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1113-41-3 molecular structure
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(2R)-2-amino-3-methyl-3-sulfanylbutanoic acid

ChemBase ID: 78379
Molecular Formular: C5H11NO2S
Molecular Mass: 149.21134
Monoisotopic Mass: 149.0510496
SMILES and InChIs

SMILES:
SC([C@@H](C(=O)O)N)(C)C
Canonical SMILES:
N[C@@H](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)/t3-/m1/s1
InChIKey:
VVNCNSJFMMFHPL-GSVOUGTGSA-N

Cite this record

CBID:78379 http://www.chembase.cn/molecule-78379.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R)-2-amino-3-methyl-3-sulfanylbutanoic acid
IUPAC Traditional name
valine, 3-mercapto-, DL-
L-penicillamine
Synonyms
L-(+)-Penicillamine
L-(+)-2-Amino-3-mercapto-3-methylbutanoic acid
D-(-)-Penicillamine
L-(+)-2-Amino-3-mercapto-3-methylbutanoic acid β,β-Dimethyl-L-cysteine
L-Penicillamine
3-Mercapto-L-valine
3,3-Dimethyl-L-cysteine
L-(+)-2-Amino-3-mercapto-3-methylbutanoic acid β,β-Dimethyl-L-cysteine
L-(+)-PENICILLAMINE
(+)-Penicillamine
(R)-Penicillamine
L-Penicillamine
NSC 241261
L-Penicillamine
3,3-二甲基-L-半胱氨酸
3-巯基-L-缬氨酸
L-(+)-2-氨基-3-巯基-3-甲基丁酸
L-(+)-青霉胺
L-(+)-2-氨基-3-巯基-3-甲基丁酸β,β-二甲基-L-半胱氨酸
L-青霉胺
CAS Number
1113-41-3
52-67-5
EC Number
214-203-9
MDL Number
MFCD00064302
MFCD00064303
Beilstein Number
1722374
Merck Index
147088
PubChem SID
24851751
162043148
24886984
PubChem CID
92863

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 2.555553  H Acceptors
H Donor LogD (pH = 5.5) -2.1465738 
LogD (pH = 7.4) -2.1542492  Log P -2.1465182 
Molar Refractivity 37.225 cm3 Polarizability 15.067698 Å3
Polar Surface Area 63.32 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
~200 °C (dec.) expand Show data source
206 °C (dec.)(lit.) expand Show data source
220-222°C (dec.) expand Show data source
ca 200°C dec. expand Show data source
ca 212(dec.)°C expand Show data source
Optical Rotation
[α]20/D +63±2°, c = 1% in 1 M NaOH expand Show data source
[α]24/D +61.9°, c = 0.5 in 1 M NaOH expand Show data source
+63 (c=1 in 1M NaOH) expand Show data source
Storage Condition
2-8°C expand Show data source
Storage Warning
Toxic expand Show data source
RTECS
YV9445500 expand Show data source
European Hazard Symbols
X expand Show data source
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
2 expand Show data source
Risk Statements
22-36/37/38 expand Show data source
36/37/38 expand Show data source
Safety Statements
26 expand Show data source
26-36/37 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302-H315-H319-H335 expand Show data source
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
P280H-P305+P351+P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥99% expand Show data source
≥98.0% (T) expand Show data source
98+% expand Show data source
99% expand Show data source
Grade
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Linear Formula
(CH3)2C(SH)CH(NH2)CO2H expand Show data source
Empirical Formula (Hill Notation)
C5H11NO2S expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02151807 external link
Crystalline
Purity: 99+%
Metal chelating agent
Sigma Aldrich - 196312 external link
Application
Metal-chelating agent
Packaging
1, 5 g in glass bottle
Toronto Research Chemicals - P223005 external link
L-Penicillamine is a metabolite of penicillin. L-Penicillamine is used in the treatment of Wilson’s disease, Cystinuria, Scleroderma and arsenic poisoning.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Marti-Prats, L., et al.: Neurosci. Lett., 483, 143 (2010)
  • • Singh, A., et al.: J. Pharm. Sci., 99, 3931 (2010)
  • • Everette, J., et al.: J. Agric. Food Chem., 58, 8139 (2010)
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PATENTS

PATENTS

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INTERNET

INTERNET

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