L-Abrine - 2mM in DMSO , CAS No.526-31-8

CAS: 526-31-8 Cat. No.: L424517 Molecular Weight: 218.26 Beilstein Registry Number: 86638 EC Number: 208-388-5

GRADE & PURITY 2mM in DMSO

Synonyms

AM9355 | MFCD00005645 | NCI60_004285 | L-Abrine, 99% | PB17033 | L-Abrine | SCHEMBL18778 | E9M | C02983 | N-a-Methyl-L-tryptophan | N-Metil-L-triptofano | s5828 | N-Methyl-L-tryptophan | AC-34880 | Benzeneethanol, beta-[2-(dimethylamino)propyl]-alpha-ethy

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Biochemical effects:
Indole amino acids that exhibit free radical scavenging and antioxidant properties in vitro.

Specifications

Synonyms

AM9355 | MFCD00005645 | NCI60_004285 | L-Abrine, 99% | PB17033 | L-Abrine | SCHEMBL18778 | E9M | C02983 | N-a-Methyl-L-tryptophan | N-Metil-L-triptofano | s5828 | N-Methyl-L-tryptophan | AC-34880 | Benzeneethanol, beta-[2-(dimethylamino)propyl]-alpha-ethy

Specifications & Purity

2mM in DMSO

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.

Names and Identifiers

• Canonical Smiles: CNC(CC1=CNC2=CC=CC=C21)C(=O)O
• IUPAC Name: (2S)-3-(1H-indol-3-yl)-2-(methylamino)propanoic acid
• InChIKey: CZCIKBSVHDNIDH-NSHDSACASA-N
• INCHI: 1S/C12H14N2O2/c1-13-11(12(15)16)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,11,13-14H,6H2,1H3,(H,15,16)/t11-/m0/s1
• Isomeric SMILES: CN[C@@H](CC1=CNC2=CC=CC=C21)C(=O)O
• WGK Germany: 3
• Molecular Weight: 218.26
• Beilstein: 86638
• Reaxy-Rn: 86640
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=86640&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acids
              • Level8 L-alpha-amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids
• Direct Parent: L-alpha-amino acids
• Alternative Parents: 3-alkylindoles Aralkylamines Substituted pyrroles Benzenoids Heteroaromatic compounds Amino acids Monocarboxylic acids and derivatives Dialkylamines Carboxylic acids Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3-alkylindole - L-alpha-amino acid - Indole - Indole or derivatives - Aralkylamine - Substituted pyrrole - Benzenoid - Heteroaromatic compound - Pyrrole - Amino acid - Azacycle - Organoheterocyclic compound - Carboxylic acid - Secondary aliphatic amine - Monocarboxylic acid or derivatives - Secondary amine - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Amine - Organic oxygen compound - Carbonyl group - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
• External Descriptors: N-methyl-L-alpha-amino acid - L-tryptophan derivative

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)

KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

Discover Target: KDM4E

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

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

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

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

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

Associated Targets(non-human)

ftmPT1 Brevianamide F prenyltransferase (40 Activities)

Discover Target: ftmPT1

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

Slc16a10 Monocarboxylate transporter 10 (73 Activities)

Discover Target: Slc16a10

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

Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: [α]20/D +65°, c = 1 in 0.5 M NaOH
• Melt Point(°C): >300 °C
• Molecular Weight: 218.250 g/mol
• XLogP3: -0.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 218.106 Da
• Monoisotopic Mass: 218.106 Da
• Topological Polar Surface Area: 65.099 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 257.000
• 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: 1

References

1. Fumin Xue, Xinyue Yuan, Fengying Wu, Jingling Liu, Yan Cheng.  (2025)  A novel L-abrine salt with enhanced solubility and antioxidant activity.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2025.143294]