10-[(3-hydroxy-4-methoxyphenyl)methylidene]-9,10-dihydroanthracen-9-one

• ChemBase ID: 154256
• Molecular Formular: C22H16O3
• Molecular Mass: 328.36064
• Monoisotopic Mass: 328.10994437
• SMILES: COc1ccc(cc1O)/C=C/1\c2ccccc2C(=O)c2c1cccc2
• Canonical SMILES: COc1ccc(cc1O)/C=C/1\c2ccccc2C(=O)c2c1cccc2
• InChI: InChI=1S/C22H16O3/c1-25-21-11-10-14(13-20(21)23)12-19-15-6-2-4-8-17(15)22(24)18-9-5-3-7-16(18)19/h2-13,23H,1H3
• InChIKey: MQLACMBJVPINKE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-[(3-hydroxy-4-methoxyphenyl)methylidene]-9,10-dihydroanthracen-9-one
• IUPAC Traditional name: 10-[(3-hydroxy-4-methoxyphenyl)methylidene]anthracen-9-one
• Synonyms: 10-[(3-Hydroxy-4-methoxybenzylidene)]-9(10H)-anthracenome; HMBA

Database IDs

• MDL Number: MFCD06411568
• PubChem SID: 162248395; 24724500
• PubChem CID: 10125800

CALCULATED PROPERTIES

• Acid pKa: 9.822766
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.7711353
• LogD (pH = 7.4): 4.7695293
• Log P: 4.771156
• Molar Refractivity: 108.0271 cm^3
• Polarizability: 37.567486 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble34 mg/mL
• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H16O3

DETAILS

Sigma Aldrich - H4663

Biochem/physiol Actions
Inhibitor of microtubule polymerization1; apoptosis inducer.