Aflatoxin M1
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Category | Mycotoxins |
Catalog number | BBF-00655 |
CAS | 6795-23-9 |
Molecular Weight | 328.27 |
Molecular Formula | C17H12O7 |
Purity | ≥95% |
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Description
It is produced by the strain of Aspergillus flavus, Asp. parasiticus. The compound of aflatoxin has the activity of anti-gram-positive bacteria, inhibits cell mitosis, has the effect of liver necrosis and carcinogenesis, and is a mycotoxin which contaminates food.
Specification
Synonyms | AFLATOXIN M1; 4-Hydroxyaflatoxin B1; 3020O28I3; CCRIS 15; (6aR,9aR)-9a-hydroxy-4-methoxy-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione; (6aR-cis)-2,3,6a,9a-tetrahydro-9a-hydroxy-4-methoxycyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione; CHEBI:78576; Cyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione,2,3,6a,9a-tetrahydro-9a-hydroxy-4-methoxy-,(6ar,9ar)- |
Storage | 2-8 °C |
IUPAC Name | (3R,7R)-3-hydroxy-11-methoxy-6,8,19-trioxapentacyclo[10.7.0.02,9.03,7.013,17]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione |
Canonical SMILES | COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C4C(=C1)OC5C4(C=CO5)O |
InChI | 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 |
Source | 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. The toxin can also be found in the milk of animals which are fed contaminated feed. |
Properties
Appearance | White to Yellow Powder |
Antibiotic Activity Spectrum | Gram-positive bacteria |
Boiling Point | 644.3 °C at 760 mmHg |
Melting Point | 299 °C (dec.) |
Density | 1.660 g/cm3 |
Solubility | Soluble in Chloroform, Ethanol |
Toxicity
Carcinogenicity | 2B, possibly carcinogenic to humans. |
Mechanism Of Toxicity | Aflatoxins produce singlet oxygen upon their exposure to UV (365 nm) light. Singlet oxygen in turn activates them to mutagens and DNA binding species. Aflatoxin M1 is P450 activated to its epoxide. Aflatoxin metabolites can intercalate into DNA and alkylate the bases through their epoxide moiety, binding particularity to N7-guanine bases. In addition to randomly mutating DNA, this is thought to cause mutations in the p53 gene, an important gene in preventing cell cycle progression when there are DNA mutations, or signaling apoptosis. |
Reference Reading
Spectrum
Predicted LC-MS/MS Spectrum - 10V, Positive
Experimental Conditions
Collision Energy: 10 eV
Instrument Type: QTOF (generic), spectrum predicted by CFM-ID
Mass Resolution: 0.0001 Da
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2