Zearalenone
Molecular Formula
C18H22O5
M.W.
318.36
CAS number
17924-92-4
MSDS
Source
Giberella zeae
Fermentek product Code
ZRE-001
Brand/grade
For research
Appearance
White to Off-White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
159°C-166°C
Solubility test
Clear colourless solution at 5mg/ml of Methanol
Names and identifiers

IUPAC : (3S,11E)-14,16-dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione

RTECS: DM2550000

EU number
241-864-0
Description

Zearalenone is a natural estrogen, a mycotoxin from resorcylic acid lactone group. 

Zearalenone is a non-steroidal estrogenic mycotoxin produced by    several  Fusarium spp. It has been implicated in numerous    mycotoxicoses in farm animals, especially in pigs. Zearalenone is    heat-stable and is found worldwide in a number of cereal crops, such    as maize, barley, oats, wheat, rice, and sorghum (Kuiper-Goodman et    al., 1987; Tanaka et al., 1988a) and also in bread (Aziz et al.,    1997). Zearalenone was shown to be produced on corn by  Fusarium    isolates from Australia, Europe, and North America (Vesonder et al.,    1991) and in New Zealand (diMenna et al., 1997), the Philippines,    Thailand, and Indonesia (Yamashita et al., 1995). The occurrence of    zearalenone in food and feed was also demonstrated in South America    (Dalcero et al., 1997; Molto et al., 1997), Africa (Doko et al.,    1996), China and the former USSR (Ueno et al., 1986).  Fusarium    isolates from bananas can also produce zearalenone

InChl Key
MBMQEIFVQACCCH-QBODLPLBSA-N
Canonical SMILES
CC1CCCC(=O)CCCC=CC2=CC(=CC(=C2C(=O)O1)O)O
Isomeric SMILES
C[C@H]1CCCC(=O)CCC/C=C/C2=CC(=CC(=C2C(=O)O1)O)O
Solubility ( literature )

Zearalenone is slightly soluble in hexane and progressively more in benzene, acetonitrile, dichloromethane, methanol, acetone. In water: 20 mg/L .

Compound Classification
  • Mycotoxin
  • A resorcylic acid lactone
  •  
  •  
  • Sexual reproduction in Fusarium is regulated by the fungal sex hormone zearalenone, which is known to be synthesized only by species of Gibberella zeae (Fusarium roseum)

 

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Applications

The resorcylic acid lactones have estrogenic activity. Zearalenone and its derivates were used as veterinary anabolic or estrogen substitutes.

Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Not for veterinary use!
Warnings

Warning or harmful

  • Acute toxicity (oral, dermal, inhalation), category 4
  • Skin irritation, categories 2, 3
  • Eye irritation, category 2A
  • Skin sensitization, category 1
  • Specific target organ toxicity following single exposure, category 3
    • Respiratory tract irritation
    • Narcotic effects

Corrosive

  • Skin corrosion, categories 1A, 1B, 1C
  • Serious eye damage, category 1
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous for transport
Fermentek Product Category
Signal to sort
Z