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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:tephrosin
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Accession:CHEBI:9442 term browser browse the term
Definition:A member of the class of rotenones that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted with geminal methyl groups at position 3, hydroxy group at position 7a and methoxy groups at positions 9 and 10 (the 7aR,13aR stereoisomer). It is isolated from the leaves and twigs of Antheroporum pierrei and exhibits antineoplastic and pesticidal activities.
Synonyms:exact_synonym: (7aR,13aR)-7a-hydroxy-9,10-dimethoxy-3,3-dimethyl-13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one
 related_synonym: (7aR,13aR)-13,13a-dihydro-7a-hydroxy-9,10-dimethoxy-3,3-dimethyl-3H-bis(1)benzopyrano(3,4-b:6',5'-e)pyran-7(7aH)-one;   Formula=C23H22O7;   InChI=1S/C23H22O7/c1-22(2)8-7-12-15(30-22)6-5-13-20(12)29-19-11-28-16-10-18(27-4)17(26-3)9-14(16)23(19,25)21(13)24/h5-10,19,25H,11H2,1-4H3/t19-,23-/m1/s1;   InChIKey=AQBZCCQCDWNNJQ-AUSIDOKSSA-N;   SMILES=[H][C@@]12COc3cc(OC)c(OC)cc3[C@]1(O)C(=O)c1ccc3OC(C)(C)C=Cc3c1O2;   deguelinol I;   hydroxydeguelin
 alt_id: CHEBI:68052
 xref: CAS:76-80-2;   KEGG:C10535;   KNApSAcK:C00002578;   LIPID_MAPS_instance:LMPK12060047
 xref_mesh: MESH:C480848
 xref: MetaCyc:CPD-12165;   PMID:17830264;   PMID:20572190;   PMID:21452840;   PMID:21966156;   PMID:22123175;   PMID:22237680;   PMID:22970736;   Patent:DE19707178;   Patent:GB350897;   Patent:GB437171;   Reaxys:5661956;   Wikipedia:Tephrosin



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tephrosin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Aifm1 apoptosis inducing factor, mitochondria associated 1 affects localization ISO tephrosin affects the localization of AIFM1 protein CTD PMID:20056314 NCBI chr  X:132,528,107...132,567,237 JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions
decreases phosphorylation
ISO tephrosin inhibits the reaction [EGF protein affects the phosphorylation of AKT1 protein]; tephrosin inhibits the reaction [NRG1 protein affects the phosphorylation of AKT1 protein]
tephrosin results in decreased phosphorylation of AKT1 protein
CTD PMID:20056314 NCBI chr 6:137,534,810...137,555,131 JBrowse link
G Birc2 baculoviral IAP repeat-containing 2 multiple interactions ISO tephrosin inhibits the reaction [TNF protein results in increased expression of BIRC2 protein] CTD PMID:18841906 NCBI chr 8:13,253,697...13,273,672 JBrowse link
G Birc3 baculoviral IAP repeat-containing 3 multiple interactions ISO tephrosin inhibits the reaction [TNF protein results in increased expression of BIRC3 protein] CTD PMID:18841906 NCBI chr 8:13,285,702...13,313,329 JBrowse link
G Egf epidermal growth factor multiple interactions ISO tephrosin inhibits the reaction [EGF protein affects the phosphorylation of AKT1 protein]; tephrosin inhibits the reaction [EGF protein affects the phosphorylation of EGFR protein]; tephrosin inhibits the reaction [EGF protein affects the phosphorylation of ERBB2 protein]; tephrosin inhibits the reaction [EGF protein affects the phosphorylation of MAPK1 protein]; tephrosin inhibits the reaction [EGF protein affects the phosphorylation of MAPK3 protein] CTD PMID:20056314 NCBI chr 2:220,893,660...220,976,331 JBrowse link
G Egfr epidermal growth factor receptor affects localization
multiple interactions
ISO tephrosin affects the localization of EGFR protein
Chloroquine inhibits the reaction [tephrosin results in increased degradation of EGFR protein]; tephrosin inhibits the reaction [EGF protein affects the phosphorylation of EGFR protein]; tephrosin results in increased degradation of and results in decreased phosphorylation of EGFR protein
CTD PMID:20056314 NCBI chr14:95,378,626...95,551,358 JBrowse link
G Erbb2 erb-b2 receptor tyrosine kinase 2 multiple interactions
affects localization
ISO Chloroquine inhibits the reaction [tephrosin results in increased degradation of ERBB2 protein]; tephrosin inhibits the reaction [EGF protein affects the phosphorylation of ERBB2 protein]; tephrosin inhibits the reaction [NRG1 protein affects the phosphorylation of ERBB2 protein]; tephrosin results in increased degradation of and results in decreased phosphorylation of ERBB2 protein
tephrosin affects the localization of ERBB2 protein
CTD PMID:20056314 NCBI chr10:83,907,491...83,931,365 JBrowse link
G Erbb3 erb-b2 receptor tyrosine kinase 3 multiple interactions ISO tephrosin inhibits the reaction [NRG1 protein affects the phosphorylation of ERBB3 protein]; tephrosin results in increased degradation of and results in decreased phosphorylation of ERBB3 protein CTD PMID:20056314 NCBI chr 7:1,579,079...1,600,379 JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases phosphorylation
multiple interactions
ISO tephrosin results in decreased phosphorylation of MAPK1 protein
tephrosin inhibits the reaction [EGF protein affects the phosphorylation of MAPK1 protein]; tephrosin inhibits the reaction [NRG1 protein affects the phosphorylation of MAPK1 protein]
CTD PMID:20056314 NCBI chr11:97,462,025...97,529,193 JBrowse link
G Mapk3 mitogen activated protein kinase 3 decreases phosphorylation
multiple interactions
ISO tephrosin results in decreased phosphorylation of MAPK3 protein
tephrosin inhibits the reaction [EGF protein affects the phosphorylation of MAPK3 protein]; tephrosin inhibits the reaction [NRG1 protein affects the phosphorylation of MAPK3 protein]
CTD PMID:20056314 NCBI chr 1:190,797,189...190,803,411 JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions ISO tephrosin inhibits the reaction [TNF protein results in increased expression of MMP9 protein] CTD PMID:18841906 NCBI chr 3:174,103,474...174,111,434 JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO tephrosin inhibits the reaction [TNF protein results in increased expression of NOS2 protein] CTD PMID:18841906 NCBI chr10:64,313,335...64,349,221 JBrowse link
G Nrg1 neuregulin 1 multiple interactions ISO tephrosin inhibits the reaction [NRG1 protein affects the phosphorylation of AKT1 protein]; tephrosin inhibits the reaction [NRG1 protein affects the phosphorylation of ERBB2 protein]; tephrosin inhibits the reaction [NRG1 protein affects the phosphorylation of ERBB3 protein]; tephrosin inhibits the reaction [NRG1 protein affects the phosphorylation of MAPK1 protein]; tephrosin inhibits the reaction [NRG1 protein affects the phosphorylation of MAPK3 protein] CTD PMID:20056314 NCBI chr16:65,954,084...67,007,484 JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO tephrosin inhibits the reaction [TNF protein results in increased expression of PTGS2 protein] CTD PMID:18841906 NCBI chr13:64,714,063...64,722,320 JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO tephrosin inhibits the reaction [TNF protein results in increased expression of BIRC2 protein]; tephrosin inhibits the reaction [TNF protein results in increased expression of BIRC3 protein]; tephrosin inhibits the reaction [TNF protein results in increased expression of MMP9 protein]; tephrosin inhibits the reaction [TNF protein results in increased expression of NOS2 protein]; tephrosin inhibits the reaction [TNF protein results in increased expression of PTGS2 protein] CTD PMID:18841906 NCBI chr20:3,626,685...3,629,303 JBrowse link

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Term Annotations click to browse term
  CHEBI ontology 19898
    role 19869
      application 19715
        pesticide 18090
          tephrosin 15
            4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19898
    subatomic particle 19896
      composite particle 19896
        hadron 19896
          baryon 19896
            nucleon 19896
              atomic nucleus 19896
                atom 19896
                  main group element atom 19835
                    p-block element atom 19835
                      carbon group element atom 19774
                        carbon atom 19770
                          organic molecular entity 19770
                            organic molecule 19724
                              organic cyclic compound 19516
                                organic heterocyclic compound 18896
                                  organic heteropolycyclic compound 18323
                                    chromenochromene 4529
                                      tetrahydrochromenochromene 4529
                                        rotenoid 4529
                                          rotenones 4529
                                            tephrosin 15
                                              4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin 0
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