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SMB00178

Sigma-Aldrich

Rhododendrol

≥95% (LC/MS-ELSD)

Synonyme(s) :

(R)-(-)-Rhododendrol, 4-Hydroxy-α-methyl-benzenepropanol, Betuligenol, Frambinol

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About This Item

Formule empirique (notation de Hill):
C10H14O2
Numéro CAS:
501-96-2
Poids moléculaire :
166.22
Numéro MDL:
MFCD01117650
Code UNSPSC :
12352205
ID de substance PubChem :
329824844
Nomenclature NACRES :
NA.25

Pureté

≥95% (LC/MS-ELSD)

Forme

solid

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

−20°C

Chaîne SMILES 

CC(O)CCc1ccc(O)cc1

InChI

1S/C10H14O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-8,11-12H,2-3H2,1H3

Clé InChI

SFUCGABQOMYVJW-UHFFFAOYSA-N

Catégories apparentées

Description générale

Natural product derived from plant source.

Actions biochimiques/physiologiques

Rhododendrol is a natural phenolic compound that has been reported to prevent high-fat diet-induced elevation in body weight and to increase lipolysis in white adipocytes in male mice. RK has shown potential to increase dermal IGF-I production through sensory neuron activation, promoting hair growth and increasing skin elasticity.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H319

Classification des risques

Acute Tox. 4 Oral - Eye Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Rie Takagi et al.
Dermatology (Basel, Switzerland), 232(1), 44-49 (2015-11-28)
Rhododendrol, a phenolic compound contained in lightening/whitening cosmetics, can bind and inhibit tyrosinase and was reported to induce leukoderma in Japan. Only 2% of the cosmetics users are affected, and tacrolimus is effective in treatment of the condition. To test
Masatoshi Kondo et al.
Pigment cell & melanoma research, 29(5), 541-549 (2016-05-26)
Rhododendrol is a phenolic compound that shows a tyrosinase-dependent toxicity for melanocytes and occasionally induces a vitiligo-like skin depigmentation. The post-tyrosinase mechanisms determining melanocyte death or survival, however, are far from clear. Here, we find that rhododendrol treatment leads to
Yu Gabe et al.
Journal of dermatological science, 91(3), 311-316 (2018-07-15)
Rhododendrol (4-(4-hydroxyphenyl)-2-butanol) has been used as a lightening/whitening cosmetic but was recently reported to induce leukoderma. Although rhododendrol has been shown to be transformed by tyrosinase to hydroxyl-rhododendrol, which is cytotoxic to melanocytes, its detailed mechanism of action including the
Minoru Sasaki et al.
Pigment cell & melanoma research, 27(5), 754-763 (2014-06-04)
Rhododendrol, an inhibitor of melanin synthesis developed for lightening/whitening cosmetics, was recently reported to induce a depigmentary disorder principally at the sites of repeated chemical contact. Rhododendrol competitively inhibited mushroom tyrosinase and served as a good substrate, while it also

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