(3R,7R)-3-hydroxy-11-(2H3)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

• ChemBase ID: 159589
• Molecular Formular: C17H12O7
• Molecular Mass: 328.27298
• Monoisotopic Mass: 328.05830272
• SMILES: c12c(cc(c3c1oc(=O)c1c3CCC1=O)OC)O[C@@H]1[C@]2(C=CO1)O
• Canonical SMILES: COc1cc2O[C@@H]3[C@@](c2c2c1c1CCC(=O)c1c(=O)o2)(O)C=CO3
• 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
• InChIKey: MJBWDEQAUQTVKK-IAGOWNOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,7R)-3-hydroxy-11-(^2H₃)methoxy-6,8,19-trioxapentacyclo[10.7.0.0^2,^9.0^3,^7.0^1^3,^1^7]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
• IUPAC Traditional name: (3R,7R)-3-hydroxy-11-(^2H₃)methoxy-6,8,19-trioxapentacyclo[10.7.0.0^2,^9.0^3,^7.0^1^3,^1^7]nonadeca-1,4,9,11,13(17)-pentaene-16,18-dione
• Synonyms: 6aR,9aR)-2,3,6a,9a-Tetrahydro-9a-hydroxy-4-(methoxy-d3)-cyclopenta[c]furo[3’,2’:4,5]furo[2,3-h][1]benzopyran-1,11-dione; AFM1-d3; Aflatoxin M1-d3

Database IDs

• PubChem SID: 162253724
• PubChem CID: 71313052

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.9292
• LogD (pH = 7.4): 0.9291596
• Log P: 0.92920053
• Molar Refractivity: 79.673 cm^3
• Polarizability: 30.866594 Å^3
• Polar Surface Area: 91.29 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• Acid pKa: 11.424946

DETAILS

Toronto Research Chemicals - A357502

Labelled Aflatoxin M1 (A357500). 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. Aflatoxins are toxic

REFERENCES

• Markaki, P., et al.: Food Addit. Contam., 14, 451 (1997)
• Rakow, N., et al.: Nature, 406, 710 (1997)
• Bertran, E., et al.: Anal. Chim. Acta, 431, 303 (1997)
• Hassouan, M., et al.: Anal. Lett., 40, 779 (1997)
• Zinedine, A., et al.: Int. J. Food Microbiol.,