CHEBI:39585 - carbidopa (anhydrous)

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ChEBI Name carbidopa (anhydrous)
ChEBI ID CHEBI:39585
Definition 3-(3,4-Dihydroxyphenyl)propanoic acid in which the hydrogens α- to the carboxyl group are substituted by hydrazinyl and methyl groups (S-configuration). Carbidopa is a dopa decarboxylase inhibitor, so prevents conversion of levodopa to dopamine. It has no antiparkinson activity by itself, but is used (commonly as its hydrate) in the management of Parkinson's disease to reduce peripheral adverse effects of levodopa.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H14N2O4
Net Charge 0
Average Mass 226.22920
Monoisotopic Mass 226.09536
InChI InChI=1S/C10H14N2O4/c1-10(12-11,9(15)16)5-6-2-3-7(13)8(14)4-6/h2-4,12-14H,5,11H2,1H3,(H,15,16)/t10-/m0/s1
InChIKey TZFNLOMSOLWIDK-JTQLQIEISA-N
SMILES C[C@@](Cc1ccc(O)c(O)c1)(NN)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor
An EC 4.1.1.* (carboxy-lyase) inhibitor that interferes with the action of aromatic-L-amino-acid decarboxylase (EC 4.1.1.28).
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
Application(s): antiparkinson drug
A drug used in the treatment of Parkinson's disease.
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
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ChEBI Ontology
Outgoing carbidopa (anhydrous) (CHEBI:39585) has role antiparkinson drug (CHEBI:48407)
carbidopa (anhydrous) (CHEBI:39585) has role dopaminergic agent (CHEBI:48560)
carbidopa (anhydrous) (CHEBI:39585) has role EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor (CHEBI:59321)
carbidopa (anhydrous) (CHEBI:39585) is a catechols (CHEBI:33566)
carbidopa (anhydrous) (CHEBI:39585) is a hydrazines (CHEBI:24631)
carbidopa (anhydrous) (CHEBI:39585) is a monocarboxylic acid (CHEBI:25384)
Incoming foscarbidopa (CHEBI:192511) has functional parent carbidopa (anhydrous) (CHEBI:39585)
carbidopa (CHEBI:3395) has part carbidopa (anhydrous) (CHEBI:39585)
IUPAC Name
(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoic acid
INN Source
carbidopum ChemIDplus
Synonyms Sources
(−)-L-α-hydrazino-3,4-dihydroxy-α-methylhydrocinnamic acid ChemIDplus
(αS)-α-hydrazino-3,4-dihydroxy-α-methylbenzenepropanoic acid ChEBI
(S)-(−)-carbidopa ChEBI
(S)-carbidopa ChEBI
L-3-(3,4-dihydroxyphenyl)-2-methyl-2-hydrazinopropionic acid ChemIDplus
L-α-methyldopahydrazine ChemIDplus
Manual Xrefs Databases
142 PDBeChem
496 DrugCentral
Carbidopa Wikipedia
DB00190 DrugBank
LSM-5850 LINCS
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Registry Numbers Types Sources
28860-95-9 CAS Registry Number ChemIDplus
4189448 Beilstein Registry Number Beilstein
Last Modified
28 June 2022