Oleandrin

Oleandrin
Names
	IUPAC name 16β-(Acetyloxy)-3β-(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyloxy)-14-hydroxy-5β-card-20(22)-enolide
	Systematic IUPAC name (1R,2S,3aS,3bR,5aR,7S,9aS,9bS,11aR)-3a-Hydroxy-7-{[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-1-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-2-yl acetate
Identifiers
CAS Number	465-16-7 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL109718 ;
ChemSpider	9716290 ;
ECHA InfoCard	100.006.693
PubChem CID	11541511;
UNII	II95UDU7I4 ;
	InChI InChI=1S/C32H48O9/c1-17-29(35)24(37-5)14-27(39-17)41-21-8-10-30(3)20(13-21)6-7-23-22(30)9-11-31(4)28(19-12-26(34)38-16-19)25(40-18(2)33)15-32(23,31)36/h12,17,20-25,27-29,35-36H,6-11,13-16H2,1-5H3/t17-,20+,21-,22-,23+,24-,25-,27-,28-,29-,30-,31+,32-/m0/s1 Key: JLPDBLFIVFSOCC-XYXFTTADSA-N ; InChI=1/C32H48O9/c1-17-29(35)24(37-5)14-27(39-17)41-21-8-10-30(3)20(13-21)6-7-23-22(30)9-11-31(4)28(19-12-26(34)38-16-19)25(40-18(2)33)15-32(23,31)36/h12,17,20-25,27-29,35-36H,6-11,13-16H2,1-5H3/t17-,20+,21-,22-,23+,24-,25-,27-,28-,29-,30-,31+,32-/m0/s1 Key: JLPDBLFIVFSOCC-XYXFTTADBR;
	SMILES O=C\1OC/C(=C/1)[C@H]2[C@@H](OC(=O)C)C[C@@]6(O)[C@]2(C)CC[C@H]4[C@H]6CC[C@@H]5C[C@@H](O[C@@H]3O[C@H]([C@H](O)[C@@H](OC)C3)C)CC[C@]45C;
Properties
Chemical formula	C32H48O9
Molar mass	576.72 g/mol
Appearance	Oleandrin forms colourless, odourless, acicular crystals that are very bitter
Density	1.261 g/ml
Melting point	250.0 °C (482.0 °F; 523.1 K)
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Acute Toxicity (Oral, inhalation)
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H300, H330, H373
Precautionary statements	P260, P264, P270, P271, P284, P301+P310, P304+P340, P310, P320, P330, P403+P233, P405, P501
NFPA 704 (fire diamond)	4 0 0
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	0.248 mg/kg (Cat, Intravenous)
Safety data sheet (SDS)	Safety Data Sheet
	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

Oleandrin is a cardiac glycoside found in the poisonous plant oleander (Nerium oleander L.).^[1] As a main phytochemical of oleander, oleandrin is associated with the toxicity of oleander sap, and has similar properties to digoxin.^[1]

Oleander has been used in traditional medicine for its presumed therapeutic purposes, such as for treating cardiac insufficiency. There is no clinical evidence that oleander or its constituents, including oleandrin, are safe or effective. Oleandrin is not approved by regulatory agencies as a prescription drug or dietary supplement.^[1]

^ ^a ^b ^c "Oleander". Drugs.com. 1 December 2018. Retrieved 17 August 2020.

[drugs-1] "Oleander". Drugs.com. 1 December 2018. Retrieved 17 August 2020.

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