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ChEBI
> Main
CHEBI:50868 - penicillamine
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ChEBI Ontology
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ChEBI Name
penicillamine
ChEBI ID
CHEBI:50868
Definition
An α-amino acid having the structure of valine substituted at the β position with a sulfanyl group.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C5H11NO2S
Net Charge
0
Average Mass
149.21238
Monoisotopic Mass
149.05105
InChI
InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)
InChIKey
VVNCNSJFMMFHPL-UHFFFAOYSA-N
SMILES
CC(C)(S)C(N)C(O)=O
Roles Classification
Chemical Role
(s):
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
penicillamine (
CHEBI:50868
)
is a
non-proteinogenic α-amino acid (
CHEBI:83925
)
penicillamine (
CHEBI:50868
)
is a
thiol (
CHEBI:29256
)
Incoming
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
Sources
(±)-penicillamine
ChemIDplus
2-amino-3-mercapto-3-methylbutyric acid
ChemIDplus
3,3-dimethylcysteine
ChemIDplus
β-mercaptovaline
ChemIDplus
D
,
L
-penicillamine
ChemIDplus
D
L
-3-mercaptovaline
ChemIDplus
D
L
-β-mercaptovaline
ChemIDplus
Manual Xref
Database
DB00859
DrugBank
View more database links
Registry Numbers
Types
Sources
1722376
Beilstein Registry Number
Beilstein
52-66-4
CAS Registry Number
ChemIDplus
Last Modified
06 December 2017