Record Information
Version1.0
Creation date2010-04-08 22:10:56 UTC
Update date2018-05-29 01:08:13 UTC
Primary IDFDB013855
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAflatoxin B2
DescriptionAflatoxin B2 belongs to the class of organic compounds known as difurocoumarocyclopentenones. These are polycyclic aromatic compounds containing a cyclopenten-2-one ring fused to the coumarin moiety of the difurocoumarin skeleton. Aflatoxin B2 is formally rated as a carcinogen (by IARC 1) and is also a potentially toxic compound. Based on a literature review a significant number of articles have been published on Aflatoxin B2.
CAS Number7220-81-7
Structure
Thumb
Synonyms
SynonymSource
Aflatoxin b2, (6ar-cis)-isomerMeSH
Aflatoxin b2 alphaHMDB
Dihydroafflatoxin b1HMDB
Dihydroaflatoxin b1HMDB
Dihydroaflatoxine b1HMDB
Aflatoxin b2MeSH
Aflatoxin B2db_source
Aflatoxin B2 alphabiospider
Dihydroafflatoxin B1biospider
Dihydroaflatoxin B1biospider
Dihydroaflatoxine B1biospider
Predicted Properties
PropertyValueSource
Water Solubility0.39 g/LALOGPS
logP1.63ALOGPS
logP1.57ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)17.79ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area71.06 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity78.49 m³·mol⁻¹ChemAxon
Polarizability30.9 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC17H14O6
IUPAC name11-methoxy-6,8,19-trioxapentacyclo[10.7.0.0²,⁹.0³,⁷.0¹³,¹⁷]nonadeca-1(12),2(9),10,13(17)-tetraene-16,18-dione
InChI IdentifierInChI=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
InChI KeyWWSYXEZEXMQWHT-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC2=C(C3CCOC3O2)C2=C1C1=C(C(=O)CC1)C(=O)O2
Average Molecular Weight314.2895
Monoisotopic Molecular Weight314.07903818
Classification
Description Belongs to the class of organic compounds known as difurocoumarocyclopentenones. These are polycyclic aromatic compounds containing a cyclopenten-2-one ring fused to the coumarin moiety of the difurocoumarin skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassFuranocoumarins
Direct ParentDifurocoumarocyclopentenones
Alternative Parents
Substituents
  • Difurocoumarocyclopentenone
  • Difurocoumarin
  • Benzopyran
  • 1-benzopyran
  • Coumaran
  • Anisole
  • Aryl alkyl ketone
  • Aryl ketone
  • Alkyl aryl ether
  • Pyranone
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Lactone
  • Ketone
  • Acetal
  • Organoheterocyclic compound
  • Ether
  • Oxacycle
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Environmental role:

Indirect biological role:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 64.97%; H 4.49%; O 30.54%DFC
Melting PointMp 310° dec.DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]23D -492 (c, 0.1 in CHCl3)DFC
Spectroscopic UV Data363 (e 24000) (EtOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-03di-4189000000-6bab374050b1044ec494Spectrum
GC-MSAflatoxin B2, non-derivatized, GC-MS Spectrumsplash10-03di-0039000000-610151efc4e68c6939ebSpectrum
GC-MSAflatoxin B2, non-derivatized, GC-MS Spectrumsplash10-03di-0039000000-610151efc4e68c6939ebSpectrum
Predicted GC-MSAflatoxin B2, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0080-0190000000-cdd965c2769a1d578fbaSpectrum
Predicted GC-MSAflatoxin B2, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAflatoxin B2, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0a4l-0390000000-85aa7a411b52bfa748acSpectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-014i-0009000000-306b14c6051334a7615dSpectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-014i-0009000000-6117c5ee93218e1f3ee4Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-014i-0069000000-e8cfaba3e9fca310b5f8Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0abi-0090000000-c1f0b82710fe7cf4a4faSpectrum
MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0a4l-0390000000-47a96f38cc39db4215d8Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0abi-0090000000-f0166b802bbb8d10da36Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0039000000-d446a0adf08fa67d4d10Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0094000000-7a6e82836edee1f981c1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-02t9-1490000000-29ed28bb149ea2411c26Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0039000000-baac6939881949076644Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-1097000000-d8269f211e11ae5c68b8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fb9-2190000000-9ea1e85b37f388c7c5e5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-7c7169b7540bc9455826Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0049000000-5b4008ed9ce6ec916cefSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-0492000000-e1dbbfaed1432ac0341fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0009000000-2ba875095a8aafa31ef7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0019000000-519c5d1d27095e3ff42bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-0091000000-6cb76c17d0d87928e540Spectrum
NMR
TypeDescriptionView
ChemSpider ID22111
ChEMBL IDNot Available
KEGG Compound IDC16753
Pubchem Compound ID23648
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35208
CRC / DFC (Dictionary of Food Compounds) IDJHZ87-P:JHZ83-L
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00023617
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference