rotenone
chemical compound
üksikjuht nähtusest
type of chemical entity
mille alamklass
rotenoid
osa objektist
kasutus
keemiline struktuur
mass/kaal
394,142 aatommassiühik[22]
associated hazard
rotenone exposure
on põhjuseks
rotenone exposure[23]
stereoisomer of
(1S,6S,13R)-16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one[5][24]
chemical formula
C₂₃H₂₂O₆[12]
canonical SMILES
CC(=C)C1CC2=C(O1)C=CC3=C2OC4COC5=CC(=C(C=C5C4C3=O)OC)OC[12]
isomeric SMILES
CC(=C)[C@H]1CC2=C(O1)C=CC3=C2O[C@@H]4COC5=CC(=C(C=C5[C@@H]4C3=O)OC)OC[12]
density
sulamistemperatuur
330±1 Fahrenheiti skaala[23]
vapor pressure
0,00004±0,00001 Millimeeter elavhõbedasammast[23]
temperatuur: 68±1 Fahrenheiti skaala
kasutatud kriteerium: maksimum
NIOSH Pocket Guide ID
0548
time-weighted average exposure limit
immediately dangerous to life or health
2500±100 milligram per cubic metre[23]
found in taxon
Tephrosia vogelii[29]
Tephrosia pentaphylla[30]
Millettia ferruginea[38]
Tephrosia leiocarpa[39]
Millettia[46]
Derris brevipes[53]
Millettia rubiginosa[53]
Tephrosia procumbens[55]
Neorautanenia mitis[58]
Antheroporum pierrei[59]
Erycibe expansa[60]
Millettia pachycarpa[61]
Tephrosia interrupta[62]
Tephrosia linearis[62]
Millettia pachyloba[63]
Pachyrrhizus erosus[26]
Spatholobus parviflorus[64]
Tephrosia macropoda[65]
Tephrosia strigosa[66]
Tephrosia villosa[67]
Deguelia urucu[41]
Deguelia negrensis[68]
Tephrosia cinerea[55]
Lonchocarpus nicou[69]
Pachyrhizus tuberosus[70]
Lonchocarpus chiricanus[73]
Lonchocarpus heptaphyllus[69]
Derris[45]
Tephrosia candida[76]
Lonchocarpus[77]
on omadusega
flammable solid[23]
Commonsi kategooria
Rotenone
Viited
- ↑ 1,0 1,1 1,2 1,3 Global Substance Registration System, 19. november 2016, inglise keel, rotenone, 03L9OT429T
- ↑ CAS Common Chemistry, 9. aprill 2021, JUVIOZPCNVVQFO-HBGVWJBISA-N, https://commonchemistry.cas.org/detail?cas_rn=83-79-4
- ↑ Medical Subject Headings, 14. märts 2018, D012402
- ↑ 4,0 4,1 ChEMBL, 19. november 2016, inglise keel, ROTENONE, CHEMBL429023
- ↑ 5,0 5,1 5,2 5,3 5,4 5,5 inferred from InChIKey
- ↑ 6,0 6,1 6,2 6,3 6,4 6,5 JUVIOZPCNVVQFO-HBGVWJBISA-N, InChIKey
- ↑ ECHA Substance Infocard database, 27. detsember 2018, 100.001.365, (2R,6aS,12aS)-1,2,6,6a,12,12a-hexahydro-2-isopropenyl-8,9-dimethoxychromeno[3,4-b]furo[2,3-h]chromen-6-one, CAS no.: 83-79-4
- ↑ Freebase Data Dumps, 28. oktoober 2013
- ↑ 9,0 9,1 ChEBI, 5. oktoober 2016, inglise keel, rotenone, 28201
- ↑ UniChem
- ↑ OpenAlex, 26. jaanuar 2022, https://docs.openalex.org/download-snapshot/snapshot-data-format
- ↑ 12,0 12,1 12,2 12,3 12,4 12,5 PubChem, 19. november 2016, inglise keel, 6758, rotenone
- ↑ ChEBI release 2020-09-01
- ↑ Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard
- ↑ International Chemical Identifier, 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
- ↑ UMLS 2023, 24. mai 2023, inferred by common MeSH mappings on source and on Wikidata
- ↑ ChemSpider, 5. oktoober 2016, inglise keel, 6500, Rotenone
- ↑ GF WordNet
- ↑ Hazardous Substances Data Bank, 10. mai 2021, 28. oktoober 2019, ROTENONE, 1762
- ↑ 20,0 20,1 Gene Ontology release 2019-11-16
- ↑ 21,0 21,1 Medical Subject Headings, 15. märts 2018, D012402
- ↑ PubChem, 5. oktoober 2016, inglise keel, 6758, rotenone
- ↑ 23,0 23,1 23,2 23,3 23,4 23,5 23,6 http://www.cdc.gov/niosh/npg/npgd0548.html
- ↑ 24,0 24,1 24,2 24,3 inferred from InChI
- ↑ Rotenone isolated from Pachyrhizus erosus displays cytotoxicity and genotoxicity in K562 cells.
- ↑ 26,0 26,1 Constituents of the Insecticidal Resin of the Yam Bean (Pachyrrhizus erosus)1
- ↑ Flavonoids of Tephrosia polyphylla
- ↑ A new epoxyflavanone from tephrosia hamiltonii1
- ↑ Production of rotenoids by heterotrophic and photomixotrophic cell cultures of tephrosia vogelii
- ↑ Flavonoids and isoflavonoids from Tephrosia fulvinervis and Tephrosia pentaphylla
- ↑ New Rotenoids from the Root Bark of Jamaican Dogwood (Piscidia erythrina L.)
- ↑ Some New Constituents of Piscidia erythrina L.
- ↑ Two isoflavones from Piscidia erythrina
- ↑ Isoflavonoids from the Root Bark of Piscidia erythrina and a Note on the Structure of Piscidone
- ↑ Fish Poisons from Ichthyomethia Piscipula. I
- ↑ Über die Inhaltsstoffe vonPiscidia eryfhrina L
- ↑ The extractives of piscidia erythrina L.—III
- ↑ C-prenylated isoflavones from Millettia ferruginea
- ↑ Flavanones fromTephrosia leiocarpa
- ↑ Cancer chemopreventive activity of rotenoids from Derris trifoliata
- ↑ 41,0 41,1 41,2 41,3 41,4 Flavonoids from Derris species
- ↑ 7a-O-methyldeguelol, a modified rotenoid with an open ring-C, from the roots of Derris trifoliata
- ↑ Cytotoxic rotenoloids from the stems of Derris trifoliata
- ↑ Two unusual rotenoid derivatives, 7a-O-methyl-12a-hydroxydeguelol and spiro-13-homo-13-oxaelliptone, from the seeds of Derris trifoliata
- ↑ 45,0 45,1 45,2 Derrisin, a new rotenoid from Derris malaccensis plain and anti-Helicobacter pylori activity of its related constituents
- ↑ Prenylated isoflavonoids from Millettia pervilleana
- ↑ Cytotoxic compounds from Mundulea chapelieri from the Madagascar Rainforest.
- ↑ Cytotoxic Compounds from Mundulea chapelieri from the Madagascar Rainforest
- ↑ Antifeedants in Cyperaceae: coumaran and quinones from Cyperus spp.
- ↑ NMR investigations of rotenoids
- ↑ Untersuchung ueber die Wurzel von Derris elliptica Benth. I.
- ↑ Zur Kenntnis der Bestandteile einiger Derris-Arten
- ↑ 53,0 53,1 Chemical investigation of Indian fruits
- ↑ 54,0 54,1 54,2 Rotenoids of Lonchocarpus salvadorensis: Their effectiveness in protecting seeds against bruchid predation
- ↑ 55,0 55,1 Flavonoids of Tephrosia procumbens—revised structure for praecansone A and conformation of praecansone B
- ↑ Enzymic oxidative modification of prenyl groups. The biosynthetic origins of the E-ring systems of rotenone and amorphigenin
- ↑ Biosynthesis of rotenone and amorphigenin. Study of the origins of isopropenyl-substituted dihydrofuran E-rings using isotopically labelled late precursors
- ↑ Rautandiols A and B, pterocarpans and cytotoxic constituents from Neorautanenia mitis
- ↑ Pierreiones A-D, solid tumor selective pyranoisoflavones and other cytotoxic constituents from Antheroporum pierrei
- ↑ Structures of new flavonoids, erycibenins D, E, and F, and NO production inhibitors from Erycibe expansa originating in Thailand
- ↑ Rotenoids from roots of Millettia pachycarpa
- ↑ 62,0 62,1 Flavonoids from Tephrosia aequilata
- ↑ Cytotoxic prenylated isoflavone and bipterocarpan from Millettia pachyloba
- ↑ Rotenone in a Species of Spatholobus
- ↑ Occurrence of Rotenone in Tephrosia macropoda Harv
- ↑ Occurrence of Rotenoids inTephrosia strigosa
- ↑ New C-6 oxygenated rotenoids from tephrosia villosa -- villosin, villosone, villol and villinol
- ↑ Estudo químico de Derris negrensis
- ↑ 69,0 69,1 69,2 Lonchocarpene, a Stilbene, and Lonchocarpusone, an Isoflavone: Two New Pyranopolyphenols from Lonchocarpus nicou Roots
- ↑ Flavonoids and 3-phenylcoumarins from the seeds of Pachyrhizus tuberosus
- ↑ Functional characterization of the two ferrochelatases in Arabidopsis thaliana.
- ↑ Valeriana officinalis attenuates the rotenone-induced toxicity in Drosophila melanogaster
- ↑ Five new prenylated stilbenes from the root bark of Lonchocarpus chiricanus
- ↑ Cubé resin insecticide: identification and biological activity of 29 rotenoid constituents
- ↑ Anticancer action of cubé insecticide: correlation for rotenoid constituents between inhibition of NADH:ubiquinone oxidoreductase and induced ornithine decarboxylase activities
- ↑ Analysis of Rotenoids by High Temperature High Resolution Gas Chromatography-Mass Spectrometry
- ↑ Cytotoxic flavonoids from the stem bark of Lonchocarpus aff. fluvialis.