(3R)-3-(1-methyl-1H-indol-3-yl)-3-phenylpropanoic acid

• ChemBase ID: 139441
• Molecular Formular: C18H17NO2
• Molecular Mass: 279.33308
• Monoisotopic Mass: 279.12592879
• SMILES: Cn1cc(c2c1cccc2)[C@H](CC(=O)O)c1ccccc1
• Canonical SMILES: OC(=O)C[C@@H](c1cn(c2c1cccc2)C)c1ccccc1
• InChI: InChI=1S/C18H17NO2/c1-19-12-16(14-9-5-6-10-17(14)19)15(11-18(20)21)13-7-3-2-4-8-13/h2-10,12,15H,11H2,1H3,(H,20,21)/t15-/m1/s1
• InChIKey: XVWRQAZBQVTVJA-OAHLLOKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-(1-methyl-1H-indol-3-yl)-3-phenylpropanoic acid
• IUPAC Traditional name: (3R)-3-(1-methylindol-3-yl)-3-phenylpropanoic acid
• Synonyms: (3R)-(-)-3-(methyl-1H-indol-3-yl)-3-phenylpropionic acid; (3R)-(-)-3-(甲基-1H-吲哚-3-基)-3-苯基丙酸

Database IDs

• CAS Number: 406920-67-0
• MDL Number: MFCD08702682
• PubChem SID: 162233689; 24881354
• PubChem CID: 814716

CALCULATED PROPERTIES

• Acid pKa: 4.783726
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.0068727
• LogD (pH = 7.4): 1.2315422
• Log P: 3.7988238
• Molar Refractivity: 82.5934 cm^3
• Polarizability: 32.95629 Å^3
• Polar Surface Area: 42.23 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 135-139 °C
• Optical Rotation: [α]20/D -44°, c = 1% in chloroform

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-36/37/38-42/43
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H317-H319-H334-H335
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C18H17NO2

DETAILS

Sigma Aldrich - 591734

Packaging
1 g in glass bottle