| Record Information |
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| Version | 2.0 |
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| Created at | 2021-06-20 21:26:55 UTC |
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| Updated at | 2021-06-30 00:11:53 UTC |
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| NP-MRD ID | NP0038871 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | walsuronoid B |
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| Provided By | JEOL Database |
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| Description | Walsuronoid B belongs to the class of organic compounds known as 17-furanylsteroids and derivatives. These are steroidal compounds having a furanyl group linked to the steroid backbone at the C17 position. walsuronoid B is found in Walsura robusta. walsuronoid B was first documented in 2017 (PMID: 28673807). Based on a literature review very few articles have been published on Walsuronoid B (PMID: 28129886). |
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| Structure | [H]OC1=C2C(C(=O)C([H])=C([H])[C@]2(C([H])([H])[H])[C@@]2([H])[C@@]([H])(O[H])C([H])([H])C3=C(C4=C([H])OC([H])=C4[H])C([H])([H])[C@@]([H])(O[H])[C@@]3(C([H])([H])[H])[C@@]2(C1=O)C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] InChI=1S/C26H30O6/c1-23(2)17(28)6-8-24(3)20-16(27)11-15-14(13-7-9-32-12-13)10-18(29)25(15,4)26(20,5)22(31)19(30)21(23)24/h6-9,12,16,18,20,27,29-30H,10-11H2,1-5H3/t16-,18+,20+,24+,25-,26-/m0/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C26H30O6 |
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| Average Mass | 438.5200 Da |
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| Monoisotopic Mass | 438.20424 Da |
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| IUPAC Name | (1R,2R,10R,11R,12R,17S)-14-(furan-3-yl)-8,12,17-trihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,7,14-triene-5,9-dione |
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| Traditional Name | (1R,2R,10R,11R,12R,17S)-14-(furan-3-yl)-8,12,17-trihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,7,14-triene-5,9-dione |
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| CAS Registry Number | Not Available |
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| SMILES | [H]OC1=C2C(C(=O)C([H])=C([H])[C@]2(C([H])([H])[H])[C@@]2([H])[C@@]([H])(O[H])C([H])([H])C3=C(C4=C([H])OC([H])=C4[H])C([H])([H])[C@@]([H])(O[H])[C@@]3(C([H])([H])[H])[C@@]2(C1=O)C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] |
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| InChI Identifier | InChI=1S/C26H30O6/c1-23(2)17(28)6-8-24(3)20-16(27)11-15-14(13-7-9-32-12-13)10-18(29)25(15,4)26(20,5)22(31)19(30)21(23)24/h6-9,12,16,18,20,27,29-30H,10-11H2,1-5H3/t16-,18+,20+,24+,25-,26-/m0/s1 |
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| InChI Key | XXFWAJSCCSMNPP-FTGJQZKBSA-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, 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, 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, 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, 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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| Walsura robusta | JEOL database | - Yin, S., et al, Org. Lett. 9, 2353 (2007)
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as 17-furanylsteroids and derivatives. These are steroidal compounds having a furanyl group linked to the steroid backbone at the C17 position. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Steroids and steroid derivatives |
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| Sub Class | 17-furanylsteroids and derivatives |
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| Direct Parent | 17-furanylsteroids and derivatives |
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| Alternative Parents | |
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| Substituents | - 17-furanylsteroid skeleton
- 3-oxo-delta-1-steroid
- 3-oxosteroid
- 14-alpha-methylsteroid
- 6-hydroxysteroid
- 15-hydroxysteroid
- Hydroxysteroid
- Oxosteroid
- 11-beta-hydroxysteroid
- 7-oxosteroid
- 11-hydroxysteroid
- Delta-1-steroid
- Cyclohexenone
- Cyclic alcohol
- Furan
- Heteroaromatic compound
- Cyclic ketone
- Secondary alcohol
- Ketone
- Organoheterocyclic compound
- Enol
- Polyol
- Oxacycle
- Hydrocarbon derivative
- Organic oxygen compound
- Carbonyl group
- Alcohol
- Organooxygen compound
- Organic oxide
- 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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