7-bromo-2-(4-hydroxyphenyl)-1,3-benzoxazol-5-ol

• ChemBase ID: 153221
• Molecular Formular: C13H8BrNO3
• Molecular Mass: 306.11152
• Monoisotopic Mass: 304.96875512
• SMILES: c1cc(ccc1c1nc2cc(cc(c2o1)Br)O)O
• Canonical SMILES: Oc1ccc(cc1)c1oc2c(n1)cc(cc2Br)O
• InChI: InChI=1S/C13H8BrNO3/c14-10-5-9(17)6-11-12(10)18-13(15-11)7-1-3-8(16)4-2-7/h1-6,16-17H
• InChIKey: BAAILVWEAXFTSF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-bromo-2-(4-hydroxyphenyl)-1,3-benzoxazol-5-ol
• IUPAC Traditional name: 7-bromo-2-(4-hydroxyphenyl)-1,3-benzoxazol-5-ol
• Synonyms: 7-Bromo-2-(4-hydroxyphenyl)-1,3-benzoxazol-5-ol; 7-bromo-2-(4-hydroxyphenyl)-5-benzoxazolol; WAY-200070

Database IDs

• CAS Number: 440122-66-7
• MDL Number: MFCD16618385
• PubChem SID: 162247360
• PubChem CID: 9861330

CALCULATED PROPERTIES

• Acid pKa: 7.8415375
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.5042937
• LogD (pH = 7.4): 3.370864
• Log P: 3.5062575
• Molar Refractivity: 79.4093 cm^3
• Polarizability: 28.053843 Å^3
• Polar Surface Area: 66.49 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL
• Apperance: solid

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25-36
• Safety Statements: 26-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H319
• GHS Precautionary statements: P301 + P310-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C13H8BrNO3

DETAILS

Sigma Aldrich - W1520

Biochem/physiol Actions
Potent, selective estrogen receptor-beta (ER-β) agonist (IC50 2.3 nM vs 155 nM for ER-α) with anxiolytic-like and antidepressant-like effects.