Rotenone | 2248

A broad spectrum insecticide that is cell-permeable and brain-permeable. Acts as a mitochondrial electron transport chain inhibitor (IC₅₀ = 1.7 - 2.2 μM at complex I). Inhibits NADH oxidation by cardiac sarcoplasmic reticulum (IC₅₀ = 3.4 nM). Neurotoxic agent that has also been used successfully to reproduce Parkinsons-like characteristics in in-vitro slice culture models.

Rotenone is a broad spectrum insecticide that is cell-permeable and brain-permeable. Acts as a mitochondrial electron transport chain inhibitor (IC₅₀ = 1.7 - 2.2 μM at complex I).

2248 | Rotenone DataSheet

Alternate Name/Synonyms: (2R,6aS,12aS)-1,2,12,12a-Tetrahydro-8,9-dimethoxy-2-(1-(1-methylethenyl)-[1]benzopyrano[3,4-b]furo[2,3-][1]benzopyran-6(6aH)-one

Appearance: White to yellow solid

Formulation: N/A

CAS Number: 83-79-4

Structure Available?: Yes

Peptide sequence: N/A

Salt Form: No

Molecular Formula: C₂₃H₂₂O₆

Molecular Weight: 394.42

Cell-Permeable?: Yes

Purity: ≥95% by HPLC

Solubilities: DMSO (100 mM) or EtOH (5 mM)

Handling: Protect from light and moisture

Country of Origin: USA

Tag Line: A mitochondrial electron transport chain inhibitor

MDL Number: MFCD09025614

PubChem CID: 6758

SMILES: CC(=C)C1CC2=C(O1)C=CC3=C2OC4COC5=CC(=C(C=C5C4C3=O)OC)OC

InChi: 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