7OQ

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-oxidanylphenoxy)oxane-3,4,5-triol

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is present as a standalone ligand in 1 entries

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Chemical Component Summary
Name	(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-oxidanylphenoxy)oxane-3,4,5-triol
Identifiers	(2~{R},3~{S},4~{S},5~{R},6~{S})-2-(hydroxymethyl)-6-(4-oxidanylphenoxy)oxane-3,4,5-triol
Formula	C₁₂ H₁₆ O₇
Molecular Weight	272.251
Type	NON-POLYMER
Isomeric SMILES	c1cc(ccc1O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
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

Chemical Details
Formal Charge	0
Atom Count	35
Chiral Atom Count	5
Bond Count	36
Aromatic Bond Count	6

Drug Info: DrugBank

DrugBank ID	DB11217
Name	Arbutin
Groups	approved
Description	Extracted from the dried leaves of bearberry plant in the genus _Arctostaphylos_ and other plants commonly in the _Ericaceae_ family, arbutin is a beta-D-glucopyranoside of [DB09526]. It is found in foods, over-the-counter drugs, and herbal dietary supplements [F43]. Most commonly, it is an active ingredient in skincare and cosmetic products as a skin-lightening agent for the prevention of melanin formation in various skin conditions that involve cutaneous hyperpigmentation or hyperactive melanocyte function [A27248]. It has also been used as an anti-infective for the urinary system as well as a diuretic [F43]. Arbutin is available in both natural and synthetic forms; it can be synthesized from acetobromglucose and [DB09526] [F43]. Arbutin is a competitive inhibitor of tyrosinase (E.C.1.14.18.1) in melanocytes [A27248], and the inhibition of melanin synthesis at non-toxic concentrations was observed _in vitro_. Arbutin was shown to be less cytotoxic to melanocytes in culture compared to [DB09526] [A32942].
Synonyms	Arbutin p-hydroxyphenyl β-D-glucopyranoside 4-Hydroxyphenyl-beta-D-glucopyranoside hydroquinone O-β-D-glucopyranoside p-hydroxyphenyl β-D-glucoside beta-Arbutin Hydroquinone-O-beta-D-glucopyranoside
Brand Names	Hydro H D-one By Tamdoan Bb Light Lizk Serum D-one By Tamdoan Sunscreen 50 AHC Phyto Complex Gel Ampoule Suyan Chungsoo DRH Whitening G2 Dr Young 2p Brightening UV Sun Block SPF50 PA Derma Blemish Balm blemish balm IASO White Science EX Emulsion Obagi Nu-Derm Clear Fx IASO White Science EX Cellbn Damage Overnight Recovery Return 10 Recovery Balm Sooryehan Pure-Whitening Essential Starter Cellbn Sp Lifting Concentrateampoul Cellbn Sp Lifting Concentrateampoule Absolute Total BB SPF37 PA 3Plus ICEKING Whitening Freckle Removing Essence Cellxv Real Kelp Facial Mask The Oriental Gold BB SPF25 PA 2Plus SuperPlus Beblesh Balm Gold SPF25 PA 2Plus Super First C Serum Pure Vitamin C 13 Percent Super Plus Beblesh Balm Triple Functions SPF50 Plus PA 3Plus (40g) Cathycat Chewy CREAM FOUNDATION SPF23 PA WHITENING ANTI WRINKLE 23 Recovery Balm Cellbn Damage Multi Action Toner AHC Vital Complex C-15 Ampoule SuperPlus Beblesh Balm SPF25 PA 2Plus Propolis 20 BB Cream Abalone Crystaldouble EX Ampoule Elcure C White Serum Vitabrid C12 FACE Pow der 3g Wonder Intensive BBCream 21 (Light) Cellbn Damage Anti-aging Eye Reviver Isaknox White Symphony Brightening Emulsion OHUI Sun Science Sun Block EX plus Beige The Prestige BB SPF25 PA 2Plus Reoganic EX Whitening Pore Care Deodorant ICEKING Freckle Removing Whitening Facial Cleanser SuperPlus Beblesh Balm Triple Functions SPF25 PA 2Plus Suyan Chungsyu Skin79 Snail Nutrition Bbcream Sooryehan Pure Whitening AHC Premium Intense Contour Balm Cellbn Sp High Multi Serum Dr G Whitening REFORMER by EGF Cellbn Damage Deep Moisture ICEKING Freckle Removing Whitening Masque Tosowoong Mens Booster Repair Skin Cellbn Damage Precious Serum Dr G Whitening FORTIFIER by EGF First C Superfull OHUI White Extreme Illuminating Pact No.10 Suyan Jeongbaek Obagi Cathycat Chewy CREAM FOUNDATION SPF23 PA WHITENING ANTI WRINKLE 21 Skin-ion Conju Princess BB D-one By Tamdoan Bb Medium
Indication	Indicated for over-the-counter use for epidermal hyperpigmentation in various skin conditions, such as melasma, freckles, and senile lentigines.
Categories	Carbohydrates Glucosides Glycosides
CAS number	497-76-7

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Tyrosinase	MLLAVLYCLLWSFQTSAGHFPRACVSSKNLMEKECCPPWSGDRSPCGQLS...	unknown	inhibitor
Serum albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682