Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:7959 -
D
-penicillamine
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
D
-penicillamine
ChEBI ID
CHEBI:7959
ChEBI ASCII Name
D-penicillamine
Definition
An optically active form of penicillamine having
D
-configuration. Pharmaceutical form (
L
-form is toxic) of chelating agent used to treat heavy metal poisoning.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:469179
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Wikipedia
License
Read full article at Wikipedia
Formula
C5H11NO2S
Net Charge
0
Average Mass
149.21100
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)/t3-/m0/s1
InChIKey
VVNCNSJFMMFHPL-VKHMYHEASA-N
SMILES
CC(C)(S)[C@@H](N)C(O)=O
Roles Classification
Chemical Role
(s):
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 (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
)
Biological Role
(s):
drug allergen
Any drug which causes the onset of an allergic reaction.
Application
(s):
drug allergen
Any drug which causes the onset of an allergic reaction.
antirheumatic drug
A drug used to treat rheumatoid arthritis.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
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
benzylpenillamine (
CHEBI:61224
)
has functional parent
D
-penicillamine (
CHEBI:7959
)
L
-penicillamine (
CHEBI:50869
)
is enantiomer of
D
-penicillamine (
CHEBI:7959
)
IUPAC Names
(2
S
)-2-amino-3-methyl-3-sulfanylbutanoic acid
3-sulfanyl-
D
-valine
INNs
Sources
penicilamina
ChemIDplus
pénicillamine
WHO MedNet
penicillamine
KEGG DRUG
penicillaminum
ChemIDplus
Synonyms
Sources
(−)-penicillamine
ChemIDplus
(S)-2-amino-3-mercapto-3-methylbutanoic acid
ChEMBL
(
S
)-3,3-dimethylcysteine
ChemIDplus
3-mercapto-
D
-valine
ChemIDplus
D
-(−)-penicillamine
ChemIDplus
D
-β,β-dimethylcysteine
NIST Chemistry WebBook
PA
ChEBI
Brand Names
Sources
Cuprimine
KEGG DRUG
D
-Penamine
NIST Chemistry WebBook
Depen
KEGG DRUG
Manual Xrefs
Databases
2081
DrugCentral
C07418
KEGG COMPOUND
D00496
KEGG DRUG
DB00859
DrugBank
HMDB0014997
HMDB
LEI
PDBeChem
Penicillamine
Wikipedia
View more database links
Registry Numbers
Types
Sources
1722375
Reaxys Registry Number
Reaxys
1722375
Beilstein Registry Number
Beilstein
52-67-5
CAS Registry Number
KEGG COMPOUND
52-67-5
CAS Registry Number
NIST Chemistry WebBook
52-67-5
CAS Registry Number
ChemIDplus
Citations
Types
Sources
10408968
PubMed citation
Europe PMC
13793949
PubMed citation
Europe PMC
16736232
PubMed citation
Europe PMC
1709917
PubMed citation
Europe PMC
18570451
PubMed citation
Europe PMC
19904729
PubMed citation
Europe PMC
21989991
PubMed citation
Europe PMC
22076732
PubMed citation
Europe PMC
22151785
PubMed citation
Europe PMC
22169274
PubMed citation
Europe PMC
22683336
PubMed citation
Europe PMC
23200399
PubMed citation
Europe PMC
23342748
PubMed citation
Europe PMC
23375251
PubMed citation
Europe PMC
2420897
PubMed citation
Europe PMC
7196231
PubMed citation
Europe PMC
Last Modified
12 November 2020