2-[5-(benzyloxy)-1H-indol-3-yl]acetic acid

• ChemBase ID: 104141
• Molecular Formular: C17H15NO3
• Molecular Mass: 281.3059
• Monoisotopic Mass: 281.10519335
• SMILES: OC(=O)Cc1c[nH]c2c1cc(OCc1ccccc1)cc2
• Canonical SMILES: OC(=O)Cc1c[nH]c2c1cc(OCc1ccccc1)cc2
• InChI: InChI=1S/C17H15NO3/c19-17(20)8-13-10-18-16-7-6-14(9-15(13)16)21-11-12-4-2-1-3-5-12/h1-7,9-10,18H,8,11H2,(H,19,20)
• InChIKey: GKIOPUYLJUOZHJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[5-(benzyloxy)-1H-indol-3-yl]acetic acid
• IUPAC Traditional name: [5-(benzyloxy)-1H-indol-3-yl]acetic acid
• Synonyms: NSC 68361; 5-Benzyloxyindole-3-acetic acid; 5-BENZYLOXYINDOLE-3-ACETIC ACID; 5-苄氧基吲哚-3-乙酸

Database IDs

• CAS Number: 4382-53-0
• MDL Number: MFCD00022750
• PubChem SID: 24891525; 162091007
• PubChem CID: 96340

CALCULATED PROPERTIES

• Acid pKa: 4.1122503
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.8745012
• LogD (pH = 7.4): 0.18535967
• Log P: 3.276558
• Molar Refractivity: 79.5279 cm^3
• Polarizability: 31.835846 Å^3
• Polar Surface Area: 62.32 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: off-white to tan crystalline

Safety Information

• Storage Condition: 2-8°C, Protect from light
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%

DETAILS

MP Biomedicals - 02154844

Off-white to tan crystals.

Sigma Aldrich - B0626

包装
1 g in poly tube
Application
Reactant for preparation of:
• Inhibitors of Gli1-mediated transcription as potential anticancer agents1
• Synthetic analogs of spider toxins2