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06069

Supelco

Oleandrin

analytical standard

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:
85151701
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

impurities

≤5.0% water

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H300 + H330,H373

Hazard Classifications

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

Storage Class Code

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ5094
BCCH9040
BCCH6807
BCCH4729
BCCH0743

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Shailbala Singh et al.
Fitoterapia, 84, 32-39 (2012-11-07)
We evaluated the effectiveness of Anvirzel™, an aqueous extract of Nerium oleander on HIV infection of human peripheral blood mononuclear cells. Oleandrin, the principle cardiac glycoside (CG) in Anvirzel™ has been shown to exhibit anti-cancer properties but its efficacy against
Asheesh K Tiwary et al.
Clinical toxicology (Philadelphia, Pa.), 47(3), 213-218 (2009-03-11)
Oleander (Nerium oleander) poisoning is a common problem found in many parts of the world. The oleander toxicity is due to oleandrin and its aglycone metabolite oleandrigenin. Activated charcoal is a useful gastrointestinal decontamination agent that limits the absorption of
Robert A Newman et al.
Integrative cancer therapies, 6(4), 354-364 (2007-12-01)
Lipid-soluble cardiac glycosides such as bufalin, oleandrin, and digitoxin have been suggested as potent agents that might be useful as anticancer agents. Past research with oleandrin, a principle cardiac glycoside in Nerium oleander L. (Apocynaceae), has been shown to induce
Steffen Frese et al.
Cancer research, 66(11), 5867-5874 (2006-06-03)
Tumor necrosis factor (TNF)-related apoptosis-inducing ligand (Apo2L/TRAIL) belongs to the TNF family known to transduce their death signals via cell membrane receptors. Because it has been shown that Apo2L/TRAIL induces apoptosis in tumor cells without or little toxicity to normal
Peiying Yang et al.
Molecular carcinogenesis, 53(4), 253-263 (2012-10-18)
The purpose of this study was to investigate whether intracellular distribution of Na(+), K(+) -ATPase α3 subunit, a receptor for cardiac glycosides including oleandrin, is differentially altered in cancer versus normal cells and whether this altered distribution can be therapeutically
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