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Rotenoids are naturally occurring substances containing a cis-fused tetrahydrochromeno ,4-bhromene nucleus. Many have insecticidal activity, such as the prototypical member of the family, rotenone. Rotenoids are related to the isoflavones.


Natural occurrences

Many plants in the subfamily
Faboideae The Faboideae are a subfamily of the flowering plant family Fabaceae or Leguminosae. An acceptable alternative name for the subfamily is Papilionoideae, or Papilionaceae when this group of plants is treated as a family. This subfamily is widely ...
contain rotenoids. Rotenoids can be found in '' Lonchocarpus sp''. Deguelin and tephrosin can be found in '' Tephrosia vogelii''. 6'-O-β-D-glucopyranosyl-12a-hydroxydalpanol can be found in the fruits of '' Amorpha fruticosa''. Elliptol,
12-deoxo-12alpha-methoxyelliptone 1 (one, unit, unity) is a number representing a single or the only entity. 1 is also a numerical digit and represents a single unit of counting or measurement. For example, a line segment of ''unit length'' is a line segment of length  ...
, 6-methoxy-6a,12a-dehydrodeguelin, 6a,12a-dehydrodeguelin, 6-hydroxy-6a,12a-dehydrodeguelin, 6-oxo-6a,12a-dehydrodeguelin and
12a-hydroxyelliptone 1 (one, unit, unity) is a number representing a single or the only entity. 1 is also a numerical digit and represents a single unit of counting or measurement. For example, a line segment of ''unit length'' is a line segment of length 1. ...
can be isolated from the twigs of '' Millettia duchesnei''. Deguelin, dehydrodeguelin, rotenol, rotenone, tephrosin and sumatrol can be found in '' Indigofera tinctoria''. 6aα,12aα-12a-hydroxyelliptone can be found in the stems of '' Derris trifoliata''. Amorphol, a rotenoid
bioside In chemistry, a glycoside is a molecule in which a sugar is bound to another functional group via a glycosidic bond. Glycosides play numerous important roles in living organisms. Many plants store chemicals in the form of inactive glycosides. ...
, can be isolated from plants of the genus '' Amorpha''. Deguelin, rotenone, elliptone and α-toxicarol can be found in the seeds of '' Lonchocarpus salvadorensis''. Clitoriacetal, stemonacetal, 6-deoxyclitoriacetal, 11-deoxyclitoriacetal, 9-demethylclitoriacetal and stemonal can be isolated from ''
Clitoria fairchildiana ''Clitoria fairchildiana'', the ''sombreiro'', is a flowering plant species in the genus ''Clitoria'' found in Campina Grande Campina Grande is the second most populous Brazilian city in the State of Paraíba after João Pessoa, the capital. ...
''. Rotenoids can also be found in the plant family Nyctaginaceae. Mirabijalone A, B, C and D, 9-O-methyl-4-hydroxyboeravinone B, boeravinone C and F, and
1,2,3,4-tetrahydro-1-methylisoquinoline-7,8-diol Onekama ( ) is a village in Manistee County in the U.S. state of Michigan. The population was 411 at the 2010 census. The village is located on the shores of Portage Lake and is surrounded by Onekama Township. The town's name is derived from ...
) can be isolated from the roots of ''
Mirabilis jalapa ''Mirabilis jalapa'', the marvel of Peru or four o'clock flower, is the most commonly grown ornamental species of ''Mirabilis'' plant, and is available in a range of colors. ''Mirabilis'' in Latin means wonderful and Jalapa (or Xalapa) is the ...
''. Boeravinones G and H are two rotenoids isolated from '' Boerhavia diffusa''. Abronione and boeravinone C can be found in the desert annual ''
Abronia villosa ''Abronia villosa'' is a species of sand-verbena known by the common names desert sand-verbena and chaparral sand-verbena. It is in the four o'clock plant family (Nyctaginaceae). It is native to sandy areas in the deserts of the southwestern U ...
''. In 2015, a new rotenoid called crocetenone was extracted from the rhizome of ''
Iris crocea ''Iris crocea'' is a species in the genus '' Iris'', it is also in the subgenus '' Limniris'' and the series '' Spuriae''. It is a rhizomatous perennial plant, found in Kashmir. It is cultivated as an ornamental plant. It is also commonly know ...
''.


References

{{Rotenoid Phenol ethers