ChemFOnt: Showing chemical card for Carbidopa (CFc000008733)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:55:38 UTC

Chemfont ID

CFc000008733

Molecule Identification

Common Name

Carbidopa

Definition

Carbidopa is only found in individuals that have used or taken this drug. It is an inhibitor of DOPA decarboxylase, preventing conversion of levodopa to dopamine. It is used in parkinson disease to reduce peripheral adverse effects of levodopa. It has no antiparkinson actions by itself. [PubChem]When mixed with levodopa, carbidopa inhibits the peripheral conversion of levodopa to dopamine and the decarboxylation of oxitriptan to serotonin by aromatic L-amino acid decarboxylase. This results in increased amount of levodopa and oxitriptan available for transport to the CNS. Carbidopa also inhibits the metabolism of levodopa in the GI tract, thus, increasing the bioavailability of levodopa.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(-)-L-alpha-Hydrazino-3,4-dihydroxy-alpha-methylhydrocinnamic acid	ChEBI
(AlphaS)-alpha-hydrazino-3,4-dihydroxy-alpha-methylbenzenepropanoic acid	ChEBI
(S)-(-)-Carbidopa	ChEBI
(S)-Carbidopa	ChEBI
Carbidopum	ChEBI
L-3-(3,4-Dihydroxyphenyl)-2-methyl-2-hydrazinopropionic acid	ChEBI
L-alpha-Methyldopahydrazine	ChEBI
(-)-L-a-Hydrazino-3,4-dihydroxy-a-methylhydrocinnamate	Generator
(-)-L-a-Hydrazino-3,4-dihydroxy-a-methylhydrocinnamic acid	Generator
(-)-L-alpha-Hydrazino-3,4-dihydroxy-alpha-methylhydrocinnamate	Generator
(-)-L-Α-hydrazino-3,4-dihydroxy-α-methylhydrocinnamate	Generator
(-)-L-Α-hydrazino-3,4-dihydroxy-α-methylhydrocinnamic acid	Generator
(AlphaS)-a-hydrazino-3,4-dihydroxy-a-methylbenzenepropanoate	Generator
(AlphaS)-a-hydrazino-3,4-dihydroxy-a-methylbenzenepropanoic acid	Generator
(AlphaS)-alpha-hydrazino-3,4-dihydroxy-alpha-methylbenzenepropanoate	Generator
(AlphaS)-α-hydrazino-3,4-dihydroxy-α-methylbenzenepropanoate	Generator
(AlphaS)-α-hydrazino-3,4-dihydroxy-α-methylbenzenepropanoic acid	Generator
L-3-(3,4-Dihydroxyphenyl)-2-methyl-2-hydrazinopropionate	Generator
L-a-Methyldopahydrazine	Generator
L-Α-methyldopahydrazine	Generator
Lodosin	HMDB
Carbidopa, (R)-isomer	HMDB
Carbidopa, (S)-isomer	HMDB
Lodosyn	HMDB
Methyldopahydrazine	HMDB
Carbidopa	MeSH

Chemical Formula

C₁₀H₁₄N₂O₄

Average Molecular Weight

226.2292

Monoisotopic Molecular Weight

226.095356946

IUPAC Name

(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoic acid

Traditional Name

carbidopa

CAS Registry Number

28860-95-9

SMILES

C[C@@](CC1=CC(O)=C(O)C=C1)(NN)C(O)=O

InChI Identifier

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

InChI Key

TZFNLOMSOLWIDK-JTQLQIEISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Phenylpropane
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid derivative
Carboxylic acid
Alkylhydrazine
Monocarboxylic acid or derivatives
Organopnictogen compound
Hydrazine derivative
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:39585 )
catechols (CHEBI:39585 )
hydrazines (CHEBI:39585 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Source

Exogenous

Exogenous (HMDB: HMDB0014336)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.73 g/L	ALOGPS
logP	-0.16	ALOGPS
logP	-1.2	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	2.35	ChemAxon
pKa (Strongest Basic)	5.66	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	115.81 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.77 m³·mol⁻¹	ChemAxon
Polarizability	21.81 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0014336

DrugBank ID

DB00190

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

31640

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Carbidopa

METLIN ID

Not Available

PubChem Compound

34359

PDB ID

Not Available

ChEBI ID

39585

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Carbidopa (CFc000008733)

MOL for CFc000008733 (Carbidopa)

3D MOL for CFc000008733 (Carbidopa)

3D SDF for CFc000008733 (Carbidopa)

3D-SDF for CFc000008733 (Carbidopa)

PDB for CFc000008733 (Carbidopa)

3D PDB for CFc000008733 (Carbidopa)

SMILES for CFc000008733 (Carbidopa)

INCHI for CFc000008733 (Carbidopa)

Structure for CFc000008733 (Carbidopa)

3D Structure for CFc000008733 (Carbidopa)