General Information of Drug (ID: DMR8HKC)

Drug Name
Chebulinic acid Drug Info
Synonyms
Chebulinic acid; 18942-26-2; UNII-HVC8VQJ6EK; HVC8VQJ6EK; AC1L2HS1; CHEMBL501154; NSC69862; NSC 69862; CHEBI:3584; ZINC195763592; FT-0697896; C10215; Q-100932; beta-D-Glucopyranose, cyclic 2,4-ester with 3-(6-carboxy-2,3,4-trihydroxyphenyl)-4-hydroxy-1,2,4-butanetricarboxylic acid, 1,3,6-tris(3,4,5-trihydroxybenzoate)
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
72284
ChEBI ID
CHEBI:3584
TTD Drug ID
DMR8HKC

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Discontinued Drug(s)
Investigative Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Naftifine DMHVBG1 Dermatomycosis EA60 Approved [3]
Tolnaftate DM28MU7 Dermatophytosis 1F28.2 Approved [4]
Epigallocatechin gallate DMCGWBJ Hepatic fibrosis DB93.0 Phase 3 [1]
FR-194738 DMNACIV Hypercholesterolaemia 5C80.0 Terminated [5]
SDZ-87-469 DMBY6CQ Coronary artery disease BA80 Terminated [4]
NB-598 DMJVTQN N. A. N. A. Terminated [6]
ELLAGIC ACID DMX8BS5 Discovery agent N.A. Investigative [1]
1,2,3,4,6-penta-O-galloyl-beta-D-glucose DMTK650 Discovery agent N.A. Investigative [1]
Pedunculagin DMKLRCX Discovery agent N.A. Investigative [1]
CORILAGIN DMAC698 Discovery agent N.A. Investigative [1]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Selenium DM25CGV N. A. N. A. Approved [7]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [8]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [9]
Testosterone DM7HUNW Hot flushes GA30 Approved [10]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [11]
Aclarubicin DMLFZHD Acute myeloid leukaemia 2A60 Approved [12]
Diethylstilbestrol DMN3UXQ Gonorrheal vaginitis GA02 Approved [13]
Cupric Sulfate DMP0NFQ Fungal infection 1F29-1F2F Approved [14]
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [15]
Carbamazepine DMZOLBI Epilepsy 8A60-8A68 Approved [16]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Zidovudine DM4KI7O Human immunodeficiency virus infection 1C62 Approved [17]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [18]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [19]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [20]
Aclarubicin DMLFZHD Acute myeloid leukaemia 2A60 Approved [12]
Pomalidomide DMTGBAX Plasma cell myeloma 2A83.1 Approved [21]
Doxorubicin DMVP5YE Acute myelogenous leukaemia 2A41 Approved [22]
Vorinostat DMWMPD4 Adult acute monocytic leukemia Approved [23]
phorbol 12-myristate 13-acetate DMJWD62 Acute myeloid leukaemia 2A60 Phase 2 [24]
(+)-JQ1 DM1CZSJ Testicular cancer 2C80 Phase 1 [25]
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Drug(s) Affected By Acetylcholinesterase (ACHE)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Acetylcholine DMDF79Z Cataract 9B10 Approved [26]
Imipramine DM2NUH3 Depression 6A70-6A7Z Approved [27]
Colchicine DM2POTE Acute gout flare FA25.0 Approved [28]
Methotrexate DM2TEOL Anterior urethra cancer Approved [29]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [30]
L-Glutamic Acid DM4PUDW Schizophrenia 6A20 Approved [28]
Tacrine DM51FY6 Alzheimer disease 8A20 Approved [31]
Chlorpromazine DMBGZI3 Acute intermittent hepatic porphyria 5C58.11 Approved [32]
Neostigmine DM6T2J3 Myasthenia gravis 8C6Y Approved [33]
Testosterone DM7HUNW Hot flushes GA30 Approved [10]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [34]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [35]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [36]
Panobinostat DM58WKG Chronic graft versus host disease Approved [37]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [18]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [19]
Calcitriol DM8ZVJ7 Congenital alopecia LC30 Approved [38]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [39]
Cupric Sulfate DMP0NFQ Fungal infection 1F29-1F2F Approved [14]
Decitabine DMQL8XJ Acute myelogenous leukaemia 2A41 Approved [40]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [41]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [36]
Zidovudine DM4KI7O Human immunodeficiency virus infection 1C62 Approved [17]
Leflunomide DMR8ONJ Arthritis FA20 Approved [42]
Aclarubicin DMLFZHD Acute myeloid leukaemia 2A60 Approved [12]
Cupric Sulfate DMP0NFQ Fungal infection 1F29-1F2F Approved [14]
Decitabine DMQL8XJ Acute myelogenous leukaemia 2A41 Approved [43]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [43]
Pomalidomide DMTGBAX Plasma cell myeloma 2A83.1 Approved [21]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [44]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Squalene monooxygenase (SQLE) TTE14XG ERG1_HUMAN Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Acetylcholinesterase (ACHE) OT2H8HG6 ACES_HUMAN Gene/Protein Processing [2]
Endothelial transcription factor GATA-2 (GATA2) OTBP2QQ2 GATA2_HUMAN Gene/Protein Processing [2]
Erythroid transcription factor (GATA1) OTX1R7O1 GATA1_HUMAN Gene/Protein Processing [2]
Porphobilinogen deaminase (HMBS) OT3P47DC HEM3_HUMAN Gene/Protein Processing [2]
Transcription factor NF-E2 45 kDa subunit (NFE2) OTLM94BI NFE2_HUMAN Gene/Protein Processing [2]

References

1 Ellagitannins and hexahydroxydiphenoyl esters as inhibitors of vertebrate squalene epoxidase. J Nat Prod. 2001 Aug;64(8):1010-4.
2 Effects of chebulinic acid on differentiation of human leukemia K562 cells. Acta Pharmacol Sin. 2004 Feb;25(2):231-8.
3 Characterization of squalene epoxidase activity from the dermatophyte Trichophyton rubrum and its inhibition by terbinafine and other antimycotic agents. Antimicrob Agents Chemother. 1996 Feb;40(2):443-7.
4 Effects of squalene epoxidase inhibitors on Candida albicans. Antimicrob Agents Chemother. 1992 Aug;36(8):1779-81.
5 Synthesis and biological activity of a novel squalene epoxidase inhibitor, FR194738. Bioorg Med Chem Lett. 2004 Feb 9;14(3):633-7.
6 Squalene epoxidase as hypocholesterolemic drug target revisited. Prog Lipid Res. 2003 Jan;42(1):37-50.
7 Selenium and vitamin E: cell type- and intervention-specific tissue effects in prostate cancer. J Natl Cancer Inst. 2009 Mar 4;101(5):306-20.
8 Transcriptional and Metabolic Dissection of ATRA-Induced Granulocytic Differentiation in NB4 Acute Promyelocytic Leukemia Cells. Cells. 2020 Nov 5;9(11):2423. doi: 10.3390/cells9112423.
9 Endoplasmic reticulum stress contributes to arsenic trioxide-induced intrinsic apoptosis in human umbilical and bone marrow mesenchymal stem cells. Environ Toxicol. 2016 Mar;31(3):314-28.
10 The exosome-like vesicles derived from androgen exposed-prostate stromal cells promote epithelial cells proliferation and epithelial-mesenchymal transition. Toxicol Appl Pharmacol. 2021 Jan 15;411:115384. doi: 10.1016/j.taap.2020.115384. Epub 2020 Dec 25.
11 Quantitative proteomics reveals a broad-spectrum antiviral property of ivermectin, benefiting for COVID-19 treatment. J Cell Physiol. 2021 Apr;236(4):2959-2975. doi: 10.1002/jcp.30055. Epub 2020 Sep 22.
12 Oxidative stress involvement in chemically induced differentiation of K562 cells. Free Radic Biol Med. 2000 Jan 1;28(1):18-27.
13 Identification of biomarkers and outcomes of endocrine disruption in human ovarian cortex using In Vitro Models. Toxicology. 2023 Feb;485:153425. doi: 10.1016/j.tox.2023.153425. Epub 2023 Jan 5.
14 Physiological and toxicological transcriptome changes in HepG2 cells exposed to copper. Physiol Genomics. 2009 Aug 7;38(3):386-401.
15 Increased mitochondrial ROS formation by acetaminophen in human hepatic cells is associated with gene expression changes suggesting disruption of the mitochondrial electron transport chain. Toxicol Lett. 2015 Apr 16;234(2):139-50.
16 Carbamazepine-induced non-hereditary acute porphyria. Lancet. 1983 Apr 9;1(8328):790-2. doi: 10.1016/s0140-6736(83)91850-0.
17 3'-Azido-3'-deoxythymidine inhibits erythroid-specific transcription factors in human erythroid K562 leukemia cells. Eur J Haematol. 1996 Jan-Feb;56(1-2):62-7. doi: 10.1111/j.1600-0609.1996.tb00296.x.
18 In vitro dual effect of arsenic trioxide on hemopoiesis: inhibition of erythropoiesis and stimulation of megakaryocytic maturation. Blood Cells Mol Dis. 2006 Jan-Feb;36(1):59-76. doi: 10.1016/j.bcmd.2005.10.005. Epub 2005 Dec 15.
19 Phenolic metabolites of benzene inhibited the erythroid differentiation of K562 cells. Toxicol Lett. 2011 Jun 24;203(3):190-9. doi: 10.1016/j.toxlet.2011.03.012. Epub 2011 Mar 23.
20 Integrative omics data analyses of repeated dose toxicity of valproic acid in vitro reveal new mechanisms of steatosis induction. Toxicology. 2018 Jan 15;393:160-170.
21 Immunomodulatory derivative of thalidomide (IMiD CC-4047) induces a shift in lineage commitment by suppressing erythropoiesis and promoting myelopoiesis. Blood. 2005 May 15;105(10):3833-40. doi: 10.1182/blood-2004-03-0828. Epub 2004 Aug 3.
22 Accumulation of gamma-globin mRNA and induction of irreversible erythroid differentiation after treatment of CML cell line K562 with new doxorubicin derivatives. Biochem Pharmacol. 2007 Jan 15;73(2):175-84. doi: 10.1016/j.bcp.2006.09.028. Epub 2006 Oct 4.
23 Effects of arsenic disulfide on apoptosis, histone acetylation, toll like receptor 2 activation, and erythropoiesis in bone marrow mononuclear cells of myelodysplastic syndromes patients in vitro. Leuk Res. 2017 Nov;62:4-11. doi: 10.1016/j.leukres.2017.09.010. Epub 2017 Sep 19.
24 Expression of glutathione S-transferase P1-1 in differentiating K562: role of GATA-1. Biochem Biophys Res Commun. 2003 Nov 28;311(4):815-21.
25 The BET bromodomain inhibitor JQ1 suppresses growth of pancreatic ductal adenocarcinoma in patient-derived xenograft models. Oncogene. 2016 Feb 18;35(7):833-45.
26 Monitoring the reaction of carbachol with acetylcholinesterase by thioflavin T fluorescence and acetylthiocholine hydrolysis. Chem Biol Interact. 2008 Sep 25;175(1-3):235-41. doi: 10.1016/j.cbi.2008.06.002. Epub 2008 Jun 17.
27 Effect of reversible ligands on oxime-induced reactivation of sarin- and cyclosarin-inhibited human acetylcholinesterase. Toxicol Lett. 2015 Feb 3;232(3):557-65.
28 Dihydroactinidiolide regulates Nrf2/HO-1 expression and inhibits caspase-3/Bax pathway to protect SH-SY5Y human neuroblastoma cells from oxidative stress induced neuronal apoptosis. Neurotoxicology. 2021 May;84:53-63. doi: 10.1016/j.neuro.2021.02.006. Epub 2021 Feb 20.
29 Global molecular effects of tocilizumab therapy in rheumatoid arthritis synovium. Arthritis Rheumatol. 2014 Jan;66(1):15-23.
30 Tribromophenol induces the differentiation of SH-SY5Y human neuroblastoma cells in vitro. Toxicol In Vitro. 2003 Oct-Dec;17(5-6):635-41. doi: 10.1016/s0887-2333(03)00110-3.
31 Correlation of brain levels of 9-amino-1,2,3,4-tetrahydroacridine (THA) with neurochemical and behavioral changes. Eur J Pharmacol. 1989 Nov 28;173(1):53-64. doi: 10.1016/0014-2999(89)90008-3.
32 Interaction of dichlorvos and anticholinesterases on the in vitro inhibition of human blood cholinesterases. Toxicol Appl Pharmacol. 1974 Feb;27(2):456-63.
33 Hairy-root organ cultures for the production of human acetylcholinesterase. BMC Biotechnol. 2008 Dec 23;8:95.
34 Minimal peroxide exposure of neuronal cells induces multifaceted adaptive responses. PLoS One. 2010 Dec 17;5(12):e14352. doi: 10.1371/journal.pone.0014352.
35 Effects of ciglitazone and troglitazone on the proliferation of human stomach cancer cells. World J Gastroenterol. 2009 Jan 21;15(3):310-20.
36 Differential modulation of PI3-kinase/Akt pathway during all-trans retinoic acid- and Am80-induced HL-60 cell differentiation revealed by DNA microarray analysis. Biochem Pharmacol. 2004 Dec 1;68(11):2177-86.
37 A transcriptome-based classifier to identify developmental toxicants by stem cell testing: design, validation and optimization for histone deacetylase inhibitors. Arch Toxicol. 2015 Sep;89(9):1599-618.
38 Large-scale in silico and microarray-based identification of direct 1,25-dihydroxyvitamin D3 target genes. Mol Endocrinol. 2005 Nov;19(11):2685-95.
39 Human embryonic stem cell-derived test systems for developmental neurotoxicity: a transcriptomics approach. Arch Toxicol. 2013 Jan;87(1):123-43.
40 Air pollution and DNA methylation alterations in lung cancer: A systematic and comparative study. Oncotarget. 2017 Jan 3;8(1):1369-1391. doi: 10.18632/oncotarget.13622.
41 Global gene expression analysis reveals differences in cellular responses to hydroxyl- and superoxide anion radical-induced oxidative stress in caco-2 cells. Toxicol Sci. 2010 Apr;114(2):193-203. doi: 10.1093/toxsci/kfp309. Epub 2009 Dec 31.
42 Endoplasmic reticulum stress and MAPK signaling pathway activation underlie leflunomide-induced toxicity in HepG2 Cells. Toxicology. 2017 Dec 1;392:11-21.
43 Acute hypersensitivity of pluripotent testicular cancer-derived embryonal carcinoma to low-dose 5-aza deoxycytidine is associated with global DNA Damage-associated p53 activation, anti-pluripotency and DNA demethylation. PLoS One. 2012;7(12):e53003. doi: 10.1371/journal.pone.0053003. Epub 2012 Dec 27.
44 Identification of novel low-dose bisphenol a targets in human foreskin fibroblast cells derived from hypospadias patients. PLoS One. 2012;7(5):e36711. doi: 10.1371/journal.pone.0036711. Epub 2012 May 4.