(2R)-2-amino-3-(hydroxysulfanyl)propanoic acid

• ChemBase ID: 1683
• Molecular Formular: C3H7NO3S
• Molecular Mass: 137.15758
• Monoisotopic Mass: 137.01466409
• SMILES: N[C@@H](CSO)C(=O)O
• Canonical SMILES: OSC[C@@H](C(=O)O)N
• InChI: InChI=1S/C3H7NO3S/c4-2(1-8-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1
• InChIKey: FXIRVRPOOYSARH-REOHCLBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-(hydroxysulfanyl)propanoic acid
• IUPAC Traditional name: S-hydroxycysteine; cysteine sulfenic acid
• Synonyms: Cysteine Sulfenic Acid; S-Hydroxycysteine

Database IDs

• PubChem SID: 160965140; 46507482
• PubChem CID: 165339

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8658558
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.1719382
• LogD (pH = 7.4): -3.192201
• Log P: -3.171937
• Molar Refractivity: 30.0005 cm^3
• Polarizability: 12.137557 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.08
• LOG S: 0.4
• Solubility (Water): 3.42e+02 g/l

DETAILS

DrugBank - DB01915

Drug information: experimental

DrugBank - DB03398

Drug information: experimental