L-Penicillamine

C₅H₁₁NO₂SCAS 1113-41-3149.21 g/mol

Open in Covalent MOL file

Carboxylic acid Primary amine Thiol

Properties

Molecular formula: C₅H₁₁NO₂S
Molar mass: 149.21 g/mol
Exact mass: 149.0510 Da
Melting point: 190–194 °C
logP: 0.11Crippen estimate
Polar surface area: 63.3 Å²
H-bond donors / acceptors: 3 / 3
Rotatable bonds: 2
Stereocentres: Rin SMILES atom order

Hazards

Warning

H315 Causes skin irritation100% of notifiers
H319 Causes serious eye irritation100% of notifiers
H335 May cause respiratory irritation97.9% of notifiers

Aggregated from 48 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

1113-41-3

SMILES

CC(C)(S)[C@H](N)C(=O)O

InChIKey

VVNCNSJFMMFHPL-GSVOUGTGSA-N

InChI

InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m1/s1

Weigh it out

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

Names and synonyms

8 names

L-Valine, 3-mercapto-
Valine, 3-mercapto-, L-
3-Mercapto-L-valine
(R)-Penicillamine
(+)-Penicillamine
NSC 241261
(R)-2-Amino-3-mercapto-3-methylbutanoic acid
(2R)-2-Amino-3-methyl-3-sulfanylbutanoic acid

Work with L-Penicillamine

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

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.

(-)-Penicillamine52-67-5Enantiomer (±)-Penicillamine52-66-4Stereo not defined

Similar compounds

L-tert-Leucine20859-02-361 % similar D-tert-Leucine26782-71-861 % similar tert-Leucine33105-81-661 % similar 3-Methyl-L-threonine2280-27-557 % similar L-Valine, 3,3′-dithiobis-113626-33-855 % similar 3-Fluoro-dl-valine43163-94-655 % similar 3,3,3-Trifluoroalanine17463-43-350 % similar O-(1,1-Dimethylethyl)-D-serine18783-53-442 % similar

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

Same formula

4-Aminotetrahydro-2H-thiopyran 1,1-dioxide210240-20-3 D-Methionine348-67-4 (+-)-Methionine59-51-8 Methionine63-68-3

Elsewhere

PubChem CAS Common Chemistry NIST WebBook