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AFLATOXIN B1

CAS No.
1162-65-8
Chemical Name:
AFLATOXIN B1
Synonyms
afb1;AFLATOXIN B;AFBI;AflatoxinB1(form1);aflatoxin b1solution;Aflatoxin B1, 98%, from Aspergillus flavus;Aflatoxin B1 Solution in Acetonitrile, 100μg/mL;HSDB 3453;NSC 529592;alflatoxin
CBNumber:
CB5389650
Molecular Formula:
C17H12O6
Molecular Weight:
312.27
MDL Number:
MFCD00869647
MOL File:
1162-65-8.mol
Last updated:2024-03-28 16:55:20

AFLATOXIN B1 Properties

Melting point 268-269 °C
alpha D -558° (c = 0.1 in CHCl3); D -480° (c = 0.1 in DMF)
Boiling point 372.21°C (rough estimate)
Density 1.2810 (rough estimate)
refractive index 1.4800 (estimate)
Flash point 2 °C
storage temp. 2-8°C
solubility DMF: 20 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 12 mg/ml
form White to yellow powder.
Water Solubility 15mg/L(temperature not stated)
Merck 13,180
BRN 1269174
Stability Stable. Incompatible with strong oxidizing agents. May be light or air sensitive.
InChIKey OQIQSTLJSLGHID-WNWIJWBNSA-N
LogP 2.039 (est)
FDA UNII 9N2N2Y55MH
EPA Substance Registry System Aflatoxin B1 (1162-65-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08
Signal word  Danger
Hazard statements  H300+H310+H330-H340-H350-H361
Precautionary statements  P201-P262-P280-P301+P310+P330-P302+P352+P310-P304+P340+P310
Hazard Codes  T+,T,Xn,F
Risk Statements  45-46-26/27/28-36-20/21/22-11-65-48/23/24/25-36/38-39/23/24/25-23/24/25
Safety Statements  53-45-36-26-16-24-7-62-36/37-28
RIDADR  UN 3462 6.1/PG 1
WGK Germany  3
RTECS  GY1925000
10
HazardClass  6.1(a)
PackingGroup  I
HS Code  29322090
Toxicity LD50 orally in day old duckling: 18.2 mg/50 gm body wt (Carnaghan); i.p. in newborn mice: 9.50 mg/kg body wt (Büchi)
NFPA 704
0
4 0

AFLATOXIN B1 price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A6636 Aflatoxin B1 from Aspergillus flavus from Aspergillus flavus 1162-65-8 1mg $75.1 2024-03-01 Buy
Sigma-Aldrich CRM46323 Aflatoxin B1 solution certified reference material, 3?μg/mL in benzene:acetonitrile (98:2), ampule of 1?mL 1162-65-8 1mL $86.3 2024-03-01 Buy
Sigma-Aldrich CRM44647 Aflatoxin B1 solution certified reference material, 20?μg/mL in methanol, ampule of 1?mL 1162-65-8 1mL $171 2024-03-01 Buy
Sigma-Aldrich 34029 Aflatoxin B1 solution 2?μg/mL in acetonitrile, analytical standard 1162-65-8 2ml $339 2024-03-01 Buy
Cayman Chemical 11293 Aflatoxin B1 ≥98% 1162-65-8 1mg $46 2024-03-01 Buy
Product number Packaging Price Buy
A6636 1mg $75.1 Buy
CRM46323 1mL $86.3 Buy
CRM44647 1mL $171 Buy
34029 2ml $339 Buy
11293 1mg $46 Buy

AFLATOXIN B1 Chemical Properties,Uses,Production

Overview

Aflatoxin B1 (AFB1) is primarily produced by the common fungus Aspergillus flavus and A. parasiticus, which is a closely related species. Among the aflatoxins, Aflatoxin B1 is the most hepatocarcinogenic and hepatotoxic and occurs as a contaminant in a variety of foods. AFB1 is a potent mutagen, toxin, and carcinogen and can be traced in the etiology of hepatocarcinoma. Although AFB1 commonly affects the life, studies have revealed that it is also produced in the colons, kidneys, and lungs of rodents. It is noteworthy that AFB1 is typically nonreactive until it is ingested and converted by the enzymes in the liver to a reactive intermediate known as AFB1 8,9 –oxide.

Exposure to AFB1

AFB1 is the most toxic and occurs at the highest levels among the different aflatoxins. The main source of exposure to AFB1 is contaminated food including corn, peanuts, fig, soybeans, nuts, and cheese. Typically, AFB1 production is normally increased in hot and humid environments or climates. As such, AFB1 production is common in South America, South East Asia, and Sub-Saharan Africa. Occupational exposure has been proved to occur in individuals working in pig and poultry production.

Pathology

AFB1 can enter the body of a human being through the skin, especially in hot or humid environmental conditions. The most vulnerable body organ to AFB1 is the liver. Pathological lesions that are linked to AFB1 in animals include weight loss of the liver, hepatic carcinoma, and vacuolation of hepatocytes. Others include necrosis, hepatic cells, fatty infiltration, fibrosis, hemorrhage, bile duct hyperplasia, and regeneration of nodules.

Mechanism of Action of AFB1 in developing Hepatocellular Carcinoma (HCC)

Food mutagens are classified as non-genotoxic and genotoxic agents depending on their mechanism of action in triggering cancer. AFB1 is a genotoxic hepatocarcinogen agent that leads to genetic alterations with the mode of action beginning at the DNA level. It causes cancer by inducing DNA adducts, thereby leading to genetic alterations in target cells that then lead to breakage of the DNA strand, oxidative damage and DNA base damage that may cause cancer. Notably, DNA adducts are generated by the chemical modification of the bases in amino acids in proteins or DNA by toxic carcinogenic chemicals. Studies have revealed the p53 gene causes about 50% of cancer in human beings and that mutations affecting the gene are varied by their position and nature. For instance, mutations like the transversion in codon 249 that leads to arginine to serine substitution are present in half of HCCs.
AFB1 target for metabolism is the liver where its mechanism of action is started. After food is ingested, AFB1 is normally metabolized by cytochrome-P450 enzymes that are reactive to hydroxylated to AFQ1 and AFM1, genotoxic intermediates and demethylated to AFP1 to become less harmful as compared to AFB1. Cytochrome-P450 has to biotransform AFB1 before can exact its hepatocarcinogenic effect. It is noteworthy that this process usually results in the production of AFBO, which is a reactive intermediate chemical compound. AFBO, a genotoxic compound, will then bind to the liver cell DNA as a result, leading to the formation of DNA adducts. In case there is no repair before the replication of DNA, the DNA adducts will interact with the guanine base of the DNA, leading to mutational impacts in the p53 tumour suppressor gene, thus resulting in hepatocarcinogenesis. Inhibition of apoptosis and stimulation of liver cell growth may occur due to the expression of mutated R249p53.

Food Regulation

Dietary exposure to mutagens and carcinogens depends on distinct ingesting patterns that normally change with the availability of food, age, and lifestyle. AFB1 usually contaminates animal and human foods during cultivation, crop growth, harvesting, and storage. It is noteworthy that prevention of hepatocellular carcinogenesis and hepatotoxicity of AFB1 requires durable interventions such as the implementation of comprehensive food programs. The responses should touch on both local farmers and market vendors to minimize or prevent long-term exposure to AFB1, thereby decreasing HCC incidence rates.
Pre-harvest interventions include cultivating crops that are resistant to aflatoxin biosynthesis and fungal infection as well as spraying of fungicides and insecticides. Application of low-technology interventions in the reduction of AFB1 ¬after harvesting has been suggested such as drying on mats, hand sorting, and avoids the use of plastics.

Health Hazard Information

Numerous studies have been conducted regarding the toxicity of AFB1, which might be acute or toxic.
AFB1 poisoning is referred to as aflatoxicosis, which may occur because of consumption of contaminated food. AFB1 can cause chronic reproduction affects when swine consumer high doses. Chronic symptoms on AFB1 toxicity include reduced growth rate and weight, decreased appetite, poorer carcass quality, lower milk production, immunity to the vaccine, and lower disease resistance.

Notable Exposures
One of the noteworthy exposure to AFB1 ¬is the 1960’s death of over 100, 000 turkeys in England. In Kenya, 12 patients died of acute AFB1 ¬poisoning after consuming contaminated maize in 1981.

Chemical Properties

The aflatoxins are a group of molds produced by the fungus Aspergillus flavus. They are natural contaminants of fruits, vegetables, and grains. They are also described as a series of condensed ring heterocyclic compounds. They form colorless to pale yellow crystals. Practically insoluble in water.

Uses

Aflatoxin B1 is the major analogue of a family of bisfuranocoumarin mycotoxins produced by Aspergillus flavus and related species. Aflatoxin B1 exhibits a distinctive UV spectrum and blue fluorescence. Aflatoxins are among the most potent mycotoxins known but are in fact "pre-toxins", requiring metabolic activation to the toxic principle. Aflatoxins are found widely in nature in trace amounts, particularly in grains and nuts. The toxicity of these metabolites was first recognised in the 1950s and their structures elucidated in 1963. Aflatoxins have been extensively reviewed.

Uses

Aflatoxin B1 is a carcinogenic compound that induces transversion of G to T at codon 249 of the p53 tumor suppressor gene. Aflatoxin B1 may be used as an internal standard when testing for aflatoxin contamination in food products.

Definition

ChEBI: An aflatoxin having a tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene skeleton with oxygen functionality at positions 1, 4 and 11.

General Description

Colorless to pale yellow crystals or white powder. Exhibits blue fluorescence.

Air & Water Reactions

Sensitive to exposure to air and light. Water insoluble.

Reactivity Profile

AFLATOXIN B1 is incompatible with strong oxidizing agents, strong acids and strong bases.

Fire Hazard

Flash point data for AFLATOXIN B1 are not available; however, AFLATOXIN B1 is probably combustible.

Biochem/physiol Actions

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. Aflatoxin B1 is a food contaminant and a hepatocarcinogen. Aflatoxin is biotransformed to genotoxic intermediates by P450 Phase I enzymes, mainly CYP3A4 via aflatoxin B1 3-hydroxylation. Detoxification depends on Phase II enzymes, such as Glutathione S-Transferase and AFB(1)-aldehyde reductase (AFAR). Aflatoxin B1 is a CYP1A2, CYP2A6, CYP2D6, and CYP3A family substrate.

Safety Profile

Confirmed human carcinogen with experimental tumorigenic, neoplas tigenic, and carcinogenic data. Acute poison by ingestion, intraperitoneal, and possibly other routes. Experimental teratogenic and reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke. See also various aflatoxins.

Potential Exposure

Aflatoxins are a group of toxic metabolites produced by certain types of fungi. Aflatoxins are not commercially manufactured; they are naturally occurring contaminants that are formed by fungi on food during conditions of high temperatures and high humidity. Most human exposure to aflatoxins occurs through ingestion of contaminated food. The estimated amount of aflatoxins that Americans consume daily is estimated to be 0.15 0.50 μg. Grains, peanuts, tree nuts, and cottonseed meal are among the more common foods on which these fungi grow. Meat, eggs, milk, and other edible products from animals that consume aflatoxincontaminated feed may also contain aflatoxins. Aflatoxins can also be breathed in

Metabolic pathway

Aflatoxin B1 can be activated via the monooxygenase reaction which then reacts with the N7 atom of B-DNA guanine. Conjugation of aflatoxin B1 8,9-epoxide is an important detoxification route. Although aflatoxin B1 8,9-epoxide can be hydrolyzed to the diol by epoxide hydrolase, the diol product is toxic, since it reacts readily with proteins by Schiff base formation or binds to DNA. Glutathione conjugation prevents toxicity of both the epoxide and its hydrolysis product. The aflatoxin glutathione conjugate is subsequently excreted from the hepatocyte into bile as a major biliary metabolite.

Shipping

UN3172 Toxins, extracted from living sources, solid or liquid, Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Waste Disposal

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal. Use of oxidizing agents, such as hydrogen peroxide or 5% sodium hypochlorite bleach. Acids and bases may also be used.

10048-13-2
1162-65-8
Synthesis of AFLATOXIN B1 from STERIGMATOCYSTIN

AFLATOXIN B1 Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 189)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12453 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 7377 58
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9352 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
Chengdu GLP biotechnology Co Ltd
028-87075086 13350802083 scglp@glp-china.com CHINA 1824 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953 sales@pioneerbiotech.com China 3000 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Fuxin Pharmaceutical
+86-021-021-50872116 +8613122107989 contact@fuxinpharm.com China 10297 58

View Lastest Price from AFLATOXIN B1 manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
	AFLATOXIN B1 pictures 2024-03-29 AFLATOXIN B1
1162-65-8
US $8.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
AFLATOXIN B1 pictures 2023-06-27 AFLATOXIN B1
1162-65-8
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
AFLATOXIN B1 pictures 2022-11-05 AFLATOXIN B1
1162-65-8
US $10.00-200.00 / G 100G 99.99% 20MT Hebei Ningnan Trade Co. LTD
  • 	AFLATOXIN B1 pictures
  • AFLATOXIN B1
    1162-65-8
  • US $8.00-1.00 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • AFLATOXIN B1 pictures
  • AFLATOXIN B1
    1162-65-8
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • AFLATOXIN B1 pictures
  • AFLATOXIN B1
    1162-65-8
  • US $10.00-200.00 / G
  • 99.99%
  • Hebei Ningnan Trade Co. LTD
(6ar-cis)-ahydro-4-methoxy )(1)benzopyran-1,11-dione 1-Cyclopentene-1-carboxylic acid, 2-(3a,8a-dihydro-4-hydroxy-6-methoxyfuro[2,3-b]benzofuran-5-yl)-5-oxo-, delta-lactone 2,3,6aalpha,9aalpha-tetrahydro-4-methoxycyclopenta(c)furo(3’,2’:4,5)furo(2,3-h 4-Methoxy-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-H]chromene-1,11-dione 2,3,6aalpha,9aalpha-tetrahydro-4-methoxycyclopenta[c]furo[2',3':4,5]furo[2,3-h]chromene-1,11-dione AFLATOXIN B1 FROM ASPERGILLUS FLAVUS AFLATOXIN B(1) FROM ASPERGILLUS FLAVUS, VIAL WITH 10 MG Aflatoxin B1, crystalline (6aR)-4-Methoxy-2,3,6aα,9aα-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione 2,3,6aα,9aα-Tetrahydro-4-methoxycyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione (6aR,9aS)-2,3,6a,9a-Tetrahydro-4-Methoxy-1H,11H-cyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione NSC 529592 Aflaloxin B1 aflatoxin b1 solution AFLATOXIN B1(RG) Aflatoxin FB1, Aflatoxin B cyclopenta(c)furo(3’,2’:4,5)furo(2,3-h)(1)benzopyran-1,11-dione,2,3,6a,9a-tet cyclopenta(c)furo(3’,2’:4,5)furo(2,3-h)(1)benzopyran-1,11-dione,2,3,6a,9a-tetr cyclopenta(c)furo(3’,2’:4,5)furo(2,3-h)(1)benzopyran-1,11-dione,2,3,6aalpha,9a Cyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-4-methoxy-, (6aR-cis)- Cyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione, 2,3,6aalpha,9aalpha-tetrahydro-4-methoxy- rahydro-4-methoxy- AFLATOXIN B1 AFLATOXIN B1, ASPERGILLUS FLAVUS 1H,11H-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)- 6-methoxydifurocoumarone ahydro-4-methoxy- alflatoxin alflatoxinb1 alpha-tetrahydro-4-methoxy- Cyclopenta(c)furo(3',2':4,5)furo(2,3-h)(1)benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-4-methoxy- Standard Solution Aflatoxin B1 Aflatoxin B1 Standard (6aR,9aS)-4-methoxy-2,3-dihydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11(6aH,9aH)-dione 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)- AflatoxinB1Solution,3mg/L AflatoxinB1Solution,10mg/L Aflatoxin B1 2ug/ml in ACN Aflatoxin B1 Solution in Acetonitrile, 10μg/mL Aflatoxin B1 Solution in Methanol, 100μg/mL Aflatoxin B1-13C10 11-methoxy-6,8,19-trioxapentacyclo[10.7.0.02,.03,.013,1]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione aflatoxin b1solution AFLATOXIN B afb1 AFBI AflatoxinB1(form1) Aflatoxin B1, 98%, from Aspergillus flavus Aflatoxin B1 Solution in Acetonitrile, 100μg/mL Aflatoxin B1/BSA Aflatoxin B1/KLH HSDB 3453 Aflatoxin Quality Control Sample,From corn 1162-65-8 C17H12O6 BioChemical Carcinogens