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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:indirubin-3'-monoxime
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Accession:CHEBI:43645 term browser browse the term
Definition:A member of the class of biindoles that is indirubin in which the keto group at position 3' has undergone condensation with hydroxylamine to form the corresponding oxime.
Synonyms:exact_synonym: (3Z)-3-[(3E)-3-(hydroxyimino)-1,3-dihydro-2H-indol-2-ylidene]-1,3-dihydro-2H-indol-2-one
 related_synonym: 1H,1'H-[2,3']biindolylidene3,2'-dione-3-oxime;   Formula=C16H11N3O2;   InChI=1S/C16H11N3O2/c20-16-13(9-5-1-3-7-11(9)18-16)15-14(19-21)10-6-2-4-8-12(10)17-15/h1-8,17,21H,(H,18,20)/b15-13-,19-14+;   InChIKey=HBDSHCUSXQATPO-BGBJRWHRSA-N;   SMILES=N1/C(/C(/C2=C1C=CC=C2)=N/O)=C/3\\C(NC4=C3C=CC=C4)=O;   indirubin-3'-oxime
 alt_id: MESH:C474021
 xref: DrugBank:DB02052
 xref_mesh: MESH:C474021
 xref: PDBeChem:IXM;   PMID:14529625;   PMID:15689152;   PMID:20946938;   PMID:23117445;   PMID:24232498;   PMID:24243753;   PMID:24815917;   PMID:25234596;   PMID:25451564;   PMID:26346600;   PMID:26571010;   Reaxys:7594308


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indirubin-3'-monoxime term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Actb actin, beta affects expression ISO indirubin-3'-monoxime affects the expression of ACTB protein CTD PMID:18958680 NCBI chr12:16,776,664...16,779,634
Ensembl chr12:11,663,109...11,672,877 		JBrowse link
G Ahr aryl hydrocarbon receptor multiple interactions
affects binding 		ISO AHR protein affects the susceptibility to [indirubin-3'-monoxime results in decreased expression of CD86 protein]; AHR protein affects the susceptibility to [indirubin-3'-monoxime results in decreased expression of ITGAX protein]
indirubin-3'-monoxime binds to AHR protein
indirubin-3'-monoxime binds to and results in increased activity of AHR protein 		CTD PMID:15001395 PMID:21948866 NCBI chr 6:57,961,423...57,998,901
Ensembl chr 6:52,234,089...52,271,568 		JBrowse link
G Aldh1a1 aldehyde dehydrogenase 1 family, member A1 multiple interactions
increases expression 		ISO Lipopolysaccharides affects the susceptibility to [indirubin-3'-monoxime results in increased expression of ALDH1A1 protein] CTD PMID:21948866 NCBI chr 1:227,426,939...227,579,497
Ensembl chr 1:218,042,127...218,152,961 		JBrowse link
G Aldh1a2 aldehyde dehydrogenase 1 family, member A2 decreases expression ISO indirubin-3'-monoxime results in decreased expression of ALDH1A2 protein CTD PMID:21948866 NCBI chr 8:71,877,850...71,957,107
Ensembl chr 8:71,877,850...71,957,107 		JBrowse link
G Aqp9 aquaporin 9 multiple interactions ISO indirubin-3'-monoxime promotes the reaction [tetraarsenic tetrasulfide results in increased expression of AQP9 mRNA]; indirubin-3'-monoxime promotes the reaction [tetraarsenic tetrasulfide results in increased expression of AQP9 protein] CTD PMID:18344322 NCBI chr 8:71,797,231...71,837,485
Ensembl chr 8:71,797,234...71,837,395 		JBrowse link
G Ar androgen receptor increases activity ISO indirubin-3'-monoxime analog results in increased activity of AR protein; indirubin-3'-monoxime results in increased activity of AR protein CTD PMID:21111724 NCBI chr  X:67,135,317...67,304,476
Ensembl chr  X:63,104,771...63,273,925 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator decreases expression ISO indirubin-3'-monoxime results in decreased expression of BAX mRNA CTD PMID:18958680 NCBI chr 1:105,076,472...105,081,906
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bcl2l1 Bcl2-like 1 multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in increased expression of BCL2L1 mRNA CTD PMID:18958680 NCBI chr 3:161,713,777...161,764,844
Ensembl chr 3:141,253,523...141,303,479
Ensembl chr 1:141,253,523...141,303,479 		JBrowse link
G Casp8 caspase 8 multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in increased expression of CASP8 mRNA CTD PMID:18958680 NCBI chr 9:67,747,109...67,806,699
Ensembl chr 9:60,264,075...60,312,542 		JBrowse link
G Cat catalase multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of CAT mRNA CTD PMID:18958680 NCBI chr 3:110,297,340...110,329,526
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Ccl4 C-C motif chemokine ligand 4 multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of CCL4 mRNA CTD PMID:18958680 NCBI chr10:68,466,394...68,468,229
Ensembl chr10:68,452,052...68,468,231 		JBrowse link
G Cd40 CD40 molecule multiple interactions
decreases expression 		ISO [Lipopolysaccharides co-treated with indirubin-3'-monoxime] results in decreased expression of CD40 protein; indirubin-3'-monoxime inhibits the reaction [Lipopolysaccharides results in increased expression of CD40 protein]
indirubin-3'-monoxime results in decreased expression of CD40 protein 		CTD PMID:21948866 NCBI chr 3:174,209,113...174,224,592
Ensembl chr 3:153,790,449...153,805,534 		JBrowse link
G Cd80 Cd80 molecule increases expression
multiple interactions 		ISO indirubin-3'-monoxime results in increased expression of CD80 protein
[Lipopolysaccharides co-treated with indirubin-3'-monoxime] results in increased expression of CD80 protein; indirubin-3'-monoxime promotes the reaction [Lipopolysaccharides results in increased expression of CD80 protein] 		CTD PMID:21948866 NCBI chr11:75,760,073...75,798,978
Ensembl chr11:62,254,624...62,292,030 		JBrowse link
G Cd86 CD86 molecule multiple interactions
decreases expression 		ISO [Lipopolysaccharides co-treated with indirubin-3'-monoxime] results in decreased expression of CD86 protein; AHR protein affects the susceptibility to [indirubin-3'-monoxime results in decreased expression of CD86 protein]; indirubin-3'-monoxime inhibits the reaction [Lipopolysaccharides results in increased expression of CD86 protein] CTD PMID:21948866 NCBI chr11:77,647,565...77,706,178
Ensembl chr11:64,163,828...64,200,818 		JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases activity ISO indirubin-3'-monoxime results in decreased activity of CDK2 protein CTD PMID:12534346 NCBI chr 7:1,714,392...1,721,964
Ensembl chr 7:1,129,811...1,137,403 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in increased expression of CDKN1A mRNA CTD PMID:18958680 NCBI chr20:7,150,820...7,161,373
Ensembl chr20:7,149,217...7,159,585 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
increases expression 		ISO
EXP 		[indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate co-treated with Lipopolysaccharides] results in increased expression of CYP1A1 mRNA; [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in increased expression of CYP1A1 mRNA; [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in increased expression of CYP1A1 protein
indirubin-3'-monoxime results in increased expression of CYP1A1 mRNA
indirubin-3'-monoxime results in increased expression of CYP1A1 protein 		CTD PMID:15001395 PMID:18958680 PMID:21948866 NCBI chr 8:66,991,940...66,998,014
Ensembl chr 8:58,096,077...58,102,125 		JBrowse link
G Ephx2 epoxide hydrolase 2 decreases expression ISO indirubin-3'-monoxime results in decreased expression of EPHX2 mRNA CTD PMID:18958680 NCBI chr15:44,465,447...44,503,157
Ensembl chr15:40,289,902...40,327,615 		JBrowse link
G Gpx1 glutathione peroxidase 1 decreases expression ISO indirubin-3'-monoxime results in decreased expression of GPX1 mRNA CTD PMID:18958680 NCBI chr 8:117,905,462...117,906,588
Ensembl chr 8:109,026,905...109,028,024 		JBrowse link
G Gsk3b glycogen synthase kinase 3 beta decreases activity ISO indirubin-3'-monoxime results in decreased activity of GSK3B protein CTD PMID:12534346 NCBI chr11:76,004,502...76,154,665
Ensembl chr11:62,504,316...62,648,646 		JBrowse link
G Gsr glutathione-disulfide reductase increases expression ISO indirubin-3'-monoxime results in increased expression of GSR mRNA CTD PMID:18958680 NCBI chr16:65,185,574...65,228,742
Ensembl chr16:58,482,505...58,525,661 		JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of HMOX1 mRNA CTD PMID:18958680 NCBI chr19:13,452,365...13,479,823
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Hspa2 heat shock protein family A (Hsp70) member 2 multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate co-treated with Lipopolysaccharides] results in decreased expression of HSPA2 mRNA; [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of HSPA2 mRNA CTD PMID:18958680 NCBI chr 6:100,864,172...100,866,946
Ensembl chr 6:95,128,350...95,131,287 		JBrowse link
G Hspa6l-ps1 heat shock protein family A (Hsp70) member 6 like, pseudogene 1 multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of HSPA6 mRNA CTD PMID:18958680 NCBI chr13:85,805,911...85,807,052 JBrowse link
G Hspa9 heat shock protein family A (Hsp70) member 9 multiple interactions
increases expression 		ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of HSPA9 mRNA
indirubin-3'-monoxime results in increased expression of HSPA9 mRNA 		CTD PMID:18958680 NCBI chr18:26,810,004...26,832,958
Ensembl chr18:26,535,798...26,554,292 		JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions
decreases expression 		ISO [Lipopolysaccharides co-treated with indirubin-3'-monoxime] results in decreased expression of ICAM1 protein; indirubin-3'-monoxime inhibits the reaction [Lipopolysaccharides results in increased expression of ICAM1 protein]
indirubin-3'-monoxime results in decreased expression of ICAM1 protein 		CTD PMID:21948866 NCBI chr 8:27,829,688...27,841,618
Ensembl chr 8:19,553,645...19,565,438 		JBrowse link
G Ido1 indoleamine 2,3-dioxygenase 1 increases expression
multiple interactions 		ISO indirubin-3'-monoxime results in increased expression of IDO1 protein
Lipopolysaccharides affects the susceptibility to [indirubin-3'-monoxime results in increased expression of IDO1 protein] 		CTD PMID:21948866 NCBI chr16:67,430,654...67,442,726
Ensembl chr16:67,430,578...67,442,730 		JBrowse link
G Ido2 indoleamine 2,3-dioxygenase 2 increases expression
multiple interactions 		ISO indirubin-3'-monoxime results in increased expression of IDO2 protein
Lipopolysaccharides affects the susceptibility to [indirubin-3'-monoxime results in increased expression of IDO2 protein] 		CTD PMID:21948866 NCBI chr16:67,459,158...67,498,052
Ensembl chr16:67,459,190...67,496,324 		JBrowse link
G Ifng interferon gamma decreases secretion ISO indirubin-3'-monoxime results in decreased secretion of IFNG protein CTD PMID:21948866 NCBI chr 7:55,789,180...55,793,216
Ensembl chr 7:53,903,337...53,907,375 		JBrowse link
G Il10 interleukin 10 multiple interactions
decreases secretion 		ISO [Lipopolysaccharides co-treated with indirubin-3'-monoxime] results in increased secretion of IL10 protein; indirubin-3'-monoxime promotes the reaction [Lipopolysaccharides results in increased secretion of IL10 protein]
indirubin-3'-monoxime results in decreased secretion of IL10 protein 		CTD PMID:21948866 NCBI chr13:45,024,921...45,029,586
Ensembl chr13:42,472,839...42,477,313 		JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO [Lipopolysaccharides co-treated with indirubin-3'-monoxime] results in decreased secretion of IL1B protein; indirubin-3'-monoxime inhibits the reaction [Lipopolysaccharides results in increased secretion of IL1B protein] CTD PMID:21948866 NCBI chr 3:137,030,200...137,036,581
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il2 interleukin 2 increases secretion ISO indirubin-3'-monoxime results in increased secretion of IL2 protein CTD PMID:21948866 NCBI chr 2:121,932,968...121,937,672
Ensembl chr 2:120,004,862...120,009,566 		JBrowse link
G Il27 interleukin 27 decreases expression
multiple interactions 		ISO indirubin-3'-monoxime results in decreased expression of IL27 protein
Lipopolysaccharides affects the susceptibility to [indirubin-3'-monoxime results in decreased expression of IL27 protein] 		CTD PMID:21948866 NCBI chr 1:190,603,684...190,609,292
Ensembl chr 1:181,173,372...181,178,582 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO [Lipopolysaccharides co-treated with indirubin-3'-monoxime] results in decreased expression of IL6 protein; [Lipopolysaccharides co-treated with indirubin-3'-monoxime] results in decreased secretion of IL6 protein; indirubin-3'-monoxime inhibits the reaction [Lipopolysaccharides results in increased secretion of IL6 protein] CTD PMID:21948866 NCBI chr 4:5,889,999...5,894,575
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Itgax integrin subunit alpha X multiple interactions
decreases expression 		ISO AHR protein affects the susceptibility to [indirubin-3'-monoxime results in decreased expression of ITGAX protein]; indirubin-3'-monoxime inhibits the reaction [Lipopolysaccharides results in increased expression of ITGAX protein] CTD PMID:21948866 NCBI chr 1:182,709,653...182,740,709
Ensembl chr 1:182,719,609...182,740,698 		JBrowse link
G Klk1c10 kallikrein 1-related peptidase C10 increases expression ISO indirubin-3'-monoxime analog results in increased expression of KLK3 mRNA; indirubin-3'-monoxime results in increased expression of KLK3 mRNA CTD PMID:21111724 NCBI chr 1:103,539,527...103,543,586
Ensembl chr 1:94,402,993...94,407,052 		JBrowse link
G Lck LCK proto-oncogene, Src family tyrosine kinase decreases activity ISO indirubin-3'-monoxime results in decreased activity of LCK protein CTD PMID:12534346 NCBI chr 5:147,172,642...147,201,267
Ensembl chr 5:141,888,326...141,903,794 		JBrowse link
G Mt2 metallothionein 2 multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of MT2A mRNA CTD PMID:18958680 NCBI chr19:10,837,934...10,838,708
Ensembl chr19:10,832,002...10,832,784 		JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate co-treated with Lipopolysaccharides] results in decreased expression of NFKBIA mRNA CTD PMID:18958680 NCBI chr 6:78,593,844...78,597,307
Ensembl chr 6:72,858,712...72,861,941 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in increased expression of PTGS2 mRNA; [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in increased expression of PTGS2 protein CTD PMID:18958680 NCBI chr13:64,714,063...64,722,320
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Rad23a RAD23 homolog A, nucleotide excision repair protein decreases expression ISO indirubin-3'-monoxime results in decreased expression of RAD23A mRNA CTD PMID:18958680 NCBI chr19:40,219,235...40,225,543
Ensembl chr19:23,314,797...23,320,695 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions
decreases activity 		ISO [Lipopolysaccharides co-treated with indirubin-3'-monoxime] results in increased activity of RELA protein
indirubin-3'-monoxime results in decreased activity of RELA protein 		CTD PMID:21948866 NCBI chr 1:212,354,336...212,364,815
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G Serpine1 serpin family E member 1 multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in increased expression of SERPINE1 mRNA CTD PMID:18958680 NCBI chr12:25,237,977...25,248,356
Ensembl chr12:19,601,272...19,611,657 		JBrowse link
G Sgk1 serum/glucocorticoid regulated kinase 1 decreases activity ISO indirubin-3'-monoxime results in decreased activity of SGK1 protein CTD PMID:12534346 NCBI chr 1:24,799,391...24,916,886
Ensembl chr 1:22,980,261...23,098,283 		JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of SOD2 mRNA CTD PMID:18958680 NCBI chr 1:50,043,323...50,050,168
Ensembl chr 1:47,636,528...47,645,189 		JBrowse link
G Tgfb2 transforming growth factor, beta 2 increases expression
multiple interactions 		ISO indirubin-3'-monoxime results in increased expression of TGFB2 protein
Lipopolysaccharides affects the susceptibility to [indirubin-3'-monoxime results in increased expression of TGFB2 protein] 		CTD PMID:21948866 NCBI chr13:100,691,540...100,793,227
Ensembl chr13:98,160,087...98,261,405 		JBrowse link
G Tgfb3 transforming growth factor, beta 3 increases expression
multiple interactions 		ISO indirubin-3'-monoxime results in increased expression of TGFB3 protein
Lipopolysaccharides affects the susceptibility to [indirubin-3'-monoxime results in increased expression of TGFB3 protein] 		CTD PMID:21948866 NCBI chr 6:111,435,170...111,457,646
Ensembl chr 6:105,704,236...105,726,564 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO [Lipopolysaccharides co-treated with indirubin-3'-monoxime] results in decreased secretion of TNF protein; indirubin-3'-monoxime inhibits the reaction [Lipopolysaccharides results in increased secretion of TNF protein] CTD PMID:21948866 NCBI chr20:3,626,685...3,629,303
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Ung uracil-DNA glycosylase increases expression ISO indirubin-3'-monoxime results in increased expression of UNG mRNA CTD PMID:18958680 NCBI chr12:48,145,838...48,154,789
Ensembl chr12:42,485,276...42,494,206 		JBrowse link
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  CHEBI ontology 20856
    role 20816
      biological role 20814
        growth regulator 9149
          osteogenesis regulator 195
            indirubin-3'-monoxime 49
Path 2
Term Annotations click to browse term
  CHEBI ontology 20856
    subatomic particle 20854
      composite particle 20854
        hadron 20854
          baryon 20854
            nucleon 20854
              atomic nucleus 20854
                atom 20854
                  main group element atom 20777
                    p-block element atom 20777
                      carbon group element atom 20710
                        carbon atom 20704
                          organic molecular entity 20704
                            heteroorganic entity 20215
                              organochalcogen compound 19902
                                organooxygen compound 19804
                                  carbon oxoacid 19150
                                    carboxylic acid 19147
                                      carboacyl group 18082
                                        univalent carboacyl group 18082
                                          carbamoyl group 17918
                                            carboxamide 17918
                                              lactam 8434
                                                gamma-lactam 6677
                                                  oxindoles 5890
                                                    indirubin-3'-monoxime 49
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