CHEBI:7959 - D-penicillamine

ChEBI IDCHEBI:7959
ChEBI NameD-penicillamine
Stars
ASCII NameD-penicillamine
DefinitionAn optically active form of penicillamine having D-configuration. Pharmaceutical form (L-form is toxic) of chelating agent used to treat heavy metal poisoning.
Secondary ChEBI IDCHEBI:469179
Last Modified12 November 2020
DownloadsMolfile
FormulaC5H11NO2S
Net Charge0
Average Mass149.215
Monoisotopic Mass149.05105
SMILESCC(C)(S)[C@@H](N)C(=O)O
InChIInChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1
InChIKeyVVNCNSJFMMFHPL-VKHMYHEASA-N
Wikipedia
Roles Classification
Chemical Roles:
copper chelator  A chelator that is any compound containing a ligand (typically organic) which is able to form a bond to a central copper atom at two or more points.
chelator  A ligand with two or more separate binding sites that can bind to a single metallic central atom, forming a chelate.
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).
Biological Role:
drug allergen  Any drug which causes the onset of an allergic reaction.
Applications:
antirheumatic drug  A drug used to treat rheumatoid arthritis.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
D-penicillamine (CHEBI:7959) has role antirheumatic drug (CHEBI:35842)
D-penicillamine (CHEBI:7959) has role chelator (CHEBI:38161)
D-penicillamine (CHEBI:7959) has role copper chelator (CHEBI:166831)
D-penicillamine (CHEBI:7959) has role drug allergen (CHEBI:88188)
D-penicillamine (CHEBI:7959) is a non-proteinogenic α-amino acid (CHEBI:83925)
D-penicillamine (CHEBI:7959) is a penicillamine (CHEBI:50868)
D-penicillamine (CHEBI:7959) is enantiomer of L-penicillamine (CHEBI:50869)
Incoming Relation(s)
benzylpenillamine (CHEBI:61224) has functional parent D-penicillamine (CHEBI:7959)
L-penicillamine (CHEBI:50869) is enantiomer of D-penicillamine (CHEBI:7959)
IUPAC Names 
3-sulfanyl-D-valine
(2S)-2-amino-3-methyl-3-sulfanylbutanoic acid
INNs  Source
penicillamineKEGG DRUG
penicilaminaChemIDplus
penicillaminumChemIDplus
pénicillamineWHO MedNet
Synonyms  Source
(S)-3,3-dimethylcysteineChemIDplus
(−)-penicillamineChemIDplus
D-β,β-dimethylcysteineNIST Chemistry WebBook
3-mercapto-D-valineChemIDplus
D-(−)-penicillamineChemIDplus
PAChEBI
Brand Names  Source
CuprimineKEGG DRUG
DepenKEGG DRUG
D-PenamineNIST Chemistry WebBook
Manual XrefsDatabases
C07418KEGG COMPOUND
D00496KEGG DRUG
DB00859DrugBank
PenicillamineWikipedia
LEIPDBeChem
HMDB0014997HMDB
2081DrugCentral
Registry NumbersSources
Reaxys:1722375Reaxys
CAS:52-67-5KEGG COMPOUND
CAS:52-67-5NIST Chemistry WebBook
CAS:52-67-5ChemIDplus
Citations