:Benzylmercapturic acid

{{More citations needed|date=July 2022}}{{Chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 462788784

| ImageFile = BenzylMercapAcid-PlainSVG.svg

| ImageSize = 200px

| IUPACName = (2R)-2-Acetamido-3-(phenylmethylsulfanyl)propanoic acid

| OtherNames = S-Benzyl-N-acetyl-L-cysteine
S-Benzylmercapturic acid

|Section1={{Chembox Identifiers

| Abbreviations = SBNAC

| CASNo_Ref = {{cascite|correct|??}}

| CASNo = 19542-77-9

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = X3H719RFPT

| PubChem = 107816

| SMILES = CC(=O)N[C@@H](CSCC1=CC=CC=C1)C(=O)O

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 96963

| ChEBI = 194360

| 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

| InChIKey = BJUXDERNWYKSIQ-NSHDSACABF

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 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

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = BJUXDERNWYKSIQ-NSHDSACASA-N

}}

|Section2={{Chembox Properties

| Formula = C12H15NO3S

| MolarMass = 253.32 g/mol

| Appearance =

| Density =

| MeltingPtC = 163

| BoilingPtC = 462

| Solubility = very soluble

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|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt = }}

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Benzylmercapturic acid is a minor metabolite of toluene in humans and is used in the diagnosis of toluene exposure.{{Cite journal |last1=Inoue |first1=O |last2=Kanno |first2=E |last3=Kasai |first3=K |last4=Ukai |first4=H |last5=Okamoto |first5=S |last6=Ikeda |first6=M |date=2004-03-01 |title=Benzylmercapturic acid is superior to hippuric acid and o-cresol as a urinary marker of occupational exposure to toluene |url=https://www.sciencedirect.com/science/article/pii/S0378427403004235 |journal=Toxicology Letters |language=en |volume=147 |issue=2 |pages=177–186 |doi=10.1016/j.toxlet.2003.11.003 |pmid=14757321 |issn=0378-4274|url-access=subscription }} As its name indicates, is a benzyl derivative of mercapturic acid (acetylcysteine).

References

{{Reflist}}

{{DEFAULTSORT:Benzylmercapturic Acid}}

Category:Thioethers

Category:Alpha-Amino acids

Category:Amino acid derivatives

Category:Benzyl compounds

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