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. |
PubMed
Title | Date | PubMed |
---|---|---|
Mutagenicity of arbutin in mammalian cells after activation by human intestinal bacteria. | 2006 Nov |
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Characterization of dimers of hydroquinone glucosides produced by peroxidase-catalyzed polymerization. | 2007 Apr |
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Toxicogenomics of A375 human malignant melanoma cells treated with arbutin. | 2007 Jan |
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Novel screening method for potential skin-whitening compounds by a luciferase reporter assay. | 2010 |
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Screening medicinal plants for the detection of novel antimalarial products applying the inhibition of β-hematin formation. | 2011 Dec 15 |
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Involvement of the p38 MAPK and ERK signaling pathway in the anti-melanogenic effect of methyl 3,5-dicaffeoyl quinate in B16F10 mouse melanoma cells. | 2012 Aug 30 |
Patents
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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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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4036
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440936
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ARBUTIN
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ACTIVE MOIETY
METABOLITE (PARENT)
METABOLITE (PARENT)
METABOLITE (PARENT)