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

• ChemBase ID: 171420
• Molecular Formular: C10H11NO2
• Molecular Mass: 177.19984
• Monoisotopic Mass: 177.0789786
• SMILES: c1c(cc2c(c1)[nH]cc2CCO)O
• Canonical SMILES: OCCc1c[nH]c2c1cc(O)cc2
• InChI: InChI=1S/C10H11NO2/c12-4-3-7-6-11-10-2-1-8(13)5-9(7)10/h1-2,5-6,11-13H,3-4H2
• InChIKey: KQROHCSYOGBQGJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[2-hydroxy(^2H₄)ethyl]-1H-indol-5-ol
• IUPAC Traditional name: 3-[2-hydroxy(^2H₄)ethyl]-1H-indol-5-ol
• Synonyms: 5-Hydroxy-1H-indole-3-ethanol-d4; 5-Hydroxy-3-(2-hydroxyethyl)indole-d4; NSC 84416-d4; 5-Hydroxy Tryptophol-d4

Database IDs

• CAS Number: 66640-87-7
• PubChem SID: 164227330
• PubChem CID: 71749399

CALCULATED PROPERTIES

• Acid pKa: 9.556125
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): 1.289716
• LogD (pH = 7.4): 1.2867517
• Log P: 1.2897539
• Molar Refractivity: 50.6963 cm^3
• Polarizability: 20.443274 Å^3
• Polar Surface Area: 56.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H976002

A labelled metabolite of Tryptophan (T947200).

REFERENCES

• Karamanakos, P., et al
• da Prada, M., et al.: Biochem. Pharmacol., 14, 1721 (1965)
• Curzon, G., et al.: Br. J. Pharmacol., 63, 627 (1965)
• Fukumori, R., et al.: J. Pharm. Pharmacol., 33, 586 (1965)
• Aasmoe, L., et al.: Biochem. Pharmacol., 57, 1067 (1965)