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Merck
CN

O9640

Oleandrin

≥98% (HPLC)

Synonym(s):

5β,20(22)-Cardenolide-3β,14,16β-triol-3-([2,6-dideoxy-3-O-methyl-α-L-arabinohexopyranosyl]oxy) 16-acetate, Corrigen, Foliandrin, Folinerin, Neriol, Neriolin, Neriostene

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About This Item

Empirical Formula (Hill Notation):
C32H48O9
CAS Number:
465-16-7
Molecular Weight:
576.72
PubChem Substance ID:
329818943
UNSPSC Code:
12352200
EC Number:
207-361-5

Key Documents

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InChI key

JLPDBLFIVFSOCC-XYXFTTADSA-N

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

SMILES string

CO[C@H]1C[C@@H](O[C@@H](C)[C@@H]1O)O[C@H]2CC[C@@]3(C)C(CCC4C3CC[C@]5(C)[C@H]([C@H](C[C@]45O)OC(C)=O)C6=CC(=O)OC6)C2

assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >20 mg/mL

storage temp.

room temp

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Biochem/physiol Actions

Cardiac glycoside, inhibits Na(+)/K(+) ATPase; potent carcinostatic cardiac glycoside.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - STOT RE 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
010M47021
010M4702

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J Pietsch et al.
International journal of legal medicine, 119(4), 236-240 (2005-05-21)
The study presents a case of non-fatal poisoning with oleander blooms in a 47-year-old female, with emphasis on the importance of toxicological service in a clinical emergency. After repeated vomiting at home, the patient was admitted at the hospital with
Amitava Dasgupta et al.
Annals of clinical biochemistry, 44(Pt 5), 485-487 (2007-09-01)
Oleander poisoning is common in the southern parts of the United States as well as part of Europe and South East Asia. The fluorescence polarization immunoassay (FPIA) for digoxin cross-reacts with oleandrin, the major poison of oleander extract and can
Cecilia Gechtman et al.
Journal of analytical toxicology, 30(9), 683-686 (2006-12-02)
A female, aged 43 and a male, aged 66, experienced gastrointestinal and cardiovascular symptoms after a meal including snail stew. Twelve hours after the ingestion, they presented with nausea, vomiting, diarrhea, and cardiovascular symptoms typical of acute toxic digoxin ingestion
Brian J Poindexter et al.
Journal of toxicology and environmental health. Part A, 70(6), 568-574 (2007-03-17)
Oleanders are common, hardy shrubs that grow throughout the southern United States. They contain cardiotonic steroids formed from cardenolides and bufadienolides, making the plant poisonous to both animals and humans. Aliquots of both commercially available oleander and fresh oleander extracts
Amitava Dasgupta et al.
Therapeutic drug monitoring, 28(2), 282-285 (2006-04-22)
Despite known toxicity of oleander, this product is used in herbal preparations. Oleander interferes with various digoxin immunoassays. It is possible that a person taking digoxin also may take oleander-containing herbal products, and digoxin immunoassays interfering with oleander cannot be
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