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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 glycosides) that are similar to cardenolides, differing only in the structure of the C-17 substituent on the D ring. This chemical has been found to be toxic in experiments on mice. It is one of five bufadienolides that have been isolated from Kalanchoe daigremontiana.

Wikidata facts

Subclass of
aldehydes
Mass
486.188983
Show 3 more facts
chemical formula
C₂₆H₃₀O₉
isomeric SMILES
C[C@@]12[C@H](CC[C@@]1([C@@H]3CCC45C[C@@H]6CC([C@@]4([C@H]3[C@@H](C2=O)O)C=O)OC(O6)(O5)C)O)C7=COC(=O)C=C7
canonical SMILES
CC12C(CCC1(C3CCC45CC6CC(C4(C3C(C2=O)O)C=O)OC(O6)(O5)C)O)C7=COC(=O)C=C7
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Encyclopedic overview

3 sections
Contents
  • Toxicity
  • References
  • External links

Daigremontianin is a bufadienolide. Bufadienolides are steroids and cardiac glycoside aglycones (meaning that they bind with carbohydrates to form cardiac glycosides) that are similar to cardenolides, differing only in the structure of the C-17 substituent on the D ring. This chemical has been found to be toxic in experiments on mice. It is one of five bufadienolides that have been isolated from Kalanchoe daigremontiana.

==Toxicity== Daigremontianin causes potentially fatal cardiac arrhythmias, but repeated sub-lethal doses cause a condition called cotyledonosis, an intoxication affecting nervous and muscular systems of small animals, particularly, sheep in the Karoo area of South Africa.

Excerpted from Wikipedia’s “daigremontianin” article, available under the CC BY-SA 4.0 licence.

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