2-hydroxy-N-[2-(1H-indol-3-yl)ethyl]benzamide

• ChemBase ID: 155997
• Molecular Formular: C17H16N2O2
• Molecular Mass: 280.32114
• Monoisotopic Mass: 280.12117776
• SMILES: c1ccc2c(c1)c(c[nH]2)CCNC(=O)c1ccccc1O
• Canonical SMILES: O=C(c1ccccc1O)NCCc1c[nH]c2c1cccc2
• InChI: InChI=1S/C17H16N2O2/c20-16-8-4-2-6-14(16)17(21)18-10-9-12-11-19-15-7-3-1-5-13(12)15/h1-8,11,19-20H,9-10H2,(H,18,21)
• InChIKey: XBPYTDZHCNJRBY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-N-[2-(1H-indol-3-yl)ethyl]benzamide
• IUPAC Traditional name: 2-hydroxy-N-[2-(1H-indol-3-yl)ethyl]benzamide
• Synonyms: 2-Hydroxy-N-[2-(1H-indol-3-yl)ethyl]benzamide; STP; N-Salicyloyltryptamine

Database IDs

• CAS Number: 31384-98-2
• MDL Number: MFCD06798353
• PubChem SID: 162250135
• PubChem CID: 10356316

CALCULATED PROPERTIES

• Acid pKa: 8.193446
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): 3.5050206
• LogD (pH = 7.4): 3.4415987
• Log P: 3.5058932
• Molar Refractivity: 82.4681 cm^3
• Polarizability: 32.26208 Å^3
• Polar Surface Area: 65.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ~26 mg/mL
• Apperance: white solid

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: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H16N2O2

DETAILS

Sigma Aldrich - S6444

Biochem/physiol Actions
Activator of calcium-activated K+ channels; anticonvulsant and neuroprotectant.