2-amino-3-(5-methoxy-1H-indol-3-yl)propanoic acid

• ChemBase ID: 58292
• Molecular Formular: C12H14N2O3
• Molecular Mass: 234.25116
• Monoisotopic Mass: 234.10044232
• SMILES: c1(c2c([nH]c1)ccc(c2)OC)CC(C(=O)O)N
• Canonical SMILES: COc1ccc2c(c1)c(c[nH]2)CC(C(=O)O)N
• InChI: InChI=1S/C12H14N2O3/c1-17-8-2-3-11-9(5-8)7(6-14-11)4-10(13)12(15)16/h2-3,5-6,10,14H,4,13H2,1H3,(H,15,16)
• InChIKey: KVNPSKDDJARYKK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(5-methoxy-1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: 2-amino-3-(5-methoxy-1H-indol-3-yl)propanoic acid
• Synonyms: 5-Methoxytryptophan; 5-Methoxy-DL-tryptophan; 5-METHOXY-DL-TRYPTOPHAN

Database IDs

• CAS Number: 28052-84-8
• EC Number: 248-800-0
• MDL Number: MFCD00005650
• Beilstein Number: 26781
• PubChem SID: 24896893; 162063055
• PubChem CID: 119802

CALCULATED PROPERTIES

• Acid pKa: 2.21585
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.2436495
• LogD (pH = 7.4): -1.2473348
• Log P: -1.2436286
• Molar Refractivity: 62.666 cm^3
• Polarizability: 25.60248 Å^3
• Polar Surface Area: 88.34 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: crystalline
• Melting Point: ~265 °C (dec.); 258-261 °C (dec.)(lit.)

Safety Information

• Storage Condition: 0°C
• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥96.0% (NT)
• Grade: purum
• Empirical Formula (Hill Notation): C12H14N2O3

DETAILS

MP Biomedicals - 02155448

Light yellow crystals.

Sigma Aldrich - M4001

Biochem/physiol Actions
5-Methoxy-DL-tryptophan is an amino acid derivative.