(3S,7R)-11-(2H3)methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.02,9.03,7.013,18]icosa-1,4,9,11,13(18)-pentaene-17,19-dione

• ChemBase ID: 159587
• Molecular Formular: C17H12O7
• Molecular Mass: 328.27298
• Monoisotopic Mass: 328.05830272
• SMILES: c12c(cc(c3c1oc(=O)c1c3CCOC1=O)OC)O[C@@H]1[C@H]2C=CO1
• Canonical SMILES: COc1cc2O[C@@H]3[C@H](c2c2c1c1CCOC(=O)c1c(=O)o2)C=CO3
• InChI: InChI=1S/C17H12O7/c1-20-9-6-10-12(8-3-5-22-17(8)23-10)14-11(9)7-2-4-21-15(18)13(7)16(19)24-14/h3,5-6,8,17H,2,4H2,1H3/t8-,17+/m0/s1
• InChIKey: XWIYFDMXXLINPU-WNWIJWBNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,7R)-11-(^2H₃)methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.0^2,^9.0^3,^7.0^1^3,^1^8]icosa-1,4,9,11,13(18)-pentaene-17,19-dione
• IUPAC Traditional name: (3S,7R)-11-(^2H₃)methoxy-6,8,16,20-tetraoxapentacyclo[10.8.0.0^2,^9.0^3,^7.0^1^3,^1^8]icosa-1,4,9,11,13(18)-pentaene-17,19-dione
• Synonyms: (7aR,10aS)-3,4,7a,10a-Tetrahydro-5-(methoxy-d3)-1H,12H-furo[3’,2’:4,5]furo[2,3-h]pyrano[3,4-c][1]benzopyran-1,12-dione; Aflatoxin G1-d3

Database IDs

• PubChem SID: 162253722
• PubChem CID: 46780094

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.3682086
• LogD (pH = 7.4): 1.3682086
• Log P: 1.3682086
• Molar Refractivity: 79.8478 cm^3
• Polarizability: 30.938122 Å^3
• Polar Surface Area: 80.29 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A357482

Labelled Aflatoxin G1. 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 carcinogenic

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)