2-[5-(nonyloxy)-1H-indol-3-yl]ethan-1-amine; oxalic acid

• ChemBase ID: 153413
• Molecular Formular: C21H32N2O5
• Molecular Mass: 392.48918
• Monoisotopic Mass: 392.23112213
• SMILES: CCCCCCCCCOc1ccc2c(c1)c(c[nH]2)CCN.C(=O)(C(=O)O)O
• Canonical SMILES: OC(=O)C(=O)O.CCCCCCCCCOc1ccc2c(c1)c(CCN)c[nH]2
• InChI: InChI=1S/C19H30N2O.C2H2O4/c1-2-3-4-5-6-7-8-13-22-17-9-10-19-18(14-17)16(11-12-20)15-21-19;3-1(4)2(5)6/h9-10,14-15,21H,2-8,11-13,20H2,1H3;(H,3,4)(H,5,6)
• InChIKey: JORSCLBFSAAOFR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[5-(nonyloxy)-1H-indol-3-yl]ethan-1-amine; oxalic acid
• IUPAC Traditional name: 5-(nonyloxy)tryptamine; oxalic acid
• Synonyms: 5-(Nonyloxy)-1H-indole-3-ethanamine hydrogen maleate; 5-(Nonyloxy)tryptamine hydrogenoxalate

Database IDs

• CAS Number: 157798-12-4
• MDL Number: MFCD00274061
• PubChem SID: 162247552
• PubChem CID: 10126593

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• Acid pKa: 17.440565
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.8674005
• LogD (pH = 7.4): 2.5973701
• Log P: 4.8755083
• Molar Refractivity: 93.7147 cm^3
• Polarizability: 38.000797 Å^3
• Polar Surface Area: 51.04 Å^2
• Rotatable Bonds: 12

PROPERTIES

Physical Property

• Solubility: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble10 mg/mL; DMSO: soluble15 mg/mL; ethanol: soluble20 mg/mL; H2O: insoluble
• Apperance: off-white solid

Safety Information

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

Product Information

• Empirical Formula (Hill Notation): C19H30N2O · C2H2O4

DETAILS

Sigma Aldrich - N178

Biochem/physiol Actions
Novel, high affinity 5-HT1Dβ serotonin receptor agonist.