cis-Zearalenone

Base Information

• Chemical Name: cis-Zearalenone
• CAS No.: 36455-70-6
• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.37
• DSSTox Substance ID: DTXSID001020297
• Nikkaji Number: J1.572.690C
• Wikidata: Q105160844
• Mol file: 36455-70-6.mol

Synonyms:cis-Zearalenone;36455-70-6;(S,E)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-benzo[c][1]oxacyclotetradecine-1,7(8H)-dione;(S,Z)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-benzo[c][1]oxacyclotetradecine-1,7(8H)-dione;cis Zearalenone;MBMQEIFVQACCCH-MIBUCLJRSA-N;DTXSID001020297;NCGC00090809-03;NCGC00090809-04;56.32 inverted exclamation markA10.37ppb;Zearalenone Quality Control Sample,From corn;(3S,11Z)-14,16-dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro- 1H-2-benzoxacyclotetradecine-1,7(8H)-dione;(4S,12Z)-16,18-dihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),12,15,17-tetraene-2,8-dione;1H-2-Benzoxacyclotetradecin-1,7(8H)-dione,3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-, (3S,11E)-

Chemical Property of cis-Zearalenone

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 318.14672380
• Heavy Atom Count: 23
• Complexity: 445

Purity/Quality:

>95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC(=O)CCCC=CC2=C(C(=CC(=C2)O)O)C(=O)O1
• Isomeric SMILES: C[C@H]1CCCC(=O)CCC/C=C\C2=C(C(=CC(=C2)O)O)C(=O)O1

Technology Process of cis-Zearalenone

There total 2 articles about cis-Zearalenone 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: 71.0%

(S,E)-6-oxoundec-10-en-2-yl 2,4-dihydroxy-6-(prop-1-enyl)benzoate (1044598-21-1) → cis-Zearalenone (36455-70-6,7645-23-0)

Guidance literature:

With second generation Hoveyda-Grubbs catalyst; In toluene; at 80 ℃; for 24h;

DOI:10.1021/ja803445u

Reference yield:

zearalenone (17924-92-4,7645-23-0) → cis-Zearalenone (36455-70-6,7645-23-0)

Guidance literature:

In methanol; Irradiation;

DOI:10.1016/S0957-4166(00)86149-2

Reference yield:

cis-Zearalenone (36455-70-6,7645-23-0) → 7β-cis-zearalenol (38055-76-4,40790-12-3) + Z-7α-zearalenol (36455-71-7,40790-12-3)

Guidance literature:

With β-nicotinamide adenine dinucleotide 2’-phosphate reduced tetrasodium salt; Reagent/catalyst; Kinetics;

DOI:10.1021/tx500312g

upstream raw materials:

zearalenone

(S,E)-6-oxoundec-10-en-2-yl 2,4-dihydroxy-6-(prop-1-enyl)benzoate

Downstream raw materials:

7β-cis-zearalenol

Z-7α-zearalenol