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	Hydroquinone-O-beta-D-glucopyranoside p-hydroxyphenyl β-D-glucoside p-hydroxyphenyl β-D-glucopyranoside Arbutin hydroquinone O-β-D-glucopyranoside beta-Arbutin 4-Hydroxyphenyl-beta-D-glucopyranoside
Brand Names	Lizk Serum Cellbn Damage Multi Action Toner Cellbn Sp Lifting Concentrateampoule Return 10 Recovery Balm SuperPlus Beblesh Balm SPF25 PA 2Plus Wonder Intensive BBCream 21 (Light) Super First C Serum Pure Vitamin C 13 Percent Obagi Dr G Whitening FORTIFIER by EGF Suyan Chungsoo Cellbn Damage Deep Moisture Cellbn Sp Lifting Concentrateampoul Hydro H Sooryehan Pure Whitening The Oriental Gold BB SPF25 PA 2Plus Cellbn Sp High Multi Serum Cellbn Damage Overnight Recovery IASO White Science EX Emulsion Abalone Crystaldouble EX Ampoule D-one By Tamdoan Bb Light First C Superfull DRH Whitening G2 IASO White Science EX Skin79 Snail Nutrition Bbcream Isaknox White Symphony Brightening Emulsion Suyan Chungsyu D-one By Tamdoan Bb Medium Reoganic EX Whitening Pore Care Deodorant Cellbn Damage Precious Serum The Prestige BB SPF25 PA 2Plus Tosowoong Mens Booster Repair Skin Dr G Whitening REFORMER by EGF Propolis 20 BB Cream Suyan Jeongbaek OHUI Sun Science Sun Block EX plus Beige ICEKING Whitening Freckle Removing Essence Elcure C White Serum Recovery Balm Super Plus Beblesh Balm Triple Functions SPF50 Plus PA 3Plus (40g) Sooryehan Pure-Whitening Essential Starter SuperPlus Beblesh Balm Triple Functions SPF25 PA 2Plus Cellxv Real Kelp Facial Mask Conju Princess BB AHC Phyto Complex Gel Ampoule Cathycat Chewy CREAM FOUNDATION SPF23 PA WHITENING ANTI WRINKLE 21 Cathycat Chewy CREAM FOUNDATION SPF23 PA WHITENING ANTI WRINKLE 23 AHC Vital Complex C-15 Ampoule Cellbn Damage Anti-aging Eye Reviver ICEKING Freckle Removing Whitening Facial Cleanser OHUI White Extreme Illuminating Pact No.10 Skin-ion Derma Blemish Balm blemish balm Dr Young 2p Brightening UV Sun Block SPF50 PA D-one By Tamdoan Sunscreen 50 Absolute Total BB SPF37 PA 3Plus SuperPlus Beblesh Balm Gold SPF25 PA 2Plus Vitabrid C12 FACE Pow der 3g Obagi Nu-Derm Clear Fx AHC Premium Intense Contour Balm ICEKING Freckle Removing Whitening Masque
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