indirubin-3'-monoxime - Ontology Report - Rat Genome Database

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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	go back to main search page
Accession:	CHEBI:43645	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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Genes (49)

indirubin-3'-monoxime

term browser

Symbol

Object Name

Qualifiers

Evidence

Notes

Source

PubMed Reference(s)

RGD Reference(s)

Position

G

actin, beta

affects expression

indirubin-3'-monoxime affects the expression of ACTB protein

NCBI chr12:11,663,112...11,666,697
Ensembl chr12:11,663,109...11,672,877

G

aryl hydrocarbon receptor

multiple interactions
affects binding

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

PMID:15001395 PMID:21948866

NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568

G

aldehyde dehydrogenase 1 family, member A1

increases expression
multiple interactions

indirubin-3'-monoxime results in increased expression of ALDH1A1 protein
Lipopolysaccharides affects the susceptibility to [indirubin-3'-monoxime results in increased expression of ALDH1A1 protein]

NCBI chr 1:218,000,470...218,152,962
Ensembl chr 1:218,042,127...218,152,961

G

aldehyde dehydrogenase 1 family, member A2

decreases expression

indirubin-3'-monoxime results in decreased expression of ALDH1A2 protein

NCBI chr 8:71,877,850...71,957,107
Ensembl chr 8:71,877,850...71,957,107

G

aquaporin 9

multiple interactions

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]

NCBI chr 8:71,797,231...71,837,485
Ensembl chr 8:71,797,234...71,837,395

G

androgen receptor

increases activity

indirubin-3'-monoxime analog results in increased activity of AR protein; indirubin-3'-monoxime results in increased activity of AR protein

NCBI chr X:63,104,771...63,273,934
Ensembl chr X:63,104,771...63,273,925

G

BCL2 associated X, apoptosis regulator

decreases expression

indirubin-3'-monoxime results in decreased expression of BAX mRNA

NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368

G

Bcl2-like 1

multiple interactions

[indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in increased expression of BCL2L1 mRNA

NCBI chr 3:141,253,508...141,304,582
Ensembl chr 3:141,253,523...141,303,479

G

caspase 8

multiple interactions

[indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in increased expression of CASP8 mRNA

NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542

G

catalase

multiple interactions

[indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of CAT mRNA

NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478

G

C-C motif chemokine ligand 4

multiple interactions

[indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of CCL4 mRNA

NCBI chr10:68,466,394...68,468,229
Ensembl chr10:68,452,052...68,468,231

G

CD40 molecule

multiple interactions
decreases expression

[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

NCBI chr 3:153,790,372...153,805,279
Ensembl chr 3:153,790,449...153,805,534

G

Cd80 molecule

multiple interactions
increases expression

[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]
indirubin-3'-monoxime results in increased expression of CD80 protein

NCBI chr11:62,254,543...62,293,414
Ensembl chr11:62,254,624...62,292,030

G

CD86 molecule

multiple interactions
decreases expression

[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]

NCBI chr11:64,142,193...64,200,816
Ensembl chr11:64,163,828...64,200,818

G

cyclin dependent kinase 2

decreases activity

indirubin-3'-monoxime results in decreased activity of CDK2 protein

NCBI chr 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403

G

cyclin-dependent kinase inhibitor 1A

multiple interactions

[indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in increased expression of CDKN1A mRNA

NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585

G

cytochrome P450, family 1, subfamily a, polypeptide 1

increases expression
multiple interactions

indirubin-3'-monoxime results in increased expression of CYP1A1 mRNA
[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 protein

PMID:15001395 PMID:18958680 PMID:21948866

NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125

G

epoxide hydrolase 2

decreases expression

indirubin-3'-monoxime results in decreased expression of EPHX2 mRNA

NCBI chr15:40,289,901...40,327,632
Ensembl chr15:40,289,902...40,327,615

G

glutathione peroxidase 1

decreases expression

indirubin-3'-monoxime results in decreased expression of GPX1 mRNA

NCBI chr 8:109,026,905...109,028,031
Ensembl chr 8:109,026,905...109,028,024

G

glycogen synthase kinase 3 beta

decreases activity

indirubin-3'-monoxime results in decreased activity of GSK3B protein

NCBI chr11:62,498,997...62,648,665
Ensembl chr11:62,504,316...62,648,646

G

glutathione-disulfide reductase

increases expression

indirubin-3'-monoxime results in increased expression of GSR mRNA

NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661

G

heme oxygenase 1

multiple interactions

[indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of HMOX1 mRNA

NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079

G

heat shock protein family A (Hsp70) member 2

multiple interactions

[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

NCBI chr 6:95,128,504...95,131,281
Ensembl chr 6:95,128,350...95,131,287

G

heat shock protein family A (Hsp70) member 6 like, pseudogene 1

multiple interactions

[indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of HSPA6 mRNA

NCBI chr13:83,273,176...83,274,317

G

heat shock protein family A (Hsp70) member 9

multiple interactions
increases expression

[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

NCBI chr18:26,536,131...26,554,294
Ensembl chr18:26,535,798...26,554,292

G

intercellular adhesion molecule 1

decreases expression
multiple interactions

indirubin-3'-monoxime results in decreased expression of ICAM1 protein
[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]

NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438

G

indoleamine 2,3-dioxygenase 1

increases expression
multiple interactions

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]

NCBI chr16:67,430,654...67,442,726
Ensembl chr16:67,430,578...67,442,730

G

indoleamine 2,3-dioxygenase 2

increases expression
multiple interactions

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]

NCBI chr16:67,459,158...67,498,052
Ensembl chr16:67,459,190...67,496,324

G

interferon gamma

decreases secretion

indirubin-3'-monoxime results in decreased secretion of IFNG protein

NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375

G

interleukin 10

multiple interactions
decreases secretion

[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

NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313

G

interleukin 1 beta

multiple interactions

[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]

NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415

G

interleukin 2

increases secretion

indirubin-3'-monoxime results in increased secretion of IL2 protein

NCBI chr 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566

G

interleukin 27

decreases expression
multiple interactions

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]

NCBI chr 1:181,173,108...181,178,720
Ensembl chr 1:181,173,372...181,178,582

G

interleukin 6

multiple interactions

[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]

NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178

G

integrin subunit alpha X

multiple interactions
decreases expression

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]

NCBI chr 1:182,709,653...182,740,709
Ensembl chr 1:182,719,609...182,740,698

G

kallikrein 1-related peptidase C10

increases expression

indirubin-3'-monoxime analog results in increased expression of KLK3 mRNA; indirubin-3'-monoxime results in increased expression of KLK3 mRNA

NCBI chr 1:94,402,993...94,407,052
Ensembl chr 1:94,402,993...94,407,052

G

LCK proto-oncogene, Src family tyrosine kinase

decreases activity

indirubin-3'-monoxime results in decreased activity of LCK protein

NCBI chr 5:141,888,318...141,916,945
Ensembl chr 5:141,888,326...141,903,794

G

metallothionein 2A

multiple interactions

[indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of MT2A mRNA

NCBI chr19:10,832,009...10,832,783
Ensembl chr19:10,832,002...10,832,784

G

NFKB inhibitor alpha

multiple interactions

[indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate co-treated with Lipopolysaccharides] results in decreased expression of NFKBIA mRNA

NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941

G

prostaglandin-endoperoxide synthase 2

multiple interactions

[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

NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188

G

RAD23 homolog A, nucleotide excision repair protein

decreases expression

indirubin-3'-monoxime results in decreased expression of RAD23A mRNA

NCBI chr19:23,313,563...23,320,702
Ensembl chr19:23,314,797...23,320,695

G

RELA proto-oncogene, NF-kB subunit

multiple interactions
decreases activity

[Lipopolysaccharides co-treated with indirubin-3'-monoxime] results in increased activity of RELA protein
indirubin-3'-monoxime results in decreased activity of RELA protein

NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484

G

serpin family E member 1

multiple interactions

[indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in increased expression of SERPINE1 mRNA

NCBI chr12:19,601,272...19,611,657
Ensembl chr12:19,601,272...19,611,657

G

serum/glucocorticoid regulated kinase 1

decreases activity

indirubin-3'-monoxime results in decreased activity of SGK1 protein

NCBI chr 1:22,980,257...23,098,122
Ensembl chr 1:22,980,261...23,098,283

G

superoxide dismutase 2

multiple interactions

[indirubin-3'-monoxime co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of SOD2 mRNA

NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189

G

transforming growth factor, beta 2

increases expression
multiple interactions

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]

NCBI chr13:98,160,075...98,261,771
Ensembl chr13:98,160,087...98,261,405

G

transforming growth factor, beta 3

multiple interactions
increases expression

Lipopolysaccharides affects the susceptibility to [indirubin-3'-monoxime results in increased expression of TGFB3 protein]

NCBI chr 6:105,704,058...105,726,661
Ensembl chr 6:105,704,236...105,726,564

G

tumor necrosis factor

multiple interactions

[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]

NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629

G

uracil-DNA glycosylase

increases expression

indirubin-3'-monoxime results in increased expression of UNG mRNA

NCBI chr12:42,485,276...42,494,217
Ensembl chr12:42,485,276...42,494,206

Term paths to the root

Path 1
Term	Annotations
CHEBI ontology	19853
role	19825
biological role	19823
growth regulator	9013
osteogenesis regulator	185
indirubin-3'-monoxime	49
Path 2
Term	Annotations
CHEBI ontology	19853
subatomic particle	19851
composite particle	19851
hadron	19851
baryon	19851
nucleon	19851
atomic nucleus	19851
atom	19851
main group element atom	19797
p-block element atom	19797
carbon group element atom	19738
carbon atom	19734
organic molecular entity	19734
heteroorganic entity	19492
organochalcogen compound	19254
organooxygen compound	19170
carbon oxoacid	18637
carboxylic acid	18634
carboacyl group	17706
univalent carboacyl group	17706
carbamoyl group	17559
carboxamide	17559
lactam	8391
gamma-lactam	6651
oxindoles	5880
indirubin-3'-monoxime	49

paths to the root