ZEARALANONE
- Product Name
- ZEARALANONE
- CAS No.
- 5975-78-0
- Chemical Name
- ZEARALANONE
- Synonyms
- Zanone;P-1502;Ccris 9235;ZEARALANONE;(S)-Zearalanone;Zearalanone solution;Zearalanone Standard;Zearalanone in Methanol;(S)-Zearalanone, P 1502, Zanone;(S)-Zearalanone in Acetonitrile
- CBNumber
- CB1769935
- Molecular Formula
- C18H24O5
- Formula Weight
- 320.38
- MOL File
- 5975-78-0.mol
ZEARALANONE Property
- Melting point:
- 184-186°C
- Boiling point:
- 576.8±50.0 °C(Predicted)
- Density
- 1.148±0.06 g/cm3(Predicted)
- Flash point:
- 2℃
- storage temp.
- -20°C
- solubility
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 7.83±0.40(Predicted)
- color
- White to Off-White
Safety
- Hazard Codes
- Xn,F
- Risk Statements
- 20/21/22-36/37/38-40-36-11
- Safety Statements
- 22-26-36-36/37-16
- RIDADR
- UN 1648 3 / PGII
- WGK Germany
- 3
- HS Code
- 29322090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
H351Suspected of causing cancer
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P308+P313IF exposed or concerned: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- Z0167
- Product name
- Zearalanone
- Packaging
- 1mg
- Price
- $24.28
- Updated
- 2024/03/01
- Product number
- 32193
- Product name
- Zearalanone solution
- Purity
- 10 μg/mL in acetonitrile, analytical standard
- Packaging
- 1.2ml
- Price
- $750
- Updated
- 2022/05/15
- Product number
- 19459
- Product name
- Zearalanone
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $49
- Updated
- 2024/03/01
- Product number
- 19459
- Product name
- Zearalanone
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $143
- Updated
- 2024/03/01
- Product number
- Z0167
- Product name
- Zearalanone
- Packaging
- 5mg
- Price
- $210
- Updated
- 2024/03/01
ZEARALANONE Chemical Properties,Usage,Production
Chemical Properties
White to Off-White Solid
Uses
A secondary metabolite of Zearalenone (ZON). The macrocyclic lactone Zearalanone used in the synthesis of d,l-Zearalanol.
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.
Definition
ChEBI: Zearalanone is a member of resorcinols and a macrolide.
General Description
Zearalanone (ZEA) or F-2 toxin, a nonsteroidal estrogenic mycotoxin is produced by various Fusarium species. Fusarium graminearum is considered as the primary producer of zearalanone. It is usually seen in moldy hay, high-moisture corn, corn infected before harvest etc.
Biological Activity
zearalanone (zan) is an estrogen receptor agonist and also an androgen receptor antagonist [1].zearalenone (zen), a β-resorcyclic acid lactone (ral), is a non-steroidal estrogenic mycotoxin biosynthesized by several fusarium species. zearalenone (zen) is the well-known mycotoxin present in numerous agricultural products [1][2][3][4]. in the human endometrial ishikawa cell line, zearalenone (zen) exhibited strong oestrogenicity [4].when incubated fusarium semitectum on sorghum, the ratio of zan to zen remained constant after 5 days, suggesting that zan might not be suitable for use as an internal standard [5].zearalanone, a major phase i metabolite of zearalenone (zen), is an estrogen receptor agonist and also an androgen receptor antagonist. in mcf-7 cells, zearalanone strongly induced cell proliferation with ec50 value of 1.21 nm and showed significant estrogenic activity. zearalanone behaved as full herα agonist. in palm cells, zearalanone acted as a har antagonist that strongly inhibited the luciferase activity induced by 0.3 nm of r1881, the synthetic androgen [1].
Biochem/physiol Actions
Zearalanone is believed to cause vulvovaginitis and estrogenic responses in swine.
References
[1]. molina-molina jm, real m, jimenez-diaz i, et al. assessment of estrogenic and anti-androgenic activities of the mycotoxin zearalenone and its metabolites using in vitro receptor-specific bioassays. food chem toxicol.2014 dec;74:233-9.
[2]. baldwin rs, williams rd, terry mk. zeranol: a review of the metabolism, toxicology, and analytical methods for detection of tissue residues. regul toxicol pharmacol. 1983 mar;3(1):9-25.
[3]. migdalof bh, dugger ha, heider jg, et al. biotransformation of zeranol: disposition and metabolism in the female rat, rabbit, dog, monkey and man. xenobiotica. 1983 apr;13(4):209-21.
[4]. le guevel r, pakdel f. assessment of oestrogenic potency of chemicals used as growth promoter by in-vitro methods. hum reprod. 2001 may;16(5):1030-6.
[5]. aoyama k, ishikuro e, noriduki h, et al. formation ratios of zearalanone, zearalenols, and zearalanols versus zearalenone during incubation of fusarium semitectum on sorghum and ratios in naturally contaminated sorghum. shokuhin eiseigaku zasshi. 2015;56(6):247-51.
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