2-amino-3-(6-methyl-1H-indol-3-yl)propanoic acid

• ChemBase ID: 132397
• Molecular Formular: C12H14N2O2
• Molecular Mass: 218.25176
• Monoisotopic Mass: 218.1055277
• SMILES: Cc1ccc2c(c1)[nH]cc2CC(C(=O)O)N
• Canonical SMILES: OC(=O)C(Cc1c[nH]c2c1ccc(c2)C)N
• InChI: InChI=1S/C12H14N2O2/c1-7-2-3-9-8(5-10(13)12(15)16)6-14-11(9)4-7/h2-4,6,10,14H,5,13H2,1H3,(H,15,16)
• InChIKey: GDMRVYIFGPMUCG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(6-methyl-1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: 2-amino-3-(6-methyl-1H-indol-3-yl)propanoic acid
• Synonyms: 6-Methyl-DL-tryptophan

Database IDs

• CAS Number: 2280-85-5
• EC Number: 218-916-6
• MDL Number: MFCD00022772
• Beilstein Number: 17684
• PubChem SID: 24897284; 24885948; 162226674
• PubChem CID: 95319

CALCULATED PROPERTIES

• Acid pKa: 2.6101186
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.5720981
• LogD (pH = 7.4): -0.57568085
• Log P: -0.57189244
• Molar Refractivity: 61.244 cm^3
• Polarizability: 24.856256 Å^3
• Polar Surface Area: 79.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: light yellow to orange crystalline
• Melting Point: 290 °C (dec.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (TLC)
• Grade: puriss.
• Empirical Formula (Hill Notation): C12H14N2O2

DETAILS

Sigma Aldrich - M8752

Biochem/physiol Actions
6-Methyl-DL-tryptophan is a tryptophan analog.