5-{bis[(2-hydroxyphenyl)methyl]amino}-2-hydroxybenzoic acid

• ChemBase ID: 105277
• Molecular Formular: C21H19NO5
• Molecular Mass: 365.37926
• Monoisotopic Mass: 365.12632271
• SMILES: OC(=O)c1cc(ccc1O)N(Cc1ccccc1O)Cc1ccccc1O
• Canonical SMILES: Oc1ccccc1CN(c1ccc(c(c1)C(=O)O)O)Cc1ccccc1O
• InChI: InChI=1S/C21H19NO5/c23-18-7-3-1-5-14(18)12-22(13-15-6-2-4-8-19(15)24)16-9-10-20(25)17(11-16)21(26)27/h1-11,23-25H,12-13H2,(H,26,27)
• InChIKey: RTYOLBQXFXYMKY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{bis[(2-hydroxyphenyl)methyl]amino}-2-hydroxybenzoic acid
• IUPAC Traditional name: 5-{bis[(2-hydroxyphenyl)methyl]amino}-2-hydroxybenzoic acid
• Synonyms: 5-[Bis[(2-hydroxyphenyl)methyl]amino]-2-hydroxy-benzoic Acid; LAVENDUSTIN B

Database IDs

• CAS Number: 125697-91-8
• PubChem SID: 162092398
• PubChem CID: 3895

CALCULATED PROPERTIES

• Acid pKa: 3.4892752
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 2.8830676
• LogD (pH = 7.4): 1.5235747
• Log P: 4.734436
• Molar Refractivity: 102.9107 cm^3
• Polarizability: 38.477425 Å^3
• Polar Surface Area: 101.23 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Pink Solid
• Melting Point: 170-180°C

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95-97%

DETAILS

MP Biomedicals - 02159615

(N,N-bis(2′-Hydroxybenzyl)-3-aminosalicylic acid)
Purity: 95-97%
Tyrosine kinase inhibitor. May also be used as a negative control for Lavendustin A.

Toronto Research Chemicals - L215250

A tyrosine kinase inhibitor. Inhibition is competitive with ATP and is noncompetitive with the peptide.

REFERENCES

• Onoda, T., et al.: Journal of Natural Products, 52, 6, 1252 (1989)