Details
Stereochemistry | RACEMIC |
Molecular Formula | C4H7NO2S |
Molecular Weight | 133.169 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)C1CSCN1
InChI
InChIKey=DZLNHFMRPBPULJ-UHFFFAOYSA-N
InChI=1S/C4H7NO2S/c6-4(7)3-1-8-2-5-3/h3,5H,1-2H2,(H,6,7)
Molecular Formula | C4H7NO2S |
Molecular Weight | 133.169 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
Timonacic or thioproline (4-Thiazolidinecarboxylic acid) is the product of condensation between cysteine and formaldehyde. Dietary timonacic slows the aging process in mammals and prolongs their life span. It exerts antioxidant and antineoplastic actions however its mechanism of action is elusive. Timonacic (brand names Heparegen or Arbitol) is used for the treatment of liver diseases.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17115892
Curator's Comment: Timonacic (thioproline) is CNS active in animals. No human data available.
Originator
Sources: http://pubs.acs.org/doi/abs/10.1021/ja01280a050
Curator's Comment: reference retrieved from http://www.drugfuture.com/chemdata/timonacic.html
Approval Year
PubMed
Title | Date | PubMed |
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Screening for new compounds with antiherpes activity. | 1984 Oct |
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New water-soluble prodrugs of HIV protease inhibitors based on O-->N intramolecular acyl migration. | 2002 Dec |
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The amount of thiolic antioxidant ingestion needed to improve several immune functions is higher in aged than in adult mice. | 2002 Feb |
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Novel dipeptide macrocycles from 4-oxo, -thio, and -amino-substituted proline derivatives. | 2002 May 31 |
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Improvement of the macrophage functions in prematurely ageing mice by a diet supplemented with thiolic antioxidants. | 2004 |
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A one-pot total synthesis of crambin. | 2004 May 3 |
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Synthesis, calpain inhibitory activity, and cytotoxicity of P2-substituted proline and thiaproline peptidyl aldehydes and peptidyl alpha-ketoamides. | 2006 Aug 24 |
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Successful computer guided planned synthesis of (4R)-thiazolidine carboxylic acid and its 2-substituted analogues as urease inhibitors. | 2006 May |
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Conformational studies of proline-, thiaproline- and dimethylsilaproline-containing diketopiperazines. | 2006 Oct |
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Ingestion of thioproline suppresses rat esophageal adenocarcinogenesis caused by duodenogastroesophageal reflux. | 2007 Dec |
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Purification, characterization and crystallization of pyrroline-5-carboxylate reductase from the hyperthermophilic archeon Sulfolobus Solfataricus. | 2009 Apr |
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A facile 1,3-dipolar cycloaddition of azomethine ylides to 2-arylidene-1,3-indanediones: synthesis of dispiro-oxindolylpyrrolothiazoles and their antimycobacterial evaluation. | 2010 Dec 15 |
|
Murine models of premature ageing for the study of diet-induced immune changes: improvement of leucocyte functions in two strains of old prematurely ageing mice by dietary supplementation with sulphur-containing antioxidants. | 2010 Nov |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6318968
Unknown
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:15:34 GMT 2023
by
admin
on
Fri Dec 15 15:15:34 GMT 2023
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Record UNII |
E5913T3IBL
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C2132
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C2354
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C003438
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9934
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DTXSID9023675
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E5913T3IBL
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3782
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SUB11070MIG
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m10872
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100000077224
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207-146-6
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CHEMBL358722
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DB12856
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444-27-9
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64564
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT | |||
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ENANTIOMER -> RACEMATE | |||
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ENANTIOMER -> RACEMATE |
Related Record | Type | Details | ||
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ACTIVE MOIETY |