricyclo[11.2.1.0^{1,5}]hexadecane-3,8,16-trione |
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| Traditional Name | (1S,4R,5S,6R,7S,14S)-7-ethyl-6-hydroxy-4-methyl-14-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-2-oxa-13-azatricyclo[11.2.1.0^{1,5}]hexadecane-3,8,16-trione |
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| CAS Registry Number | Not Available |
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| SMILES | [H]O[C@]1([H])[C@]2([H])[C@]([H])(C(=O)O[C@]22C(=O)N(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(=O)[C@@]1([H])C([H])([H])C([H])([H])[H])[C@@]([H])(C2([H])[H])[C@@]1([H])OC(=O)[C@@]([H])(C([H])([H])[H])C1([H])[H])C([H])([H])[H] |
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| InChI Identifier | InChI=1S/C22H31NO7/c1-4-13-15(24)7-5-6-8-23-14(16-9-11(2)19(26)29-16)10-22(21(23)28)17(18(13)25)12(3)20(27)30-22/h11-14,16-18,25H,4-10H2,1-3H3/t11-,12+,13+,14-,16-,17-,18-,22-/m0/s1 |
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| InChI Key | JMAKCAYCKYYYTF-SYCFMGQZSA-N |
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| Experimental Spectra |
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| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Predicted Spectra |
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| Not Available | | Chemical Shift Submissions |
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| Not Available | | Species |
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| Species of Origin | | Species Name | Source | Reference |
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| Stemona tuberosa | JEOL database | - Gao, Y., et al. J. Tetrahedron 70, 967 (2014)
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. |
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| Kingdom | Organic compounds |
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| Super Class | Organoheterocyclic compounds |
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| Class | Lactones |
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| Sub Class | Gamma butyrolactones |
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| Direct Parent | Gamma butyrolactones |
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| Alternative Parents | |
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| Substituents | - Dicarboxylic acid or derivatives
- Gamma butyrolactone
- Pyrrolidone
- 2-pyrrolidone
- N-alkylpyrrolidine
- Oxolane
- Pyrrolidine
- Tertiary carboxylic acid amide
- Cyclic ketone
- Secondary alcohol
- Carboxamide group
- Carboxylic acid ester
- Ketone
- Lactam
- Azacycle
- Oxacycle
- Carboxylic acid derivative
- Organic oxygen compound
- Organic nitrogen compound
- Organic oxide
- Carbonyl group
- Hydrocarbon derivative
- Alcohol
- Organonitrogen compound
- Organooxygen compound
- Aliphatic heteropolycyclic compound
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| Molecular Framework | Aliphatic 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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