Arbutin

General

Type : Natural

Chemical_Nomenclature : (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol

Canonical SMILES : C1=CC(=CC=C1O)OC2C(C(C(C(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

Other name(s) : Arbutoside  ||  Ursin  ||  Uvasol  ||  CHEBI:18305  ||  CHEMBL232202


MW : 272.25

Formula : C12H16O7

CAS_number : 497-76-7

PubChem : 440936

UniChem : BJRNKVDFDLYUGJ-RMPHRYRLSA-N

Target

Families : Lipase_3

References (11)

Title : Immobilization of Thermomyces lanuginosus lipase in a novel polysaccharide-based hydrogel by a two-step crosslinking method and its use in the lauroylation of alpha-arbutin - Chen_2024_Bioresour.Bioprocess_11_7
Author(s) : Chen M , She W , Zhao X , Chen C , Zhu B , Sun Y , Yao Z
Ref : Bioresour Bioprocess , 11 :7 , 2024
Abstract :
PubMedSearch : Chen_2024_Bioresour.Bioprocess_11_7
PubMedID: 38647918

Title : Arbutin protects brain against middle cerebral artery occlusion-reperfusion (MCAo\/R) injury - Kumar_2021_Biochem.Biophys.Res.Commun_577_52
Author(s) : Kumar M , Singh G , Kushwah AS , Surampalli G , Singh TG , Gupta S
Ref : Biochemical & Biophysical Research Communications , 577 :52 , 2021
Abstract :
PubMedSearch : Kumar_2021_Biochem.Biophys.Res.Commun_577_52
PubMedID: 34507065

Title : Arbutin attenuates monosodium L-glutamate induced neurotoxicity and cognitive dysfunction in rats - Kumar_2021_Neurochem.Int_151_105217
Author(s) : Kumar M , Kumar A , Sindhu RK , Kushwah AS
Ref : Neurochem Int , 151 :105217 , 2021
Abstract :
PubMedSearch : Kumar_2021_Neurochem.Int_151_105217
PubMedID: 34710534

Title : Synthesis of lipophilic arbutin ester by enzymatic transesterification in high pressure carbon dioxide - Liu_2021_Enzyme.Microb.Technol_148_109818
Author(s) : Liu KJ
Ref : Enzyme Microb Technol , 148 :109818 , 2021
Abstract :
PubMedSearch : Liu_2021_Enzyme.Microb.Technol_148_109818
PubMedID: 34116761
Gene_locus related to this paper: canar-LipB

Title : Efficient Enzymatic Synthesis of Lipophilic Phenolic Glycoside Azelaic Acid Esters and Their Depigmenting Activity - Xu_2021_J.Agric.Food.Chem_69_13102
Author(s) : Xu H , Li X , Xin X , Mo L , Zou Y , Zhao G
Ref : Journal of Agricultural and Food Chemistry , 69 :13102 , 2021
Abstract :
PubMedSearch : Xu_2021_J.Agric.Food.Chem_69_13102
PubMedID: 34705451

Title : Significantly Enhanced Synthesis of Aromatic Esters of Arbutin Catalyzed by Immobilized Lipase in Co-solvent Systems - Yang_2020_Front.Bioeng.Biotechnol_8_273
Author(s) : Yang R , Nie Z , Xu N , Zhao X , Wang Z , Luo H
Ref : Front Bioeng Biotechnol , 8 :273 , 2020
Abstract :
PubMedSearch : Yang_2020_Front.Bioeng.Biotechnol_8_273
PubMedID: 32363180

Title : Novel and highly efficient regioselective route to helicid esters by lipozyme TLL - Yang_2013_PLoS.One_8_e80715
Author(s) : Yang R , Zhao X , Liu X
Ref : PLoS ONE , 8 :e80715 , 2013
Abstract :
PubMedSearch : Yang_2013_PLoS.One_8_e80715
PubMedID: 24278310
Gene_locus related to this paper: humla-1lipa

Title : Enzymatic preparation of arbutin derivatives: lipase-catalyzed direct acylation without the need of vinyl ester as an acyl donor - Ishihara_2010_J.Biosci.Bioeng_109_554
Author(s) : Ishihara K , Katsube Y , Kumazawa N , Kuratani M , Masuoka N , Nakajima N
Ref : J Biosci Bioeng , 109 :554 , 2010
Abstract :
PubMedSearch : Ishihara_2010_J.Biosci.Bioeng_109_554
PubMedID: 20471593
Gene_locus related to this paper: canar-LipB

Title : A highly regioselective route to arbutin esters by immobilized lipase from Penicillium expansum - Yang_2010_Bioresour.Technol_101_1
Author(s) : Yang RL , Li N , Li RF , Smith TJ , Zong MH
Ref : Bioresour Technol , 101 :1 , 2010
Abstract :
PubMedSearch : Yang_2010_Bioresour.Technol_101_1
PubMedID: 19695875

Title : Synthesis of acyl arbutin by an immobilized lipase and its suppressive ability against lipid oxidation in a bulk system and O\/W emulsion - Nagai_2009_Biosci.Biotechnol.Biochem_73_2501
Author(s) : Nagai M , Watanabe Y , Nomura M
Ref : Biosci Biotechnol Biochem , 73 :2501 , 2009
Abstract :
PubMedSearch : Nagai_2009_Biosci.Biotechnol.Biochem_73_2501
PubMedID: 19897895
Gene_locus related to this paper: canar-LipB

Title : Lipase-catalyzed synthesis of arbutin cinnamate in an organic solvent and application of transesterification to stabilize plant pigments - Nakajima_1997_Biosci.Biotechnol.Biochem_61_1926
Author(s) : Nakajima N , Ishihara K , Matsumura S , Hamada H , Nakamura K , Furuya T
Ref : Biosci Biotechnol Biochem , 61 :1926 , 1997
Abstract :
PubMedSearch : Nakajima_1997_Biosci.Biotechnol.Biochem_61_1926
PubMedID: 9404074
Gene_locus related to this paper: burce-lipaa