557368

Rotenone

≥98% (HPLC), solid, NADH-CoQ reductase inhibitor, Calbiochem

• Synonym(s): Rotenone
• Empirical Formula (Hill Notation): C₂₃H₂₂O₆
• CAS Number: 83-79-4
• Molecular Weight: 394.42
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD09025614
• Assay: ≥98% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Properties

• Product Name: Rotenone, A mitochondrial toxin and a potent, reversible, and competitive inhibitor of complex I (NADH-CoQ reductase) of the respiratory chain.
• Quality Segment: 100
• description: Merck USA index - 14 8271
• assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: white to off-white
• solubility: ethanol: 5 mg/mL, DMSO: 50 mg/mL, chloroform: 50 mg/mL
• shipped in: ambient
• storage temp.: 10-30°C
• SMILES string: O1[C@H]2[C@H](c5c(cc(c(c5)OC)OC)OC2)C(=O)c3c1c4c(cc3)O[C@H](C4)C(=C)C
• InChI: 1S/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16-,20-,21+/m1/s1
• InChI key: JUVIOZPCNVVQFO-HBGVWJBISA-N

Description

General description

A mitochondrial toxin and a potent, reversible, and competitive inhibitor of complex I (NADH-CoQ reductase) of the respiratory chain. Also inhibits cellular proliferation in mouse liver.

Biochem/physiol Actions

Cell permeable: no

Primary Target
NADH-CoQ reductase

Product does not compete with ATP.

Reversible: yes

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot, flush with nitrogen, and store at -70°C. Stock solutions are stable for up to 1 month at -70°C.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Kopustinskiene, D.M., et al. 2001. Eur. J. Pharmacol.428, 311.
Higgins, D.S., Jr. and Greenamyre, J.T. 1996. J. Neurosci. 16, 3807.
Cunningham, M.L., et al. 1995. Cancer Lett. 95, 93.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Toxic (F)

Safety Information

• pictograms: GHS06,GHS09
• signalword: Danger
• hcodes: H300 + H330,H315,H319,H335,H410
• pcodes: P260 - P264 - P273 - P302 + P352 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials