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CHEBI:39585 - carbidopa (anhydrous)

ChEBI IDCHEBI:39585
ChEBI Namecarbidopa (anhydrous)
Stars
Definition3-(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.
Last Modified28 June 2022
DownloadsMolfile
FormulaC10H14N2O4
Net Charge0
Average Mass226.232
Monoisotopic Mass226.09536
SMILESC[C@@](Cc1ccc(O)c(O)c1)(NN)C(=O)O
InChIInChI=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
InChIKeyTZFNLOMSOLWIDK-JTQLQIEISA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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
carbidopumChemIDplus
Synonyms  Source
L-α-methyldopahydrazineChemIDplus
(−)-L-α-hydrazino-3,4-dihydroxy-α-methylhydrocinnamic acidChemIDplus
L-3-(3,4-dihydroxyphenyl)-2-methyl-2-hydrazinopropionic acidChemIDplus
(S)-carbidopaChEBI
(αS)-α-hydrazino-3,4-dihydroxy-α-methylbenzenepropanoic acidChEBI
(S)-(−)-carbidopaChEBI
Manual XrefsDatabases
142PDBeChem
DB00190DrugBank
CarbidopaWikipedia
LSM-5850LINCS
496DrugCentral
Registry NumbersSources
Beilstein:4189448Beilstein
CAS:28860-95-9ChemIDplus