Bovine Metabolome Database: Showing metabocard for Methyldopa (BMDB0011754)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-10-03 18:24:03 UTC

Update Date

2020-04-22 15:46:19 UTC

BMDB ID

BMDB0011754

Secondary Accession Numbers

BMDB11754

Metabolite Identification

Common Name

Methyldopa

Description

Methyldopa, also known as alpha-methyl dopa or AMD, 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. Based on a literature review a significant number of articles have been published on Methyldopa.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-Amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid	ChEBI
(S)-(-)-alpha-Methyldopa	ChEBI
3-Hydroxy-alpha-methyl-L-tyrosine	ChEBI
Alpha Medopa	ChEBI
alpha-Methyl dopa	ChEBI
alpha-Methyl-beta-(3,4-dihydroxyphenyl)-L-alanine	ChEBI
alpha-Methyl-L-3,4-dihydroxyphenylalanine	ChEBI
alpha-Methyldihydroxyphenylalanine	ChEBI
alpha-Methyldopa	ChEBI
Alphamethyldopa	ChEBI
AMD	ChEBI
L(-)-beta-(3,4-Dihydroxyphenyl)-alpha-methylalanine	ChEBI
L-(-)-3-(3,4-Dihydroxyphenyl)-2-methylalanine	ChEBI
L-(-)-alpha-Methyl-beta-(3,4-dihydroxyphenyl)alanine	ChEBI
L-(alpha-MD)	ChEBI
L-2-Amino-2-methyl-3-(3,4-dihydroxyphenyl)propionic acid	ChEBI
L-3-(3,4-Dihydroxyphenyl)-2-methylalanine	ChEBI
L-alpha-Methyl-3,4-dihydroxyphenylalanine	ChEBI
L-alpha-Methyldopa	ChEBI
L-Methyl dopa	ChEBI
Levo-3-(3,4-dihydroxyphenyl)-2-methylalanine	ChEBI
Methyl-L-dopa	ChEBI
Methyldopa anhydrous	ChEBI
Methyldopum	ChEBI
Metildopa	ChEBI
Aldomet	Kegg
(2S)-2-Amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoate	Generator
(S)-(-)-a-Methyldopa	Generator
(S)-(-)-Α-methyldopa	Generator
3-Hydroxy-a-methyl-L-tyrosine	Generator
3-Hydroxy-α-methyl-L-tyrosine	Generator
a Medopa	Generator
Α medopa	Generator
a-Methyl dopa	Generator
Α-methyl dopa	Generator
a-Methyl-b-(3,4-dihydroxyphenyl)-L-alanine	Generator
Α-methyl-β-(3,4-dihydroxyphenyl)-L-alanine	Generator
a-Methyl-L-3,4-dihydroxyphenylalanine	Generator
Α-methyl-L-3,4-dihydroxyphenylalanine	Generator
a-Methyldihydroxyphenylalanine	Generator
Α-methyldihydroxyphenylalanine	Generator
a-Methyldopa	Generator
Α-methyldopa	Generator
L(-)-b-(3,4-Dihydroxyphenyl)-a-methylalanine	Generator
L(-)-Β-(3,4-dihydroxyphenyl)-α-methylalanine	Generator
L-(-)-a-Methyl-b-(3,4-dihydroxyphenyl)alanine	Generator
L-(-)-Α-methyl-β-(3,4-dihydroxyphenyl)alanine	Generator
L-(a-MD)	Generator
L-(Α-MD)	Generator
L-2-Amino-2-methyl-3-(3,4-dihydroxyphenyl)propionate	Generator
L-a-Methyl-3,4-dihydroxyphenylalanine	Generator
L-Α-methyl-3,4-dihydroxyphenylalanine	Generator
L-a-Methyldopa	Generator
L-Α-methyldopa	Generator
(-)-a-Methyldopa	HMDB
(-)-alpha-Methyldopa	HMDB
(-)-Methyldopa	HMDB
2-Methyl-3-(3,4-dihydroxyphenyl)alanine	HMDB
3,4-Dihydroxy-2-methylphenylalanine (acd/name 4.0)	HMDB
a-Methyl-L-dopa	HMDB, Generator
Aldoclor-150	HMDB
Aldoclor-250	HMDB
Aldometil	HMDB
Aldoril 15	HMDB
Aldoril 25	HMDB
Aldoril D30	HMDB
Aldoril D50	HMDB
alpha-Methyl-L-dopa	HMDB, MeSH
apo Methyldopa tab 125MG	HMDB
apo Methyldopa tab 250MG	HMDB
apo Methyldopa tab 500MG	HMDB
apo-Methyldopa	HMDB, MeSH
Bayer 1440 L	HMDB
Baypresol	HMDB
Becanta	HMDB
Dopamet	HMDB, MeSH
Dopamethyperpax	HMDB
Dopatec	HMDB
Dopegyt	HMDB, MeSH
Grospisk	HMDB
Hyperpax	HMDB
Hypolag	HMDB
L(-)-a-Methylalanine	HMDB
L(-)-alpha-Methylalanine	HMDB
L-(-)-3-(3,4-Dihydroxyphenyl)-2-methyl-alanine	HMDB
L-(-)-a-Methyl-a-methyl-aldomin	HMDB
L-(-)-alpha-Methyl-alpha-methyl-aldomin	HMDB
L-a-Methyl-(3, 4-dihydroxyphenyl)alanine	HMDB
L-alpha-Methyl-(3, 4-dihydroxyphenyl)alanine	HMDB
Medomet	HMDB
Medopa	HMDB
Medopal	HMDB
Medopren	HMDB
Methoplain	HMDB
Methyldopa 125 tab 125MG	HMDB
Methyldopa 250 tab	HMDB
Methyldopa 500 tab 500MG	HMDB
Methyldopate	HMDB, MeSH
Methyldopate HCL	HMDB
novo-Medopa tab 125MG	HMDB
novo-Medopa tab 250MG	HMDB
novo-Medopa tab 500MG	HMDB
Novomedopa	HMDB
Nu-medopa	HMDB, MeSH
Nu-medopa tab 125MG	HMDB
Nu-medopa tab 250MG	HMDB
Nu-medopa tab 500MG	HMDB
Presinol	HMDB
Presolisin	HMDB
Sedometil	HMDB
Sembrina	HMDB, MeSH
Alphapharm brand OF methyldopa	MeSH, HMDB
Apotex brand OF methyldopa	MeSH, HMDB
Merck brand OF methyldopa	MeSH, HMDB
Nu pharm brand OF methyldopa	MeSH, HMDB
Dopergit	MeSH, HMDB
Hydopa	MeSH, HMDB
Merck sharp and dohme brand OF methyldopa	MeSH, HMDB
Methyldopa orion brand	MeSH, HMDB
Nu-pharm brand OF methyldopa	MeSH, HMDB
Orion brand OF methyldopa	MeSH, HMDB
Rhône poulenc rorer brand OF methyldopa	MeSH, HMDB
Rhône-poulenc rorer brand OF methyldopa	MeSH, HMDB
Dopegit	MeSH, HMDB
Methyldopa apotex brand	MeSH, HMDB
Methyldopa biopat brand	MeSH, HMDB
Methyldopa clonmel brand	MeSH, HMDB
Methyldopa merck brand	MeSH, HMDB
Nu medopa	MeSH, HMDB
alpha Methyl L dopa	MeSH, HMDB
alpha Methyldopa	MeSH, HMDB
apo Methyldopa	MeSH, HMDB
Biopat brand OF methyldopa	MeSH, HMDB
Cahill may roberts brand OF methyldopa	MeSH, HMDB
Clonmel brand OF methyldopa	MeSH, HMDB
Meldopa	MeSH, HMDB
Methyldopa alphapharm brand	MeSH, HMDB
Methyldopa nu-pharm brand	MeSH, HMDB
Methyldopa	ChEBI
Α-methyl-L-dopa	Generator, HMDB

Chemical Formula

C₁₀H₁₃NO₄

Average Molecular Weight

211.2145

Monoisotopic Molecular Weight

211.084457909

IUPAC Name

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

Traditional Name

methyldopa

CAS Registry Number

555-30-6

SMILES

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

InChI Identifier

InChI=1S/C10H13NO4/c1-10(11,9(14)15)5-6-2-3-7(12)8(13)4-6/h2-4,12-13H,5,11H2,1H3,(H,14,15)/t10-/m0/s1

InChI Key

CJCSPKMFHVPWAR-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
D-alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Phenylpropane
Catechol
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Amino acid
Amino acid or derivatives
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:61058 )
L-tyrosine derivative (CHEBI:61058 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	300 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	10mg/mL at 25 °C	Not Available
LogP	-1.79	MEYLAN,WM & HOWARD,PH (1995)

Predicted Properties

Property	Value	Source
logP	-2	ALOGPS
logP	-1.4	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	9.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	103.78 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	53.79 m³·mol⁻¹	ChemAxon
Polarizability	20.73 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon