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: clofazimine
Accession: CHEBI:3749
browse the term
Definition: 3-Isopropylimino-3,5-dihydro-phenazine in which the hydrogen at position 5 is substituted substituted by a 4-chlorophenyl group, and that at position 2 is substituted by a (4-chlorophenyl)amino group. A dark red crystalline solid, clofazimine is an antimycobacterial and is one of the main drugs used for the treatment of multi-bacillary leprosy. However, it can cause red/brown discolouration of the skin, so other treatments are often preferred in light-skinned patients.
Synonyms: exact_synonym: N,5-bis(4-chlorophenyl)-3-(propan-2-ylimino)-3,5-dihydrophenazin-2-amine
related_synonym: (4-Chloro-phenyl)-[5-(4-chloro-phenyl)-3-isopropylimino-3,5-dihydro-phenazin-2-yl]-amine; 3-(p-chloranilino)-10-(p-chlorophenyl)-2,10-dihydro-2-(isopropylimino)-phenazine; 3-(p-chloranilino)-10-(p-chlorphenyl)-2,10-dihydro-2-(isopropylimino)-phenazin; Formula=C27H22Cl2N4; InChI=1S/C27H22Cl2N4/c1-17(2)30-24-16-27-25(15-23(24)31-20-11-7-18(28)8-12-20)32-22-5-3-4-6-26(22)33(27)21-13-9-19(29)10-14-21/h3-17,31H,1-2H3; InChIKey=WDQPAMHFFCXSNU-UHFFFAOYSA-N; N,5-bis(4-chlorophenyl)-3-(isopropylimino)-3,5-dihydrophenazin-2-amine; SMILES=CC(C)N=c1cc2n(-c3ccc(Cl)cc3)c3ccccc3nc2cc1Nc1ccc(Cl)cc1; clofazimina; clofaziminum
alt_id: CHEBI:355347
xref: Beilstein:8168151; CAS:2030-63-9; DrugBank:DB00845; KEGG:C06915; KEGG:D00278; LINCS:LSM-5669
xref_mesh: MESH:D002991
xref: PMID:17210775; PMID:3279207; Patent:US2948726
G
Abcb11
ATP binding cassette subfamily B member 11
decreases activity
ISO
Clofazimine results in decreased activity of ABCB11 protein
CTD
PMID:20829430 PMID:23956101
NCBI chr 3:55,480,024...55,587,946
Ensembl chr 3:55,480,024...55,587,946
G
Acaca
acetyl-CoA carboxylase alpha
increases expression
EXP
Clofazimine results in increased expression of ACACA mRNA
CTD
PMID:31393584
NCBI chr10:71,519,392...71,719,910
Ensembl chr10:71,536,533...71,719,910
G
Cebpa
CCAAT/enhancer binding protein alpha
increases expression
EXP
Clofazimine results in increased expression of CEBPA protein
CTD
PMID:31393584
NCBI chr 1:91,363,492...91,366,164
Ensembl chr 1:91,363,492...91,366,164
G
Dgat1
diacylglycerol O-acyltransferase 1
decreases expression
EXP
Clofazimine results in decreased expression of DGAT1 mRNA
CTD
PMID:31393584
NCBI chr 7:117,566,363...117,576,735
Ensembl chr 7:117,566,368...117,576,737
G
Fas
Fas cell surface death receptor
increases expression
EXP
Clofazimine results in increased expression of FAS mRNA
CTD
PMID:31393584
NCBI chr 1:252,589,785...252,624,790
Ensembl chr 1:252,589,785...252,624,790
G
Gstp1
glutathione S-transferase pi 1
multiple interactions
ISO
Clofazimine inhibits the reaction [GSTP1 protein results in increased metabolism of 1-chloro-2,4-dinitrobenzene-glutathione conjugate]
CTD
PMID:23769903
NCBI chr 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
G
Kcnh2
potassium voltage-gated channel subfamily H member 2
decreases activity
ISO
Clofazimine results in decreased activity of KCNH2 protein
CTD
PMID:28551711
NCBI chr 4:7,355,066...7,387,282
Ensembl chr 4:7,355,574...7,387,253
G
Pparg
peroxisome proliferator-activated receptor gamma
increases expression
EXP
Clofazimine results in increased expression of PPARG mRNA; Clofazimine results in increased expression of PPARG protein
CTD
PMID:31393584
NCBI chr 4:147,274,055...147,399,383
Ensembl chr 4:147,274,107...147,399,380
G
Srebf1
sterol regulatory element binding transcription factor 1
increases expression
EXP
Clofazimine results in increased expression of SREBF1 mRNA
CTD
PMID:31393584
NCBI chr10:46,570,996...46,593,021
Ensembl chr10:46,570,996...46,593,009
G
Zfp423
zinc finger protein 423
increases expression
EXP
Clofazimine results in increased expression of ZFP423 mRNA
CTD
PMID:31393584
NCBI chr19:20,147,201...20,405,999
Ensembl chr19:20,147,037...20,406,003
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