Zearalanone

Base Information

• Chemical Name: Zearalanone
• CAS No.: 5975-78-0
• Molecular Formula: C₁₈H₂₄O₅
• Molecular Weight: 320.386
• Hs Code.: 29322090
• European Community (EC) Number: 637-367-7
• UNII: 133DU2F2VS
• DSSTox Substance ID: DTXSID6022395
• Nikkaji Number: J398.387K
• Wikipedia: Zearalanone
• Wikidata: Q15427925
• Pharos Ligand ID: B24P2ZP1P576
• Metabolomics Workbench ID: 138883
• ChEMBL ID: CHEMBL491499
• Mol file: 5975-78-0.mol

Synonyms:Zearalanone;5975-78-0;(S)-Zearalanone;Zanone;P 1502;CCRIS 9235;MLS000069626;UNII-133DU2F2VS;SMR000058193;133DU2F2VS;CHEMBL491499;CHEBI:35051;beta-Resorcylic acid, 6-(10-hydroxy-6-oxoundecyl)-, mu-lactone;(4S)-16,18-dihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-triene-2,8-dione;(S)-3,4,5,6,9,10,11,12-Octahydro-14,16-dihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione;1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10,11,12-octahydro-14,16-dihydroxy-3-methyl-, (S)-;2,4-DIHYDROXY-6-[10-HYDROXY-6-OXO-UNDECYL]BENZOIC ACID MICRO-LACTONE;(11S)-15,17-dihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-triene-7,13-dione;(3S)-14,16-dihydroxy-3-methyl-3,4,5,6,9,10,11,12-octahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione;(S)-14,16-dihydroxy-3-methyl-3,4,5,6,9,10,11,12-octahydro-1H-benzo[c][1]oxacyclotetradecine-1,7(8H)-dione;alpha-Zearalanone;Zearalenone-alpha;Opera_ID_1143;D05GKC;MLS000097900;MLS001174880;BIDD:ER0170;SCHEMBL343378;cid_108003;DTXSID6022395;BDBM32019;HMS2231B06;1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10,11,12-octahydro-14,16-dihydroxy-3-methyl-, (3S)-;HY-N6678;STK028034;NCGC00018228-01;(11S)-15,17-dihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(18),14,16-triene-7,13-dione;BZ162752;Zearalanone 10 microg/mL in Acetonitrile;LS-188366;CS-0081162;P-1502;A902980;AN-512/13264034;Q15427925;(3S)-14,16-Dihydroxy-3-methyl-2-benzooxacyclotetradecane-1,7-dione;.BETA.-RESORCYLIC ACID, 6-(10-HYDROXY-6-OXOUNDECYL)-, .MU.-LACTONE;(11S)-11-methyl-15,17-bis(oxidanyl)-12-oxabicyclo[12.4.0]octadeca-1(18),14,16-triene-7,13-dione;(11S)-15,17-dihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(18),14,16-triene-7,13-quinone

Chemical Property of Zearalanone

Chemical Property:

• Vapor Pressure: 6.65E-14mmHg at 25°C
• Melting Point: 184-186°C
• Boiling Point: 576.8°C at 760 mmHg
• PKA: 7.83±0.40(Predicted)
• Flash Point: 209.1°C
• PSA: 83.83000
• Density: 1.148g/cm³
• LogP: 3.49900
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 320.16237386
• Heavy Atom Count: 23
• Complexity: 408

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-Zearalanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,F
• Statements: 20/21/22-36/37/38-40-36-11
• Safety Statements: 22-26-36-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCCC(=O)CCCCCC2=C(C(=CC(=C2)O)O)C(=O)O1
• Isomeric SMILES: C[C@H]1CCCC(=O)CCCCCC2=C(C(=CC(=C2)O)O)C(=O)O1
• Uses: Zearalanone is a minor component of the zearalenone complex produced by several species of Fusarium. Like the more abundant analogues, zearalanone causes estrogenic effects in domestic livestock. Zearalanone is a metabolite of α-zearalanol, a commercially available growth promotant in animals, and is a useful standard for detection of zearanol-contaminated products and Fusarium-contaminated grains. A secondary metabolite of Zearalenone (ZON). The macrocyclic lactone Zearalanone used in the synthesis of d,l-Zearalanol. A secondary metabolite

Technology Process of Zearalanone

There total 2 articles about Zearalanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

zearalenone (17924-92-4,7645-23-0) → zearalanone (5975-78-0)

Guidance literature:

With Pd/C; hydrogen; In ethanol; at 20 ℃;

DOI:10.1016/j.bmcl.2016.06.007

Reference yield:

→ zearalanone (5975-78-0)

Guidance literature:

Zearalenon, Hydrierung;

upstream raw materials:

zearalenone

Refernces

• 1、 Hellwig, Veronika,Mayer-Bartschmid, Anke,Müller, Hartwig,Greif, Gisela,Kleymann, Gerald,Zitzmann, Werner,Tichy, Hans-Volker,Stadler, Marc. "Pochonins A-F, new antiviral and antiparasitic resorcylic acid lactones from Pochonia chlamydosporia var. catenulata". . p. 829 - 837. Retrieved 2007/10/03.