Aflatoxin B1 diol

Base Information

• Chemical Name: Aflatoxin B1 diol
• CAS No.: 50668-79-6
• Molecular Formula: C17H14 O8
• Molecular Weight: 346.293
• UNII: P8E807JA4N
• DSSTox Substance ID: DTXSID30964904
• Wikidata: Q27156099
• Mol file: 50668-79-6.mol

Synonyms:2,3-dihydro-2,3-dihydroxyaflatoxin B(1);2,3-dihydro-2,3-dihydroxyaflatoxin B(1), 14C-labeled;2,3-dihydroxy-2,3-dihydroaflatoxin B1;aflatoxin B1-2,3-dihydrodiol;aflatoxin B1-2,3-diol

Chemical Property of Aflatoxin B1 diol

Chemical Property:

• PSA: 115.43000
• LogP: 0.44210
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 346.06886740
• Heavy Atom Count: 25
• Complexity: 672

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C4C5C(C(OC5OC4=C1)O)O
• Isomeric SMILES: COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C4[C@@H]5[C@H]([C@@H](O[C@@H]5OC4=C1)O)O

Technology Process of Aflatoxin B1 diol

There total 3 articles about Aflatoxin B1 diol 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: 14.0%

aflatoxin B1 (1162-65-8) + 3',5'-O-dibutyryl 2'-deoxyguanosine (79971-08-7) → alfatoxin B2a (17878-54-5) + 050668-79-6 (50668-79-6) + <6aS-(6aα,8bβ,9α,9aα)>-8-(2-amino-1,6-dihydro-6-oxo-7H-purin-7-yl)-2,3-6a,8,9,9a-hexahydro-9-hydroxy-4-methoxycyclopentafuro<3',2':4,5>furo<2,3-h><1>benzopyran-1,11-dione (63425-04-7)

Guidance literature:

With benzil; In 1,2-dichloro-benzene; at 100 ℃; for 1h; Irradiation;

DOI:10.1021/ja00366a029

Reference yield: 14.0%

aflatoxin B1 (1162-65-8) → alfatoxin B2a (17878-54-5) + 050668-79-6 (50668-79-6) + <6aS-(6aα,8bβ,9α,9aα)>-8-(2-amino-1,6-dihydro-6-oxo-7H-purin-7-yl)-2,3-6a,8,9,9a-hexahydro-9-hydroxy-4-methoxycyclopentafuro<3',2':4,5>furo<2,3-h><1>benzopyran-1,11-dione (63425-04-7)

Guidance literature:

With 2'-deoxyguanosine di-n-butyrate; benzil; In 1,2-dichloro-benzene; at 100 ℃; for 1h; Irradiation;

DOI:10.1021/ja00366a029

Reference yield:

methanol (67-56-1) + Aflatoxin B1 8,9-epoxide (42583-46-0) → 050668-79-6 (50668-79-6) + C17H14O8 + C18H16O8 + C18H16O8

Guidance literature:

With phosphate buffer; In dimethyl sulfoxide; for 2h; Product distribution; Mechanism; Ambient temperature; other alflatoxin B₁ 8,9-epoxides, var. amounts of water; rate and stereochemistry of hydrolysis and methanolysis;

DOI:10.1021/ja00084a001

upstream raw materials:

methanol

Aflatoxin B₁ 8,9-epoxide

aflatoxin B₁

3',5'-O-dibutyryl 2'-deoxyguanosine

Refernces

• 1、 Buchi,Fowler,Nadzan. "Photochemical epoxidation of aflatoxin B1 and sterigmatocystin: Synthesis of guanine-containing adducts". . p. 544 - 547. Retrieved 2007/10/02.