Arenobufagin information

Arenobufagin
Names
	IUPAC name 5-[(3S,5R,10S,11S,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-12-oxo-2,3,4,5,6,7,8,9,11,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one
	Other names Arenobufagin
Identifiers
CAS Number	464-74-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	20051196 ;
PubChem CID	10051;
UNII	27R42QLM25 ;
CompTox Dashboard (EPA)	DTXSID00963565 ;
	InChI InChI=1S/C24H32O6/c1-22-9-7-15(25)11-14(22)4-5-17-19(22)20(27)21(28)23(2)16(8-10-24(17,23)29)13-3-6-18(26)30-12-13/h3,6,12,14-17,19-20,25,27,29H,4-5,7-11H2,1-2H3/t14-,15+,16-,17-,19-,20+,22+,23+,24+/m1/s1 Key: JGDCRWYOMWSTFC-AZGSIFHYSA-N ;
	SMILES C[C@]12CC[C@@H](C[C@H]1CCC3C2[C@@H](C(=O)[C@]4([C@@]3(CC[C@@H]4C5=COC(=O)C=C5)O)C)O)O;
Properties
Chemical formula	C24H32O6
Molar mass	416.514 g·mol−1
Appearance	liquid
Density	1.4±0.1 g/cm3
Boiling point	637.2±55.0 °C at 760 mmHg
Vapor pressure	0.0±4.3 mmHg at 25 °C
Refractive index (nD)	1.622
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Cardiotoxic
	GHS labelling:
Pictograms
Signal word	Danger
Flash point	219.3±25.0 °C
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Arenobufagin is a cardiotoxic bufanolide steroid secreted by the Argentine toad Bufo arenarum.^[1] It has effects similar to digitalis, blocking the Na+/K+ pump in heart tissue.^[2]

^ Garraffo HM, Gros EG. Biosynthesis of bufadienolides in toads. VI. Experiments with [1,2-3H]cholesterol, [21-14C]coprostanol, and 5 beta-[21-14 °C]pregnanolone in the toad Bufo arenarum. Steroids. 1986 Sep-Oct;48(3-4):251-7. PMID 3127947
^ Cruz J dos S, Matsuda H. Arenobufagin, a compound in toad venom, blocks Na(+)-K+ pump current in cardiac myocytes. European Journal of Pharmacology. 1993 Aug 3;239(1-3):223-6. PMID 8223897

[1] Garraffo HM, Gros EG. Biosynthesis of bufadienolides in toads. VI. Experiments with [1,2-3H]cholesterol, [21-14C]coprostanol, and 5 beta-[21-14 °C]pregnanolone in the toad Bufo arenarum. Steroids. 1986 Sep-Oct;48(3-4):251-7. PMID 3127947

[2] Cruz J dos S, Matsuda H. Arenobufagin, a compound in toad venom, blocks Na(+)-K+ pump current in cardiac myocytes. European Journal of Pharmacology. 1993 Aug 3;239(1-3):223-6. PMID 8223897

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