Bufanolide: Difference between revisions
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| ImageFile=Bufanolide structure.png |
| ImageFile = Bufanolide structure.png |
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| ImageSize=200px |
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| IUPACName= |
| IUPACName = 5ξ-Bufanolide |
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| SystematicName = (5''R'')-5-[(1''R'',3a''R'',3b''R'',5a''Ξ'',9a''S'',9b''S'',11a''S'')-9a,11a-Dimethylhexadecahydro-1''H''-cyclopenta[''a'']phenanthren-1-yl]oxan-2-one |
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|Section1={{Chembox Identifiers |
|Section1={{Chembox Identifiers |
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| InChIKey = PXOHOSHERMSUCD-YQMMVUDVSA-N |
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| SMILES1 = C[C@]12CC[C@H]3[C@H]([C@H]1CC[C@@H]2[C@H]4CCC(=O)OC4)CCC5[C@@]3(CCCC5)C |
| SMILES1 = C[C@]12CC[C@H]3[C@H]([C@H]1CC[C@@H]2[C@H]4CCC(=O)OC4)CCC5[C@@]3(CCCC5)C |
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| StdInChIKey = |
| StdInChIKey = PXOHOSHERMSUCD-YQMMVUDVSA-N |
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| CASNo_Ref = |
| CASNo_Ref = |
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| CASNo=29565-35-3 |
| CASNo = 29565-35-3 |
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| PubChem=115047 |
| PubChem = 115047 |
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| ChemSpiderID= |
| ChemSpiderID = 102963 |
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| SMILES=CC12CCCCC1CCC3C2CCC4(C3CCC4C5CCC(=O)OC5)C |
| SMILES = CC12CCCCC1CCC3C2CCC4(C3CCC4C5CCC(=O)OC5)C |
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'''Bufanolide''' is a C24 [[steroid]] and, indirectly, a [[parent structure]] of [[bufadienolide]]. Its derivatives was found in ''[[Bufo]]'' and ''[[Scilla]]'', as an [[aglycone]] of [[cardiac glycosides]] and is usually [[toxic]].<ref>{{cite journal|journal=Fundamental & Clinical Pharmacology|language=en|date=2017-08-16|doi= |
'''Bufanolide''' is a C24 [[steroid]] and, indirectly, a [[parent structure]] of [[bufadienolide]]. Its derivatives was found in ''[[Bufo]]'' and ''[[Scilla]]'', as an [[aglycone]] of [[cardiac glycosides]] and is usually [[toxic]].<ref>{{cite journal|journal=Fundamental & Clinical Pharmacology|language=en|date=2017-08-16|doi=10.1111/fcp.12306|title=Bufalin, a bufanolide steroid from the parotoid glands of the Chinese toad, suppresses hERG K + currents expressed in HEK293 cells|author=Tao Song, Yuanyuan Zhang, Qiongtao Song, Xue Han, Shengjiang Guan, Xuan Zhang, Xi Chu, Fenghua Zhang, Jianping Zhang, Li Chu|volume=31|issue=6|pages=695–700|pmid=28755515|s2cid=1094461}}</ref> |
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==References== |
==References== |
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{{Reflist}} |
{{Reflist}} |
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Latest revision as of 23:23, 29 April 2023
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| Names | |
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| IUPAC name
5ξ-Bufanolide
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| Systematic IUPAC name
(5R)-5-[(1R,3aR,3bR,5aΞ,9aS,9bS,11aS)-9a,11a-Dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxan-2-one | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C24H38O2 | |
| Molar mass | 358.28718 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Bufanolide is a C24 steroid and, indirectly, a parent structure of bufadienolide. Its derivatives was found in Bufo and Scilla, as an aglycone of cardiac glycosides and is usually toxic.[1]
References
[edit]- ^ Tao Song, Yuanyuan Zhang, Qiongtao Song, Xue Han, Shengjiang Guan, Xuan Zhang, Xi Chu, Fenghua Zhang, Jianping Zhang, Li Chu (2017-08-16). "Bufalin, a bufanolide steroid from the parotoid glands of the Chinese toad, suppresses hERG K + currents expressed in HEK293 cells". Fundamental & Clinical Pharmacology. 31 (6): 695–700. doi:10.1111/fcp.12306. PMID 28755515. S2CID 1094461.
{{cite journal}}: CS1 maint: multiple names: authors list (link)