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MilliporeSigma

A6428

Sigma-Aldrich

Aflatoxin M1

From Aspergillus flavus, , mycotoxin, film

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About This Item

Empirical Formula (Hill Notation):
C17H12O7
CAS Number:
6795-23-9
Molecular Weight:
328.27
EC Number:
229-865-4
MDL number:
MFCD00871812
UNSPSC Code:
12352200
PubChem Substance ID:
24891088
NACRES:
NA.77

Key Documents

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Product Name

Aflatoxin M1, from Aspergillus flavus

biological source

Aspergillus flavus

Quality Level

200

form

film

storage temp.

2-8°C

SMILES string

[H][C@]12OC=C[C@@]1(O)c3c(O2)cc(OC)c4C5=C(C(=O)CC5)C(=O)Oc34

InChI

1S/C17H12O7/c1-21-9-6-10-13(17(20)4-5-22-16(17)23-10)14-12(9)7-2-3-8(18)11(7)15(19)24-14/h4-6,16,20H,2-3H2,1H3/t16-,17-/m1/s1

InChI key

MJBWDEQAUQTVKK-IAGOWNOFSA-N

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General description

Aflatoxins are metabolites of fungus, that are mainly seen in feeds and foods. Aflatoxin M1 is a hydroxylated metabolite of aflatoxin B1. It is liberated in milk, urine and produced in liver after receiving aflatoxin B1.

Application

Aflatoxin M1 has been used as a standard to investigate the incidence and occurrence of aflatoxin M1 (AFM1) in Brazilian milk and infant formula. It has also been used as standard to investigate the incidence and occurrence of aflatoxin M1 (AFM1) in dairy products produced in Brazil.
Aflatoxin M1 is both a hepatotoxic and hepatocarcinogenic mycotoxin that has been shown to cause immunosuppression in animals.

Biochem/physiol Actions

Aflatoxin M1 possesses hepatocarcinogenic properties.

Preparation Note

Aspergillus flavus metabolite.

Disclaimer

Possibly carcinogenic.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
076M4051V
075M4174V
059M4049V
118M4130V
14181029

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Marcin Ratajewski et al.
Toxicology letters, 205(2), 146-153 (2011-06-07)
Pregnane X receptor (PXR) is a member of the nuclear hormone receptor (NHR) superfamily, which regulates xenobiotic and endobiotic metabolism in the liver. This transcription factor is activated by structurally diverse ligands, including drugs and environmental pollutants. PXR regulates the
Occurrence of aflatoxin M1 in dairy products in Brazil
Iha MH, et al.
Food Control, 22(12), 1971-1974 (2011)
Aflatoxin B1 and M1: Biological properties and their involvement in cancer development
Marchese S, et al.
Toxins, 10(6), 214-214 (2018)
Aflatoxins
Handbook of Secondary Fungal Metabolites, 545-569 (2003)
Aflatoxins
Handbook of Secondary Fungal Metabolites (2003)
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