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Merck

SMB00178

Sigma-Aldrich

Rhododendrol

≥95% (LC/MS-ELSD)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C10H14O2
CAS-Nummer:
Molekulargewicht:
166.22
MDL-Nummer:
UNSPSC-Code:
12352205
PubChem Substanz-ID:
NACRES:
NA.25

Assay

≥95% (LC/MS-ELSD)

Form

solid

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

−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

InChIKey

SFUCGABQOMYVJW-UHFFFAOYSA-N

Allgemeine Beschreibung

Natural product derived from plant source.

Biochem./physiol. Wirkung

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.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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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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