aflatoxin B1, crystalline
2,3,6aa,9aa-tetrahydro-4-methoxycyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione
 
Notes:
a potent hepatotoxic and hepatocarcinogenic mycotoxin produced by the aspergillus flavus group of fungi. it is also mutagenic, teratogenic, and causes immunosuppression in animals. it is found as a contaminant in peanuts, cottonseed meal, corn, and other grains. the mycotoxin requires epoxidation to aflatoxin b1 2,3-oxide for activation. microsomal monooxygenases biotransform the toxin to the less toxic metabolites aflatoxin m1 and q1. Prod. by Aspergillus flavus and Aspergillus parasiticus. Toxin causing Turkey X disease. One of the most potent carcinogens known in animals. Potential food contaminant esp. in grains and nuts Aflatoxins are naturally occurring mycotoxins that are produced by many species of Aspergillus, a fungus, most notably Aspergillus flavus and Aspergillus parasiticus. At least 13 different types of aflatoxin are produced in nature. Aflatoxin B1 is considered the most toxic and is produced by both Aspergillus flavus and Aspergillus parasiticus. The native habitat of Aspergillus is in soil, decaying vegetation, hay, and grains undergoing microbiological deterioration and it invades all types of organic substrates whenever conditions are favorable for its growth. Favorable conditions include high moisture content (at least 7%) and high temperature. Aflatoxins B1 (AFB1) are contaminants of improperly stored foods; they are potent genotoxic and carcinogenic compounds, exerting their effects through damage to DNA. They can also induce mutations that increase oxidative damage. (PMID: 17214555). Crops which are frequently affected by Aspergillus contamination include cereals (maize, sorghum, pearl millet, rice, wheat), oilseeds (peanut, soybean, sunflower, cotton), spices (chile peppers, black pepper, coriander, turmeric, ginger), and tree nuts (almond, pistachio, walnut, coconut, brazil nut).
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      Product(s):
      1162-65-8 Standard Solution Aflatoxin B1 >98%
      Aflatoxin B1 is a carcinogenic compound produced by Aspergillus flavus, a common soil fungus, that induces transversion of G to T at codon 249 of the p53 tumor suppressor gene. It is one of the most potent environmental mutagens and carcinogens known.
       
       
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CAS Number: 1162-65-8Picture of molecule3D/inchi
Other(deleted CASRN): 11003-08-0
ECHA EINECS - REACH Pre-Reg: 214-603-3
FDA UNII: 9N2N2Y55MH
Nikkaji Web: J5.139J
Beilstein Number: 1269174
MDL: MFCD00869647
XlogP3-AA: 1.60 (est)
Molecular Weight: 312.27784000
Formula: C17 H12 O6
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Appearance: colorless to pale yellow crystals or powder (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 268.00 °C. @ 760.00 mm Hg (est)
Boiling Point: 528.15 °C. @ 760.00 mm Hg (est)
Flash Point: 460.00 °F. TCC ( 237.70 °C. ) (est)
logP (o/w): 2.039 (est)
Soluble in:
 water, 918.3 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Alfa Biotechnology
For experimental / research use only.
Alflatoxinb1 98%
BOC Sciences
For experimental / research use only.
Standard Solution Aflatoxin B1 >98%
Odor: characteristic
Use: Aflatoxin B1 is a carcinogenic compound produced by Aspergillus flavus, a common soil fungus, that induces transversion of G to T at codon 249 of the p53 tumor suppressor gene. It is one of the most potent environmental mutagens and carcinogens known.
Sigma-Aldrich: Sigma
For experimental / research use only.
Aflatoxin B1 from Aspergillus flavus
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-cat LD50  550 ug/kg
LIVER: OTHER CHANGES
Cancer Research. Vol. 29, Pg. 236, 1969.

unreported-cat LD50  550 ug/kg
Japanese Journal of Toxicology. Vol. 2, Pg. 377, 1989.

unreported-chicken LD50  6300 ug/kg
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1327, 1981.

unreported-dog LD50  500 ug/kg
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1327, 1981.

intraperitoneal-dog LDLo  1 mg/kg
Pathologia Veterinaria. Vol. 3, Pg. 331, 1966.

intraperitoneal-guinea pig LD50  1400 ug/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" LIVER: OTHER CHANGES
Journal of Pathology and Bacteriology. Vol. 91, Pg. 277, 1966.

oral-guinea pig LD50  2 mg/kg
Toxicology and Applied Pharmacology. Vol. 19, Pg. 169, 1971.

unreported-guinea pig LD50  1400 ug/kg
Toxicon. Vol. 18, Pg. 121, 1980.

intraperitoneal-hamster LD50  6 mg/kg
Archives of Pathology. Vol. 83, Pg. 53, 1967.

oral-hamster LD50  10 mg/kg
LIVER: MULTIPLE EFFECTS LIVER: "HEPATITIS, FIBROUS (CIRRHOSIS, POST-NECROTIC SCARRING)"
Cancer Research. Vol. 29, Pg. 236, 1969.

unreported-hamster LD50  10200 ug/kg
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1327, 1981.

intraperitoneal-mouse LD50  9500 ug/kg
Life Sciences, Part 1: Physiology and Pharmacology. Vol. 13, Pg. 1143, 1973.

oral-mouse LD50  9 mg/kg
Annual Review of Phytopathology. Vol. 12, Pg. 303, 1974.

oral-rabbit LD50  400 ug/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
American Journal of Veterinary Research. Vol. 43, Pg. 1027, 1982.

unreported-rabbit LD50  300 ug/kg
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1327, 1981.

intraperitoneal-rat LD50  6 mg/kg
Toxicology and Applied Pharmacology. Vol. 25, Pg. 458, 1973.

oral-rat LD50  4800 ug/kg
Cancer Research. Vol. 27, Pg. 2370, 1967.

unreported-rat LD50  6 mg/kg
Toxicon. Vol. 18, Pg. 121, 1980.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: information only not used for fragrances or flavors
Recommendation for aflatoxin B1, crystalline usage levels up to:
 not for fragrance use.
 
Recommendation for aflatoxin B1, crystalline flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
oxins (sum of B1, B2, G1, G2) in cereals and cereal-derived food products
View page or View pdf
Effect on public health of a possible increase of the maximum level for ‘aflatoxin total’ from 4 to 10 µg/kg in peanuts and processed products thereof, intended for direct human consumption or use as an ingredient in foodstuffs
View page or View pdf
EPI System: View
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
Carcinogenic Potency Database: Search
EPA GENetic TOXicology: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 186907
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
Chemidplus: 0001162658
EPA/NOAA CAMEO: hazardous materials
RTECS: GY1925000 for cas# 1162-65-8
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 186907
Pubchem (sid): 134979289
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C06800
HMDB (The Human Metabolome Database): HMDB06552
FooDB: FDB014816
Export Tariff Code: 2932.29.3000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
EFSA Update of results on the monitoring of furan levels in food: Read Report
EFSA Previous report: Results on the monitoring of furan levels in food: Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food: Read Report
FAO: REPORT OF THE 37th SESSION OF THE CODEX COMMITTEE ON FOOD ADDITIVES AND CONTAMINANTS
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 corn plant
Search Trop  Picture
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Synonyms:
 AFB1
 aflatoxin B1
(-)-aflatoxin B1
 cyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-4-methoxy-, (6aR,9aS)-
 cyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-4-methoxy-, (6aR,9aS)-
(9aS,6aR)-4-methoxy-2,3,6a,9a-tetrahydrocyclopenta[2,1-c]furano[3',2'-5,4]furano[2,3-h]chromene-1,11-dione
(6ar,9as)-4-methoxy-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione
4-methoxy-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione
2,3,6a,9a-tetrahydro-4-methoxycyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzo-pyran-1,11-dione
2,3,6aa,9aa-tetrahydro-4-methoxycyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione
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