Arbutin

• CAT Number: I003747
• CAS Number: 497-76-7
• Molecular Formula: C12H16O7
• Molecular Weight: 272.25
• Purity: ≥95%
• Target: tyrosinase
• Solubility: DMSO: ≥ 2.9 mg/mL
• Storage: Room Temperature
• 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
• InChIKey: BJRNKVDFDLYUGJ-RMPHRYRLSA-N
• SMILES: C1=CC(=CC=C1O)OC2C(C(C(C(O2)CO)O)O)O

Arbutin (Cat No.: I003747) is a triterpenoid compound present in natural plants, which has various biological effects such as sedative, anti-inflammatory, antibacterial, anti-diabetic, anti-ulcer, and lowering blood sugar. In recent years, it has been found that it has anti-carcinogenic, anti-cancer, induction of F9 teratoma cell differentiation and anti-angiogenesis effects, and it is very likely to become a new type of anticancer drug with low toxicity and high efficiency. In addition, Arbutin has obvious antioxidant function, so it is widely used as a raw material for medicine and cosmetics.

Reference

1:Action of tyrosinase on alpha and beta-arbutin: A kinetic study. Garcia-Jimenez A, Teruel-Puche JA, Berna J, Rodriguez-Lopez JN, Tudela J, Garcia-Canovas F.PLoS One. 2017 May 11;12(5):e0177330. doi: 10.1371/journal.pone.0177330. eCollection 2017. PMID: 28493937 Free Article2:Study of Hydroquinone Mediated Cytotoxicity and Hypopigmentation Effects from UVB-Irradiated Arbutin and DeoxyArbutin. Chang NF, Chen YS, Lin YJ, Tai TH, Chen AN, Huang CH, Lin CC.Int J Mol Sci. 2017 May 3;18(5). pii: E969. doi: 10.3390/ijms18050969. PMID: 28467382 Free Article3:New arbutin derivatives from the leaves of Heliciopsis lobata with cytotoxicity. Qi WY, Ou N, Wu XD, Xu HM.Chin J Nat Med. 2016 Oct;14(10):789-793. doi: 10.1016/S1875-5364(16)30094-2. Epub 2016 Oct 31. PMID: 28236409 4:Destructive effect of quinone-containing compounds on cytochrome P450: Arbutin as a double-edged sword. Karkhah A.Caspian J Intern Med. 2016 Fall;7(4):300-301. No abstract available. PMID: 27999651 Free PMC Article5:Penetration depth, concentration and efficiency of transdermal α-arbutin delivery after ultrasound treatment with albumin-shelled microbubbles in mice. Liao AH, Ma WC, Wang CH, Yeh MK.Drug Deliv. 2016 Sep;23(7):2173-2182. Epub 2014 Aug 22. PMID: 25148541 6:Isolation and Characterization of the 2,2/’-Azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) Radical Cation-Scavenging Reaction Products of Arbutin. Tai A, Ohno A, Ito H.J Agric Food Chem. 2016 Sep 28;64(38):7285-90. doi: 10.1021/acs.jafc.6b02847. Epub 2016 Sep 16. PMID: 27607833 7:Contact dermatitis caused by arbutin contained in skin-whitening cosmetics. Numata T, Tobita R, Tsuboi R, Okubo Y.Contact Dermatitis. 2016 Sep;75(3):187-8. doi: 10.1111/cod.12594. No abstract available. PMID: 27480516 8:Determination of Arbutin in Rat Plasma Using Liquid Chromatography-Tandem Mass Spectrometry: Application to a Pharmacokinetic Study After Oral Administration of the Extract of Vaccinium vitis-idaea. Wang X, Zhang C, Zheng N, Ma J, Zhu YF.J Chromatogr Sci. 2016 Jun 6. pii: bmw085. [Epub ahead of print] PMID: 27270416 9:Effects of Arbutin on Radiation-Induced Micronuclei in Mice Bone Marrow Cells and Its Definite Dose Reduction Factor. Nadi S, Monfared AS, Mozdarani H, Mahmodzade A, Pouramir M.Iran J Med Sci. 2016 May;41(3):180-5. PMID: 27217601 Free PMC Article10:Fermentation scale up for α-arbutin production by Xanthomonas BT-112. Wei M, Ren Y, Liu C, Liu R, Zhang P, Wei Y, Xu T, Wang F, Tan T, Liu C.J Biotechnol. 2016 Sep 10;233:1-5. doi: 10.1016/j.jbiotec.2016.05.022. Epub 2016 May 18. PMID: 27208754