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BETA-ZEARALENOL

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BETA-ZEARALENOL Basic information

Product Name:
BETA-ZEARALENOL
Synonyms:
  • 2,4-DIHYDROXY-6-[6BETA,10-DIHYDROXY-TRANS-1-UNDECENYL]BENZOIC ACID MICRO-LACTONE
  • BETA-ZEARALENOL
  • B-zearalenol
  • (3S,7S,11E)-3,4,5,6,7,8,9,10-Octahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one
  • 1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10-octahydro-7,14,16-trihydroxy-3-methyl-, (3S-(3R*,7R*,11E))-
  • 1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10-octahydro-7,14,16-trihydroxy-3-methyl-, (3S,7S,11E)-
  • (3S,7S,11E)-
  • (-)-beta-Zearalenol, beta-Trans-Zearalenol
CAS:
71030-11-0
MF:
C18H24O5
MW:
320.38
EINECS:
664-283-8
Product Categories:
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Bioactive Small Molecules
  • Building Blocks
  • Carbonyl Compounds
  • Cell Biology
  • Chemical Synthesis
  • Lactones
  • Organic Building Blocks
  • Z
Mol File:
71030-11-0.mol
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BETA-ZEARALENOL Chemical Properties

Melting point:
137-139°C
Flash point:
2℃
storage temp. 
2-8°C
solubility 
Acetone: Slightly Soluble; Methanol: Slightly Soluble
form 
powder
color 
White to off-white
BRN 
3653579
Stability:
Light Sensitive
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Safety Information

Hazard Codes 
Xn,N,F
Risk Statements 
20/21/22-40-52/53-68/20/21/22-50-36-22-11
Safety Statements 
36/37-61-36-16
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
HS Code 
29322090

MSDS

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BETA-ZEARALENOL Usage And Synthesis

Description

β-Zearalenol is a hepatic metabolite of zearalenone , a mycotoxin produced by fungi in food and animal feeds. It is a less potent agonist of estrogen receptors than the parent compound. However, β-zearalenol has pronounced effects on uterotropic activity and sperm acrosome reaction.

Chemical Properties

White Solid

Uses

Reactant involved in biological studies including:• ;Synthesis of amino glycoside nucleotides1• ;Enzymatic synthesis of glucuronides of zearalenone2• ;Derivatization of Zearalenone3,4,5

Uses

β-Zearalenol is a mycotoxin produced by several species of Fusarium. β-Zearalenol exhibits pronounced estrogenic activity, like other zearalenones. Contamination of grains by Fusarium species, notably maize, gives rise to high levels of zearalenol and is regarded as an important food quality issue for both human and animal health.

Uses

The more active Zearalenone (Z270500) metabolite.

Definition

ChEBI: Beta-Zearalenol is a macrolide.

References

[1] Y UENO  F T. alpha-Zearalenol, a major hepatic metabolite in rats of zearalenone, an estrogenic mycotoxin of Fusarium species.[J]. Journal of biochemistry, 1981, 89 2: 563-571. DOI: 10.1093/oxfordjournals.jbchem.a133232
[2] JOSé-MANUEL MOLINA-MOLINA . Assessment of estrogenic and anti-androgenic activities of the mycotoxin zearalenone and its metabolites using in vitro receptor-specific bioassays[J]. Food and Chemical Toxicology, 2014, 74: Pages 233-239. DOI: 10.1016/j.fct.2014.10.008
[3] ANGELA FILANNINO. Dose-response effects of estrogenic mycotoxins (zearalenone, alpha- and beta-zearalenol) on motility, hyperactivation and the acrosome reaction of stallion sperm.[J]. Reproductive Biology and Endocrinology, 2011, 9: 134. DOI: 10.1186/1477-7827-9-134
[4] DANIELA E. MARIN . Effects of zearalenone and its derivatives on the innate immune response of swine[J]. Toxicon, 2010, 56 6: Pages 956-963. DOI: 10.1016/j.toxicon.2010.06.020

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