API reference

Tiopronin

CAS number
1953-02-2
Molecular formula
C5H9NO3S
Molecular weight
163.2 g/mol
Tiopronin — 2D structure
2D structure (PubChem)

About this molecule

Tiopronin is an acylated sulfhydryl-containing derivative of glycine with reducing and complexing properties. Tiopronin breaks the disulphide bond of cystine and binds the sulfhydryl group of the resultant cysteine monomers to form a soluble tiopronin-cysteine-mixed disulfide, which is more water-soluble than cystine and is readily excreted. This leads to a reduction in urinary cystine concentration and subsequently reduces cystine stone formation.

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

IUPAC name
2-(2-sulfanylpropanoylamino)acetic acid
InChIKey
YTGJWQPHMWSCST-UHFFFAOYSA-N
SMILES
CC(C(=O)NCC(=O)O)S
Other CAS numbers recorded
2254742-22-6 · 2254742-23-7 · 1939-02-2
PubChem CID
5483

Also known as

tiopronin · N-(2-Mercaptopropionyl)glycine · Thiopronine · Thiola · Tiopronine · 2-(2-sulfanylpropanoylamino)acetic acid · Glycine, N-(2-mercapto-1-oxopropyl)- · Thiolpropionamidoacetic acid

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