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SMB00178

Sigma-Aldrich

Rhododendrol

≥95% (LC/MS-ELSD)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H14O2
CAS Number:
501-96-2
Molecular Weight:
166.22
MDL number:
MFCD01117650
UNSPSC Code:
12352205
PubChem Substance ID:
329824844
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

Related Categories

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
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Minjeong Kim et al.
International journal of molecular sciences, 20(22) (2019-11-16)
Rhododenol (RD), a whitening cosmetic ingredient, was withdrawn from the market due to RD-induced leukoderma (RIL). While many attempts have been made to clarify the mechanism underlying RIL, RIL has not been fully understood yet. Indeed, affected subjects showed uneven
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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