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rotenone |
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CHEBI:28201 |
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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). |
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This entity has been manually annotated by the ChEBI Team.
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CHEBI:8897, CHEBI:26583
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ChemicalBook:CB5854318, eMolecules:479601 |
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Rotenone is an odorless, colorless, crystalline isoflavone. It occurs naturally in the seeds and stems of several plants, such as the jicama vine, and in the roots of several other members of the Fabaceae. It was the first-described member of the family of chemical compounds known as rotenoids. Rotenone is approved for use as a piscicide to remove alien fish species, see Uses. It has also been used as a broad-spectrum insecticide, but its use as an insecticide has been banned in many countries. |
Read full article at Wikipedia
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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 |
JUVIOZPCNVVQFO-HBGVWJBISA-N |
[H][C@@]1(CC2=C3O[C@]4([H])COC5=C(C=C(OC)C(OC)=C5)[C@]4([H])C(=O)C3=CC=C2O1)C(C)=C |
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Mundulea chapelieri
(IPNI:20004737-1)
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Found in
flower
(BTO:0000469).
See:
PubMed
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Mundulea chapelieri
(IPNI:20004737-1)
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Found in
leaf
(BTO:0000713).
See:
PubMed
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Mundulea chapelieri
(IPNI:20004737-1)
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Found in
bark
(BTO:0001301).
See:
PubMed
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Erycibe expansa
(IPNI:267866-1)
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Found in
stem
(BTO:0001300).
See:
PubMed
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Antheroporum pierrei
(IPNI:474590-1)
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Found in
twig
(BTO:0001411).
Dried leaves and twigs were extracted with CH2Cl2/MeOH (1:1)
See:
PubMed
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Antheroporum pierrei
(IPNI:474590-1)
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Found in
leaf
(BTO:0000713).
Dried leaves and twigs were extracted with CH2Cl2/MeOH (1:1)
See:
PubMed
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Derris elliptica
(NCBI:txid56063)
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See:
DOI
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toxin
Poisonous substance produced by a biological organism such as a microbe, animal or plant.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
mitochondrial NADH:ubiquinone reductase inhibitor
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piscicide
A substance which is poisonous to fish and is primarily used to eliminate dominant species of fish in water.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
phytogenic insecticide
An insecticide compound naturally occurring in plants.
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View more via ChEBI Ontology
(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
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(−)-cis-rotenone
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ChemIDplus
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(−)-rotenone
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ChemIDplus
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(12aS,6aS,2R)-8,9-dimethoxy-2-(1-methylvinyl)-1,2-dihydrochromano[3,4-b]furano [2,3-h]chroman-6-one
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ChEBI
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5'β-rotenone
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NIST Chemistry WebBook
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[2R-(2α,6aα,12aα)]-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
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NIST Chemistry WebBook
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barbasco
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ChemIDplus
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canex
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ChemIDplus
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dactinol
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ChemIDplus
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Derris
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ChEBI
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noxfire
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ChemIDplus
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paraderil
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ChemIDplus
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Rotenone
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KEGG COMPOUND
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tubatoxin
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ChemIDplus
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83-79-4
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CAS Registry Number
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ChemIDplus
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83-79-4
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CAS Registry Number
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NIST Chemistry WebBook
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99070
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Reaxys Registry Number
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Reaxys
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