| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-09 03:45:34 UTC |
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| Updated at | 2022-09-09 03:45:34 UTC |
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| NP-MRD ID | NP0278654 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (1's,2r,11's)-3-methoxy-4,4'-dimethyl-11'-[(2s,4s)-4-methyl-5-oxooxolan-2-yl]-10'-azaspiro[furan-2,2'-tricyclo[8.3.0.0¹,⁵]tridecan]-4'-ene-3',5-dione |
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| Description | Isomaistemonine belongs to the class of organic compounds known as azepanes. These are organic compounds containing a saturated seven member heterocycle, with one nitrogen atom. (1's,2r,11's)-3-methoxy-4,4'-dimethyl-11'-[(2s,4s)-4-methyl-5-oxooxolan-2-yl]-10'-azaspiro[furan-2,2'-tricyclo[8.3.0.0¹,⁵]tridecan]-4'-ene-3',5-dione is found in Stemona japonica and Stemona kerrii. (1's,2r,11's)-3-methoxy-4,4'-dimethyl-11'-[(2s,4s)-4-methyl-5-oxooxolan-2-yl]-10'-azaspiro[furan-2,2'-tricyclo[8.3.0.0¹,⁵]tridecan]-4'-ene-3',5-dione was first documented in 2008 (PMID: 18421751). Based on a literature review a small amount of articles have been published on Isomaistemonine (PMID: 26882674) (PMID: 25632473) (PMID: 22084978). |
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| Structure | COC1=C(C)C(=O)O[C@@]11C(=O)C(C)=C2CCCCN3[C@@H](CC[C@@]123)[C@@H]1C[C@H](C)C(=O)O1 InChI=1S/C23H29NO6/c1-12-11-17(29-20(12)26)16-8-9-22-15(7-5-6-10-24(16)22)13(2)18(25)23(22)19(28-4)14(3)21(27)30-23/h12,16-17H,5-11H2,1-4H3/t12-,16-,17-,22-,23-/m0/s1 |
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| Synonyms | | Value | Source |
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| Maistemonine | MeSH |
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| Chemical Formula | C23H29NO6 |
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| Average Mass | 415.4860 Da |
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| Monoisotopic Mass | 415.19949 Da |
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| IUPAC Name | (1'S,2R,11'S)-3-methoxy-4,4'-dimethyl-11'-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-5H-10'-azaspiro[furan-2,2'-tricyclo[8.3.0.0^{1,5}]tridecan]-4'-ene-3',5-dione |
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| Traditional Name | (1'S,2R,11'S)-3-methoxy-4,4'-dimethyl-11'-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-10'-azaspiro[furan-2,2'-tricyclo[8.3.0.0^{1,5}]tridecan]-4'-ene-3',5-dione |
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| CAS Registry Number | Not Available |
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| SMILES | COC1=C(C)C(=O)O[C@@]11C(=O)C(C)=C2CCCCN3[C@@H](CC[C@@]123)[C@@H]1C[C@H](C)C(=O)O1 |
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| InChI Identifier | InChI=1S/C23H29NO6/c1-12-11-17(29-20(12)26)16-8-9-22-15(7-5-6-10-24(16)22)13(2)18(25)23(22)19(28-4)14(3)21(27)30-23/h12,16-17H,5-11H2,1-4H3/t12-,16-,17-,22-,23-/m0/s1 |
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| InChI Key | SKYPPFSYUDCEQR-VSWGTLQQSA-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 azepanes. These are organic compounds containing a saturated seven member heterocycle, with one nitrogen atom. |
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| Kingdom | Organic compounds |
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| Super Class | Organoheterocyclic compounds |
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| Class | Azepanes |
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| Sub Class | Not Available |
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| Direct Parent | Azepanes |
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| Alternative Parents | |
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| Substituents | - Azepane
- Alpha-acyloxy ketone
- 2-furanone
- Dicarboxylic acid or derivatives
- Gamma butyrolactone
- N-alkylpyrrolidine
- Dihydrofuran
- Oxolane
- Pyrrolidine
- Enoate ester
- Alpha,beta-unsaturated carboxylic ester
- Vinylogous ester
- Tertiary amine
- Amino acid or derivatives
- Tertiary aliphatic amine
- Lactone
- Ketone
- Carboxylic acid ester
- Azacycle
- Oxacycle
- Carboxylic acid derivative
- Carbonyl group
- Organic oxide
- Hydrocarbon derivative
- Organonitrogen compound
- Organooxygen compound
- Organic nitrogen compound
- Organic oxygen compound
- Amine
- 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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