(2S)-3-(1H-indol-3-yl)-2-(methylamino)propanoic acid

• ChemBase ID: 88977
• Molecular Formular: C12H14N2O2
• Molecular Mass: 218.25176
• Monoisotopic Mass: 218.1055277
• SMILES: CN[C@@H](Cc1c[nH]c2ccccc12)C(=O)O
• Canonical SMILES: CN[C@H](C(=O)O)Cc1c[nH]c2c1cccc2
• InChI: 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
• InChIKey: CZCIKBSVHDNIDH-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(1H-indol-3-yl)-2-(methylamino)propanoic acid
• IUPAC Traditional name: abrine; N-methyl-L-tryptophan
• Synonyms: N-alpha-Methyl-L-trytophan; L-Abrine; Nα-Methyl-L-tryptophan; L-Abrine; Nα-Methyl-L-tryptophan; Nα-Methyl-L-tryptophan; ABRINE (N-METHYL TRYPTOPHAN); Nα-甲基-L-色氨酸; 红豆碱; Nα-甲基-L-色氨酸

Database IDs

• CAS Number: 526-31-8
• EC Number: 208-388-5
• MDL Number: MFCD00005645
• Beilstein Number: 86638
• PubChem SID: 162075863; 24885946; 24867181
• PubChem CID: 160511

CALCULATED PROPERTIES

• Acid pKa: 2.1586168
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.8625917
• LogD (pH = 7.4): -0.8626531
• Log P: -0.8624855
• Molar Refractivity: 60.9774 cm^3
• Polarizability: 24.936604 Å^3
• Polar Surface Area: 65.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C (dec.)(lit.); ≥300 °C(lit.); 295°C(decomposes)
• Optical Rotation: [α]20/D +64±1°, c = 1% in 0.5 M NaOH; [α]20/D +65°, c = 1 in 0.5 M NaOH

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (TLC); 99%
• Grade: purum
• Empirical Formula (Hill Notation): C12H14N2O2

DETAILS

MP Biomedicals - 05216086

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02154667

(Nα-Methyl-L-tryptophan)

Sigma Aldrich - 434248

Biochem/physiol Actions
An indoleamino acid that shows radical scavenging and antioxidant properties in vitro.
Packaging
1 g in glass bottle