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A6636

Sigma-Aldrich

Aflatoxin B1 from Aspergillus flavus

greener alternative

from Aspergillus flavus

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About This Item

Empirical Formula (Hill Notation):
C17H12O6
CAS Number:
1162-65-8
Molecular Weight:
312.27
Beilstein:
1269174
EC Number:
214-603-3
MDL number:
MFCD00869647
UNSPSC Code:
12352200
PubChem Substance ID:
24891116
NACRES:
NA.77

biological source

Aspergillus flavus

Quality Level

300

Assay

≥98.0% (HPLC)

form

powder

greener alternative product score

old score: 51
new score: 42
Find out more about DOZN™ Scoring

greener alternative product characteristics

Waste Prevention
Designing Safer Chemicals
Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

greener alternative category

Re-engineered,

storage temp.

2-8°C

SMILES string

COc1cc2OC3OC=CC3c2c4OC(=O)C5=C(CCC5=O)c14

InChI

1S/C17H12O6/c1-20-10-6-11-14(8-4-5-21-17(8)22-11)15-13(10)7-2-3-9(18)12(7)16(19)23-15/h4-6,8,17H,2-3H2,1H3/t8-,17+/m0/s1

InChI key

OQIQSTLJSLGHID-WNWIJWBNSA-N

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Designing Safer Chemicals” and “Design for Energy Efficiency”. Click here to view its DOZN scorecard.

Application

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.

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.

Warning

Possibly carcinogenic.

standard

Product No.
Description
Pricing

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 1 Oral - Acute Tox. 2 Inhalation - Carc. 1B - Muta. 1B - Repr. 2

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ilenia Siciliano et al.
Toxins, 7(3), 743-754 (2015-03-10)
Fungi belonging to the genus Alternaria are common pathogens of fruit and vegetables with some species able to produce secondary metabolites dangerous to human health. Twenty-eight Alternaria isolates from rocket and cabbage were investigated for their mycotoxin production. Five different
Hajar Zolfaghari et al.
Advanced pharmaceutical bulletin, 10(3), 482-487 (2020-07-16)
Purpose: The present study was conducted to assess the ability of probiotic bacteria and yeasts strains to reduce aflatoxin B1 (AFB1) in gastrointestinal simulated conditions. Aflatoxins are potent carcinogenic and immunosuppressive agents. Acute exposure to a high level of aflatoxins
S Piekkola et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 29(6), 962-971 (2012-03-02)
Mycotoxins such as the aflatoxins and deoxynivalenol (DON) are frequent contaminants of food. Aflatoxin B1 (AFB1) and DON affect the immune system and restrict growth; additionally AFB1 is carcinogenic. To date there are limited descriptive biomarker data concerning maternal exposures
Rahul R Bhowate et al.
Journal of oral and maxillofacial pathology : JOMFP, 25(1), 110-117 (2021-08-06)
Areca nut is deeply rooted sociocultural habit in India. Areca nut reported to be infested by fungi during the field and storage conditions. Areca nut alkaloids, nitrosamines, tobacco and aflatoxin are cytotoxic, immunotoxic to red blood cell and epithelial cell.
Gustav Holmgren et al.
Drug metabolism and disposition: the biological fate of chemicals, 42(9), 1401-1406 (2014-07-02)
Human pluripotent stem cells (hPSC) have the potential to become important tools for the establishment of new models for in vitro drug testing of, for example, toxicity and pharmacological effects. Late-stage attrition in the pharmaceutical industry is to a large
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