sodium (2R)-2-acetamido-3-{[5-(2H3)acetamido-2-hydroxy(4,6-2H2)phenyl]sulfanyl}propanoate

• ChemBase ID: 159218
• Molecular Formular: C13H15N2NaO5S
• Molecular Mass: 334.32337
• Monoisotopic Mass: 334.05993687
• SMILES: c1(ccc(cc1SC[C@H](NC(=O)C)C(=O)[O-])NC(=O)C)O.[Na+]
• Canonical SMILES: CC(=O)Nc1ccc(c(c1)SC[C@@H](C(=O)[O-])NC(=O)C)O.[Na+]
• InChI: InChI=1S/C13H16N2O5S.Na/c1-7(16)14-9-3-4-11(18)12(5-9)21-6-10(13(19)20)15-8(2)17;/h3-5,10,18H,6H2,1-2H3,(H,14,16)(H,15,17)(H,19,20);/q;+1/p-1/t10-;/m0./s1
• InChIKey: JKIDIVFUGFKUBH-PPHPATTJSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2R)-2-acetamido-3-{[5-(^2H₃)acetamido-2-hydroxy(4,6-^2H₂)phenyl]sulfanyl}propanoate
• IUPAC Traditional name: sodium (2R)-2-acetamido-3-{[5-(^2H₃)acetamido-2-hydroxy(4,6-^2H₂)phenyl]sulfanyl}propanoate
• Synonyms: Paracetamol Mercapturate-d5 Sodium Salt; APAP-CYS-d5 (major); 3-[N-Acetyl-L-cystein-S-yl] Acetaminophen-d5 Sodium Salt (Major)

Database IDs

• PubChem SID: 162253353
• PubChem CID: 46779972

CALCULATED PROPERTIES

• Acid pKa: 3.2300014
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.2614436
• LogD (pH = 7.4): -3.4598172
• Log P: -0.012275034
• Molar Refractivity: 89.9246 cm^3
• Polarizability: 29.80617 Å^3
• Polar Surface Area: 118.56 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid

Safety Information

• Storage Condition: Hygroscopic, Store under Inert atmosphere -20°C Freezer

DETAILS

Toronto Research Chemicals - A172102

APAP-CYS deuterated metabolite of acetaminophen. Unlabelled APAP-CYS is implicated in nephrotoxicity.Minimum isotopic incorporation d-3, no d-0 present. 64% isotopic incorporation at the 6-position, 89% at the 4-position.