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
Molecular Formula | C12H16O7 |
Molecular Weight | 272.2512 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
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 |
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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 |
---|---|---|
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%.
Substance Class |
Chemical
Created
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Edited
Fri Dec 15 15:20:32 GMT 2023
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on
Fri Dec 15 15:20:32 GMT 2023
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Record UNII |
C5INA23HXF
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Record Status |
Validated (UNII)
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Record Version |
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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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1367175
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4036
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440936
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ARBUTIN
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Related Record | Type | Details | ||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
ASSAY (HPLC)
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Related Record | Type | Details | ||
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METABOLITE -> PARENT |
Unit: mg (calculated as arbutin); Urinary elimination profiles of arbutin metabolites (150mg arbutin in about 150mL aqueous bearberry leaf extract oral q.i.d., n=3, 16-24hr urine)
IN-VIVO
URINE
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METABOLITE -> PARENT |
Unit: mg (calculated as arbutin); 150mg arbutin in about 150mL aqueous bearberry leaf extract, q.i.d.; 0-24hr urine; n=3
IN-VIVO
URINE
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METABOLITE -> PARENT |
Amount excreted in urine within the 36-hour study period, 945mg bearberry leaf extract (corresponding to 210mg arbutin, in two film coated tabs) single oral administration, n=16 (8 female, 8 male), 0-36hr urine
IN-VIVO
URINE
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METABOLITE -> PARENT |
Amount excreted in urine within the 36-hour period, 945mg bearberry leaf dry extract (210mg arbutin equivalent, in aqueous solution) single oral administration, n=16 (8 female, 8 male)
IN-VIVO
URINE
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METABOLITE -> PARENT |
Unit: mg; Amount excreted in urine within 36-hr study period, Bearberry leaves dry extract(BLDE) 945mg single oral administration(210mg arbutin correspondence, in 2 film coated tabs, each contained 472.5mg BLDE or 105mg arbutin), n=16 (8 female & 8 male)
IN-VIVO
URINE
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METABOLITE -> PARENT |
945mg bear berry leaf extract (w/210mg arbutin) single oral administration, 0-4hr urine, n=1
IN-VIVO
URINE
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METABOLITE -> PARENT |
Unit: mg; Amount excreted in urine within 36-hr study period, Bearberry leaves dry extract(BLDE) 945mg single oral administration(210mg arbutin correspondence, aqueous solution), n=16 (8 female & 8 male)
IN-VIVO
URINE
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METABOLITE -> PARENT |
Amount excreted in urine within the 36-hour period, 945mg bearberry leaf dry extract (210mg arbutin equivalent, in two film coated tabs) single oral administration, n=16 (8 female, 8 male)
IN-VIVO
URINE
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METABOLITE -> PARENT |
Unit: mg calculated as arbutin; Urinary elimination of arbutin metabolites (16-24hr urine, n=3, 150mg arubutin in about 150mL aqueous bearberry leaf extract, q.i.d.)
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URINE
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METABOLITE -> PARENT |
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URINE
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