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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:emetine
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Accession:CHEBI:4781 term browser browse the term
Definition:A pyridoisoquinoline comprising emetam having methoxy substituents at the 6'-, 7'-, 10- and 11-positions. It is an antiprotozoal agent and emetic. It inhibits SARS-CoV2, Zika and Ebola virus replication and displays antimalarial, antineoplastic and antiamoebic properties.
Synonyms:exact_synonym: 6',7',10,11-tetramethoxyemetan
 related_synonym: Emetan;   Emetin;   Formula=C29H40N2O4;   InChI=1S/C29H40N2O4/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3/t18-,21-,24+,25-/m0/s1;   InChIKey=AUVVAXYIELKVAI-CKBKHPSWSA-N;   SMILES=[H][C@]1(C[C@@]2([H])NCCc3cc(OC)c(OC)cc23)C[C@]2([H])N(CCc3cc(OC)c(OC)cc23)C[C@@H]1CC;   cephaeline methyl ether;   cephaline-O-methyl ether;   methyl cephaeline
 xref: Beilstein:100834;   Beilstein:6253162;   CAS:483-18-1;   DrugBank:DB13393;   Drug_Central:1001;   KEGG:C09421;   KNApSAcK:C00001849;   LINCS:LSM-2041
 xref_mesh: MESH:D004640
 xref: MetaCyc:CPD-14817;   PMID:14119536;   PMID:16109351;   PMID:17094176;   PMID:19227966;   PMID:29872540;   PMID:31436297;   PMID:31533472;   PMID:31734270;   PMID:31775307;   PMID:31964796;   PMID:32245264;   PMID:32251767;   Reaxys:100834;   Wikipedia:Emetine
 cyclic_relationship: is_conjugate_base_of CHEBI:149548


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emetine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ago3 argonaute RISC catalytic component 3 multiple interactions ISO Emetine inhibits the reaction [Thapsigargin affects the localization of AGO3 mRNA] CTD PMID:29576526 NCBI chr 5:138,632,367...138,714,230
Ensembl chr 5:138,639,569...138,714,230 		JBrowse link
G Akap9 A-kinase anchoring protein 9 multiple interactions ISO Emetine inhibits the reaction [sodium arsenite affects the localization of AKAP9 protein] CTD PMID:19073175 NCBI chr 4:30,056,738...30,192,716
Ensembl chr 4:30,056,738...30,192,606 		JBrowse link
G Ar androgen receptor multiple interactions ISO Emetine binds to and results in decreased activity of AR protein CTD PMID:25752796 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925 		JBrowse link
G Brca1 BRCA1, DNA repair associated multiple interactions ISO Emetine inhibits the reaction [Thapsigargin affects the localization of BRCA1 mRNA] CTD PMID:29576526 NCBI chr10:86,417,441...86,477,762
Ensembl chr10:86,418,000...86,477,304 		JBrowse link
G Caprin1 cell cycle associated protein 1 multiple interactions ISO Emetine inhibits the reaction [sodium arsenite affects the localization of CAPRIN1 protein] CTD PMID:19073175 NCBI chr 3:90,152,305...90,230,447
Ensembl chr 3:90,153,620...90,230,502 		JBrowse link
G Casp3 caspase 3 increases activity ISO Emetine results in increased activity of CASP3 protein CTD PMID:14502240 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp9 caspase 9 increases activity ISO Emetine results in increased activity of CASP9 protein CTD PMID:14502240 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Ccar1 cell division cycle and apoptosis regulator 1 multiple interactions ISO Emetine inhibits the reaction [sodium arsenite affects the localization of CCAR1 protein] CTD PMID:19073175 NCBI chr20:30,685,916...30,728,531
Ensembl chr20:30,685,916...30,728,526 		JBrowse link
G Ccl2 C-C motif chemokine ligand 2 decreases expression ISO Emetine results in decreased expression of CCL2 protein CTD PMID:20116850 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Ccl3 C-C motif chemokine ligand 3 decreases expression ISO Emetine results in decreased expression of CCL3 protein CTD PMID:20116850 NCBI chr10:68,451,388...68,452,938
Ensembl chr10:68,451,388...68,452,938 		JBrowse link
G Ccl4 C-C motif chemokine ligand 4 decreases expression ISO Emetine results in decreased expression of CCL4 protein CTD PMID:20116850 NCBI chr10:68,466,394...68,468,229
Ensembl chr10:68,452,052...68,468,231 		JBrowse link
G Ccl5 C-C motif chemokine ligand 5 decreases expression ISO Emetine results in decreased expression of CCL5 protein CTD PMID:20116850 NCBI chr10:68,322,826...68,327,380
Ensembl chr10:68,322,829...68,327,377 		JBrowse link
G Creb1 cAMP responsive element binding protein 1 multiple interactions ISO Emetine inhibits the reaction [Thapsigargin affects the localization of CREB1 mRNA] CTD PMID:29576526 NCBI chr 9:65,903,511...65,972,562
Ensembl chr 9:65,903,547...65,970,816 		JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO Emetine binds to and results in decreased activity of ESR1 protein CTD PMID:25752796 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002 		JBrowse link
G Esr2 estrogen receptor 2 multiple interactions ISO Emetine binds to and results in decreased activity of ESR2 protein CTD PMID:25752796 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919 		JBrowse link
G Igf2bp1 insulin-like growth factor 2 mRNA binding protein 1 multiple interactions ISO IGF2BP1 protein affects the reaction [Emetine results in increased degradation of MYCN protein] CTD PMID:37246217 NCBI chr10:80,908,300...80,951,097
Ensembl chr10:80,908,076...80,951,129 		JBrowse link
G Il6r interleukin 6 receptor decreases expression ISO Emetine results in decreased expression of IL6R protein modified form CTD PMID:20116850 NCBI chr 2:175,289,157...175,347,719
Ensembl chr 2:175,298,686...175,347,536 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
increases phosphorylation
decreases phosphorylation		 ISO 4-amino-5-(4-methylphenyl)-7-(tert-butyl)pyrazolo(3,4-d)pyrimidine inhibits the reaction [Emetine results in increased phosphorylation of MAPK1 protein]
Emetine results in decreased phosphorylation of MAPK1 protein
MAPK14 mutant form inhibits the reaction [Emetine results in decreased phosphorylation of MAPK1 protein]		 CTD PMID:15772366 PMID:26332055 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk14 mitogen activated protein kinase 14 multiple interactions ISO Emetine results in increased phosphorylation of and results in increased activity of MAPK14 protein; MAPK14 mutant form inhibits the reaction [Emetine results in decreased activity of MMP2 protein]; MAPK14 mutant form inhibits the reaction [Emetine results in decreased activity of MMP9 protein]; MAPK14 mutant form inhibits the reaction [Emetine results in decreased phosphorylation of MAPK1 protein]; MAPK14 mutant form inhibits the reaction [Emetine results in decreased phosphorylation of MAPK3 protein] CTD PMID:16364386 PMID:26332055 NCBI chr20:6,749,646...6,810,590
Ensembl chr20:6,749,670...6,810,589 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation
multiple interactions
decreases phosphorylation		 ISO Emetine results in increased phosphorylation of MAPK3 protein
4-amino-5-(4-methylphenyl)-7-(tert-butyl)pyrazolo(3,4-d)pyrimidine inhibits the reaction [Emetine results in increased phosphorylation of MAPK3 protein]
MAPK14 mutant form inhibits the reaction [Emetine results in decreased phosphorylation of MAPK3 protein]		 CTD PMID:15772366 PMID:26332055 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions
increases phosphorylation		 ISO 4-amino-5-(4-methylphenyl)-7-(tert-butyl)pyrazolo(3,4-d)pyrimidine inhibits the reaction [Emetine results in increased phosphorylation of MAPK8 protein] CTD PMID:15772366 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981 		JBrowse link
G Mapk9 mitogen-activated protein kinase 9 multiple interactions
increases phosphorylation		 ISO 4-amino-5-(4-methylphenyl)-7-(tert-butyl)pyrazolo(3,4-d)pyrimidine inhibits the reaction [Emetine results in increased phosphorylation of MAPK9 protein] CTD PMID:15772366 NCBI chr10:34,169,661...34,211,138
Ensembl chr10:34,169,675...34,210,178 		JBrowse link
G Mapt microtubule-associated protein tau decreases expression ISO Emetine results in decreased expression of MAPT protein CTD PMID:16930453 NCBI chr10:89,138,644...89,236,137
Ensembl chr10:89,138,627...89,236,129 		JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases activity
decreases expression
multiple interactions		 ISO Emetine results in decreased activity of MMP2 protein
Emetine results in decreased expression of MMP2 mRNA
MAPK14 mutant form inhibits the reaction [Emetine results in decreased activity of MMP2 protein]		 CTD PMID:26332055 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870 		JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases activity
decreases expression
multiple interactions		 ISO Emetine results in decreased activity of MMP9 protein
Emetine results in decreased expression of MMP9 mRNA
MAPK14 mutant form inhibits the reaction [Emetine results in decreased activity of MMP9 protein]		 CTD PMID:26332055 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120 		JBrowse link
G Mycn MYCN proto-oncogene, bHLH transcription factor multiple interactions
increases degradation		 ISO IGF2BP1 protein affects the reaction [Emetine results in increased degradation of MYCN protein] CTD PMID:37246217 NCBI chr 6:35,717,764...35,723,590
Ensembl chr 6:35,717,764...35,723,590 		JBrowse link
G Nefh neurofilament heavy chain decreases degradation EXP Emetine results in decreased degradation of NEFH mRNA CTD PMID:1280263 NCBI chr14:79,830,362...79,840,347
Ensembl chr14:79,830,362...79,840,351 		JBrowse link
G Nefl neurofilament light chain decreases degradation EXP Emetine results in decreased degradation of NEFL mRNA CTD PMID:1280263 NCBI chr15:42,301,920...42,305,793
Ensembl chr15:42,301,916...42,305,793 		JBrowse link
G Nefm neurofilament medium chain decreases degradation EXP Emetine results in decreased degradation of NEFM mRNA CTD PMID:1280263 NCBI chr15:42,360,449...42,365,753
Ensembl chr15:42,360,454...42,365,755 		JBrowse link
G Nr1h4 nuclear receptor subfamily 1, group H, member 4 multiple interactions ISO Emetine inhibits the reaction [pregna-4,17-diene-3,16-dione results in decreased activity of NR1H4 protein] CTD PMID:25257666 NCBI chr 7:23,846,122...23,942,085
Ensembl chr 7:23,846,122...23,942,047 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO Emetine results in increased cleavage of PARP1 protein CTD PMID:21256112 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Pgr progesterone receptor multiple interactions ISO Emetine binds to and results in decreased activity of PGR protein CTD PMID:25752796 NCBI chr 8:6,072,673...6,131,552
Ensembl chr 8:6,072,673...6,131,344 		JBrowse link
G Reck reversion-inducing-cysteine-rich protein with kazal motifs decreases expression ISO Emetine results in decreased expression of RECK mRNA CTD PMID:26332055 NCBI chr 5:58,102,961...58,169,516
Ensembl chr 5:58,102,981...58,169,502 		JBrowse link
G Rictor RPTOR independent companion of MTOR, complex 2 multiple interactions ISO Emetine inhibits the reaction [Thapsigargin affects the localization of RICTOR mRNA] CTD PMID:29576526 NCBI chr 2:55,811,877...55,903,893
Ensembl chr 2:55,811,322...55,901,426 		JBrowse link
G Tardbp TAR DNA binding protein multiple interactions ISO Emetine affects the reaction [TARDBP protein binds to TIA1 protein]; Emetine affects the reaction [TARDBP protein binds to TIAL1 protein] CTD PMID:19765185 NCBI chr 5:159,050,518...159,062,218
Ensembl chr 5:159,051,799...159,062,055 		JBrowse link
G Tgfb1 transforming growth factor, beta 1 decreases activity ISO Emetine results in decreased activity of TGFB1 protein CTD PMID:31652400 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847 		JBrowse link
G Thra thyroid hormone receptor alpha multiple interactions ISO Emetine binds to and results in decreased activity of THRA protein CTD PMID:25752796 NCBI chr10:83,701,885...83,729,408
Ensembl chr10:83,700,755...83,729,936 		JBrowse link
G Thrb thyroid hormone receptor beta multiple interactions ISO Emetine binds to and results in decreased activity of THRB protein CTD PMID:25752796 NCBI chr15:7,685,180...8,031,920
Ensembl chr15:7,685,180...7,882,916 		JBrowse link
G Tia1 TIA1 cytotoxic granule-associated RNA binding protein multiple interactions ISO Emetine affects the reaction [TARDBP protein binds to TIA1 protein] CTD PMID:19765185 NCBI chr 4:118,852,765...118,883,252
Ensembl chr 4:118,852,837...118,880,586 		JBrowse link
G Tial1 Tia1 cytotoxic granule-associated RNA binding protein-like 1 multiple interactions ISO Emetine affects the reaction [TARDBP protein binds to TIAL1 protein] CTD PMID:19765185 NCBI chr 1:183,008,358...183,045,092
Ensembl chr 1:183,009,253...183,031,637 		JBrowse link
G Vegfa vascular endothelial growth factor A decreases expression ISO Emetine results in decreased expression of VEGFA protein CTD PMID:20116850 NCBI chr 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641 		JBrowse link
G Xiap X-linked inhibitor of apoptosis multiple interactions ISO Emetine inhibits the reaction [Thapsigargin affects the localization of XIAP mRNA] CTD PMID:29576526 NCBI chr  X:120,890,537...120,938,413
Ensembl chr  X:120,897,907...120,934,700 		JBrowse link
Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 19922
    role 19894
      biological role 19864
        antimicrobial agent 18270
          antiviral agent 11337
            emetine 42
              emetamine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19922
    subatomic particle 19892
      composite particle 19892
        hadron 19920
          baryon 19892
            nucleon 19920
              atomic nucleus 19892
                atom 19892
                  main group element atom 19866
                    p-block element atom 19866
                      carbon group element atom 19805
                        carbon atom 19802
                          organic molecular entity 19775
                            organic molecule 19755
                              organic cyclic compound 19545
                                organic heterocyclic compound 18906
                                  organonitrogen heterocyclic compound 18155
                                    isoquinolines 534
                                      emetan 42
                                        cephaeline 42
                                          emetine 42
                                            emetamine 0
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