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O9640

Sigma-Aldrich

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
EC Number:
207-361-5
UNSPSC Code:
12352200
PubChem Substance ID:
329818943

assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >20 mg/mL

storage temp.

room temp

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

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

InChI key

JLPDBLFIVFSOCC-XYXFTTADSA-N

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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_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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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
Ibrahim A Wasfi et al.
Forensic science international, 179(2-3), e31-e36 (2008-07-08)
The study presents a case of fatal poisoning with oleander leaves in an adult diabetic male. After repeated vomiting, and gastrointestinal distress the patient was admitted at the hospital with cardiac symptoms 1h after the ingestion. Urine samples were assayed
Elizabeth R Tor et al.
Journal of agricultural and food chemistry, 53(11), 4322-4325 (2005-05-26)
A rapid LC-MS/MS method, using a triple-quadrupole/linear ion trap mass spectrometer, was developed for the quantitative determination of oleandrin in serum, urine, and tissue samples. Oleandrin, the major cardiac glycoside of oleander (Nerium oleander L.), was extracted from serum and
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
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
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