| SKU | Size | Availability | Price | Qty |
|---|---|---|---|---|
| A106857-250mg | 250mg | In stock | $69.90 |
Naturally occurring beta-D-glucopyranoside of hydroquinone. Competitive inhibitor of tyrosinase.
| Synonyms | arbutin | 497-76-7 | Arbutoside | Ursin | Uvasol | p-Arbutin | beta-Arbutin | 4-Hydroxyphenyl beta-D-glucopyranoside | p-Hydroxyphenyl beta-D-glucoside | Arbutine | Arbutinum | Arbutyne | 4-Hydroxyphenyl-beta-D-glucopyranoside | p-Hydroxyphenyl beta-D-glucopyranoside | Hydroquinone- |
|---|---|
| Specifications & Purity | analytical standard, ≥99% |
| Biochemical and Physiological Mechanisms | Naturally occurring beta-D-glucopyranoside of hydroquinone. Isolated from the leaves of Bearberry ( Arctostaphylos ). Competitive inhibitor of tyrosinase in melanocytes. Inhibits melanin biosynthesis. |
| Shipped In | Normal |
| Grade | analytical standard |
| Action Type | INHIBITOR |
| Mechanism of action | Tyrosinase inhibitor |
| Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
| ALogP | -0.7 |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| IUPAC Name | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol |
|---|---|
| INCHI | 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 |
| InChi Key | BJRNKVDFDLYUGJ-RMPHRYRLSA-N |
| Canonical SMILES | C1=CC(=CC=C1O)OC2C(C(C(C(O2)CO)O)O)O |
| Isomeric SMILES | C1=CC(=CC=C1O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O |
| WGK Germany | 3 |
| PubChem CID | 440936 |
| Molecular Weight | 272.25 |
| Beilstein | 89673 |
Enter Lot Number to search for COA:
| Specific Rotation[α] | -65.5 ° (C=4, H2O) |
|---|---|
| Melt Point(°C) | 198°C |
| WGK Germany | 3 |
|---|---|
| Merck Index | 773 |
| 1. Jing Wu, Funa Zhang, Haixia Yu, Shimei Qi, Yu Wu, Weihua Xiao. (2023) Anti-Melanogenic and Antioxidant Activity of Bifidobacterium longum Strain ZJ1 Extracts, Isolated from a Chinese Centenarian. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 24 (16): (12810). [PMID:37628988] |
| 2. Zhengming Xu, Shuang Liu, Huining Lai, Lijun You, Zhengang Zhao. (2023) Green-Efficient Enzymatic Synthesis and Characterization of Liposoluble 6′/6″-O-Lauryl Phenolic Glycosides with Enhanced Intestinal Permeability. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 71 (20): (7689–7702). [PMID:37167604] |
| 3. Wei Wang, Lijuan Yang, Weiwei Wang, Jianyong Zhang, Ulrich H. Engelhardt, Heyuan Jiang. (2023) Inhibitory Activities of Samples on Tyrosinases Were Affected by Enzyme Species and Sample Addition Methods. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 24 (7): (6013). [PMID:37046986] |
| 4. Hui Jiang, Fei Wu, Xi Jiang, Yun-Feng Pu, Li-Rong Shen, Cui-Yun Wu, Hong-Jin Bai. (2022) Antioxidative, cytoprotective and whitening activities of fragrant pear fruits at different growth stages. Frontiers in Nutrition, 9 (1020855). [PMID:36245497] |
| 5. Tang Han, Du Han, Kuang Xielan, Huang Hao, Zeng Jingshu, Long Chongde, Zhu Binbin, Fu Licheng, Wang Hua, Zhang Qingjiong, Lin Shuibin, Yan Jianhua, Shen Huangxuan. (2022) Arbutin Protects Retinal Pigment Epithelium Against Oxidative Stress by Modulating SIRT1/FOXO3a/PGC-1α/β Pathway. Frontiers in Genetics, 13 (1763). [PMID:36051689] |
| 6. Tingting Lin, Ben Chen, Liqun Fang, Haibo You, Chu Chu, Qingsong Shao, Shengqiang Tong. (2022) Solvent strength of organic phase for two biphasic solvent systems in high speed countercurrent chromatography. JOURNAL OF CHROMATOGRAPHY A, 1680 (463422). [PMID:36037578] |
| 7. Jiaodi Li, Chenxi Wang, Xiaoling Chen, Minghui Huang, Qian Fu, Rongjie Li, Yilin Wang, Chunyan Li, Pengcheng Zhao, Yixi Xie, Junjie Fei. (2022) A non-enzymatic photoelectrochemical sensor based on g-C3N4@CNT heterojunction for sensitive detection of antioxidant gallic acid in food. FOOD CHEMISTRY, 389 (133086). [PMID:35526285] |
| 8. Luo Yiyuan, Wang Juan, Li Shuo, Wu Yue, Wang Zhirui, Chen Shaojun, Chen Hongjiang. (2022) Discovery and identification of potential anti-melanogenic active constituents of Bletilla striata by zebrafish model and molecular docking. BMC Complementary Medicine and Therapies, 22 (1): (1-14). [PMID:34996448] |
| 9. Peijie Wu, Ling Qiao, Han Yu, Hui Ming, Chao Liu, Wenjun Wu, Baixue Li. (2021) Arbutin Alleviates the Liver Injury of α-Naphthylisothiocyanate-induced Cholestasis Through Farnesoid X Receptor Activation. Frontiers in Cell and Developmental Biology, 9 (758632). [PMID:34926449] |
| 1. Wang DD et al.. (2018) Rare ginsenoside Ia synthesized from F1 by cloning and overexpression of the UDP-glycosyltransferase gene from Bacillus\xa0subtilis: synthesis, characterization, and in\xa0vitro melanogenesis\xa0inhibition activity in BL6B16 cells.. J Ginseng Res, 42 (42-49). [PMID:29348721] |
| 2. Jing Wu, Funa Zhang, Haixia Yu, Shimei Qi, Yu Wu, Weihua Xiao. (2023) Anti-Melanogenic and Antioxidant Activity of Bifidobacterium longum Strain ZJ1 Extracts, Isolated from a Chinese Centenarian. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 24 (16): (12810). [PMID:37628988] |
| 3. Zhengming Xu, Shuang Liu, Huining Lai, Lijun You, Zhengang Zhao. (2023) Green-Efficient Enzymatic Synthesis and Characterization of Liposoluble 6′/6″-O-Lauryl Phenolic Glycosides with Enhanced Intestinal Permeability. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 71 (20): (7689–7702). [PMID:37167604] |
| 4. Wei Wang, Lijuan Yang, Weiwei Wang, Jianyong Zhang, Ulrich H. Engelhardt, Heyuan Jiang. (2023) Inhibitory Activities of Samples on Tyrosinases Were Affected by Enzyme Species and Sample Addition Methods. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 24 (7): (6013). [PMID:37046986] |
| 5. Hui Jiang, Fei Wu, Xi Jiang, Yun-Feng Pu, Li-Rong Shen, Cui-Yun Wu, Hong-Jin Bai. (2022) Antioxidative, cytoprotective and whitening activities of fragrant pear fruits at different growth stages. Frontiers in Nutrition, 9 (1020855). [PMID:36245497] |
| 6. Tang Han, Du Han, Kuang Xielan, Huang Hao, Zeng Jingshu, Long Chongde, Zhu Binbin, Fu Licheng, Wang Hua, Zhang Qingjiong, Lin Shuibin, Yan Jianhua, Shen Huangxuan. (2022) Arbutin Protects Retinal Pigment Epithelium Against Oxidative Stress by Modulating SIRT1/FOXO3a/PGC-1α/β Pathway. Frontiers in Genetics, 13 (1763). [PMID:36051689] |
| 7. Tingting Lin, Ben Chen, Liqun Fang, Haibo You, Chu Chu, Qingsong Shao, Shengqiang Tong. (2022) Solvent strength of organic phase for two biphasic solvent systems in high speed countercurrent chromatography. JOURNAL OF CHROMATOGRAPHY A, 1680 (463422). [PMID:36037578] |
| 8. Jiaodi Li, Chenxi Wang, Xiaoling Chen, Minghui Huang, Qian Fu, Rongjie Li, Yilin Wang, Chunyan Li, Pengcheng Zhao, Yixi Xie, Junjie Fei. (2022) A non-enzymatic photoelectrochemical sensor based on g-C3N4@CNT heterojunction for sensitive detection of antioxidant gallic acid in food. FOOD CHEMISTRY, 389 (133086). [PMID:35526285] |
| 9. Luo Yiyuan, Wang Juan, Li Shuo, Wu Yue, Wang Zhirui, Chen Shaojun, Chen Hongjiang. (2022) Discovery and identification of potential anti-melanogenic active constituents of Bletilla striata by zebrafish model and molecular docking. BMC Complementary Medicine and Therapies, 22 (1): (1-14). [PMID:34996448] |
| 10. Peijie Wu, Ling Qiao, Han Yu, Hui Ming, Chao Liu, Wenjun Wu, Baixue Li. (2021) Arbutin Alleviates the Liver Injury of α-Naphthylisothiocyanate-induced Cholestasis Through Farnesoid X Receptor Activation. Frontiers in Cell and Developmental Biology, 9 (758632). [PMID:34926449] |
J2227162