Details of the Drug-Related molecule(s) Interaction Atlas

General Information of Drug (ID: DMDRSNH)

• Drug Name: 6-hydroxybenzo[d][1,3]oxathiol-2-one Drug Info
• Synonyms: Tioxolone; 4991-65-5; 6-Hydroxy-1,3-benzoxathiol-2-one; Thioxolone; 6-hydroxybenzo[d][1,3]oxathiol-2-one; Camyna; Tioxolon; Thioxalone; Tioxolonum; Tioxolona; 1,3-Benzoxathiol-2-one, 6-hydroxy-; Tioxolonum [INN-Latin]; UNII-S0FAJ1R9CD; Tioxolona [INN-Spanish]; 6-Hydro-2-oxo-1,3-benzoxathiole; C7H4O3S; 6-hydroxy-2H-1,3-benzoxathiol-2-one; EINECS 225-653-0; S0FAJ1R9CD; CHEMBL442687; CHEBI:568021; SLYPOVJCSQHITR-UHFFFAOYSA-N; NCGC00095003-01; Acnosan; 5-Hydroxy-1,3-benzothioxol-2-one; 6-hydroxybenzo[d]1,3-oxathiolen-2-one

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]

• Cross-matching ID:
  PubChem CID: 72139
  ChEBI ID: CHEBI:568021
  CAS Number: CAS 4991-65-5
  TTD Drug ID: DMDRSNH

Molecule-Related Drug Atlas

Drug(s) Targeting Carbonic anhydrase II (CA-II)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Salicyclic acid	DM2F8XZ	Acne vulgaris	ED80	Approved	[3]
Sulfamylon	DMIO1K0	Bacterial infection	1A00-1C4Z	Approved	[4]
Dorzolamide	DMA17D0	Ocular hypertension	9C61.01	Approved	[5]
Chlorothiazide	DMLHESP	Chronic heart failure	BD1Z	Approved	[6]
Ethoxzolamide	DMVO4ED	Glaucoma/ocular hypertension	9C61	Approved	[7]
Dichlorphenamide	DMH7IDQ	Chronic glaucoma	9C61.0Z	Approved	[7]
Cyclothiazide	DMJ4AWC	Congestive heart failure	BD10	Approved	[8]
Ethinamate	DMK57GB	Insomnia	7A00-7A0Z	Approved	[9]
Benzthiazide	DMQWZ0H	High blood pressure	BA00	Approved	[10]
Curcumin	DMQPH29	Solid tumour/cancer	2A00-2F9Z	Phase 3	[11]

Drug(s) Affected By Carbonic anhydrase 2 (CA2)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Acetazolamide	DM1AF5U	Absence epilepsy		Approved	[12]
Epinephrine	DM3KJBC	Acute asthma	CA23	Approved	[13]
Quercetin	DM3NC4M	Obesity	5B81	Approved	[14]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[15]
Cyclophosphamide	DM4O2Z7	Advanced cancer	2A00-2F9Z	Approved	[16]
Methazolamide	DM7J2TA	Glaucoma/ocular hypertension	9C61	Approved	[2]
Topiramate	DM82Z30	Alcohol dependence	6C40.2	Approved	[17]
Calcitriol	DM8ZVJ7	Congenital alopecia	LC30	Approved	[18]
Voriconazole	DMAOL2S	Aspergillosis	1F20	Approved	[19]
Ciclosporin	DMAZJFX	Graft-versus-host disease	4B24	Approved	[20]

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Carbonic anhydrase II (CA-II)	TTANPDJ	CAH2_HUMAN	Inhibitor	[1]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Carbonic anhydrase 2 (CA2)	OTJRMUAG	CAH2_HUMAN	Gene/Protein Processing	[2]

References

• [1] Carbonic anhydrase inhibitors: thioxolone versus sulfonamides for obtaining isozyme-selective inhibitors Bioorg Med Chem Lett. 2008 Jul 15;18(14):3938-41.
• [2] Inhibition profiling of human carbonic anhydrase II by high-throughput screening of structurally diverse, biologically active compounds. J Biomol Screen. 2006 Oct;11(7):782-91.
• [3] Carbonic anhydrase inhibitors: inhibition of mammalian isoforms I-XIV with a series of substituted phenols including paracetamol and salicylic acid. Bioorg Med Chem. 2008 Aug 1;16(15):7424-8.
• [4] Sulfonamide linked neoglycoconjugates--a new class of inhibitors for cancer-associated carbonic anhydrases. J Med Chem. 2010 Apr 8;53(7):2913-26.
• [5] Carbonic anhydrase inhibitors. Inhibition studies of a coral secretory isoform by sulfonamides. Bioorg Med Chem. 2009 Jul 15;17(14):5054-8.
• [6] Localization of diuretic effects along the loop of Henle: an in vivo microperfusion study in rats. Clin Sci (Lond). 2000 Apr;98(4):481-8.
• [7] The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42.
• [8] Selective effect of thiazides on the human osteoblast-like cell line MG-63. Kidney Int. 1996 Nov;50(5):1476-82.
• [9] Inhibition of carbonic anhydrases I and II by N-unsubstituted carbamate esters. J Biol Chem. 1992 Dec 15;267(35):25044-50.
• [10] Nature of the inhibition of carbonic anhydrase by acetazolamide and benzthiazide. J Pharmacol Exp Ther. 1961 Mar;131:271-4.
• [11] Carbonic anhydrase inhibitors. Antioxidant polyphenols effectively inhibit mammalian isoforms I-XV. Bioorg Med Chem Lett. 2010 Sep 1;20(17):5050-3.
• [12] Indomethacin activates carbonic anhydrase and antagonizes the effect of the specific carbonic anhydrase inhibitor acetazolamide, by a direct mechanism of action. Int J Clin Pharmacol Ther. 2001 Jun;39(6):265-70.
• [13] Effects of beta-adrenergic agonists on bone-resorbing activity in human osteoclast-like cells. Biochim Biophys Acta. 2003 May 12;1640(2-3):137-42.
• [14] Comparison of phenotypic and transcriptomic effects of false-positive genotoxins, true genotoxins and non-genotoxins using HepG2 cells. Mutagenesis. 2011 Sep;26(5):593-604.
• [15] Effect of retinoic acid on gene expression in human conjunctival epithelium: secretory phospholipase A2 mediates retinoic acid induction of MUC16. Invest Ophthalmol Vis Sci. 2005 Nov;46(11):4050-61.
• [16] Comparative gene expression analysis of a chronic myelogenous leukemia cell line resistant to cyclophosphamide using oligonucleotide arrays and response to tyrosine kinase inhibitors. Leuk Res. 2007 Nov;31(11):1511-20.
• [17] Design, synthesis, and biological evaluation of novel carbohydrate-based sulfamates as carbonic anhydrase inhibitors. J Med Chem. 2011 Mar 10;54(5):1481-9.
• [18] Large-scale in silico and microarray-based identification of direct 1,25-dihydroxyvitamin D3 target genes. Mol Endocrinol. 2005 Nov;19(11):2685-95.
• [19] Inhibition profiles of Voriconazole against acetylcholinesterase, -glycosidase, and human carbonic anhydrase I and II isoenzymes. J Biochem Mol Toxicol. 2019 Oct;33(10):e22385. doi: 10.1002/jbt.22385. Epub 2019 Sep 3.
• [20] Comparison of HepG2 and HepaRG by whole-genome gene expression analysis for the purpose of chemical hazard identification. Toxicol Sci. 2010 May;115(1):66-79.