Preferred Name |
rotenone |
|
Synonyms |
(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 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 (12aS,6aS,2R)-8,9-dimethoxy-2-(1-methylvinyl)-1,2-dihydrochromano[3,4-b]furano [2,3-h]chroman-6-one (-)-rotenone (-)-cis-rotenone 5'beta-rotenone Derris barbasco canex dactinol noxfire paraderil tubatoxin |
|
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). |
|
ID |
http://purl.obolibrary.org/obo/CHEBI_28201 |
|
charge |
0 |
|
database_cross_reference |
FooDB:FDB012837 PMID:14976342 DrugBank:DB11457 Patent:CN102007944 PMID:15790535 KEGG:C07593 PMID:15043430 PDBeChem:970 PMID:17077549 Reaxys:99070 PMID:33961406 PMID:33402167 KNApSAcK:C00002568 Beilstein:99070 PMID:32972993 PMID:19013527 HMDB:HMDB0034436 CAS:83-79-4 PMID:33901458 LINCS:LSM-5260 LIPID_MAPS_instance:LMPK12060007 Wikipedia:Rotenone Patent:CN102090406 BPDB:587 VSDB:587 |
|
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). |
|
formula |
C23H22O6 |
|
has role |
http://purl.obolibrary.org/obo/CHEBI_35610 http://purl.obolibrary.org/obo/CHEBI_167183 http://purl.obolibrary.org/obo/CHEBI_27026 |
|
has_alternative_id |
CHEBI:26583 CHEBI:8897 |
|
has_exact_synonym |
(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 Rotenone |
|
has_obo_namespace |
chebi_ontology |
|
has_related_synonym |
[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 (12aS,6aS,2R)-8,9-dimethoxy-2-(1-methylvinyl)-1,2-dihydrochromano[3,4-b]furano [2,3-h]chroman-6-one (-)-rotenone (-)-cis-rotenone 5'beta-rotenone Derris barbasco canex dactinol noxfire paraderil tubatoxin |
|
id |
CHEBI:28201 |
|
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 |
|
inchikey |
JUVIOZPCNVVQFO-HBGVWJBISA-N |
|
label |
rotenone |
|
mass |
394.423 |
|
monoisotopicmass |
394.14164 |
|
notation |
CHEBI:28201 |
|
prefLabel |
rotenone |
|
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 |
|
subClassOf |