Skip to Content
Merck
CN
All Photos(1)

Documents

Safety Information

45656

Supelco

Rotenone

PESTANAL®, analytical standard

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C23H22O6
CAS Number:
83-79-4
Molecular Weight:
394.42
Beilstein:
6773081
EC Number:
201-501-9
MDL number:
MFCD09025614
UNSPSC Code:
41116107
PubChem Substance ID:
329756870
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

bp

210-220 °C/0.5 mmHg (lit.)

mp

159-164 °C (lit.)

application(s)

agriculture
environmental

format

neat

SMILES string

COc1cc2OCC3Oc4c5C[C@@H](Oc5ccc4C(=O)C3c2cc1OC)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

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Rotenone is a contact insecticide and a slow stomach poison, extremely potent against many insects. It is widely used against Varroa Jacobsoni mite, affecting colonies of honey bees.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Rotenone may be used as an analytical reference standard for the quantification of the analyte in raw honey samples and biological samples using different chromatography techniques.

Biochem/physiol Actions

Rotenone is an inhibitor of mitochondrial electron transport at nicotinamide adenine dinucleotide (NADH):ubiquinone oxidoreductase. It is readily absorbed through the exoskeletons of arthropods, but poorly absorbed cutaneously or from the gastrointestinal tract of mammals. Rotenone acts as a neurotoxic agent which can produce Parkinson-like condition to serve as an animal model for the study of etiology and interventions. The primary mechanism of action of rotenone is complex I inhibition, followed by the generation of oxidative stress and oxidative damage. Because rotenone is lipophilic, it readily penetrates the brain, where it attaches to and inhibits mitochondrial complex I of electron chain transport (ETC).

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Legal Information

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

Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

农药列管产品

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCG5865
BCCB4131
BCBV6839
BCBT2258
BCBS4281V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Botanical Pesticides in Agriculture, 983(1-2), 43-50 (1996)
Jun Matsumoto et al.
Antimicrobial agents and chemotherapy, 52(1), 164-170 (2007-10-24)
Alveolar echinococcosis, which is due to the massive growth of larval Echinococcus multilocularis, is a life-threatening parasitic zoonosis distributed widely across the northern hemisphere. Commercially available chemotherapeutic compounds have parasitostatic but not parasitocidal effects. Parasitic organisms use various energy metabolic
Determination of rotenone residues in raw honey by solid-phase extraction and high-performance liquid chromatography
Jimenez.JJ, et al.
Journal of Chromatography A, 871(1-2), 67-73 (2000)
Determination of rotenone in river water utilizing packed capillary column switching liquid chromatography with UV and time-of-flight mass spectrometric detection
Holm A, et al.
Journal of Chromatography A, 983(1-2), 43-50 (2003)
M Tasselli et al.
Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society, 25(3), e183-e193 (2013-01-04)
The systemic rotenone model of Parkinson's disease (PD) accurately replicates many aspects of the pathology of human PD, especially neurodegeneration of the substantia nigra and lesions in the enteric nervous system (ENS). Nevertheless, the precise effects of oral rotenone on
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service