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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: 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 chr14:17,891,564...17,907,043
Ensembl chr14:17,891,582...17,911,865
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:67,135,317...67,304,476
Ensembl chr  X:67,135,317...67,304,467
JBrowse link
G Atg7 autophagy related 7 decreases expression ISO Amsacrine results in decreased expression of ATG7 protein CTD PMID:37451322 NCBI chr 4:149,390,000...149,597,534
Ensembl chr 4:149,391,390...149,598,319
JBrowse link
G Atm ATM serine/threonine kinase multiple interactions ISO ATM protein promotes the reaction [Amsacrine results in increased phosphorylation of H2AX protein] CTD PMID:37451322 NCBI chr 8:62,724,939...62,829,040
Ensembl chr 8:62,727,291...62,828,629
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 1:105,076,472...105,081,906
Ensembl chr 1:105,076,473...105,086,429
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases response to substance ISO BCL2 protein results in decreased susceptibility to Amsacrine CTD PMID:10920913 NCBI chr13:23,204,464...23,366,900
Ensembl chr13:23,204,464...23,366,900
JBrowse link
G Bcl2l1 Bcl2-like 1 decreases expression
multiple interactions
ISO Amsacrine results in decreased expression of BCL2L1 protein
[[Amsacrine results in decreased phosphorylation of MAPK1 protein] which results in decreased expression of ELAVL1 mRNA] which results in increased degradation of BCL2L1 mRNA; [[Amsacrine results in decreased phosphorylation of MAPK3 protein] which results in decreased expression of ELAVL1 mRNA] which results in increased degradation of BCL2L1 mRNA; ELAVL1 protein inhibits the reaction [Amsacrine results in decreased expression of BCL2L1 mRNA]; ELAVL1 protein inhibits the reaction [Amsacrine results in increased degradation of BCL2L1 mRNA]
CTD PMID:37451322 NCBI chr 3:161,713,777...161,764,844
Ensembl chr 3:161,745,540...161,764,907
Ensembl chr 1:161,745,540...161,764,907
JBrowse link
G Becn1 beclin 1 increases expression ISO Amsacrine results in increased expression of BECN1 protein CTD PMID:37451322 NCBI chr10:86,731,649...86,747,002
Ensembl chr10:86,731,650...86,747,002
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 4:72,116,265...72,134,023
Ensembl chr 4:72,116,246...72,134,022
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 2:121,355,363...121,361,762
Ensembl chr 2:121,355,363...121,361,701
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 2:33,646,252...33,655,225
Ensembl chr 2:33,646,252...33,655,225
JBrowse link
G Ccne1 cyclin E1 increases expression ISO Amsacrine results in increased expression of CCNE1 protein CTD PMID:11774253 NCBI chr 1:99,918,672...99,927,986
Ensembl chr 1:99,918,674...99,927,822
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 2:220,893,660...220,976,331
Ensembl chr 2:220,893,660...220,976,297
JBrowse link
G Elavl1 ELAV like RNA binding protein 1 decreases expression
multiple interactions
ISO Amsacrine results in decreased expression of ELAVL1 protein
[[Amsacrine results in decreased phosphorylation of MAPK1 protein] which results in decreased expression of ELAVL1 mRNA] which results in increased degradation of BCL2L1 mRNA; [[Amsacrine results in decreased phosphorylation of MAPK3 protein] which results in decreased expression of ELAVL1 mRNA] which results in increased degradation of BCL2L1 mRNA; [Amsacrine results in increased expression of MIR22] which results in decreased expression of ELAVL1 mRNA; Amsacrine results in decreased expression of and results in decreased stability of ELAVL1 mRNA; ELAVL1 protein inhibits the reaction [Amsacrine results in decreased expression of BCL2L1 mRNA]; ELAVL1 protein inhibits the reaction [Amsacrine results in increased degradation of BCL2L1 mRNA]; GLX351322 inhibits the reaction [Amsacrine results in decreased expression of ELAVL1 protein]
CTD PMID:37451322 NCBI chr12:7,441,699...7,482,625
Ensembl chr12:7,441,699...7,482,631
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 1:43,511,685...43,904,454
Ensembl chr 1:43,644,392...43,900,354
JBrowse link
G H2ax H2A.X variant histone increases phosphorylation
multiple interactions
ISO Amsacrine results in increased phosphorylation of H2AX protein
ATM protein promotes the reaction [Amsacrine results in increased phosphorylation of H2AX protein]
CTD PMID:37451322 NCBI chr 8:53,568,718...53,570,072
Ensembl chr 8:53,568,281...53,573,079
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 4:11,719,357...11,751,424
Ensembl chr 4:11,692,980...11,751,421
JBrowse link
G Map1lc3b microtubule-associated protein 1 light chain 3 beta increases expression ISO Amsacrine results in increased expression of MAP1LC3B protein CTD PMID:37451322 NCBI chr19:66,571,631...66,582,270
Ensembl chr19:66,574,407...66,584,358
Ensembl chr16:66,574,407...66,584,358
JBrowse link
G Map2k1 mitogen activated protein kinase kinase 1 multiple interactions ISO MAP2K1 protein inhibits the reaction [Amsacrine results in decreased phosphorylation of MAPK1 protein]; MAP2K1 protein inhibits the reaction [Amsacrine results in decreased phosphorylation of MAPK3 protein]; MAP2K1 protein inhibits the reaction [Amsacrine results in increased expression of MIR22 protein] CTD PMID:37451322 NCBI chr 8:73,578,747...73,650,184
Ensembl chr 8:73,578,752...73,650,184
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
decreases phosphorylation
ISO [[Amsacrine results in decreased phosphorylation of MAPK1 protein] which results in decreased expression of ELAVL1 mRNA] which results in increased degradation of BCL2L1 mRNA; GLX351322 inhibits the reaction [Amsacrine results in decreased phosphorylation of MAPK1 protein]; MAP2K1 protein inhibits the reaction [Amsacrine results in decreased phosphorylation of MAPK1 protein]; MitoTEMPO inhibits the reaction [Amsacrine results in decreased phosphorylation of MAPK1 protein] CTD PMID:37451322 NCBI chr11:97,462,025...97,529,193
Ensembl chr11:97,462,025...97,527,825
JBrowse link
G Mapk12 mitogen-activated protein kinase 12 increases activity
multiple interactions
affects response to substance
ISO Amsacrine results in increased activity of MAPK12 protein
[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
MAPK12 protein affects the susceptibility to Amsacrine
CTD PMID:21878638 NCBI chr 7:122,085,647...122,096,307
Ensembl chr 7:122,085,913...122,096,307
JBrowse link
G Mapk3 mitogen activated protein kinase 3 decreases phosphorylation
multiple interactions
ISO Amsacrine results in decreased phosphorylation of MAPK3 protein
[[Amsacrine results in decreased phosphorylation of MAPK3 protein] which results in decreased expression of ELAVL1 mRNA] which results in increased degradation of BCL2L1 mRNA; GLX351322 inhibits the reaction [Amsacrine results in decreased phosphorylation of MAPK3 protein]; MAP2K1 protein inhibits the reaction [Amsacrine results in decreased phosphorylation of MAPK3 protein]; MitoTEMPO inhibits the reaction [Amsacrine results in decreased phosphorylation of MAPK3 protein]
CTD PMID:37451322 NCBI chr 1:190,797,189...190,803,411
Ensembl chr 1:190,797,185...190,803,411
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 7:55,176,558...55,201,757
Ensembl chr 7:55,176,560...55,200,791
JBrowse link
G Mir22 microRNA 22 increases expression
multiple interactions
ISO Amsacrine results in increased expression of MIR22
[Amsacrine results in increased expression of MIR22] which results in decreased expression of ELAVL1 mRNA; MAP2K1 protein inhibits the reaction [Amsacrine results in increased expression of MIR22 protein]
CTD PMID:37451322 NCBI chr10:60,805,331...60,805,425
Ensembl chr10:60,805,331...60,805,425
JBrowse link
G Mir25 microRNA 25 decreases expression
multiple interactions
ISO Amsacrine results in decreased expression of MIR25
SIDT2 protein promotes the reaction [Amsacrine results in decreased expression of MIR25 protein]
CTD PMID:37451322 NCBI chr12:22,156,641...22,156,724 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 7:95,483,105...95,488,031
Ensembl chr 7:95,483,105...95,488,028
JBrowse link
G Ncl nucleolin affects response to substance ISO NCL protein affects the susceptibility to Amsacrine CTD PMID:16600179 NCBI chr 9:94,447,559...94,456,083
Ensembl chr 9:94,446,682...94,456,083
JBrowse link
G Nox4 NADPH oxidase 4 increases expression
multiple interactions
ISO Amsacrine results in increased expression of NOX4 protein
Amsacrine results in increased expression of and results in decreased degradation of NOX4 mRNA; SIDT2 protein promotes the reaction [Amsacrine results in increased expression of NOX4 mRNA]; SIDT2 protein promotes the reaction [Amsacrine results in increased expression of NOX4 protein]
CTD PMID:37451322 NCBI chr 1:150,313,736...150,491,480
Ensembl chr 1:150,313,728...150,491,483
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 8:14,354,398...14,413,271
Ensembl chr 8:14,354,398...14,413,271
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 1:143,659,312...143,681,019
Ensembl chr 1:143,659,481...143,681,012
JBrowse link
G Rad51 RAD51 recombinase affects response to substance ISO RAD51 protein affects the susceptibility to Amsacrine CTD PMID:16600179 NCBI chr 3:126,554,210...126,578,888
Ensembl chr 3:126,554,190...126,579,469
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 chr15:10,837,252...11,482,037
Ensembl chr15:11,131,358...11,482,040
JBrowse link
G Sidt2 SID1 transmembrane family, member 2 multiple interactions
increases expression
ISO SIDT2 protein promotes the reaction [Amsacrine results in decreased expression of MIR25 protein]; SIDT2 protein promotes the reaction [Amsacrine results in increased expression of NOX4 mRNA]; SIDT2 protein promotes the reaction [Amsacrine results in increased expression of NOX4 protein]
Amsacrine results in increased expression of SIDT2 protein
CTD PMID:37451322 NCBI chr 8:55,129,091...55,146,446
Ensembl chr 8:55,129,091...55,145,408
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 chr10:84,198,141...84,225,659
Ensembl chr10:84,197,011...84,225,657
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 7:87,456,318...87,484,324
Ensembl chr 7:87,456,319...87,485,075
JBrowse link
G Tnfsf11 TNF superfamily member 11 decreases expression ISO Amsacrine results in decreased expression of TNFSF11 mRNA CTD PMID:11459812 NCBI chr15:60,083,008...60,114,479
Ensembl chr15:60,083,008...60,114,479
JBrowse link
G Top2a DNA topoisomerase II alpha multiple interactions
decreases response to substance
affects 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 gene mutant form results in decreased susceptibility to Amsacrine; TOP2A protein mutant form results in decreased susceptibility to Amsacrine
TOP2A protein modified form affects the susceptibility to Amsacrine
CTD PMID:1651812 PMID:10727526 PMID:11470519 PMID:11676865 PMID:12569090 More... NCBI chr10:84,441,954...84,473,093
Ensembl chr10:84,441,954...84,473,366
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 chr15:11,482,089...11,542,464
Ensembl chr15:11,482,089...11,542,464
JBrowse link
G Tp53 tumor protein p53 increases activity
increases expression
multiple interactions
increases glutathionylation
ISO Amsacrine analog results in increased activity of TP53 protein
Amsacrine results in increased expression of TP53 protein
Amsacrine results in increased stability of and results in increased activity of TP53 protein
Amsacrine results in increased glutathionylation of TP53 protein
CTD PMID:11774253 PMID:12082016 PMID:16177561 PMID:17555331 NCBI chr10:54,798,871...54,810,300
Ensembl chr10:54,798,851...54,810,299
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 chr 6:33,537,779...33,545,204 JBrowse link
G Ube2c ubiquitin-conjugating enzyme E2C decreases expression ISO Amsacrine results in decreased expression of UBE2C mRNA CTD PMID:17374387 NCBI chr 3:173,925,975...173,928,375
Ensembl chr 3:173,925,934...173,932,678
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 chr16:65,466,552...65,602,951
Ensembl chr16:65,456,254...65,602,951
JBrowse link

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