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ChemicalBook >  Product Catalog >  Natural Products >  Flavonoids >  4-[(R)-4,8-Dihydro-5-methoxy-8,8-dimethyl-2H,3H-benzo[1,2-b:5,4-b']dipyran-3-yl]-1,3-benzenediol

4-[(R)-4,8-Dihydro-5-methoxy-8,8-dimethyl-2H,3H-benzo[1,2-b:5,4-b']dipyran-3-yl]-1,3-benzenediol

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4-[(R)-4,8-Dihydro-5-methoxy-8,8-dimethyl-2H,3H-benzo[1,2-b:5,4-b']dipyran-3-yl]-1,3-benzenediol Basic information

Product Name:
4-[(R)-4,8-Dihydro-5-methoxy-8,8-dimethyl-2H,3H-benzo[1,2-b:5,4-b']dipyran-3-yl]-1,3-benzenediol
Synonyms:
  • 4-[(R)-4,8-Dihydro-5-methoxy-8,8-dimethyl-2H,3H-benzo[1,2-b:5,4-b']dipyran-3-yl]-1,3-benzenediol
  • Neorauflavane
  • 1,3-Benzenediol, 4-[(7R)-7,8-dihydro-5-methoxy-2,2-dimethyl-2H,6H-benzo[1,2-b:5,4-b']dipyran-7-yl]- (9CI)
CAS:
53734-74-0
MF:
C21H22O5
MW:
354.4
Mol File:
53734-74-0.mol
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4-[(R)-4,8-Dihydro-5-methoxy-8,8-dimethyl-2H,3H-benzo[1,2-b:5,4-b']dipyran-3-yl]-1,3-benzenediol Chemical Properties

Boiling point:
552.9±50.0 °C(Predicted)
Density 
1.257±0.06 g/cm3(Predicted)
pka
9.63±0.40(Predicted)
form 
Solid
color 
White to off-white
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4-[(R)-4,8-Dihydro-5-methoxy-8,8-dimethyl-2H,3H-benzo[1,2-b:5,4-b']dipyran-3-yl]-1,3-benzenediol Usage And Synthesis

Uses

Neorauflavane is a potent tyrosinase inhibitor derived from Campylotropis hirtella, with an IC50 value of 30 nM for tyrosinase monophenolase activity and an IC50 value of 500 nM for diphenolase activity. Neorauflavane can effectively reduce the melanin content of B16 melanoma cells[1].

References

[1] Xuefei Tan, et al. Highly potent tyrosinase inhibitor, neorauflavane from Campylotropis hirtella and inhibitory mechanism with molecular docking. Bioorg Med Chem. 2016 Jan 15;24(2):153-9. DOI:10.1016/j.bmc.2015.11.040

4-[(R)-4,8-Dihydro-5-methoxy-8,8-dimethyl-2H,3H-benzo[1,2-b:5,4-b']dipyran-3-yl]-1,3-benzenediolSupplier

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