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Rotenone chemical structure, C23H22O6, CAS 83-79-4
2D chemical structure

Key facts

What buyers check first

Appearance
Orthorhombic, six-sided plates from trichloroethylene
Melting point
176 °C
Boiling point
210 to 220
Density
1.27 g/cm³
Solubility
15 PPM IN WATER AT 100 °C. SHOWS RAPID RACEMIZATION ON ALKALI TREATMENT, CRYSTALLIZES WI…
HS code
293299
Category
Insecticides and acaricides
UN number
UN 2588
Illustrative photo, 25 kg white woven sacks of powder on a pallet in a warehouse
Typical packagingIllustrative packaging image, not the actual product

What is Rotenone?

Plain description, key identifiers and synonyms

Rotenone is a member of the class of rotenones that consists of 1,2,12,12a-tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one substituted at position 2 by a prop-1-en-2-yl group and at positions 8 and 9 by methoxy groups (the 2R,6aS,12aS-isomer). A non-systemic insecticide, it is the principal insecticidal constituent of derris (the dried rhizome and root of Derris elliptica). It has a role as a piscicide, a phytogenic insecticide, a metabolite, a toxin, an antineoplastic agent and a mitochondrial NADH:ubiquinone reductase inhibitor. It is an organic heteropentacyclic compound and a member of rotenones.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(1S,6R,13S)-16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one
CAS number
83-79-4 CAS number cross-checked
EC number
201-501-9
Molecular formula
C23H22O6
UNII
03L9OT429T
MDL number
MFCD09025614
InChIKey
JUVIOZPCNVVQFO-HBGVWJBISA-N
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
Canonical SMILES
C=C(C)C1Cc2c(ccc3c2OC2COc4cc(OC)c(OC)cc4C2C3=O)O1
Isomeric SMILES
CC(=C)[C@H]1CC2=C(O1)C=CC3=C2O[C@@H]4COC5=CC(=C(C=C5[C@@H]4C3=O)OC)OC

Synonyms

  • Dactinol
  • Paraderil
  • Tubatoxin
  • (-)-Rotenone
  • Derrin
  • Derris
  • Nicouline
  • (-)-cis-Rotenone
  • Deril
  • Liquid Derris
  • Cube-Pulver
  • Dri-Kil
  • Rotocide
  • Noxfire
  • Ronone
  • Rotenon
  • Canex
  • Rotefive
  • Rotefour
  • Rotessenol
  • Tubotoxin
  • Haiari
  • Mexide
  • Rotenox
  • Cubor
Show all 39 synonyms
  • Chem-Mite
  • Cenol garden dust
  • Curex flea duster
  • Synpren
  • Gerane
  • Ro-Ko
  • Derris (insecticide)
  • Pb-nox
  • Rotenox 5EC
  • 5'-beta-Rotenone
  • Nekoe
  • Green Cross Warble Powder
  • Extrax
  • Foliafume E.C.

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
Orthorhombic, six-sided plates from trichloroethyleneexp.
Odour
Odorlessexp.
Melting point
176 °Cexp.
Boiling point
210 to 220exp.
Density
1.27 g/cm³exp.
Solubility
15 PPM IN WATER AT 100 °C. SHOWS RAPID RACEMIZATION ON ALKALI TREATMENT, CRYSTALLIZES WITH SOLVENT OF CRYSTALLIZATION, CIS CONFIGURATION IS GENERALLY ACCEPTEDexp.
Vapour pressure
Less than 0.0075 mmHg at 68 °Fexp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
394.42 g/molcalc.
Exact mass
394.1416 Dacalc.
LogP (octanol/water)
3.7calc.
Topological polar surface area
63.22 Ųcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
6calc.
Rotatable bonds
3calc.
Heavy atoms
29calc.
Rings
5calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.35calc.
Formal charge
0calc.
Stereocentres
3calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1c2ccc3c(c2OC2COc4ccccc4C12)CCO3

O=C1c2ccc3c(c2OC2COc4ccccc4C12)CCO3

5 rings, 22 atoms.

26 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS06: Acute toxicity (severe)
Acute toxicity (severe)
GHS09: Hazardous to the environment
Hazardous to the environment

Hazard statements

  • H301Toxic if swallowed.
  • H315Causes skin irritation.
  • H319Causes serious eye irritation.
  • H335May cause respiratory irritation.
  • H400Very toxic to aquatic life.
  • H410Very toxic to aquatic life with long lasting effects.
Precautionary statements (21)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
  • P270Do not eat, drink or smoke when using this product.
  • P271Use only outdoors or in a well-ventilated area.
  • P273Avoid release to the environment.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P301 + P316If swallowed: Get emergency medical help immediately.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P319Get medical help if you feel unwell.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P332 + P317If skin irritation occurs: Get medical help.
  • P337 + P317If eye irritation persists: Get medical help.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P391Collect spillage.
  • P403 + P233Store in a well-ventilated place. Keep container tightly closed.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.
UN number
UN 2588
Transport hazard class
6.1
Packing group
III

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Rotenone suppliers

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All 64 suppliers
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Where suppliers are based

64 suppliers in 11 countries

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Rotenone price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

EPA issued a notice of intent to suspend True Stop insecticide (EPA Registration Number 74343-1) on December 10, 2010.

Rotenone products are classified as Restricted Use Pesticides due to acute inhalation, acute oral, and aquatic toxicity.

All non-RUP (Restricted Use Pesticide) agricultural and residential uses, and all food uses were voluntarily cancelled in 2006.

Use classes: Insecticides, Veterinary substances, Acaricides, Insecticides.

Pharmacological actions

  • Insecticides
  • Uncoupling Agents

Roles

  • antineoplastic agent
  • electron-transport chain inhibitor
  • enzyme inhibitor
  • insecticide
  • metabolite
  • mitochondrial NADH:ubiquinone reductase inhibitor
  • mitochondrial respiratory-chain inhibitor
  • pathway inhibitor
  • pesticide
  • pharmaceutical
  • phytogenic insecticide
  • piscicide
  • poison
  • respiratory-chain inhibitor
  • toxin

Functional uses

  • Biocide

Pharmacology

Rotenone is a naturally occurring organic heteropentacyclic compound and member of rotenones that is found in the roots of several plant species. It is a mitochondrial NADH:ubiquinone reductase inhibitor, toxin, and metabolite, and is used as an antineoplastic agent and insecticide. It is characterized as a colorless to brownish or a white to brownish-white crystalline solid that is odorless. Exposure occurs by inhalation, ingestion, or contact.

How it is made

Agitation of 100 g dichloromethane at 45 °For 0.5 hr, followed by removal of dichloromethane by distillation gave an extraction containing 14% rotenone plus 64% octyl stearate. The extraction was diluted to 7% rotenone and emulsified by a surfactant for spraying plants.

Produced in Malaysia from Derris elipitica roots and in South America from Lonchocarpus roots, white crystalline solid separated from the root by solvent extraction followed by crystallization.

Regulatory status

Inventories, regulations and trade controls that list this substance

Europe

  • EU harmonised classification (CLP Annex VI)
    Index no: 650-005-00-2

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Rotenone is traded under.

HS 2932.99Indicative HS code

Heterocyclic compounds with oxygen hetero-atom(s) only, other

World exports in 2024
$3.81B
+10.3% vs 2023, imports $7.05B
2019 to 2024
Top exporters
  1. China28.9%
  2. Switzerland * partner reported12.7%
  3. Germany7.8%
Top importers
  1. United States49.7%
  2. China11.9%
  3. India * partner reported3.3%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Rotenone is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Rotenone, based on the data on this page

What is Rotenone?

Rotenone is a member of the class of rotenones that consists of 1,2,12,12a-tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one substituted at position 2 by a prop-1-en-2-yl group and at positions 8 and 9 by methoxy groups (the 2R,6aS,12aS-isomer).

What is the CAS number of Rotenone?

The CAS registry number of Rotenone is 83-79-4.

What is the molecular formula and weight of Rotenone?

The molecular formula of Rotenone is C23H22O6 and its molar mass is 394.42 g/mol.

What is Rotenone used for?

EPA issued a notice of intent to suspend True Stop insecticide (EPA Registration Number 74343-1) on December 10, 2010. Rotenone products are classified as Restricted Use Pesticides due to acute inhalation, acute oral, and aquatic toxicity.

Is Rotenone hazardous?

Rotenone carries the GHS signal word "Danger". Main hazards: toxic if swallowed, causes skin irritation, causes serious eye irritation. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Rotenone?

Rotenone is usually classified under HS code 293299 (Heterocyclic compounds with oxygen hetero-atom(s) only, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Rotenone?

CompoundList lists 64 suppliers of Rotenone in United States, China, United Kingdom, Germany and 7 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Rotenone in India?

1 supplier in India list Rotenone on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Rotenone?

Suppliers quote Rotenone on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Rotenone

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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