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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:amsacrine
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Accession:CHEBI:2687 term browser browse the term
Definition:A sulfonamide that is N-phenylmethanesulfonamide substituted by a methoxy group at position 3 and an acridin-9-ylamino group at position 4. It exhibits antineoplastic activity.
Synonyms:exact_synonym: N-[4-(acridin-9-ylamino)-3-methoxyphenyl]methanesulfonamide
 related_synonym: 4'-(9-Acridinylamino)-3'-methoxymethanesulfonanilide;   4'-(9-Acridinylamino)methanesulfon-m-anisidide;   4'-(9-Acridinylamino)methanesulfon-meta-anisidide;   4'-(9-Acridinylamino)methanesulphon-m-anisidide;   Formula=C21H19N3O3S;   InChI=1S/C21H19N3O3S/c1-27-20-13-14(24-28(2,25)26)11-12-19(20)23-21-15-7-3-5-9-17(15)22-18-10-6-4-8-16(18)21/h3-13,24H,1-2H3,(H,22,23);   InChIKey=XCPGHVQEEXUHNC-UHFFFAOYSA-N;   SMILES=COc1cc(NS(C)(=O)=O)ccc1Nc1c2ccccc2nc2ccccc12;   amsacrina;   amsacrinum;   mAMSA
 xref: Beilstein:500176;   CAS:51264-14-3;   DrugBank:DB00276;   Drug_Central:203;   HMDB:HMDB0014421;   KEGG:C01553;   KEGG:D02321
 xref_mesh: MESH:D000677
 xref: PMID:17675230;   PMID:9625435;   Reaxys:500176;   Wikipedia:Amsacrine


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amsacrine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Alb albumin affects binding ISO Amsacrine analog binds to ALB protein; Amsacrine binds to ALB protein CTD PMID:10803926 NCBI chr14:19,176,275...19,191,793
Ensembl chr14:19,176,277...19,191,863
JBrowse link
G Ar androgen receptor multiple interactions ISO Amsacrine binds to and results in decreased activity of AR protein CTD PMID:25752796 NCBI chr  X:67,656,253...67,828,998
Ensembl chr  X:67,656,253...67,829,026
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases response to substance ISO BAX protein results in increased susceptibility to Amsacrine CTD PMID:16177561 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases response to substance ISO BCL2 protein results in decreased susceptibility to Amsacrine CTD PMID:10920913 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Casp2 caspase 2 increases splicing
increases expression
ISO Amsacrine results in increased splicing of CASP2 mRNA
Amsacrine results in increased expression of CASP2 mRNA alternative form
CTD PMID:14757846 NCBI chr 4:71,652,358...71,670,228
Ensembl chr 4:71,652,354...71,670,239
JBrowse link
G Ccna2 cyclin A2 multiple interactions ISO Amsacrine results in increased degradation of and results in decreased expression of CCNA2 protein CTD PMID:11774253 NCBI chr 2:123,274,727...123,282,266
Ensembl chr 2:123,275,881...123,282,214
JBrowse link
G Ccnb1 cyclin B1 multiple interactions ISO Amsacrine results in increased degradation of and results in decreased expression of CCNB1 protein CTD PMID:11774253 NCBI chr 2:30,782,133...30,791,106
Ensembl chr 2:30,783,915...30,791,221
JBrowse link
G Ccne1 cyclin E1 increases expression ISO Amsacrine results in increased expression of CCNE1 protein CTD PMID:11774253 NCBI chr 1:94,485,830...94,495,112
Ensembl chr 1:94,485,832...94,494,980
JBrowse link
G Egf epidermal growth factor multiple interactions ISO [EGF protein results in decreased expression of TOP2A protein] which results in decreased susceptibility to Amsacrine CTD PMID:16969495 NCBI chr 2:68,820,616...68,895,537 JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO Amsacrine binds to and results in decreased activity of ESR1 protein CTD PMID:25752796 NCBI chr 1:41,192,029...41,594,799
Ensembl chr 1:41,192,824...41,594,796
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 multiple interactions ISO Amsacrine binds to and results in decreased activity of KCNH2 protein CTD PMID:15148258 NCBI chr 4:7,355,066...7,387,282
Ensembl chr 4:7,355,574...7,387,253
JBrowse link
G Mapk12 mitogen-activated protein kinase 12 increases activity
affects response to substance
multiple interactions
ISO Amsacrine results in increased activity of MAPK12 protein
MAPK12 protein affects the susceptibility to Amsacrine
[MAPK12 protein results in increased phosphorylation of TOP2A protein] which results in increased susceptibility to Amsacrine; [MAPK12 protein results in increased stability of TOP2A protein] which results in increased susceptibility to Amsacrine
CTD PMID:21878638 NCBI chr 7:130,109,214...130,120,918
Ensembl chr 7:130,109,663...130,120,579
JBrowse link
G Mdm2 MDM2 proto-oncogene decreases response to substance ISO MDM2 promoter SNP results in decreased susceptibility to Amsacrine CTD PMID:17575151 NCBI chr 7:60,719,060...60,743,618
Ensembl chr 7:60,719,066...60,743,328
JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor decreases expression ISO Amsacrine results in decreased expression of MYC mRNA CTD PMID:11585056 NCBI chr 7:102,586,313...102,591,240
Ensembl chr 7:102,586,313...102,591,240
JBrowse link
G Ncl nucleolin affects response to substance ISO NCL protein affects the susceptibility to Amsacrine CTD PMID:16600179 NCBI chr 9:93,369,119...93,377,643
Ensembl chr 9:93,368,932...93,377,643
JBrowse link
G Pgr progesterone receptor multiple interactions ISO Amsacrine binds to and results in decreased activity of PGR protein CTD PMID:25752796 NCBI chr 8:7,128,656...7,187,796
Ensembl chr 8:7,128,656...7,187,796
JBrowse link
G Prc1 protein regulator of cytokinesis 1 decreases expression ISO Amsacrine results in decreased expression of PRC1 mRNA CTD PMID:17374387 NCBI chr 1:142,087,181...142,108,746
Ensembl chr 1:142,087,208...142,108,746
JBrowse link
G Rad51 RAD51 recombinase affects response to substance ISO RAD51 protein affects the susceptibility to Amsacrine CTD PMID:16600179 NCBI chr 3:110,918,240...110,942,920
Ensembl chr 3:110,918,243...110,942,917
JBrowse link
G Rarb retinoic acid receptor, beta increases expression ISO Amsacrine results in increased expression of RARB mRNA alternative form CTD PMID:17608728 NCBI chr15:9,915,223...10,262,599
Ensembl chr15:10,120,206...10,262,599
JBrowse link
G Thra thyroid hormone receptor alpha multiple interactions ISO Amsacrine binds to and results in decreased activity of THRA protein CTD PMID:25752796 NCBI chr10:86,657,285...86,684,935
Ensembl chr10:86,657,285...86,684,933
JBrowse link
G Tnfrsf11b TNF receptor superfamily member 11B increases expression ISO Amsacrine results in increased expression of TNFRSF11B mRNA CTD PMID:11459812 NCBI chr 7:93,798,580...93,826,586
Ensembl chr 7:93,798,545...93,826,665
JBrowse link
G Tnfsf11 TNF superfamily member 11 decreases expression ISO Amsacrine results in decreased expression of TNFSF11 mRNA CTD PMID:11459812 NCBI chr15:60,482,527...60,512,704
Ensembl chr15:60,482,527...60,512,704
JBrowse link
G Top2a DNA topoisomerase II alpha multiple interactions
affects response to substance
decreases response to substance
ISO [EGF protein results in decreased expression of TOP2A protein] which results in decreased susceptibility to Amsacrine; [MAPK12 protein results in increased phosphorylation of TOP2A protein] which results in increased susceptibility to Amsacrine; [MAPK12 protein results in increased stability of TOP2A protein] which results in increased susceptibility to Amsacrine
TOP2A protein modified form affects the susceptibility to Amsacrine
TOP2A gene mutant form results in decreased susceptibility to Amsacrine; TOP2A protein mutant form results in decreased susceptibility to Amsacrine
CTD PMID:1651812, PMID:10727526, PMID:11470519, PMID:11676865, PMID:12569090, PMID:16969495, PMID:21878638 NCBI chr10:86,901,467...86,930,947
Ensembl chr10:86,901,007...86,932,154
JBrowse link
G Top2b DNA topoisomerase II beta decreases response to substance ISO TOP2B protein mutant form results in decreased susceptibility to Amsacrine CTD PMID:15322234, PMID:16239602, PMID:16549872 NCBI chr15:10,262,972...10,319,741
Ensembl chr15:10,262,651...10,320,233
JBrowse link
G Tp53 tumor protein p53 increases activity
increases glutathionylation
multiple interactions
increases expression
ISO Amsacrine analog results in increased activity of TP53 protein
Amsacrine results in increased glutathionylation of TP53 protein
Amsacrine results in increased stability of and results in increased activity of TP53 protein
Amsacrine results in increased expression of TP53 protein
CTD PMID:11774253, PMID:12082016, PMID:16177561, PMID:17555331 NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link
G Tp53i3 tumor protein p53 inducible protein 3 increases expression ISO Amsacrine results in increased expression of TP53I3 mRNA CTD PMID:17374387 NCBI chr13:75,101,759...75,145,967
Ensembl chr13:75,105,615...75,143,441
JBrowse link
G Ube2c ubiquitin-conjugating enzyme E2C decreases expression ISO Amsacrine results in decreased expression of UBE2C mRNA CTD PMID:17374387 NCBI chr 3:161,236,971...161,239,371
Ensembl chr 3:161,236,898...161,241,159
JBrowse link
G Wrn WRN RecQ like helicase increases response to substance ISO WRN gene mutant form results in increased susceptibility to Amsacrine CTD PMID:10725663 NCBI chr16:62,483,773...62,619,018
Ensembl chr16:62,483,761...62,615,375
JBrowse link

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              amsacrine 28
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                              organic cyclic compound 19282
                                organic heterocyclic compound 18407
                                  organic heteropolycyclic compound 17820
                                    organic heterotricyclic compound 14571
                                      dibenzopyridine 154
                                        acridines 121
                                          amsacrine 28
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