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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term:rotenone
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Accession:CHEBI:28201 term browser browse the term
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).
Synonyms: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
 related_synonym: (-)-cis-rotenone;   (12aS,6aS,2R)-8,9-dimethoxy-2-(1-methylvinyl)-1,2-dihydrochromano[3,4-b]furano [2,3-h]chroman-6-one;   5'beta-rotenone;   Barbasco;   Canex;   Derris;   Formula=C23H22O6;   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;   Noxfire;   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;   [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;   dactinol;   paraderil;   tubatoxin
 alt_id: CHEBI:26583;   CHEBI:8897
 xref: BPDB:587;   CAS:83-79-4;   DrugBank:DB11457;   FooDB:FDB012837;   HMDB:HMDB0034436;   KEGG:C07593;   KNApSAcK:C00002568;   LINCS:LSM-5260;   LIPID_MAPS_instance:LMPK12060007
 xref_mesh: MESH:D012402
 xref: PDBeChem:970;   PMID:14976342;   PMID:15043430;   PMID:15790535;   PMID:17077549;   PMID:19013527;   PMID:32972993;   PMID:33402167;   PMID:33901458;   PMID:33961406;   Patent:CN102007944;   Patent:CN102090406;   Reaxys:99070;   VSDB:587;   Wikipedia:Rotenone


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      CHEBI ontology 19880
        role 19850
          application 19695
            pesticide 18067
              piscicide 4940
                rotenone 4294
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      CHEBI ontology 19880
        subatomic particle 19878
          composite particle 19878
            hadron 19878
              baryon 19878
                nucleon 19878
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                      main group element atom 19817
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                          carbon group element atom 19757
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                                  organic cyclic compound 19495
                                    organic heterocyclic compound 18874
                                      organic heteropolycyclic compound 18300
                                        chromenochromene 4523
                                          tetrahydrochromenochromene 4523
                                            rotenoid 4523
                                              rotenones 4523
                                                rotenone 4294
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