Zearalanone

The mycotoxin zearalanone has been contaminating maize and other grains. It can be hydrolyzed and inactivated by the lactonase ZHD. Zearalanone is a natural member of resorcinols and a macrolide

General

Type : Natural, Toxin, Macrolide, Polyketide, Mycotoxin-metabolite

Chemical_Nomenclature : (4S)-16,18-dihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-triene-2,8-dione

Canonical SMILES : C[C@H]1CCCC(=O)CCCCCC2=C(C(=CC(=C2)O)O)C(=O)O1

InChI : InChI=1S\/C18H24O5\/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12\/h10-12,20-21H,2-9H2,1H3\/t12-\/m0\/s1

InChIKey : APJDQUGPCJRQRJ-LBPRGKRZSA-N

Other name(s) : (S)-Zearalanone  ||  Zanone  ||  P 1502  ||  MLS000069626  ||  MR000058193  ||  133DU2F2VS  ||  CHEMBL491499  ||  CHEBI:3505


MW : 320.4

Formula : C18H24O5

CAS_number : 5975-78-0

PubChem : 108003

UniChem : APJDQUGPCJRQRJ-LBPRGKRZSA-N

Target

References (2)

Title : Bacterial Lactonases ZenA with Noncanonical Structural Features Hydrolyse the Mycotoxin Zearalenone - Fruhauf_2024_ACS.Catal_14_3392
Author(s) : Fruhauf S , Puhringer D , Thamhesl M , Fajtl P , Kunz-Vekiru E , Hobartner-Gussl A , Schatzmayr G , Adam G , Damborsky J , Djinovic-Carugo K , Prokop Z , Moll WD
Ref : ACS Catal , 14 :3392 , 2024
Abstract :
PubMedSearch : Fruhauf_2024_ACS.Catal_14_3392
PubMedID: 38449531
Gene_locus related to this paper: 9actn-ZenA , 9noca-a0aa46n777

Title : Metabolism of zearalenone by genetically modified organisms expressing the detoxification gene from Clonostachys rosea - Takahashi-Ando_2004_Appl.Environ.Microbiol_70_3239
Author(s) : Takahashi-Ando N , Ohsato S , Shibata T , Hamamoto H , Yamaguchi I , Kimura M
Ref : Applied Environmental Microbiology , 70 :3239 , 2004
Abstract :
PubMedSearch : Takahashi-Ando_2004_Appl.Environ.Microbiol_70_3239
PubMedID: 15184117
Gene_locus related to this paper: biooc-ZHD101