Gallotannin

General

Type : Derivative of Gallate, Natural, Polyphenol

Chemical_Nomenclature : [2,3-dihydroxy-5-[[(2R,3R,4S,5R,6S)-3,4,5,6-tetrakis[[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoyl]oxy]oxan-2-yl]methoxycarbonyl]phenyl] 3,4,5-trihydroxybenzoate

Canonical SMILES : C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)OCC3C(C(C(C(O3)OC(=O)C4=CC(=C(C(=C4)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)OC(=O)C6=CC(=C(C(=C6)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8)OC(=O)C9=CC(=C(C(=C9)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O

InChI : InChI=1S\/C76H52O46\/c77-32-1-22(2-33(78)53(32)92)67(103)113-47-16-27(11-42(87)58(47)97)66(102)112-21-52-63(119-72(108)28-12-43(88)59(98)48(17-28)114-68(104)23-3-34(79)54(93)35(80)4-23)64(120-73(109)29-13-44(89)60(99)49(18-29)115-69(105)24-5-36(81)55(94)37(82)6-24)65(121-74(110)30-14-45(90)61(100)50(19-30)116-70(106)25-7-38(83)56(95)39(84)8-25)76(118-52)122-75(111)31-15-46(91)62(101)51(20-31)117-71(107)26-9-40(85)57(96)41(86)10-26\/h1-20,52,63-65,76-101H,21H2\/t52-,63-,64+,65-,76+\/m1\/s1

InChIKey : LRBQNJMCXXYXIU-PPKXGCFTSA-N

Other name(s) : Tannic acid  ||  Glycerite  ||  Chinese gallotannin  ||  CHEBI:81066  ||  CHEMBL506247


MW : 1701.2

Formula : C76H52O46

CAS_number : 5424-20-4

PubChem : 16129778

UniChem : LRBQNJMCXXYXIU-PPKXGCFTSA-N

Target

Families : Tannase_Bact, Tannase

References (12)

Title : Structural diversity and substrate preferences of three tannase enzymes encoded by the anaerobic bacterium Clostridium butyricum - Ristinmaa_2022_J.Biol.Chem_298_101758
Author(s) : Ristinmaa AS , Coleman T , Cesar L , Langborg Weinmann A , Mazurkewich S , Branden G , Hasani M , Larsbrink J
Ref : Journal of Biological Chemistry , 298 :101758 , 2022
Abstract :
PubMedSearch : Ristinmaa_2022_J.Biol.Chem_298_101758
PubMedID: 35202648
Gene_locus related to this paper: clobu-CbTan2

Title : A structurally unique Fusobacterium nucleatum tannase provides detoxicant activity against gallotannins and pathogen resistance - Mancheno_2022_Microb.Biotechnol_15_648
Author(s) : Mancheno JM , Atondo E , Tomas-Cortazar J , Luis Lavin J , Plaza-Vinuesa L , Martin-Ruiz I , Barriales D , Palacios A , Daniel Navo C , Sampedro L , Pena-Cearra A , Angel Pascual-Itoiz M , Castelo J , Carreras-Gonzalez A , Castellana D , Pellon A , Delgado S , Ruas-Madiedo P , de Las Rivas B , Abecia L , Munoz R , Jimenez-Oses G , Anguita J , Rodriguez H
Ref : Microb Biotechnol , 15 :648 , 2022
Abstract :
PubMedSearch : Mancheno_2022_Microb.Biotechnol_15_648
PubMedID: 33336898
Gene_locus related to this paper: fusnn-FN0616

Title : A novel esterase from a soil metagenomic library displaying a broad substrate range - Yao_2021_AMB.Express_11_38
Author(s) : Yao J , Gui L , Yin S
Ref : AMB Express , 11 :38 , 2021
Abstract :
PubMedSearch : Yao_2021_AMB.Express_11_38
PubMedID: 33666762
Gene_locus related to this paper: 9bact-e7d7j5

Title : Biochemical and Structural Characterization of a Novel Bacterial Tannase From Lachnospiraceae bacterium in Ruminant Gastrointestinal Tract - Guan_2021_Front.Bioeng.Biotechnol_9_806788
Author(s) : Guan L , Wang K , Gao Y , Li J , Yan S , Ji N , Ren C , Wang J , Zhou Y , Li B , Lu S
Ref : Front Bioeng Biotechnol , 9 :806788 , 2021
Abstract :
PubMedSearch : Guan_2021_Front.Bioeng.Biotechnol_9_806788
PubMedID: 34976993
Gene_locus related to this paper: 9firm-TanALb

Title : Gallotannins are uncompetitive inhibitors of pancreatic lipase activity - Moreno-Cordova_2020_Biophys.Chem_264_106409
Author(s) : Moreno-Cordova EN , Arvizu-Flores AA , Valenzuela-Soto EM , Garcia-Orozco KD , Wall-Medrano A , Alvarez-Parrilla E , Ayala-Zavala JF , Dominguez-Avila JA , Gonzalez-Aguilar GA
Ref : Biophysical Chemistry , 264 :106409 , 2020
Abstract :
PubMedSearch : Moreno-Cordova_2020_Biophys.Chem_264_106409
PubMedID: 32534374

Title : Integrated Approaches to Reveal Genes Crucial for Tannin Degradation in Aureobasidium melanogenum T9 - Zhang_2019_Biomolecules_9_439
Author(s) : Zhang LL , Li J , Wang YL , Liu S , Wang ZP , Yu XJ
Ref : Biomolecules , 9 :439 , 2019
Abstract :
PubMedSearch : Zhang_2019_Biomolecules_9_439
PubMedID: 31480670
Gene_locus related to this paper: 9pezi-a0a5c2gyu2 , 9pezi-a0a5c2gyv0 , 9pezi-a0a5c2h0r5

Title : Identification of a highly active tannase enzyme from the oral pathogen Fusobacterium nucleatum subsp. polymorphum - Tomas-Cortazar_2018_Microb.Cell.Fact_17_33
Author(s) : Tomas-Cortazar J , Plaza-Vinuesa L , de Las Rivas B , Lavin JL , Barriales D , Abecia L , Mancheno JM , Aransay AM , Munoz R , Anguita J , Rodriguez H
Ref : Microb Cell Fact , 17 :33 , 2018
Abstract :
PubMedSearch : Tomas-Cortazar_2018_Microb.Cell.Fact_17_33
PubMedID: 29482557
Gene_locus related to this paper: fusnp-a5txs5

Title : Hydrolysis of tannic acid catalyzed by immobilized-stabilized derivatives of Tannase from Lactobacillus plantarum - Curiel_2010_J.Agric.Food.Chem_58_6403
Author(s) : Curiel JA , Betancor L , de Las Rivas B , Munoz R , Guisan JM , Fernandez-Lorente G
Ref : Journal of Agricultural and Food Chemistry , 58 :6403 , 2010
Abstract :
PubMedSearch : Curiel_2010_J.Agric.Food.Chem_58_6403
PubMedID: 20438129
Gene_locus related to this paper: lacpl-tanL

Title : Atan1p-an extracellular tannase from the dimorphic yeast Arxula adeninivorans: molecular cloning of the ATAN1 gene and characterization of the recombinant enzyme - Boer_2009_Yeast_26_323
Author(s) : Boer E , Bode R , Mock HP , Piontek M , Kunze G
Ref : Yeast , 26 :323 , 2009
Abstract :
PubMedSearch : Boer_2009_Yeast_26_323
PubMedID: 19387973
Gene_locus related to this paper: blaad-b7vfd0

Title : Production and physicochemical properties of recombinant Lactobacillus plantarum tannase - Curiel_2009_J.Agric.Food.Chem_57_6224
Author(s) : Curiel JA , Rodriguez H , Acebron I , Mancheno JM , de Las Rivas B , Munoz R
Ref : Journal of Agricultural and Food Chemistry , 57 :6224 , 2009
Abstract :
PubMedSearch : Curiel_2009_J.Agric.Food.Chem_57_6224
PubMedID: 19601665
Gene_locus related to this paper: lacpl-tanL

Title : Biodegradation of gallotannins and ellagitannins - Li_2006_J.Basic.Microbiol_46_68
Author(s) : Li M , Kai Y , Qiang H , Dongying J
Ref : J Basic Microbiol , 46 :68 , 2006
Abstract :
PubMedSearch : Li_2006_J.Basic.Microbiol_46_68
PubMedID: 16463321

Title : Efficient degradation of tannic acid by black Aspergillus species - Van Diepeningen_2004_Mycol.Res_108_919
Author(s) : Van Diepeningen AD , Debets AJ , Varga J , van der Gaag M , Swart K , Hoekstra RF
Ref : Mycol Res , 108 :919 , 2004
Abstract :
PubMedSearch : Van Diepeningen_2004_Mycol.Res_108_919
PubMedID: 15449597