3-[2-amino(2H4)ethyl]-1H-indol-5-ol

• ChemBase ID: 177738
• Molecular Formular: C10H12N2O
• Molecular Mass: 176.21508
• Monoisotopic Mass: 176.09496301
• SMILES: c1(ccc2c(c1)c(c[nH]2)CCN)O
• 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-amino(^2H₄)ethyl]-1H-indol-5-ol
• IUPAC Traditional name: 3-[2-amino(^2H₄)ethyl]-1H-indol-5-ol
• Synonyms: 3-(2-Aminoethyl-d4)-1H-indol-5-ol Hydrochloride; 5-Hydroxytryptamine-d4 Hydrochloride; Hippophaine-d4 Hydrochloride; Serotonin-d4 Hydrochloride

Database IDs

• PubChem SID: 164233648
• PubChem CID: 71752180

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: 21.384794 Å^3
• Polar Surface Area: 62.04 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - S274982

Labelled Serotonin (S274980). Serotonin is a monoamine neurotransmitter.

REFERENCES

• Kuraishi, Y., et al.: Biol. Pharm. Bull., 31, 2143 (2008)
• Morera, E., et al.: Bioorg. Med. Chem. Lett., 19, 6806 (2008)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2008)