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SMB00178

Sigma-Aldrich

Rhododendrol

≥95% (LC/MS-ELSD)

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Synonym(s):
(R)-(-)-Rhododendrol, 4-Hydroxy-α-methyl-benzenepropanol, Betuligenol, Frambinol
Empirical Formula (Hill Notation):
C10H14O2
CAS Number:
Molecular Weight:
166.22
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

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

InChI key

SFUCGABQOMYVJW-UHFFFAOYSA-N

General description

Natural product derived from plant source.

Biochem/physiol Actions

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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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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