(-)-Penicillamine

C5H11NO2SCAS 52-67-5149.21 g/mol

HSNH2OOH
Carboxylic acidPrimary amineThiol

Properties

Molecular formula
C5H11NO2S
Molar mass
149.21 g/mol
Exact mass
149.0510 Da
Melting point
202–206 °C
pKa
7.83
logP
0.11Crippen estimate
Polar surface area
63.3 Ų
H-bond donors / acceptors
3 / 3
Rotatable bonds
2
Stereocentres
Sin SMILES atom order

Hazards

Warning
Irritant (GHS07)

Aggregated from 52 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number
52-67-5
SMILES
CC(C)(S)[C@@H](N)C(=O)O
InChIKey
VVNCNSJFMMFHPL-VKHMYHEASA-N
InChI
InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

34 names · show all
  • D-Valine, 3-mercapto-
  • Valine, 3-mercapto-, D-
  • 3-Mercapto-D-valine
  • Cuprimine
  • D-3-Mercaptovaline
  • D-Penicillamine
  • Penicillamine
  • Metalcaptase
  • Cuprenil
  • Trolovol
  • D-Mercaptovaline
  • D-(-)-Penicillamine
  • Penicillamin
  • D-Penamine
  • Reduced D-penicillamine
  • Reduced penicillamine
  • DPA
  • Kuprenil
  • Cupripen
  • (S)-3,3-Dimethylcysteine
  • 2-Amino-3-mercapto-3-methylbutanoic acid
  • (2S)-2-Amino-3-methyl-3-sulfanylbutanoic acid
  • (S)-Penicillamine
  • Perdolat
  • Mercaptyl
  • Pendramine
  • Depen
  • Sufirtan
  • β-Thiovaline
  • Depamine
  • NSC 81549
  • Artamin
  • Dimethylcysteine
  • (2S)-2-Azaniumyl-3-methyl-3-sulfanylbutanoate

Work with (-)-Penicillamine

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Similar compounds

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

Elsewhere