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CHEBI:50868 - penicillamine

ChEBI IDCHEBI:50868
ChEBI Namepenicillamine
Stars
DefinitionAn α-amino acid having the structure of valine substituted at the β position with a sulfanyl group.
Last Modified6 December 2017
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC5H11NO2S
Net Charge0
Average Mass149.215
Monoisotopic Mass149.05105
SMILESCC(C)(S)C(N)C(=O)O
InChIInChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)
InChIKeyVVNCNSJFMMFHPL-UHFFFAOYSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
penicillamine (CHEBI:50868) is a non-proteinogenic α-amino acid (CHEBI:83925)
penicillamine (CHEBI:50868) is a thiol (CHEBI:29256)
Incoming Relation(s)
D-penicillamine (CHEBI:7959) is a penicillamine (CHEBI:50868)
L-penicillamine (CHEBI:50869) is a penicillamine (CHEBI:50868)
3,3-dimethylcystein-S-yl group (CHEBI:139233) is substituent group from penicillamine (CHEBI:50868)
IUPAC Names 
2-amino-3-methyl-3-sulfanylbutanoic acid
3-sulfanylvaline
Synonyms  Source
β-mercaptovalineChemIDplus
3,3-dimethylcysteineChemIDplus
2-amino-3-mercapto-3-methylbutyric acidChemIDplus
DL-3-mercaptovalineChemIDplus
DL-β-mercaptovalineChemIDplus
(±)-penicillamineChemIDplus
Manual XrefsDatabases
DB00859DrugBank
Registry NumbersSources
Beilstein:1722376Beilstein
CAS:52-66-4ChemIDplus