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: 6-bromoindirubin-3'-oxime
Accession: CHEBI:86290
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Definition: A member of the class of biindoles that is indirubin substituted at position 6 by a bromo group and in which the keto group at position 3' has undergone condensation with hydroxylamine to form the corresponding oxime.
Synonyms: exact_synonym: (3Z)-6-bromo-3-[(3E)-3-(hydroxyimino)-1,3-dihydro-2H-indol-2-ylidene]-1,3-dihydro-2H-indol-2-one
related_synonym: (2Z,3E)-6'-bromo-2,3'-biindole-2',3(1H,1'H)-dione 3-oxime; (2Z,3E)-6-Bromoindirubin-3'-oxime; 6-BIO; Formula=C16H10BrN3O2; InChI=1S/C16H10BrN3O2/c17-8-5-6-9-12(7-8)19-16(21)13(9)15-14(20-22)10-3-1-2-4-11(10)18-15/h1-7,18,22H,(H,19,21)/b15-13-,20-14+; InChIKey=DDLZLOKCJHBUHD-WAVHTBQISA-N; SMILES=O\\N=C1\\C(\\Nc2ccccc\\12)=C1\\C(=O)Nc2cc(Br)ccc12
alt_id: CHEBI:47271; MESH:C483321
xref_mesh: MESH:C483321
xref: PDBeChem:BRW; PMID:25130776; PMID:25329250; PMID:25437011; PMID:25592083; PMID:25727520; PMID:25869056; Reaxys:9653830
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Abcb1a
ATP binding cassette subfamily B member 1A
multiple interactions increases expression
ISO EXP
6-bromoindirubin-3'-oxime results in increased expression of and results in increased activity of ABCB1 protein 6-bromoindirubin-3'-oxime results in increased expression of ABCB1 mRNA 6-bromoindirubin-3'-oxime results in increased expression of ABCB1A mRNA; 6-bromoindirubin-3'-oxime results in increased expression of ABCB1A protein
CTD
PMID:18624906
NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
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Abcc2
ATP binding cassette subfamily C member 2
increases expression
ISO
6-bromoindirubin-3'-oxime results in increased expression of ABCC2 mRNA; 6-bromoindirubin-3'-oxime results in increased expression of ABCC2 protein
CTD
PMID:18624906
NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238
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Abcc4
ATP binding cassette subfamily C member 4
increases expression
ISO
6-bromoindirubin-3'-oxime results in increased expression of ABCC4 mRNA; 6-bromoindirubin-3'-oxime results in increased expression of ABCC4 protein
CTD
PMID:18624906
NCBI chr15:95,541,186...95,774,898
Ensembl chr15:95,542,315...95,774,283
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Abcg2
ATP binding cassette subfamily G member 2
increases expression
ISO
6-bromoindirubin-3'-oxime results in increased expression of ABCG2 mRNA; 6-bromoindirubin-3'-oxime results in increased expression of ABCG2 protein
CTD
PMID:18624906
NCBI chr 4:87,676,241...87,802,757
Ensembl chr 4:87,745,319...87,802,409
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Ahr
aryl hydrocarbon receptor
multiple interactions
ISO
6-bromoindirubin-3'-oxime binds to and results in increased activity of AHR protein
CTD
PMID:26259606
NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
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Aifm1
apoptosis inducing factor, mitochondria associated 1
multiple interactions
ISO
[sorafenib co-treated with 6-bromoindirubin-3'-oxime] affects the localization of AIFM1 protein
CTD
PMID:17991738
NCBI chr X:127,650,223...127,689,356
Ensembl chr X:127,650,226...127,689,256
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Casp8
caspase 8
multiple interactions
ISO
6-bromoindirubin-3'-oxime promotes the reaction [Paraquat results in increased expression of CASP8 protein modified form]
CTD
PMID:28414160
NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
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Ccnd1
cyclin D1
increases expression
ISO EXP
6-bromoindirubin-3'-oxime results in increased expression of CCND1 mRNA
CTD
PMID:18624906
NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
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Cdx1
caudal type homeo box 1
multiple interactions
ISO
[Valproic Acid co-treated with 6-bromoindirubin-3'-oxime] results in increased expression of CDX1 mRNA
CTD
PMID:27693483
NCBI chr18:54,472,448...54,499,799
Ensembl chr18:54,473,444...54,490,814
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Ctnnb1
catenin beta 1
multiple interactions increases expression decreases phosphorylation
ISO
[6-bromoindirubin-3'-oxime co-treated with DHFR mRNA] affects the expression of CTNNB1 protein; broussochalcone A inhibits the reaction [6-bromoindirubin-3'-oxime results in increased expression of CTNNB1 protein]; Methotrexate promotes the reaction [6-bromoindirubin-3'-oxime results in decreased phosphorylation of CTNNB1 protein]
CTD
PMID:18624906 PMID:19727391 PMID:26259606 PMID:31163223
NCBI chr 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111
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Cyp1a2
cytochrome P450, family 1, subfamily a, polypeptide 2
increases expression multiple interactions
ISO
6-bromoindirubin-3'-oxime results in increased expression of CYP1A2 mRNA 6-bromoindirubin-3'-oxime results in increased expression of and results in increased activity of CYP1A2 protein
CTD
PMID:26259606
NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
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Cyp26a1
cytochrome P450, family 26, subfamily a, polypeptide 1
multiple interactions
ISO
[Valproic Acid co-treated with 6-bromoindirubin-3'-oxime] affects the expression of CYP26A1 mRNA
CTD
PMID:27693483
NCBI chr 1:235,471,368...235,475,204
Ensembl chr 1:235,471,298...235,475,204
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Ddx3x
DEAD-box helicase 3, X-linked
multiple interactions
ISO
6-bromoindirubin-3'-oxime promotes the reaction [Paraquat inhibits the reaction [TNFRSF10B protein binds to DDX3X protein]]; 6-bromoindirubin-3'-oxime promotes the reaction [Paraquat results in decreased expression of DDX3X protein modified form]
CTD
PMID:28414160
NCBI chr X:9,479,532...9,493,455
Ensembl chr X:9,479,532...9,493,168
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Dhfr
dihydrofolate reductase
multiple interactions
ISO
[6-bromoindirubin-3'-oxime co-treated with DHFR mRNA] affects the expression of CTNNB1 protein
CTD
PMID:19727391
NCBI chr 2:23,585,876...23,611,199
Ensembl chr 2:23,586,031...23,613,713
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Diablo
diablo, IAP-binding mitochondrial protein
multiple interactions
ISO
6-bromoindirubin-3'-oxime promotes the reaction [sorafenib affects the localization of DIABLO protein]
CTD
PMID:17991738
NCBI chr12:33,055,784...33,070,400
Ensembl chr12:33,055,263...33,070,387
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Gsk3a
glycogen synthase kinase 3 alpha
multiple interactions
ISO
6-bromoindirubin-3'-oxime promotes the reaction [Paraquat results in decreased expression of GSK3A protein modified form]
CTD
PMID:28414160
NCBI chr 1:80,815,843...80,825,732
Ensembl chr 1:80,815,850...80,825,802
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Gsk3b
glycogen synthase kinase 3 beta
decreases activity multiple interactions increases phosphorylation
ISO
6-bromoindirubin-3'-oxime results in decreased activity of GSK3B protein 6-bromoindirubin-3'-oxime promotes the reaction [Paraquat inhibits the reaction [TNFRSF10B protein binds to GSK3B protein]]; 6-bromoindirubin-3'-oxime promotes the reaction [Paraquat results in decreased expression of GSK3B protein modified form]; Methotrexate promotes the reaction [6-bromoindirubin-3'-oxime results in increased phosphorylation of GSK3B protein]
CTD
PMID:17991738 PMID:19727391 PMID:28414160
NCBI chr11:62,498,997...62,648,665
Ensembl chr11:62,504,316...62,648,646
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Hoxa1
homeobox A1
multiple interactions
ISO
[Valproic Acid co-treated with 6-bromoindirubin-3'-oxime] affects the expression of HOXA1 mRNA
CTD
PMID:27693483
NCBI chr 4:81,255,814...81,258,504
Ensembl chr 4:81,255,883...81,258,504
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Il6
interleukin 6
multiple interactions
ISO
[6-bromoindirubin-3'-oxime co-treated with Methotrexate] inhibits the reaction [Lipopolysaccharides results in increased secretion of IL6 protein]
CTD
PMID:19727391
NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
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Lgr5
leucine rich repeat containing G protein coupled receptor 5
increases expression
ISO
6-bromoindirubin-3'-oxime results in increased expression of LGR5 mRNA
CTD
PMID:26259606
NCBI chr 7:51,087,059...51,221,882
Ensembl chr 7:51,088,239...51,222,446
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Mcl1
MCL1 apoptosis regulator, BCL2 family member
decreases expression
ISO
6-bromoindirubin-3'-oxime results in decreased expression of MCL1 protein
CTD
PMID:17991738
NCBI chr 2:183,219,137...183,235,676
Ensembl chr 2:183,219,220...183,222,303
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Parp1
poly (ADP-ribose) polymerase 1
multiple interactions
ISO
6-bromoindirubin-3'-oxime promotes the reaction [Paraquat results in increased expression of PARP1 protein modified form]
CTD
PMID:28414160
NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
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Pmaip1
phorbol-12-myristate-13-acetate-induced protein 1
multiple interactions
ISO
6-bromoindirubin-3'-oxime inhibits the reaction [sorafenib results in decreased expression of PMAIP1 protein]
CTD
PMID:17991738
NCBI chr18:59,986,187...59,990,174
Ensembl chr18:59,986,017...59,992,429
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Pou5f1
POU class 5 homeobox 1
multiple interactions
ISO
[Valproic Acid co-treated with 6-bromoindirubin-3'-oxime] results in decreased expression of POU5F1 mRNA
CTD
PMID:27693483
NCBI chr20:3,223,128...3,227,891
Ensembl chr20:3,223,129...3,227,891
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Tnf
tumor necrosis factor
multiple interactions
ISO
[6-bromoindirubin-3'-oxime co-treated with Methotrexate] inhibits the reaction [Lipopolysaccharides results in increased secretion of TNF protein]
CTD
PMID:19727391
NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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Wnt3
Wnt family member 3
multiple interactions
ISO
[Valproic Acid co-treated with 6-bromoindirubin-3'-oxime] results in decreased expression of WNT3 mRNA
CTD
PMID:27693483
NCBI chr10:88,680,248...88,724,170
Ensembl chr10:88,680,248...88,724,099
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