CAS 509-96-6

Rotenolone

Description:

Rotenolone, with the CAS number 509-96-6, is a naturally occurring compound classified as a flavonoid and is primarily derived from the roots of certain plants, particularly those in the legume family. It is known for its insecticidal and piscicidal properties, making it useful in agricultural and pest control applications. Rotenolone exhibits a characteristic structure that includes a chromone backbone, contributing to its biological activity. The compound is typically found in a crystalline form and is soluble in organic solvents but has limited solubility in water. Its mode of action involves the inhibition of mitochondrial respiration, which affects the energy production in target organisms. Additionally, rotenolone has been studied for its potential therapeutic effects, including anti-inflammatory and antioxidant properties. However, due to its toxicity to aquatic life and potential health risks to humans, its use is regulated in many regions. Overall, rotenolone is a compound of interest in both ecological and pharmacological research, highlighting the balance between its beneficial uses and environmental safety concerns.

Formula: C₂₃H₂₂O₇

InChI: InChI=1S/C23H22O7/c1-11(2)16-7-13-15(29-16)6-5-12-21(13)30-20-10-28-17-9-19(27-4)18(26-3)8-14(17)23(20,25)22(12)24/h5-6,8-9,16,20,25H,1,7,10H2,2-4H3/t16-,20-,23-/m1/s1

InChI key: InChIKey=JFVKWCYZKMUTLH-AYPBNUJASA-N

SMILES: O[C@]12C=3C(=CC(OC)=C(OC)C3)OC[C@]1(OC=4C(C2=O)=CC=C5C4C[C@H](C(C)=C)O5)[H]

Synonyms:

• (-)-12α-Hydroxyrotenone
• (-)-cis-12a-Hydroxyrotenone
• (2R,6aR,12aR)-1,2,12,12a-Tetrahydro-6a-hydroxy-8,9-dimethoxy-2-(1-methylethenyl)[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one
• 12-Hydroxyrotenone
• 6aβ,12aβ-Rotenolone
• Rotenalone
• Rotenolon I
• Rotenolone
• Rotenolone I
• [1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-6a-hydroxy-8,9-dimethoxy-2-(1-methylethenyl)-, (2R,6aR,12aR)-
• [1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-6a-hydroxy-8,9-dimethoxy-2-(1-methylethenyl)-, [2R-(2α,6aα,12aα)]-
• [1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one, 1,2,12,12aα-tetrahydro-6aα-hydroxy-2α-isopropenyl-8,9-dimethoxy-

Rotenolone

CAS: 509-96-6

Rotenolone (12alpha-HYDROXYROTENONE) is a metabolite of Rotenone which is a natural compound derived from plants of the genera Derris and Lonchocarpus.

Formula: C₂₃H₂₂O₇

Purity: 99.27%

Color and Shape: Solid

Molecular weight: 410.42

Ref: TM-T34394

Rotenolone

CAS: 509-96-6

Rotenolone

Purity: ≥98%

Molecular weight: 410.42g/mol

Ref: 54-BUP21375

12alpha-Hydroxyrotenone

CAS: 509-96-6

12alpha-Hydroxyrotenone is a naturally occurring rotenoid, which is a type of isoflavonoid compound, prominently derived from the roots of certain subtropical and tropical leguminous plants belonging to the Fabaceae family, such as those in the genus Derris and Lonchocarpus. It operates as a potent mitochondrial electron transport inhibitor, specifically at complex I, consequently leading to an interruption in ATP synthesis and causing cellular energy depletion. This results in the paralysis and eventual death of target organisms, primarily insects. The compound's pesticidal properties make it significant in agricultural practices where it functions as a biopesticide for controlling a broad spectrum of insect pests. Its selective toxicity towards insects while being relatively non-toxic to mammals makes it an attractive alternative to synthetic chemical pesticides. Additionally, the understanding of its biochemical and environmental profiles assists researchers in developing sustainable pest management strategies while minimizing ecological impact.

Formula: C₂₃H₂₂O₇

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 410.42 g/mol

Ref: 3D-FH137905