7OQ

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

Created:	2021-10-08
Last modified:	2022-03-09

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1 entries where 7OQ is found as a standalone ligand

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

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Chemical Component Summary
Name	(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-oxidanylphenoxy)oxane-3,4,5-triol
Systematic Name (OpenEye OEToolkits)	(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

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	CACTVS	3.385	OC[CH]1O[CH](Oc2ccc(O)cc2)[CH](O)[CH](O)[CH]1O
SMILES	OpenEye OEToolkits	2.0.7	c1cc(ccc1O)OC2C(C(C(C(O2)CO)O)O)O
Canonical SMILES	CACTVS	3.385	OC[C@H]1O[C@@H](Oc2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O
Canonical SMILES	OpenEye OEToolkits	2.0.7	c1cc(ccc1O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
InChI	InChI	1.03	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	InChI	1.03	BJRNKVDFDLYUGJ-RMPHRYRLSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

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

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

Name	Target Sequence	Pharmacological Action	Actions
Tyrosinase	MLLAVLYCLLWSFQTSAGHFPRACVSSKNLMEKECCPPWSGDRSPCGQLS...	unknown	inhibitor
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