5-[(E)-2-(2,5-dihydroxyphenyl)ethenyl]-2-hydroxybenzoic acid

• ChemBase ID: 78222
• Molecular Formular: C15H12O5
• Molecular Mass: 272.25278
• Monoisotopic Mass: 272.06847348
• SMILES: OC(=O)c1cc(ccc1O)/C=C/c1c(ccc(c1)O)O
• Canonical SMILES: Oc1ccc(c(c1)/C=C/c1ccc(c(c1)C(=O)O)O)O
• InChI: InChI=1S/C15H12O5/c16-11-4-6-13(17)10(8-11)3-1-9-2-5-14(18)12(7-9)15(19)20/h1-8,16-18H,(H,19,20)
• InChIKey: AYPFKZQQTSLEJG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(E)-2-(2,5-dihydroxyphenyl)ethenyl]-2-hydroxybenzoic acid; 5-[2-(2,5-dihydroxyphenyl)ethenyl]-2-hydroxybenzoic acid
• IUPAC Traditional name: 5-[(E)-2-(2,5-dihydroxyphenyl)ethenyl]-2-hydroxybenzoic acid; 5-[2-(2,5-dihydroxyphenyl)ethenyl]-2-hydroxybenzoic acid
• Synonyms: 5-[2-(2,5-Dihydroxyphenyl)ethenyl]-2-hydroxybenzoic Acid; trans-1-(3'-Carboxy-4'-hydroxyphenyl)-2-(2,5-dihydroxyphenyl)ethene; 5-[(E)-2-(2,5-Dihydroxyphenyl)ethenyl]-2-hydroxybenzoic acid; 3-Carboxy-2',4,5'-trihydroxy-trans-stilbene; 5-[(E)-2-(2,5-Dihydroxyphenyl)vinyl]-2-hydroxybenzoic acid

Database IDs

• CAS Number: 150258-63-2
• MDL Number: MFCD00269945
• PubChem SID: 162043022
• PubChem CID: 5353259

CALCULATED PROPERTIES

• Acid pKa: 2.7197816
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.0001929
• LogD (pH = 7.4): 0.20713033
• Log P: 3.7099738
• Molar Refractivity: 74.7117 cm^3
• Polarizability: 27.668648 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Beige Solid
• Melting Point: 197-202°C; 221-223(dec.)°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Harmful/Irritant/Light Sensitive/Store under Argon/Store under -20°C

DETAILS

Apollo Scientific Ltd - OR1785T

A novel tyrosine kinase inhibitor that shows extremely high potency against immunoprecipitated.

Toronto Research Chemicals - C178500

A novel tyrosine kinase inhibitor that shows extremely high potency against immunoprecipitated p56lck (IC50 = 60nM).

REFERENCES

• Smyth, M.S., et al.: J. Med. Chem., 36, 3010 (1993)