(2S)-2-amino-3-sulfanylpropanoic acid

• ChemBase ID: 2899
• Molecular Formular: C3H7NO2S
• Molecular Mass: 121.15818
• Monoisotopic Mass: 121.01974947
• SMILES: N[C@H](CS)C(=O)O
• Canonical SMILES: N[C@@H](C(=O)O)CS
• InChI: InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1
• InChIKey: XUJNEKJLAYXESH-UWTATZPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-sulfanylpropanoic acid
• IUPAC Traditional name: D-cysteine; L cysteine
• Synonyms: D-Cysteine; (S)-2-Amino-3-mercaptopropionic acid; D-Cysteine; (S)-2-氨基-3-巯基丙酸; D-半胱氨酸

Database IDs

• CAS Number: 921-01-7
• MDL Number: MFCD00066461
• Beilstein Number: 1721407
• PubChem SID: 160966346; 46505834; 24858111
• PubChem CID: 92851; 5862

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.3459952
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -2.7920592
• LogD (pH = 7.4): -2.8006835
• Log P: -2.7921333
• Molar Refractivity: 28.2236 cm^3
• Polarizability: 11.415023 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.57
• LOG S: -0.72
• Solubility (Water): 2.31e+01 g/l

PROPERTIES

Physical Property

• Melting Point: ~230 °C (dec.)
• Optical Rotation: [α]20/D -7.6±1.0°, c = 5% in 5 M HCl

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99% (RT); 95+%
• Empirical Formula (Hill Notation): C3H7NO2S

DETAILS

DrugBank - DB03201

• Drug Groups: experimental
• Description: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE. [PubChem]

Sigma Aldrich - 30095

Other Notes
Unnatural isomer of cysteine.
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 30095.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Packaging
1 g in glass bottle
100 mg in glass bottle