FB2025_01 , released February 20, 2025
Chemical: rotenone
Open Close
General Information
Name
rotenone
FlyBase ID
FBch0000521
ChEBI Name
rotenone
ChEBI ID
PubChem Name
Rotenone
PubChem ID
Chemical Structure
Chemical structure of rotenone
rotenone
InChIKey

JUVIOZPCNVVQFO-HBGVWJBISA-N

Definition (ChEBI)

ChEBI: 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 phytogenic insecticide, a mitochondrial NADH:ubiquinone reductase inhibitor, a metabolite, an antineoplastic agent and a toxin. It is an organic heteropentacyclic compound and a member of rotenones.NCI Thesaurus (NCIt): 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.

Roles Classification (ChEBI)
Comment
Synonyms and Secondary IDs (26)
Synonyms
(-)-Rotenone
(-)-cis-Rotenone
(-)-cis-rotenone
(12aS,6aS,2R)-8,9-dimethoxy-2-(1-methylvinyl)-1,2-dihydrochromano[3,4-b]furano [2,3-h]chroman-6-one
5'beta-rotenone
Barbasco
Dactinol
Paraderil
PubChem:6758
Tubatoxin
[2R-(2alpha,6aalpha,12aalpha)]-1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)[1]benzopyrano[3,4-b]furo[2,3-H][1]benzopyran-6(6aH)-one
noxfire
pubchem:6758
Secondary FlyBase IDs
    References (114)