5-hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-4H,8H-pyrano[2,3-h]chromen-4-one

• ChemBase ID: 179743
• Molecular Formular: C25H24O5
• Molecular Mass: 404.45506
• Monoisotopic Mass: 404.16237387
• SMILES: c12c(c3c(c(c2O)CC=C(C)C)OC(C=C3)(C)C)occ(c1=O)c1ccc(cc1)O
• Canonical SMILES: CC(=CCc1c2OC(C)(C)C=Cc2c2c(c1O)c(=O)c(co2)c1ccc(cc1)O)C
• InChI: InChI=1S/C25H24O5/c1-14(2)5-10-17-21(27)20-22(28)19(15-6-8-16(26)9-7-15)13-29-24(20)18-11-12-25(3,4)30-23(17)18/h5-9,11-13,26-27H,10H2,1-4H3
• InChIKey: DCTLJGWMHPGCOS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-4H,8H-pyrano[2,3-h]chromen-4-one
• IUPAC Traditional name: osajin; 5-hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-4H,8H-pyrano[2,3-h]chromen-4-one
• Synonyms: Osajin; Osaiin

Database IDs

• CAS Number: 482-53-1
• PubChem SID: 164235653
• PubChem CID: 95168

CALCULATED PROPERTIES

• Acid pKa: 7.3685584
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 6.0038347
• LogD (pH = 7.4): 5.6903663
• Log P: 6.0096283
• Molar Refractivity: 118.3382 cm^3
• Polarizability: 44.42712 Å^3
• Polar Surface Area: 75.99 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Yellow powder

Pharmacology Properties

• Mechanism of Action: Inhibits proliferation of murine leukemia cells (L1210/0) and human T-lymphocyte cells

Product Information

• Biological Source: Isol. from fruit of Maclura pomifera (osage orange) root, Derris scandens, Erythrina variegata and Euchresta spp.
• Application(s): Cytostatic