| Universidade de São Paulo | ![]() |
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zearalenone |
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| Editor | Homero Fonseca |
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| Entity code | ZEARA | |
| CAS registry No. | 17924-92-4 | |
| Family | ||
| Functions | ||
| Chemical name | ||
| Synonyms | ||
| Trade names | ||
| Other names | ||
| Last updated | 20/5/2003 | |
Fate
Toxicology
A carcinogenesis bioassay of zearalenone, an estrogenic mycotoxin, was conducted by feeding diets containing 25 or 50 ppm zearalenone to groups of 50 F344/N rats of each sex and 50 or 100 ppm to groups of 50 B6C3F1 mice of each sex for 103 weeks. Groups of 50 rats and 50 mice of each sex served as controls. Estimates based on food consumption data indicate that the low-and high-dose rats received daily doses of about 1 and 2 mg, respectively, of zearalenone per kg of body weight. Low-dose and high-dose mice received estimated daily doses of about 7-10 and 14-20 mg, respectively, of zearalenone per kg of body weight. Survival of dosed and control rats of each sex was comparable. Mean body weight gains of dosed rats of each sex were lower than those of the corresponding controls; depression in mean body weight gain was dose related. Final body weights of dosed rats were <9% lower than those of control rats. The average daily feed consumption of dosed rats of each sex was 91%-102% that of controls. Inflammation of the prostate, testicular atrophy, and hepatocellular cytoplasmic vacuolization (male rats), and nephrosis (male and female rats) were compound-related. Retinopathy and cataracts occurred in low-and high-dose male rats and in low-dose female rats, and were associated with the closeness to fluorescent light. No compound-related, increased tumor incidences were observed in rats in the chronic study. Survival of dosed and control mice of each sex was comparable. Mean body weight gains of high-dose male and low-dose female mice were lower than those of the controls. Terminal body weights of dosed mice were <8% below those of control mice. The average daily feed consumption by dosed mice of each sex was 97-99% that of the controls. Myelofibrosis in the bone marrow, uterine fibrosis, and cystic ducts in the mammary gland were related to the administration of zearalenone in female mice. The incidence of hepatocellular adenomas in female mice was dose related (P<0.003), and the incidence of these tumors in high-dose female mice was significantly higher (P<0.006) than those in the controls (control, 0/50; low-dose, 2/49; high-dose, 7/49). Pituitary adenomas occurred with statistically significant positive trends (P<0.022 for males and P<0.001 for females). The incidences of these tumors in high-dose mice were significantly increased relative to controls (P<0.032 for males: 0/40, 4/45, 6/44; and P<0.003 for females: 3/46, 2/43, 13/42). Under the conditions of this bioassay, zearalenone was not carcinogenic for F344/N rats of either sex. Zearalenone should be considered carcinogenic in B6C3F1 mice, as evidenced by the increased proportion of male and female mice with pituitary adenomas and by the increased proportion of female mice with hepatocellular adenomas.
Synonym: trans-zearalenone
-IDENTIFIERS
===========
*CATALOG ID NUMBER: 002229
*CAS NUMBER: 26538-44-3
*BASE CHEMICAL NAME: ZEARALANOL
*PRIMARY NAME: ZEARALANOL
*CHEMICAL FORMULA: C18H26O5
*STRUCTURAL FORMULA: Not printable
*WLN: T6-14- GVO&TJ CQ EQ I1 MQ
*SYNONYMS:
(3S,7R)-3,4,5,6,7,8,9,10,11,12-DECAHYDRO-7,14,16-TRIHYDROXY-3-METHYL-1H-2-
BENZOXACYCLOTETRADECIN-1-ONE
ALPHA-ZEARALANOL
6-(6,10-DIHYDROXYUNDECYL)-BETA-RESORCYLIC ACID, MU-LACTONE
FRIDERON
MK-188
P1496
RALABOL
RALGRO
RALONE
ZEARANOL
ZERANOL
[3S-(3R*,7S*)]-3,4,5,6,7,8,9,10,11,12-DECAHYDRO-7,14,16-TRIHYDROXY-3-METHYL-
1H-2-BENZOXACYCLOTETRADECIN-1-ONE
(3S,7R)-(+)-3,4,5,6,7,8,9,10,11,12-DECAHYDRO-7,14,16-TRIHYDROXY-3-METHYL-
1H-2-BENZOXACYCLOTETRADECIN-1-ONE
P 1496
-PHYSICAL CHEMICAL DATA
======================
*PHYSICAL DESCRIPTION: LITERATURE: Not available
REPOSITORY: White fluffy powder
*MOLECULAR WEIGHT: 322.44
*SPECIFIC GRAVITY: Not available
*DENSITY: Not available
*MP (DEG C): 178-180 C [025]
*BP (DEG C): Not available
*SOLUBILITIES:
WATER : <1 mg/mL @ 20 C (RAD)
DMSO : >=100 mg/mL @ 20 C (RAD)
95% ETHANOL : 50-100 mg/mL @ 20 C (RAD)
METHANOL : Not available
ACETONE : 50-100 mg/mL @ 20 C (RAD)
TOLUENE : Not available
OTHER SOLVENTS: Not available
*VOLATILITY:
Vapor pressure: Not available
Vapor density : Not available
*FLAMMABILITY(FLASH POINT):
Flash point data for this chemical are not available; however, it is
probably combustible. Fires involving this material can be controlled with
a dry chemical, carbon dioxide or Halon extinguisher.
*UEL: Not available LEL: Not available
*REACTIVITY: Not available
*STABILITY:
This chemical is stable under normal laboratory conditions. Solutions
of this chemical in water, DMSO, 95% ethanol or acetone should be stable for
24 hours under normal lab conditions (RAD).
*OTHER PHYSICAL DATA:
Two crystalline diastereoisomers from isopropyl alcohol-water mixture [031]
-TOXICITY
========
*NIOSH REGISTRY NUMBER: DM2520000
*TOXICITY: (abbreviations)
typ. dose mode specie amount units other
Not available
*AQTX/TLM96: Not available
*SAX TOXICITY EVALUATION:
THR: Experimental reproductive effects.
*CARCINOGENICITY: Not available
*MUTATION DATA:
test lowest dose | test lowest dose
----------- ----------------- | ----------- -----------------
Not available |
*TERATOGENICITY:
Reproductive Effects Data:
TDLo: orl-rat 52 mg/kg (6-18D preg)
TDLo: scu-mus 7 mg/kg (10-16D preg)
TDLo: scu-mus 2100 ug/kg (10-16D preg)
TDLo: imp-ctl 72 ug/kg (26W male)
*STANDARDS, REGULATIONS & RECOMMENDATIONS:
OSHA: None
ACGIH: None
NIOSH Criteria Document: None
NFPA Hazard Rating: Health (H): None
Flammability (F): None
Reactivity (R): None
*OTHER TOXICITY DATA:
Status: EPA TSCA Chemical Inventory, 1986
EPA TSCA Section 8(e) Status Report 8EHQ-0485-0551
EPA TSCA Test Submission (TSCATS) Data Base, June 1989
Meets criteria for proposed OSHA Medical Records Rule
-OTHER DATA (Regulatory)
=======================
*PROPER SHIPPING NAME (IATA): Not restricted
*UN/ID NUMBER:
*HAZARD CLASS: SUBSIDIARY RISK: PACKING GROUP:
*LABELS REQUIRED:
*PACKAGING: PASSENGER: PKG. INSTR.: MAXIMUM QUANTITY:
CARGO : PKG. INSTR.: MAXIMUM QUANTITY:
*SPECIAL PROVISIONS:
*USES:
This compound is used in veterinary medicine as a growth promoter,
anabolic agent and estrogenic agent.
*COMMENTS:
This compound is obtained from the reduction of Zearalenone [025].
-HANDLING PROCEDURES
===================
*ACUTE/CHRONIC HAZARDS:
When heated to decomposition this compound emits acrid smoke and
irritating fumes [043].
*MINIMUM PROTECTIVE CLOTHING: Not available
*RECOMMENDED GLOVE MATERIALS:
GlovES+ Expert System Glove Types For The Neat (Undiluted) Chemical:
This chemical has not been tested for permeation by Radian Corporation;
however, the GlovES+ expert system was used to extrapolate permeation test
information from compounds in the same chemical class. The GlovES+ system uses
permeation data from literature sources; therefore, extra safety margins should
be used with the estimated protection time(s). If this chemical makes direct
contact with your glove, or if a tear, puncture or hole develops, replace them
at once.
The GlovES+ expert system is a tool that can help people better manage
protection from chemicals, however this tool cannot replace sound judgment nor
make technical decisions. Our GlovES+ expert system is designed to offer
initial advice and assistance in glove selection while the final glove
selection should be made by knowledgeable individuals based on the specific
circumstances involved.
Glove Type Model Number Thickness Estimated Protection Time
Butyl rubber North B-174 0.63 mm 480 min
Neoprene Edmont 29-870 0.43 mm 480 min
Nitrile North LA-142G 0.36 mm 480 min
Natural rubber Ackwell 5-109 0.15 mm 240 min
*RECOMMENDED RESPIRATOR:
Where the neat test chemical is weighed and diluted, wear a NIOSH-
approved half face respirator equipped with a combination filter cartridge,
i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid
gas, SO2 and a high efficiency particulate filter).
*OTHER: Not available
*STORAGE PRECAUTIONS:
You should store this material under ambient temperatures.
*SPILLS AND LEAKAGE:
Should a spill occur while you are handling this chemical, FIRST REMOVE
ALL SOURCES OF IGNITION, then you should dampen the solid spill material with
60-70% ethanol and transfer the dampened material to a suitable container. Use
absorbent paper dampened with 60-70% ethanol to pick up any remaining material.
Seal the absorbent paper, and any of your clothes, which may be contaminated,
in a vapor-tight plastic bag for eventual disposal. Solvent wash all contamin-
ated surfaces with 60-70% ethanol followed by washing with a soap and water
solution. Do not reenter the contaminated area until the Safety Officer (or
other responsible person) has verified that the area has been properly cleaned.
*DISPOSAL AND WASTE TREATMENT: Not available
-EMERGENCY PROCEDURES
====================
*SKIN CONTACT:
IMMEDIATELY flood affected skin with water while removing and isolating
all contaminated clothing. Gently wash all affected skin areas thoroughly
with soap and water.
If symptoms such as redness or irritation develop, IMMEDIATELY call a
physician and be prepared to transport the victim to a hospital for treatment.
*INHALATION:
IMMEDIATELY leave the contaminated area; take deep breaths of fresh air.
IMMEDIATELY call a physician and be prepared to transport the victim to a
hospital even if no symptoms (such as wheezing, coughing, shortness of breath,
or burning in the mouth, throat, or chest) develop.
Provide proper respiratory protection to rescuers entering an unknown
atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA)
should be used; if not available, use a level of protection greater than or
equal to that advised under Respirator Recommendation.
*EYE CONTACT:
First check the victim for contact lenses and remove if present. Flush
victim's eyes with water or normal saline solution for 20 to 30 minutes while
simultaneously calling a hospital or poison control center.
Do not put any ointments, oils, or medication in the victim's eyes without
specific instructions from a physician.
IMMEDIATELY transport the victim after flushing eyes to a hospital even if
no symptoms (such as redness or irritation) develop.
*INGESTION:
If the victim is conscious and not convulsing, give 1 or 2 glasses of
water to dilute the chemical and IMMEDIATELY call a hospital or poison control
center.
Generally, the induction of vomiting is NOT recommended outside of a
physician's care due to the risk of aspirating the chemical into the victim's
lungs. However, if the victim is conscious and not convulsing and if medical
help is not readily available, consider the risk of inducing vomiting because
of the high toxicity of the chemical ingested. Ipecac syrup or salt water may
be used in such an emergency. IMMEDIATELY transport the victim to a hospital.
If the victim is convulsing or unconscious, do not give anything by mouth,
ensure that the victim's airway is open and lay the victim on his/her side with
the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport
the victim to a hospital.
*SYMPTOMS:
Information concerning symptoms of exposure to this chemical is not
available.
-SOURCES
=======
*SOURCES:
[015] Lewis, R.J., Sr. and R.L. Tatken, Eds. Registry of Toxic Effects
of Chemical Substances. On-line Ed. National Institute for
Occupational Safety and Health. Cincinnati, OH. DM2520000.
September 19, 1989.
[026] Buckingham, J., Ed. Dictionary of Organic Compounds. 5th Ed.
Chapman and Hall. New York. Supplement 5, p. 687, #Z-50004.
[031] Windholz, M., Ed. The Merck Index. 10th Ed. Merck and Co.
Rahway, NJ. 1983. p. 1454, #9923
[043] Sax, N.I. and Richard J. Lewis, Sr. Dangerous Properties of Industrial
Materials. 7th Ed. Van Nostrand Reinhold. New York. 1989.
Vol. III, p. 2958, #RBF100.
[082] U.S. Environmental Protection Agency, Office of Toxic Substances.
Toxic Substances Control Act Chemical Substance Inventory: 1985
Edition. 5 Vols. U.S. Environmental Protection Agency.
Washington, D.C. January 1986. Listed.
[110] Oak Ridge National Laboratory. Environmental Mutagen Information
Center (EMIC), Bibliographic Data Base. Oak Ridge National
Laboratory. Oak Ridge, TN. Not listed.
[120] Oak Ridge National Laboratory. Environmental Teratogen Information
Center (ETIC), Bibliographic Data Base. Oak Ridge National
Laboratory. Oak Ridge, TN. Not listed.
[141] Veterinary Medicine Publishing Co. Veterinary Pharmaceuticals
and Biologicals. 6th Ed. Veterinary Medicine Publishing Co.
Lenexa, KS. 1988. p. 778.
[240] Grayson, Martin, Ed. Kirk-Othmer Encyclopedia of Chemical Technology.
Volumes 1-24 and Supplement. 3rd Ed. John Wiley & Sons. New York.
1978-1984. Vol. 9, p. 867.
[295] Reynolds, James E.F., Ed. Martindale The Extra Pharmacopoeia. 28th Ed.
The Pharmaceutical Press. London. 1982. p. 1770.
[610] Clansky, Kenneth B., Ed. Suspect Chemicals Sourcebook: A Guide to
Industrial Chemicals Covered Under Major Federal Regulatory and
Advisory Programs. Roytech Publications, Inc. Burlingame, CA.
1990. Not listed.
[620] United States National Toxicology Program. Chemical Status Report.
NTP Chemtrack System. Research Triangle Park, NC. November 6, 1990.
Not listed.
Detection
Sampling
Methods
MRLs
Uses
Notes
Bibliography
Mode of action
Ecotoxicology
Plant metabolism & residues
| Property | Value | |
|---|---|---|
| Molecular weight | 318.37 | |
| Melting point | 164 °C | |
| Vapour pressure | 0 mPa | |
| Water solubility | 0 mg/l | |
| Octanol/water partition coefficient (log10 Kow) | 0 | |
| Dissociation constant | 0 |
Notes
| Property | Value | |
|---|---|---|
| Rat LD50 (oral) | 0 mg/kg bw | |
| Acceptable daily intake | 0 mg/kg/day |
Notes
| Property | Value | |
|---|---|---|
| Soil organic carbon partition coefficient (log10 Koc) | 0 l/kg | |
| Soil DT50 aerobic | 0 day |
Notes
| Property | Value |
|---|
Notes