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Bufanolide information


Bufanolide
Names
IUPAC name
5ξ-Bufanolide
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
CAS Number
  • 29565-35-3
3D model (JSmol)
  • Interactive image
  • Interactive image
ChemSpider
  • 102963
PubChem CID
  • 115047
CompTox Dashboard (EPA)
  • DTXSID70276154 Edit this at Wikidata
InChI
  • InChI=1S/C24H38O2/c1-23-13-4-3-5-17(23)7-8-18-20-10-9-19(16-6-11-22(25)26-15-16)24(20,2)14-12-21(18)23/h16-21H,3-15H2,1-2H3/t16-,17?,18-,19+,20+,21-,23-,24+/m0/s1
    Key: PXOHOSHERMSUCD-YQMMVUDVSA-N
SMILES
  • CC12CCCCC1CCC3C2CCC4(C3CCC4C5CCC(=O)OC5)C
  • C[C@]12CC[C@H]3[C@H]([C@H]1CC[C@@H]2[C@H]4CCC(=O)OC4)CCC5[C@@]3(CCCC5)C
Properties
Chemical formula
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).
Infobox references

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]

  1. ^ 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)

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Bufanolide

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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...

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Bufadienolide

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bufenolides, and the saturated equivalent is bufanolide. According to MeSH, bufadienolides and bufanolides are classified as follows: Polycyclic compounds...

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Bufotalin

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Bufotalin is a cardiotoxic bufanolide steroid, cardiac glycoside analogue, secreted by a number of toad species. Bufotalin can be extracted from the skin...

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Cardiac glycoside

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This section is missing information about bufanolides without the diene, also a toad thing. Please expand the section to include this information. Further...

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Cinobufagin

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Cinobufagin is a cardiotoxic bufanolide steroid secreted by the Asiatic toad Bufo gargarizans. It has similar effects to digitalis and is used in traditional...

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Cotyledon orbiculata

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juice has been used to treat epilepsy. However, the leaves contain a bufanolide called cotyledontoxin, which is toxic to sheep, goats, horses, cattle...

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Daigremontianin

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Daigremontianin is a bufadienolide. Bufadienolides are steroids and cardiac glycoside aglycones (meaning that they bind with carbohydrates to form cardiac...

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Bufagin

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Bufagin is a toxic steroid C24H34O5 obtained from toad's milk, the poisonous secretion of a skin gland on the back of the neck of a large toad (Rhinella...

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Proscillaridin

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heart failure and cardiac arrhythmia (irregular heartbeat). It is of the bufanolide type and can be obtained from plants of the genus Scilla and in Drimia...

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Arenobufagin

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Arenobufagin is a cardiotoxic bufanolide steroid secreted by the Argentine toad Bufo arenarum. It has effects similar to digitalis, blocking the Na+/K+...

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Scilliroside

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Scilliroside is a toxic compound derived from the plant Drimia maritima (syn. Urginea maritima), which is sometimes used as a rodenticide. el Bahri L,...

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C24H32O6

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mass: 416.50 g/mol, exact mass: 416.219889) may refer to: Arenobufagin, a bufanolide steroid Deoxyschizandrin Desonide, a steroid hormone Methylprednisolone...

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Bufalin

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Bufalin is a cardiotonic steroid toxin originally isolated from Chinese toad venom, which is a component of some traditional Chinese medicines. Bufalin...

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Marinobufagenin

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Marinobufagenin (marinobufagin) is a cardiotonic bufadienolide steroid. It can be found in the plasma and urine of human subjects with myocardial infarction...

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