Details of the Drug

General Information of Drug (ID: DMDRSNH)

Drug Name
6-hydroxybenzo[d][1,3]oxathiol-2-one
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]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 168.17
Topological Polar Surface Area (xlogp) 1.9
Rotatable Bond Count (rotbonds) 0
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 4
Chemical Identifiers
Formula
C7H4O3S
IUPAC Name
6-hydroxy-1,3-benzoxathiol-2-one
Canonical SMILES
C1=CC2=C(C=C1O)OC(=O)S2
InChI
InChI=1S/C7H4O3S/c8-4-1-2-6-5(3-4)10-7(9)11-6/h1-3,8H
InChIKey
SLYPOVJCSQHITR-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
72139
ChEBI ID
CHEBI:568021
CAS Number
4991-65-5
TTD ID
D0M8UY

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]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Discovery agent
ICD Disease Classification N.A.
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Carbonic anhydrase II (CA-II) DTT CA2 7.95E-08 0.52 0.33
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

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 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.
3 Sulfonamide linked neoglycoconjugates--a new class of inhibitors for cancer-associated carbonic anhydrases. J Med Chem. 2010 Apr 8;53(7):2913-26.
4 Carbonic anhydrase inhibitors. Inhibition studies of a coral secretory isoform by sulfonamides. Bioorg Med Chem. 2009 Jul 15;17(14):5054-8.
5 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.
6 The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42.
7 Selective effect of thiazides on the human osteoblast-like cell line MG-63. Kidney Int. 1996 Nov;50(5):1476-82.
8 Inhibition of carbonic anhydrases I and II by N-unsubstituted carbamate esters. J Biol Chem. 1992 Dec 15;267(35):25044-50.
9 Nature of the inhibition of carbonic anhydrase by acetazolamide and benzthiazide. J Pharmacol Exp Ther. 1961 Mar;131:271-4.
10 Carbonic anhydrase inhibitors. Antioxidant polyphenols effectively inhibit mammalian isoforms I-XV. Bioorg Med Chem Lett. 2010 Sep 1;20(17):5050-3.