1-(4-hydroxy-3-methoxyphenyl)ethane-1,2-diol

• ChemBase ID: 125394
• Molecular Formular: C9H12O4
• Molecular Mass: 184.18918
• Monoisotopic Mass: 184.07355886
• SMILES: Oc1ccc(cc1OC)C(O)CO
• Canonical SMILES: OCC(c1ccc(c(c1)OC)O)O
• InChI: InChI=1S/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3
• InChIKey: FBWPWWWZWKPJFL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-hydroxy-3-methoxyphenyl)ethane-1,2-diol
• IUPAC Traditional name: methoxyhydroxyphenylglycol
• Synonyms: MHPG; 3-Methoxy-4-hydroxyphenylglycol; 1-(4-Hydroxy-3-methoxyphenyl)-1,2-ethanediol; (3-Methoxy-4-hydroxyphenyl)ethylene Glycol; (4-Hydroxy-3-methoxyphenyl)ethylene Glycol; 4-Hydroxy-3-methoxyphenyl Glycol; HMPG; MOPEG; Vanilethanediol; Vanylglycol; rac 4-Hydroxy-3-methoxyphenylethylene Glycol

Database IDs

• CAS Number: 534-82-7; 67423-45-4
• PubChem SID: 162219744
• PubChem CID: 10805
• Chemspider ID: 10348
• KEGG ID: C05594
• MeSH Name: Methoxyhydroxyphenylglycol
• Wikipedia Title: 3-Methoxy-4-hydroxyphenylglycol

CALCULATED PROPERTIES

• Acid pKa: 9.909148
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.1143077
• LogD (pH = 7.4): 0.11299072
• Log P: 0.11432452
• Molar Refractivity: 47.2805 cm^3
• Polarizability: 18.408092 Å^3
• Polar Surface Area: 69.92 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H946340

A metabolite of Catecholamines.

REFERENCES

• Kopin, I.J., et al.: J. Biol. Chem., 236, 2109 (1961)
• Short, F.W., et al.: J. Med. Pharm. Chem., 5, 642 (1962)