FB2026_02 , released June 18, 2026
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 (27)
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
(2R,6aS,12aS)-8,9-dimethoxy-2-(prop-1-en-2-yl)-1,2,12,12a-tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-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
rotenone
(Iyer and Tare, 2026, Yizibula et al., 2026, Abaquita et al., 2025, Barrientos et al., 2025, Chaudhary et al., 2025, Ismael et al., 2025, Li et al., 2025, Roy et al., 2025, Tendero-Lopez et al., 2025, Yan et al., 2025, Afsheen et al., 2024, Dos Santos Nunes et al., 2024, Geng et al., 2024, Haynes et al., 2024, Ismael et al., 2024, Leung et al., 2024, Poleto et al., 2024, Rai et al., 2024, Wodrich et al., 2024, Zhang et al., 2024, Zheng et al., 2024, Adedara et al., 2023, Adedara et al., 2023, Chaves et al., 2023, Geng et al., 2023, Gonçalves et al., 2023, Hanumanthappa et al., 2023, Hardy et al., 2023, Li et al., 2023, Li et al., 2023, Miller et al., 2023, Rasheed et al., 2023, Sarkar et al., 2023, Shabir et al., 2023, Tibashailwa et al., 2023, Wu et al., 2023, Zhu et al., 2023, Ayajuddin et al., 2022, Gonçalves et al., 2022, Graham et al., 2022, Hewitt et al., 2022, Lee et al., 2022, Liu et al., 2022, Mai et al., 2022, Paradis et al., 2022, Shabir et al., 2022, Moulton et al., 2021, Bai et al., 2020, Harrigan et al., 2020, Lucke et al., 2020, Scialò et al., 2020, Wan et al., 2020, Xu et al., 2020, ChEBI, 2019-, Gururaja Rao et al., 2019, PubChem, 2019-, Aw et al., 2018, Becker et al., 2018, Liu et al., 2018, Neville et al., 2018, Jeon et al., 2017, Liu et al., 2017, Tio et al., 2017, Yang et al., 2017, Kim et al., 2016, Senyilmaz et al., 2015, Linhart et al., 2014, Wang et al., 2014, Wu et al., 2014, Costa et al., 2013, de Castro et al., 2013, Islam et al., 2012, Lawal et al., 2010, Saini et al., 2010, Sanz et al., 2010, Tain et al., 2009, Frei et al., 2005)
Secondary FlyBase IDs
    References (127)