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4-(Methyloxy)-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione

PubChem CID: 14403

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Compound Synonyms 408530-29-0, 4-(methyloxy)-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione, 11-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, 4-Methoxy-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione, Cyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione, 2,3,6a.alpha.,9a.alpha.-tetrahydro-4-methoxy-, NSC529592, Aflatoxin-B1, Cyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione, 2,3,6a,9a-tetrahydro-4-methoxy-, (6aR-cis)-, Aflatoxin B1-13C-d3, SCHEMBL126479, DTXSID70873006, CHEBI:125421, OQIQSTLJSLGHID-UHFFFAOYSA-N, BCP20724, LMPK10000006, LSM-36909, C06800, E80604, BRD-A61273891-001-01-6, Q27216039, (6ar-cis)-ahydro-4-methoxy, NSC 529592, NSC-529592, NSC529592, HSDB 3453, AFB1, {Cyclopenta[c]furo[3',} {2':4,5]furo[2,3-h][1]benzopyran-1,11-dione,} 2,3,6a.alpha., 9a.alpha.-tetrahydro-4-methoxy-, {Cyclopenta[c]furo[3',2':4,} {5]furo[2,3-h][1]benzopyran-1,11-dione,} 2,3,6a, 9a-tetrahydro-4-methoxy-, {Cyclopenta[c]furo[3',2':4,} {5]furo[2,3-h][1]benzopyran-1,11-dione,} 2,3,6a, 9a-tetrahydro-4-methoxy-, (6aR-cis)-, 1-Cyclopentene-1-carboxylic acid, 2-(3a,8a-dihydro-4-hydroxy-6-methoxyfuro[2,3-b]benzofuran-5-yl)-5-oxo-, .delta.-lactone, 4-Methoxy-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h][1]benzopyran-1,11-dione
Topological Polar Surface Area 71.1
Hydrogen Bond Donor Count 0.0
Inchi Key OQIQSTLJSLGHID-UHFFFAOYSA-N
Rotatable Bond Count 1.0
State Solid
Synonyms (-)-Aflatoxin B1, AFB1, AFBI, Aflatoxin B1, Aflatoxin B1 Dihydrochloride, (6aR-cis)-Isomer, Aflatoxin B1, cis(+,-)-Isomer, Aflatoxin-B1
Heavy Atom Count 23.0
Compound Name 4-(Methyloxy)-2,3,6a,9a-tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene-1,11-dione
Description Production by Aspergillus flavus and Aspergillus parasiticus. Toxin causing Turkey X disease. One of the most potent carcinogens known in animals. Potential food contaminant especies in grains and nuts Aflatoxins are naturally occurring mycotoxins that are produced by many species of Aspergillus, a fungus, most notably Aspergillus flavus and Aspergillus parasiticus. At least 13 different types of aflatoxin are produced in nature. Aflatoxin B1 is considered the most toxic and is produced by both Aspergillus flavus and Aspergillus parasiticus. The native habitat of Aspergillus is in soil, decaying vegetation, hay, and grains undergoing microbiological deterioration and it invades all types of organic substrates whenever conditions are favorable for its growth. Favorable conditions include high moisture content (at least 7%) and high temperature. Aflatoxins B1 (AFB1) are contaminants of improperly stored foods, they are potent genotoxic and carcinogenic compounds, exerting their effects through damage to DNA. They can also induce mutations that increase oxidative damage. (PMID: 17214555). Crops which are frequently affected by Aspergillus contamination include cereals (maize, sorghum, pearl millet, rice, wheat), oilseeds (peanut, soybean, sunflower, cotton), spices (chile peppers, black pepper, coriander, turmeric, ginger), and tree nuts (almond, pistachio, walnut, coconut, brazil nut). Aflatoxin B1 is found in cereals and cereal products, nuts, and corn.
Exact Mass 312.063
Formal Charge 0.0
Monoisotopic Mass 312.063
Isotope Atom Count 0.0
Molecular Complexity 649.0
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 312.27
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Enzyme Uniprot Id O43488, O95154, Q8NHP1
Defined Atom Stereocenter Count 0.0
Iupac Name 11-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
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
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
Smiles COC1=C2C3=C(C(=O)CC3)C(=O)OC2=C4C5C=COC5OC4=C1
Xlogp 1.6
Defined Bond Stereocenter Count 0.0
Molecular Formula C17H12O6

  • 1. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Source_db:fooddb_chem_all