2-amino-3-[7-(benzyloxy)-1H-indol-3-yl]propanoic acid

• ChemBase ID: 92320
• Molecular Formular: C18H18N2O3
• Molecular Mass: 310.34712
• Monoisotopic Mass: 310.13174245
• SMILES: [nH]1c2c(cccc2OCc2ccccc2)c(c1)CC(N)C(=O)O
• Canonical SMILES: OC(=O)C(Cc1c[nH]c2c1cccc2OCc1ccccc1)N
• InChI: InChI=1S/C18H18N2O3/c19-15(18(21)22)9-13-10-20-17-14(13)7-4-8-16(17)23-11-12-5-2-1-3-6-12/h1-8,10,15,20H,9,11,19H2,(H,21,22)
• InChIKey: MWHVBFNZTDNYRK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-[7-(benzyloxy)-1H-indol-3-yl]propanoic acid
• IUPAC Traditional name: 2-amino-3-[7-(benzyloxy)-1H-indol-3-yl]propanoic acid
• Synonyms: 7-(Phenylmethoxy)tryptophan; NSC 92542; 7-Benzyloxy-D,L-tryptophan; 7-Benzyloxy-DL-tryptophan; 2-Amino-3-[7-(benzyloxy)-1H-indol-3-yl]propanoic acid; 7-(Benzyloxy)-DL-tryptophan; 7-BENZYLOXY-DL-TRYPTOPHAN

Database IDs

• CAS Number: 66866-40-8
• MDL Number: MFCD00037969
• PubChem SID: 162079018
• PubChem CID: 2735505

CALCULATED PROPERTIES

• Acid pKa: 2.1644824
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.48079273
• LogD (pH = 7.4): 0.4770841
• Log P: 0.48079932
• Molar Refractivity: 87.2786 cm^3
• Polarizability: 35.211746 Å^3
• Polar Surface Area: 88.34 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Hot Sodium Hydroxide; Sodium Carbonate
• Apperance: Gray Solid
• Melting Point: 234.5-236°C; 234.5-236°C

Safety Information

• Storage Warning: Irritant/Store at -20°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

MP Biomedicals - 02154848

Crystalline