Deoxyarbutin
Deoxyarbutin Basic information
- Product Name:
- Deoxyarbutin
- Synonyms:
-
- Deoxyarbutin
- Tetrahydropyranyloxyphenol
- 4-(TETRAHYDRO-2H-2-PYRANYLOXY)PHENOL
- 4-[(Tetrahydro-2H-pyran-2-yl)oxy]phenol
- Phenol,4-[(tetrahydro-2H-pyran-2-yl)oxy]-
- Deoxyarbutin 4-[(Tetrahydro-2H-pyran-2-yl)oxy]phenol
- 4-[(2-Tetrahydropyranyl)oxy]phenol
- LGB-D ARBUTIN
- CAS:
- 53936-56-4
- MF:
- C11H14O3
- MW:
- 194.23
- EINECS:
- 1308068-626-2
- Product Categories:
-
- Inhibitors
- Cosmetics
- 53936-56-4
- Mol File:
- 53936-56-4.mol
Deoxyarbutin Chemical Properties
- Melting point:
- 88-89 °C(Solv: ligroine (8032-32-4))
- Boiling point:
- 349.8±32.0 °C(Predicted)
- Density
- 1.174
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated)
- pka
- 10.10±0.15(Predicted)
- form
- Solid
- color
- White to Off-White
- Stability:
- Hygroscopic
Deoxyarbutin Usage And Synthesis
Description
Deoxyarbutin is a tyrosinase inhibitor (IC50 = 17.5 μM for mushroom tyrosinase). It reduces melanin content in isolated dark human melanocytes when used at a concentration of 1.56 μM. Topical administration of deoxyarbutin (5%) induces skin lightening in human skin mouse xenograft models. Deoxyarbutin also inhibits proliferation of B16/F10 murine melanoma cells (EC50 = 39.56 μM). It induces apoptosis and halts the cell cycle at the S phase in B16/F10 cells when used at a concentration of 50 μM. Deoxyarbutin (50 mg/kg) reduces tumor growth in a B16/F10 murine melanoma model.
Uses
Deoxyarbutin acts as a skin whitening agent through the inhibition of tyrosinase. A safer alternative to the use of hydroquinone and arbutin.
Preparation
Deoxyarbutin is a derivative of ?-arbutin, obtained by removal of hydroxyl groups from the glucose side-chain of ?-arbutin.
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