Cerberin

Cerberin
Names
	IUPAC name 14-Hydroxy-5β-card-20(22)-enolid-3β-yl α-D-quinovopyranoside 2-acetate
	Systematic IUPAC name (2R,3S,4R,5S,6S)-5-Hydroxy-2-[(1R,3aS,3bR,5aR,7S,9aS,9bS,11aR)-3a-hydroxy-9a,11a-dimethyl-1-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-7-yl]-4-methoxy-6-methyloxan-3-yl acetate
	Other names 2′-Acetylneriifolin; (3β,5β)-3-[(2-O-Acetyl-6-deoxy-3-O-methyl-α-L-glucopyranosyl)oxy]-14-hydroxycard-20(22)-enolide
Identifiers
CAS Number	25633-33-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:75049;
ChemSpider	8206634;
PubChem CID	10031063;
UNII	KW5A155S64 ;
CompTox Dashboard (EPA)	DTXSID30893922 ;
	InChI InChI=1S/C32H48O9/c1-17-26(35)27(37-5)28(40-18(2)33)29(39-17)41-21-8-11-30(3)20(15-21)6-7-24-23(30)9-12-31(4)22(10-13-32(24,31)36)19-14-25(34)38-16-19/h14,17,20-24,26-29,35-36H,6-13,15-16H2,1-5H3/t17-,20+,21-,22+,23-,24+,26-,27+,28-,29-,30-,31+,32-/m0/s1 Key: UYQMTWMXBKEHJQ-IVHDSYOHSA-N;
	SMILES C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3CC[C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)C)OC(=O)C)OC)O;
Properties
Chemical formula	C32H48O9
Molar mass	576.727 g·mol−1
Melting point	212 °C (414 °F)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Cerberin is a type of cardiac glycoside found in the seeds of trees in the genus Cerbera, including the suicide tree (Cerbera odollam) and the sea mango (Cerbera manghas). As a cardiac glycoside, cerberin disrupts the function of the heart by blocking its sodium and potassium ATPase. Cerberin can be used as a treatment for heart failure and arrhythmia.

Overconsumption of cerberin results in poisoning. Symptoms include nausea, vomiting, and bradycardia, often leading to death. Cerberin-containing plants such as Cerbera odollam have historically been used for suicide and homicide in their native regions due to their high toxicity.