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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
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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
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Z0167
Product name
Zearalanone
Packaging
1mg
Price
$24.28
Updated
2024/03/01
Sigma-Aldrich
Product number
32193
Product name
Zearalanone solution
Purity
10 μg/mL in acetonitrile, analytical standard
Packaging
1.2ml
Price
$750
Updated
2022/05/15
Cayman Chemical
Product number
19459
Product name
Zearalanone
Purity
≥98%
Packaging
1mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
19459
Product name
Zearalanone
Purity
≥98%
Packaging
5mg
Price
$143
Updated
2024/03/01
Sigma-Aldrich
Product number
Z0167
Product name
Zearalanone
Packaging
5mg
Price
$210
Updated
2024/03/01
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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.

ZEARALANONE Preparation Products And Raw materials

Raw materials

Preparation Products

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ZEARALANONE Suppliers

BOC Sciences
Tel
16314854226; +16314854226
Email
inquiry@bocsci.com
Country
United States
ProdList
19741
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
52925
Advantage
58
ApexBio Technology
Tel
--
Fax
--
Email
sales@apexbt.com
Country
United States
ProdList
6251
Advantage
58
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47

5975-78-0, ZEARALANONERelated Search:


  • (S)-Zearalanone, P 1502, Zanone
  • (S)-3,4,5,6,9,10,11,12-Octahydro-14,16-dihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione
  • (S)-Zearalanone
  • 2-[(S)-10-Hydroxy-6-oxoundecyl]-4,6-dihydroxybenzoic acid 1,2-lactone
  • P-1502
  • Zanone
  • 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10,11,12-octahydro-14,16-dihydroxy-3-methyl-, (S)-
  • beta-Resorcylic acid, 6-(10-hydroxy-6-oxoundecyl)-, mu-lactone
  • Ccris 9235
  • Zearalanone,2,4-Dihydroxy-6-(10-hydroxy-6-oxoundecyl)benzoic acid μ-lactone
  • 2,4-Dihydroxy-6-(10-hydroxy-6-oxoundecyl)benzoic acid μ-lactone solution
  • Zearalanone solution
  • ZEARALANONE
  • 2,4-Dihydroxy-6-(10-hydroxy-6-oxoundecyl)benzoic acid μ-lactone
  • 2,4-DIHYDROXY-6-[10-HYDROXY-6-OXO-UNDECYL]BENZOIC ACID MICRO-LACTONE
  • Zearalanone (Certified Reference Material)
  • Zearalanone Standard
  • 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10,11,12-octahydro-14,16-dihydroxy-3-methyl-, (3S)-
  • Zearalanone 10.0 μg/ml Acetonitrile
  • Zearalanone in Methanol
  • (S)-Zearalanone in Acetonitrile
  • 5975-78-0
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals