(3S,7R)-11-(2H3)methoxy-6,8,19-trioxapentacyclo[10.7.0.02,9.03,7.013,17]nonadeca-1,9,11,13(17)-tetraene-16,18-dione

• ChemBase ID: 159585
• Molecular Formular: C17H14O6
• Molecular Mass: 314.28946
• Monoisotopic Mass: 314.07903817
• SMILES: c12c(cc(c3c1oc(=O)c1c3CCC1=O)OC)O[C@@H]1[C@H]2CCO1
• Canonical SMILES: COc1cc2O[C@@H]3[C@H](c2c2c1c1CCC(=O)c1c(=O)o2)CCO3
• InChI: InChI=1S/C17H14O6/c1-20-10-6-11-14(8-4-5-21-17(8)22-11)15-13(10)7-2-3-9(18)12(7)16(19)23-15/h6,8,17H,2-5H2,1H3/t8-,17+/m0/s1
• InChIKey: WWSYXEZEXMQWHT-WNWIJWBNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,7R)-11-(^2H₃)methoxy-6,8,19-trioxapentacyclo[10.7.0.0^2,^9.0^3,^7.0^1^3,^1^7]nonadeca-1,9,11,13(17)-tetraene-16,18-dione
• IUPAC Traditional name: (3S,7R)-11-(^2H₃)methoxy-6,8,19-trioxapentacyclo[10.7.0.0^2,^9.0^3,^7.0^1^3,^1^7]nonadeca-1,9,11,13(17)-tetraene-16,18-dione
• Synonyms: 6aR,9aS)-2,3,6a,8,9,9a-Hexahydro-4-methoxycyclopenta[c]furo[3’,2’:4,5]furo[2,3-h][1]benzopyran-1,11-dione; Dihydroaflatoxin B1; Dihydroaflatoxine B1; Aflatoxin B2-d3

Database IDs

• PubChem SID: 162253720
• PubChem CID: 46780093

CALCULATED PROPERTIES

• Acid pKa: 17.788992
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.5724019
• LogD (pH = 7.4): 1.5724019
• Log P: 1.5724019
• Molar Refractivity: 78.492 cm^3
• Polarizability: 30.374088 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A357467

Aflatoxin B2 labelled standard. Aflatoxins B1, B2, G1, G2 as secondary metabolites of fungal species such as Aspergillus flavus or Aspergillus parasiticus growing on a variety of foods (peanuts, nuts, spices, cereals). Aflatoxins are a group of very carc

REFERENCES

• Cifford, R., et al.: Nature, 209, 312 (1966)
• Wogan, et al.: Food Cosmet. Toxicol., 12, 681 (1966)
• Sinz, M.W., et al.: J. Toxicol. Toxin Rev., 10, 87 (1966)
• Shantha, T., et al.: Nat. Toxins, 7, 175 (1966)
• Kim, J., et al.: J. Food Prod., 63, 1295 (2000)