2-{1,8-diethyl-6-hydroxy-1H,3H,4H,9H-pyrano[3,4-b]indol-1-yl}acetic acid

• ChemBase ID: 170508
• Molecular Formular: C17H21NO4
• Molecular Mass: 303.35294
• Monoisotopic Mass: 303.14705816
• SMILES: c1c(cc2c(c1CC)[nH]c1c2CCOC1(CC)CC(=O)O)O
• Canonical SMILES: CCC1(OCCc2c1[nH]c1c2cc(cc1CC)O)CC(=O)O
• InChI: InChI=1S/C17H21NO4/c1-3-10-7-11(19)8-13-12-5-6-22-17(4-2,9-14(20)21)16(12)18-15(10)13/h7-8,18-19H,3-6,9H2,1-2H3,(H,20,21)
• InChIKey: GQHWDDBALZVXBU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{1,8-diethyl-6-hydroxy-1H,3H,4H,9H-pyrano[3,4-b]indol-1-yl}acetic acid
• IUPAC Traditional name: {1,8-diethyl-6-hydroxy-3H,4H,9H-pyrano[3,4-b]indol-1-yl}acetic acid
• Synonyms: 1,8-Diethyl-1,3,4,9-tetrahydro-6-hydroxypyrano[3,4-b]indole-1-acetic Acid; RAK 901; 6-Hydroxy Etodolac

Database IDs

• CAS Number: 101901-06-8
• PubChem SID: 164226418
• PubChem CID: 14146232

CALCULATED PROPERTIES

• Acid pKa: 4.451125
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.0553184
• LogD (pH = 7.4): 0.28915966
• Log P: 3.139961
• Molar Refractivity: 83.1382 cm^3
• Polarizability: 33.017124 Å^3
• Polar Surface Area: 82.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H942325

6-Hydroxy Etodolac is an Etodolac (E933100) metabolite.

REFERENCES

• Humber, L., et al.: J. Med. Chem., 32, 2582 (1989)
• Koupai-Abyazani, M., et al.: J. Anal. Toxicol., 23, 200 (1989)