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Benzylmercapturic acid

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Benzylmercapturic acid is a minor metaboliteoftoluene in humans and is used in the diagnosis of toluene exposure.^[1] As its name indicates, is a benzyl derivative of mercapturic acid (acetylcysteine).

Benzylmercapturic acid
Names

IUPAC name (2R)-2-Acetamido-3-(phenylmethylsulfanyl)propanoic acid
Other names S-Benzyl-N-acetyl-L-cysteine S-Benzylmercapturic acid
Identifiers
CAS Number	19542-77-9^Y
3D model (JSmol)	Interactive image
Abbreviations	SBNAC
ChEBI	CHEBI:194360
ChemSpider	96963^N
PubChem CID	107816
UNII	X3H719RFPT^Y
CompTox Dashboard (EPA)	DTXSID90894753
InChI InChI=1S/C12H15NO3S/c1-9(14)13-11(12(15)16)8-17-7-10-5-3-2-4-6-10/h2-6,11H,7-8H2,1H3,(H,13,14)(H,15,16)/t11-/m0/s1^Y Key: BJUXDERNWYKSIQ-NSHDSACASA-N^Y InChI=1/C12H15NO3S/c1-9(14)13-11(12(15)16)8-17-7-10-5-3-2-4-6-10/h2-6,11H,7-8H2,1H3,(H,13,14)(H,15,16)/t11-/m0/s1 Key: BJUXDERNWYKSIQ-NSHDSACABF
SMILES CC(=O)N[C@@H](CSCC1=CC=CC=C1)C(=O)O
Properties
Chemical formula	C₁₂H₁₅NO₃S
Molar mass	253.32 g/mol
Melting point	163 °C (325 °F; 436 K)
Boiling point	462 °C (864 °F; 735 K)
Solubility in water	very soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

References

edit

^ Inoue, O; Kanno, E; Kasai, K; Ukai, H; Okamoto, S; Ikeda, M (2004-03-01). "Benzylmercapturic acid is superior to hippuric acid and o-cresol as a urinary marker of occupational exposure to toluene". Toxicology Letters. 147 (2): 177–186. doi:10.1016/j.toxlet.2003.11.003. ISSN 0378-4274. PMID 14757321.

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Retrieved from "https://en.wikipedia.org/w/index.php?title=Benzylmercapturic_acid&oldid=1189876883" Last edited on 14 December 2023, at 16:09

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