Methyldopa Sesquihydrate - 10mM in DMSO , CAS No.41372-08-1

CAS: 41372-08-1 Cat. No.: M423878 Molecular Weight: 238.24 EC Number: 609-918-1

GRADE & PURITY 10mM in DMSO

Synonyms

L-(-)--Methyldopa (hydrate) | Racemic methyldopa | (S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid hydrate | A825537 | L-Tyrosine, 3-hydroxy-a-methyl-, hydrate (2:3) | (-)-3-(3,4-Dihydroxyphenyl)-2-methyl-L-alanine sesquihydrate | L-(-)-alpha-M

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Methyldopa (Aldomet) is a DOPA decarboxylase competitive inhibitor with an ED50 of 21.8 mg/kg.
L-α-Methyl-DOPA · sesquihydrate is a DDC (L-Aromatic amino acid decarboxylase) inhibitor. Adrenergic inhibiting agent used for antihypertensive treatment.

Specifications

Synonyms

L-(-)--Methyldopa (hydrate) | Racemic methyldopa | (S)-2-amino-3-(3, 4-dihydroxyphenyl)-2-methylpropanoic acid hydrate | A825537 | L-Tyrosine, 3-hydroxy-a-methyl-, hydrate (2:3) | (-)-3-(3, 4-Dihydroxyphenyl)-2-methyl-L-alanine sesquihydrate | L-(-)-alpha-M

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

L-α-Methyl-DOPA · sesquihydrate is a DDC (L-Aromatic amino acid decarboxylase) inhibitor. Adrenergic inhibiting agent used for antihypertensive treatment.α2 adrenoceptor agonist. Competitive DOPA decarboxylase inhibitor. Centrally and peripherally acting.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

AGONIST

Product Properties

• ALogP: -1.9

Names and Identifiers

• Canonical Smiles: O.O.O.C[C@](N)(Cc1ccc(O)c(O)c1)C(O)=O.C[C@](N)(Cc2ccc(O)c(O)c2)C(O)=O
• IUPAC Name: (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid;hydrate
• InChIKey: XDJUBZFLFDODNF-PPHPATTJSA-N
• INCHI: 1S/C10H13NO4.H2O/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);1H2/t10-;/m0./s1
• Isomeric SMILES: C[C@](CC1=CC(=C(C=C1)O)O)(C(=O)O)N.O
• Alternate CAS: 555-30-6
• Molecular Weight: 238.24

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Phenylpropanoic acids

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Phenylpropanoic acids
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpropanoic acids
• Alternative Parents: D-alpha-amino acids Amphetamines and derivatives Phenylpropanes Catechols Aralkylamines 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• 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
• Description: This compound belongs to the class of organic compounds known as phenylpropanoic acids. These are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)

Discover Target: ABCC2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ABCB11 Tchem Bile salt export pump (2311 Activities)

Discover Target: ABCB11

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ABCC3 Tbio Canalicular multispecific organic anion transporter 2 (718 Activities)

Discover Target: ABCC3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light & Air sensitive
• Melt Point(°C): >300°C
• Molecular Weight: 229.230 g/mol
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 229.095 Da
• Monoisotopic Mass: 229.095 Da
• Topological Polar Surface Area: 105.000 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 246.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Nengtao Wu, Aiwen Yu, Lingbo Zhang, Wanqiang Liu, Jinwei Gao, Chengcheng Zhang, Yuhui Zheng.  (2019)  Biocompatible Nanoplatform Based on Mussel Adhesive Chemistry: Effective Assembly, Dual Mode Sensing, and Cellular Imaging Performance.  Advanced Materials Interfaces,  6  (17): (1900732).  [PMID:] [10.1002/admi.201900732]

2. Mingyu Wang, Haofei Sun, Xinyi Bai, Bo Su, Kai Li, Shengbo Zhang, Hailin Cui, Cunlin Zhang, Zhaoxin Geng.  (2025)  Characterization and Property Study of Binary Cocrystal of L-methyldopa and D-mannitol Using Terahertz Spectroscopy and Density Functional Theory.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2025.143929]