3-(2-aminoethyl)-1H-indol-5-ol

• ChemBase ID: 129445
• Molecular Formular: C10H12N2O
• Molecular Mass: 176.21508
• Monoisotopic Mass: 176.09496301
• SMILES: c1cc2c(cc1O)c(c[nH]2)CCN
• Canonical SMILES: NCCc1c[nH]c2c1cc(O)cc2
• InChI: InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2
• InChIKey: QZAYGJVTTNCVMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-aminoethyl)-1H-indol-5-ol
• IUPAC Traditional name: serotonin
• Synonyms: 5-Hydroxytryptamine, 5-HT, Enteramine; Thrombocytin, 3-(β-Aminoethyl)-5-hydroxyindole, Thrombotonin; Serotonin

Database IDs

• CAS Number: 50-67-9
• PubChem SID: 162223739
• PubChem CID: 5202
• CHEBI ID: 28790
• CHEMBL: 39
• Chemspider ID: 5013
• IUPHAR ligand ID: 5
• KEGG ID: C00780
• MeSH Name: Serotonin
• Unique Ingredient Identifier: 333DO1RDJY
• Wikipedia Title: Serotonin

CALCULATED PROPERTIES

• Acid pKa: 9.314034
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): -1.8204005
• LogD (pH = 7.4): -1.0317981
• Log P: 0.481548
• Molar Refractivity: 52.3538 cm^3
• Polarizability: 21.302618 Å^3
• Polar Surface Area: 62.04 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: slightly soluble in water
• Apperance: White powder
• Melting Point: 167.7°C
• Boiling Point: 416 ±30.0°C (at 760 Torr)
• Dipole Moment: 2.98 D

Safety Information

• LD50: 750 mg/kg (subcutaneous, rat), 4500 mg/kg (intraperitoneal, rat), 60 mg/kg (oral, rat)

Product Information

• Salt Data: i-PrOH
• Classification: Genuine Natural Compounds