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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:127,650,223...127,689,356
Ensembl chr  X:127,650,226...127,689,256
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 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
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 8:4,968,856...4,989,325
Ensembl chr 8:4,968,842...4,988,732
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 8:5,000,844...5,028,470
Ensembl chr 8:5,000,845...5,015,802
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 2:218,219,408...218,302,370
Ensembl chr 2:218,219,415...218,302,064
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 chr14:91,176,931...91,349,722
Ensembl chr14:91,177,067...91,344,382
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 chr10:83,411,197...83,435,078
Ensembl chr10:83,411,313...83,435,078
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 7:994,549...1,015,876
Ensembl chr 7:996,225...1,015,525
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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
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 chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
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 chr16:59,250,658...60,303,024
Ensembl chr16:59,250,854...60,296,884
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 chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
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 chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      application 19471
        pesticide 16973
          tephrosin 15
            4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      ketone 16924
                                        cyclic ketone 15393
                                          rotenones 4042
                                            tephrosin 15
                                              4',5'-dihydro-11,5'-dihydroxy-4'-methoxytephrosin 0
paths to the root