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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 chr12:11,663,112...11,666,697
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 and results in increased activity of AHR protein
indirubin-3'-monoxime binds to AHR protein
CTD PMID:15001395 PMID:21948866 NCBI chr 6:52,234,089...52,271,568
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 1:218,000,470...218,152,962
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:63,104,771...63,273,934
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 1:95,940,001...95,945,407
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 3:141,253,508...141,304,582
Ensembl chr 3:141,253,523...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 9:60,263,863...60,312,542
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 3:89,842,393...89,874,577
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 chr10:68,466,469...68,467,941
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 3:153,790,372...153,805,279
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 chr11:62,254,543...62,293,414
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 chr11:64,142,193...64,200,816
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 7:1,129,878...1,137,431
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 chr20:7,149,177...7,159,727
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 8:58,096,021...58,102,130
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 chr15:40,289,901...40,327,632
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 8:109,026,905...109,028,031
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 chr11:62,498,997...62,648,665
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 chr16:58,482,209...58,525,256
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 chr19:13,466,287...13,474,082
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 6:95,128,504...95,131,281
Ensembl chr 6:95,128,350...95,131,287
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 chr18:26,536,131...26,554,294
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 8:19,553,063...19,565,438
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 chr16:67,430,684...67,442,459
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 7:53,903,339...53,907,375
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 chr13:42,472,625...42,477,308
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 3:116,577,005...116,583,386
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 2:120,004,862...120,009,566
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 1:181,173,108...181,178,720
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 4:5,214,602...5,219,178
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 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 5:141,888,319...141,916,992
Ensembl chr 5:141,888,326...141,903,794
JBrowse link
G LOC686035 similar to heat shock 70kDa protein 6 (HSP70B) multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of HSPA6 mRNA CTD PMID:18958680 NCBI chr13:83,271,340...83,275,267 JBrowse link
G Mt2A metallothionein 2A multiple interactions ISO [indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of MT2A mRNA CTD PMID:18958680 NCBI chr19:10,832,009...10,832,783
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 6:72,858,713...72,861,941
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 chr13:62,164,080...62,169,770
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 chr19:23,313,563...23,320,702
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 1:202,925,001...202,935,484
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 chr12:19,601,272...19,611,657
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 1:22,980,257...23,098,122
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 1:47,638,318...47,645,163
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 chr13:98,160,075...98,261,771
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 6:105,704,058...105,726,661
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 chr20:3,622,011...3,624,629
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 chr12:42,485,276...42,494,217
Ensembl chr12:42,485,276...42,494,206
JBrowse link

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  CHEBI ontology 19821
    role 19769
      biological role 19769
        growth regulator 5018
          osteogenesis regulator 161
            indirubin-3'-monoxime 48
Path 2
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  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        carboacyl group 17485
                                          univalent carboacyl group 17485
                                            carbamoyl group 17299
                                              carboxamide 17299
                                                lactam 8307
                                                  gamma-lactam 6589
                                                    oxindoles 5837
                                                      indirubin-3'-monoxime 48
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