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
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
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/?term=18789053Curator's Comment: http://www.fda.gov/ohrms/dockets/dockets/95s0316/rpt0071_01.pdf; https://www.ncbi.nlm.nih.gov/pubmed/2179048; https://www.ncbi.nlm.nih.gov/pubmed/27129306
Sources: https://www.ncbi.nlm.nih.gov/pubmed/?term=18789053
Curator's Comment: http://www.fda.gov/ohrms/dockets/dockets/95s0316/rpt0071_01.pdf; https://www.ncbi.nlm.nih.gov/pubmed/2179048; https://www.ncbi.nlm.nih.gov/pubmed/27129306
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 Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P14679 Gene ID: 7299.0 Gene Symbol: TYR Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/25932370 |
0.04 mM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Alpha Arbutin Cream Approved UseCream for skin lightening Alpha Arbutin ensures an even and lighter skin tone, reduces the degree of skin tanning after UV exposure, and it also helps to minimize the appearance of liver spots. |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1125 nmol/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/12162475/ |
210 mg single, oral dose: 210 mg route of administration: Oral experiment type: SINGLE co-administered: |
HYDROQUINONE urine | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
1689.3 nmol/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/12162475/ |
210 mg single, oral dose: 210 mg route of administration: Oral experiment type: SINGLE co-administered: |
HYDROQUINONE urine | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
---|---|---|
Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Page: 6.0 |
inconclusive [EC50 28.1838 uM] | |||
Page: 8.0 |
inconclusive [IC50 43.6486 uM] | |||
Page: 189.0 |
no | |||
Page: 281.0 |
no | |||
Page: 281.0 |
no | |||
Page: 271.0 |
no | |||
yes [Inhibition 10 uM] | ||||
yes [Inhibition 10 uM] |
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Page: 238 | 241 |
no |
Tox targets
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Page: 77.0 |
Sample Use Guides
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2179048
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%.
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NCI_THESAURUS |
C471
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DSLD |
1289 (Number of products:3)
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DB11217
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m2033
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207-850-3
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7661
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C5INA23HXF
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497-76-7
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SUB33412
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C5INA23HXF
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C87429
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DTXSID7040152
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18305
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4267
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100000126183
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1367175
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4036
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440936
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ARBUTIN
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ACTIVE MOIETY
METABOLITE (PARENT)
METABOLITE (PARENT)
METABOLITE (PARENT)