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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H16O7
Molecular Weight 272.2512
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ARBUTIN

SMILES

OC[C@H]1O[C@@H](OC2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChIKey=BJRNKVDFDLYUGJ-RMPHRYRLSA-N
InChI=1S/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8-,9-,10+,11-,12-/m1/s1

HIDE SMILES / InChI

Molecular Formula C12H16O7
Molecular Weight 272.2512
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Arbutin, the beta-D-glucopyranoside of hydroquinone, is a skin whitening cosmetic ingredient. Compared with hydroquinone, arbutin is a less potent skin hyperpigmentation agent, but less toxic. Arbutin is found in a number of edible berry-producing plants such as blueberry and cranberry, marjoram, and most pear species. Chinchircoma (Muticia acuminatai) that contains arbutin, has been traditionally used by South American populations internally the fresh juice is used for gastric ulcers and internal tumors; the water of boiled leaves and flowers for illness of the respiratory tract; for hearth disorders or pain. According to pharmacological results in vitro, liver protective effects as well as anti-inflammatory activity were proven. It can also be beneficial for asthma and other anaphylactic reactions. This plant is component of the lsula Rain’s botanical products (Peru): ‘I-Day Digestive Cleanse #2.Herbal Supplement approved by FDA. As a hyperpigmentation agent arbutin inhibits tyrosinase and thus prevents the formation of melanin.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.04 mM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Alpha Arbutin Cream

Cmax

ValueDoseCo-administeredAnalytePopulation
1125 nmol/mL
210 mg single, oral
HYDROQUINONE urine
Homo sapiens
1689.3 nmol/mL
210 mg single, oral
HYDROQUINONE urine
Homo sapiens

Doses

Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer






Drug as perpetrator​

Drug as victim

Tox targets

Sample Use Guides

In Vivo Use Guide
For the first 2 weeks use twice a day on cleansed skin (morning and night) then resume to once a day there after
Route of Administration: Topical
In Vitro Use Guide
Effects of isolated from Salvia officinalis compounds on melanin biosynthesis and cell proliferation of B16 melanoma cells were studied using arbutin as a positive control at a concentration of 100 mg/ml. Cells were incubated for 48 h with a test compound. Arbutin showed 49.3% melanin content at a concentration of 100 ug/ml keeping cell viability at 86.5%.
Substance Class Chemical
Record UNII
C5INA23HXF
Record Status Validated (UNII)
Record Version