Rhododendrol

Rhododendrol
Names
	IUPAC name 4-[(3R)-3-hydroxybutyl]phenol
	Other names Rhododenol, RD, 4-(4-hydroxyphenyl)-2-butanol, (-)-Betuligenol, (R)-Frambinol, 4-Hydroxy-α-methyl-benzenepropanol
Identifiers
CAS Number	501-96-2;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1086681;
ChemSpider	802471;
ECHA InfoCard	100.237.232
EC Number	809-359-5;
PubChem CID	919205;
UNII	97PTR2F3Z8;
CompTox Dashboard (EPA)	DTXSID20198211;
	InChI Key: SFUCGABQOMYVJW-MRVPVSSYSA-N; InChI=1S/C10H14O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-8,11-12H,2-3H2,1H3/t8-/m1/s1;
	SMILES CC(CCC1=CC=C(C=C1)O)O;
Properties
Chemical formula	C10H14O2
Molar mass	166.22 g/mol
Appearance	White solid powder
Density	1.1±0.1 g/cm3
Melting point	68-71 °C
Boiling point	315.4±17.0 °C at 760 mmHg
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	cytotoxicity
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H319
Precautionary statements	P270, P280, P301+P312, P305+P351+P338, P330, P337+P313, P501
Flash point	153.4±15.5 °C
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Rhododendrol (RD) also called 4-[(3R)-3-hydroxybutyl]phenol (systemic name), is an organic compound with the formula C₁₀H₁₄O₂. It is a naturally occurring ingredient present in many plants, such as the Rhododendron. The phenolic compound was first developed in 2010 as a tyrosinase inhibitor for skin-lightening cosmetics. In 2013, after rhododendrol reportedly caused skin depigmentation in consumers using RD-containing skin-brightening cosmetics, the cosmetics were withdrawn from the market. The skin condition, caused by RD, is called RD-induced leukoderma. Rhododendrol exerts melanocyte cytotoxicity via a tyrosinase-dependent mechanism. It has been shown to impair the normal proliferation of melanocytes through reactive oxygen species-dependent activation of GADD45. It is now well established that rhododendrol is a potent tyrosinase inhibitor.