2-amino-3-methyl-3-sulfanylbutanoic acid

• ChemBase ID: 102680
• Molecular Formular: C5H11NO2S
• Molecular Mass: 149.21134
• Monoisotopic Mass: 149.0510496
• SMILES: CC(C)(S)C(N)C(=O)O
• Canonical SMILES: NC(C(S)(C)C)C(=O)O
• InChI: InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)
• InChIKey: VVNCNSJFMMFHPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-methyl-3-sulfanylbutanoic acid
• IUPAC Traditional name: DMC; valine, 3-mercapto-, DL-
• Synonyms: β,β-Dimethyl-DL-cysteine; DL-PENICILLAMINE; DL-β,β-DIMETHYLCYSTEINE; 2-amino-3-methyl-3-sulfanylbutanoic acid; 2-Amino-3-mercapto-3-methylbutanoic acid; 3-Mercapto-DL-valine; 3,3-Dimethyl-DL-cysteine; β-Mercapto-DL-valine; DL-beta,beta-DIMETHYLCYSTEINE; DL-2-Amino-3-mercapto-3-methylbutanoic acid; DL-PENICILLAMINE; DL-Penicillamine; β,β-二甲基-DL-半胱氨酸; DL-2-氨基-3-巯基-3-甲基丁酸; DL-青霉胺

Database IDs

• CAS Number: 52-66-4
• EC Number: 200-147-2
• MDL Number: MFCD00004856
• Beilstein Number: 2039817
• Merck Index: 147088
• PubChem SID: 162090200; 24878576; 24886986; 24898596
• PubChem CID: 4727

CALCULATED PROPERTIES

• Acid pKa: 2.555553
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -2.1465738
• LogD (pH = 7.4): -2.1542492
• Log P: -2.1465182
• Molar Refractivity: 37.225 cm^3
• Polarizability: 15.067698 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 204 - 208°C; 204-208 °C(lit.); ca 212°C dec.
• Hydrophobicity(logP): -1.729

Safety Information

• Storage Condition: 2-8°C
• RTECS: YV9445000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; R:22
• Safety Statements: 26-36; 26-36/37; S:36/37/39
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280H-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%; ≥99.0% (NT); 95%; 95+%; 97%; 97+%
• Grade: puriss.
• Linear Formula: (CH3)2C(SH)CH(NH2)COOH

DETAILS

MP Biomedicals - 02102590

Crystalline
Typical degradation product of penicillin antibiotics. A heavy metal chelating agent.

MP Biomedicals - 05203726

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 542024

Packaging
25 g in glass bottle

REFERENCES

• Metal chelating agent.