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

• ChemBase ID: 3962
• Molecular Formular: C3H7NO5S2
• Molecular Mass: 201.22138
• Monoisotopic Mass: 200.97656433
• SMILES: N[C@@H](CSS(=O)(=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CSS(=O)(=O)O)N
• InChI: InChI=1S/C3H7NO5S2/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)/t2-/m0/s1
• InChIKey: NOKPBJYHPHHWAN-REOHCLBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-(sulfosulfanyl)propanoic acid
• IUPAC Traditional name: S-sulphocysteine
• Synonyms: Cysteine-S-Sulfonic Acid; S-Sulfo-L-cysteine; S-Sulfocysteine; S-Sulphocysteine; Cysteine-S-sulfate; Cysteine-S-sulfonate; Cysteinyl-S-sulfonate; L-Cysteine S-sulfate; Cysteinyl-S-sulfonic acid; S-sulphocysteine; L-Cysteine S-sulfate

Database IDs

• CAS Number: 1637-71-4
• MDL Number: MFCD00133440
• Beilstein Number: 1726832
• PubChem SID: 46505164; 160967397; 24892471
• PubChem CID: 115015

CALCULATED PROPERTIES

JChem

• Acid pKa: -1.8719925
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -5.8646483
• LogD (pH = 7.4): -5.952627
• Log P: -2.3483515
• Molar Refractivity: 38.6421 cm^3
• Polarizability: 16.391066 Å^3
• Polar Surface Area: 117.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.33
• LOG S: -0.57
• Solubility (Water): 5.38e+01 g/l

PROPERTIES

Physical Property

• Solubility: H2O: soluble20 mg/mL, clear, colorless

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (TLC); ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C3H7NO5S2

DETAILS

DrugBank - DB04370

Drug information: experimental

Sigma Aldrich - C2196

Biochem/physiol Actions
NMDA glutamatergic receptor agonist.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C2196.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 30190

Other Notes
Inactivates rat kidney γ-glutamylcysteine synthetase1