Aflatoxin M1

Base Information

• Chemical Name: Aflatoxin M1
• CAS No.: 6795-23-9
• Molecular Formula: C₁₇H₁₂O₇
• Molecular Weight: 328.278
• Hs Code.: 29322090
• European Community (EC) Number: 229-865-4
• UNII: I3020O28I3
• DSSTox Substance ID: DTXSID40891797
• Metabolomics Workbench ID: 44423
• Nikkaji Number: J5.140C
• Wikidata: Q26998369
• Wikipedia: Aflatoxin_M1
• Mol file: 6795-23-9.mol

Synonyms:4 Hydroxyaflatoxin B1;4-Hydroxyaflatoxin B1;Aflatoxin M;Aflatoxin M(1);Aflatoxin M1;Aflatoxin M1, cis(+-)-Isomer

Chemical Property of Aflatoxin M1

Chemical Property:

• Vapor Pressure: 1.76E-17mmHg at 25°C
• Melting Point: 299℃
• Refractive Index: 1.4790 (estimate)
• Boiling Point: 644.3oC at 760 mmHg
• PKA: 10.76±0.20(Predicted)
• Flash Point: 11oC
• PSA: 95.20000
• Density: 1.66g/cm3
• LogP: 1.38050
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 328.05830272
• Heavy Atom Count: 24
• Complexity: 695

Purity/Quality:

98%,99%, ^*data from raw suppliers

Aflatoxin M1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+,F,Xn
• Hazard Codes: T+,T,F,Xn
• Statements: 26/27/28-40-39/23/24/25-23/25-23/24/25-11-36-20/21/22-45
• Safety Statements: 53-22-36/37/39-45-24-16-7-36-26-36/37-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C4C(=C1)OC5C4(C=CO5)O
• Isomeric SMILES: COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C4C(=C1)O[C@@H]5[C@]4(C=CO5)O
• Uses: An Aspergillus flavus metabolite. Aflatoxin M1 in milk as a secondary metabolite of the Aflatoxin B1 formed in moldy forages. It is cancerogenic, hepatotoxic, and immunosuppressive in animals and man.

Technology Process of Aflatoxin M1

There total 5 articles about Aflatoxin M1 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 32.0%

ethyl 2-bromo-5-oxocyclopent-1-enecarboxylate (30694-05-4) + 3a,4-dihydroxy-6-methoxy-3a,8a-dihydrofuro<2,3-b>benzofuran (30627-28-2,78596-84-6) → Aflatoxin M1 (6795-23-9,25325-49-9)

Guidance literature:

With sodium hydrogencarbonate; zinc(II) carbonate; In dichloromethane; at 25 ℃; for 24h;

DOI:10.1021/ja00402a039

Reference yield:

aflatoxin B1 (1162-65-8) → aflatoxin M1 (6795-23-9,25325-49-9) + Aflatoxin B1 8,9-epoxide (42583-46-0)

Guidance literature:

mouse liver cytochrome P₄₅₀ 2A₅ (wild); In various solvent(s); pH=7.4; Further Variations:; Catalysts; Enzyme kinetics; Enzymatic reaction;

DOI:10.1021/tx960078m

Reference yield:

→ aflatoxin M1 (6795-23-9,25325-49-9)

Guidance literature:

Verb. (33), Verb. (29);

DOI:10.1021/ja00732a032

upstream raw materials:

aflatoxin B₁

ethyl 2-bromo-5-oxocyclopent-1-enecarboxylate

3a,4-dihydroxy-6-methoxy-3a,8a-dihydrofuro<2,3-b>benzofuran

3a-acetoxy-4-(benzyloxy)-6-methoxy-3a,8a-dihydrofuro<2,3-b>benzofuran

Refernces

• 1、 Buechi, George,Francisco, Manuel A.,Liesch, Jerrold M.,Schuda, Paul F.. "A New Synthesis of Aflatoxin M1". . p. 3497 - 3501. Retrieved 2007/10/02.