(3S,7R)-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: 159584
• Molecular Formular: C17H12O6
• Molecular Mass: 312.27358
• Monoisotopic Mass: 312.0633881
• SMILES: c12c(cc(c3c1oc(=O)c1c3CCC1=O)OC)O[C@@H]1[C@H]2C=CO1
• Canonical SMILES: COc1cc2O[C@@H]3[C@H](c2c2c1c1CCC(=O)c1c(=O)o2)C=CO3
• InChI: InChI=1S/C17H12O6/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/h4-6,8,17H,2-3H2,1H3/t8-,17+/m0/s1
• InChIKey: OQIQSTLJSLGHID-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-1,4,9,11,13(17)-pentaene-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-1,4,9,11,13(17)-pentaene-16,18-dione
• Synonyms: (6aR,9aS)-2,3,6a,9a-Tetrahydro-4-(methoxy-d3)-1H,11H-cyclopenta[c]furo[3’,2’:4,5]furo[2,3-h][1]benzopyran-1,11-dione; (-)-Aflatoxin B1-d3; AFB1-d3; NSC 529592-d3; Aflatoxin B1-d3

Database IDs

• PubChem SID: 162253719
• PubChem CID: 46780092

CALCULATED PROPERTIES

• Acid pKa: 17.787313
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.5843809
• LogD (pH = 7.4): 1.5843809
• Log P: 1.5843809
• Molar Refractivity: 78.5851 cm^3
• Polarizability: 30.197586 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A357462

Aflatoxin B1 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)