Preferred Name |
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Synonyms |
Rotenone (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 [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 canex (-)-cis-rotenone Derris (-)-rotenone dactinol barbasco (12aS,6aS,2R)-8,9-dimethoxy-2-(1-methylvinyl)-1,2-dihydrochromano[3,4-b]furano [2,3-h]chroman-6-one tubatoxin noxfire paraderil |
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Definitions |
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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ID |
http://purl.obolibrary.org/obo/CHEBI_28201 |
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charge |
0 |
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database_cross_reference |
SNOMEDCT:55792003 MeSH:D012402 NCIt:C76087 KNApSAcK:C00002568 PMID:15043430 PMID:33402167 PMID:32972993 Reaxys:99070 PMID:15790535 PDBeChem:970 BPDB:587 HMDB:HMDB0034436 VSDB:587 PMID:19013527 CAS:83-79-4 PMID:17077549 Beilstein:99070 Patent:CN102007944 LINCS:LSM-5260 DrugBank:DB11457 LIPID_MAPS_instance:LMPK12060007 PMID:33961406 Patent:CN102090406 KEGG:C07593 PMID:33901458 PMID:14976342 Wikipedia:Rotenone FooDB:FDB012837 |
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definition |
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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formula |
C23H22O6 |
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has_alternative_id |
CHEBI:26583 CHEBI:8897 |
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has_exact_synonym |
Rotenone (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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has_obo_namespace |
chebi_ontology |
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has_related_synonym |
5'beta-rotenone [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 canex (-)-cis-rotenone Derris (-)-rotenone dactinol barbasco (12aS,6aS,2R)-8,9-dimethoxy-2-(1-methylvinyl)-1,2-dihydrochromano[3,4-b]furano [2,3-h]chroman-6-one tubatoxin noxfire paraderil |
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id |
CHEBI:28201 |
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in_subset | ||
inchi |
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 |
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inchikey |
JUVIOZPCNVVQFO-HBGVWJBISA-N |
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label |
rotenone |
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mass |
394.423 |
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monoisotopicmass |
394.14164 |
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notation |
CHEBI:28201 |
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smiles |
[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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subClassOf |