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Details

Stereochemistry ABSOLUTE
Molecular Formula C7H11NO4S
Molecular Weight 205.232
Optical Activity ( - )
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DACISTEINE

SMILES

CC(=O)N[C@@H](CSC(C)=O)C(O)=O

InChI

InChIKey=HSPYGHDTVQJUDE-LURJTMIESA-N
InChI=1S/C7H11NO4S/c1-4(9)8-6(7(11)12)3-13-5(2)10/h6H,3H2,1-2H3,(H,8,9)(H,11,12)/t6-/m0/s1

HIDE SMILES / InChI

Molecular Formula C7H11NO4S
Molecular Weight 205.232
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Dacisteine is a derivative of a N-acetylcysteine, where a second acetyl group is attached to a sulfur atom. Dacisteine is marketed in France under tradename Mucothiol for the treatment of disorders of bronchial secretion, acute bronchitis and acute episode of chronic bronchopneumopathies. Dacisteine exerts its action on the gel phase of the mucus, presumably by breaking the disulfide bonds of the glycoproteins, and thus promotes the expectoration.

Approval Year

PubMed

PubMed

TitleDatePubMed
Double-prodrugs of L-cysteine: differential protection against acetaminophen-induced hepatotoxicity in mice.
2002
Reactions of purines-containing butenolides with L-cysteine or N-acetyl-L-cysteine as model biological nucleophiles: a potent mechanism-based inhibitor of ribonucleotide reductase caused apoptosis in breast carcinoma MCF7 cells.
2002 Mar
First total synthesis of mycothiol and mycothiol disulfide.
2004 Feb 5
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:34:18 UTC 2023
Edited
by admin
on Fri Dec 15 16:34:18 UTC 2023
Record UNII
WF970ATW3T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DACISTEINE
INN   WHO-DD  
INN  
Official Name English
dacisteine [INN]
Common Name English
MUCOTHIOL
Brand Name English
N,S-DIACETYL-L-CYSTEINE
Systematic Name English
N-ACETYL-L-CYSTEINE, ACETATE (ESTER)
Common Name English
ACETYLCYSTEINE IMPURITY D [EP IMPURITY]
Common Name English
Dacisteine [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C74536
Created by admin on Fri Dec 15 16:34:18 UTC 2023 , Edited by admin on Fri Dec 15 16:34:18 UTC 2023
Code System Code Type Description
CAS
18725-37-6
Created by admin on Fri Dec 15 16:34:18 UTC 2023 , Edited by admin on Fri Dec 15 16:34:18 UTC 2023
PRIMARY
ECHA (EC/EINECS)
242-537-5
Created by admin on Fri Dec 15 16:34:18 UTC 2023 , Edited by admin on Fri Dec 15 16:34:18 UTC 2023
PRIMARY
PUBCHEM
65690
Created by admin on Fri Dec 15 16:34:18 UTC 2023 , Edited by admin on Fri Dec 15 16:34:18 UTC 2023
PRIMARY
EPA CompTox
DTXSID00172034
Created by admin on Fri Dec 15 16:34:18 UTC 2023 , Edited by admin on Fri Dec 15 16:34:18 UTC 2023
PRIMARY
EVMPD
SUB06884MIG
Created by admin on Fri Dec 15 16:34:18 UTC 2023 , Edited by admin on Fri Dec 15 16:34:18 UTC 2023
PRIMARY
ChEMBL
CHEMBL2106099
Created by admin on Fri Dec 15 16:34:18 UTC 2023 , Edited by admin on Fri Dec 15 16:34:18 UTC 2023
PRIMARY
FDA UNII
WF970ATW3T
Created by admin on Fri Dec 15 16:34:18 UTC 2023 , Edited by admin on Fri Dec 15 16:34:18 UTC 2023
PRIMARY
SMS_ID
100000083972
Created by admin on Fri Dec 15 16:34:18 UTC 2023 , Edited by admin on Fri Dec 15 16:34:18 UTC 2023
PRIMARY
DRUG CENTRAL
1760
Created by admin on Fri Dec 15 16:34:18 UTC 2023 , Edited by admin on Fri Dec 15 16:34:18 UTC 2023
PRIMARY
NCI_THESAURUS
C74266
Created by admin on Fri Dec 15 16:34:18 UTC 2023 , Edited by admin on Fri Dec 15 16:34:18 UTC 2023
PRIMARY
INN
5346
Created by admin on Fri Dec 15 16:34:18 UTC 2023 , Edited by admin on Fri Dec 15 16:34:18 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
Related Record Type Details
ACTIVE MOIETY