91088-55-0 , S-(4-Nitrophenyl)mercapturic acid ; N-Acetyl-S-(4-nitrophenyl)-L-cysteine; N-Acetyl-3-[(p-nitrophenyl)thio]alanine

91088-55-0 , S-(4-Nitrophenyl)mercapturic acid ;
N-Acetyl-S-(4-nitrophenyl)-L-cysteine; N-Acetyl-3-[(p-nitrophenyl)thio]alanine
C11H12N2O5S / 284.29
MFCD06858365

S-(4-Nitrophenyl)mercapturic acid

N-Acetyl-S-(4-nitrophenyl)-L-cysteine; N-Acetyl-3-[(p-nitrophenyl)thio]alanine

S-(4-Nitrophenyl)mercapturic acid (S-NPMA) is the major metabolite of 4-nitrophenol, which is a precursor to dyes and pharmaceuticals. S-NPMA has been detected in urine samples from humans, rats, and mice. The main metabolic pathway for S-NPMA is an oxidative conversion by cytochrome P450 enzymes. S-NPMA has been found to be a useful biomarker for the presence of polycyclic aromatic hydrocarbons in wastewater and human urine. The levels of this compound have also been shown to increase with age in humans.

CAS Number	91088-55-0
Product Name	N-Acetyl-S-(4-nitrophenyl)-L-cysteine
IUPAC Name	(2R)-2-acetamido-3-(4-nitrophenyl)sulfanylpropanoic acid
Molecular Formula	C11H12N2O5S
Molecular Weight	284.29 g/mol
InChI	InChI=1S/C11H12N2O5S/c1-7(14)12-10(11(15)16)6-19-9-4-2-8(3-5-9)13(17)18/h2-5,10H,6H2,1H3,(H,12,14)(H,15,16)/t10-/m0/s1
InChI Key	LOBKSYPZBSVLLE-JTQLQIEISA-N
SMILES	CC(=O)NC(CSC1=CC=C(C=C1)[N+](=O)[O-])C(=O)O
Synonyms	N-Acetyl-S-(4-nitrophenyl)-L-cysteine; N-Acetyl-3-[(p-nitrophenyl)thio]alanine
Canonical SMILES	CC(=O)NC(CSC1=CC=C(C=C1)[N+](=O)[O-])C(=O)O
Isomeric SMILES	CC(=O)N[C@@H](CSC1=CC=C(C=C1)[N+](=O)[O-])C(=O)O