Record Information
Version1.0
Creation date2010-04-08 22:10:09 UTC
Update date2018-05-28 23:36:25 UTC
Primary IDFDB012396
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameFonsecin
DescriptionFonsecin belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system. Based on a literature review a small amount of articles have been published on Fonsecin.
CAS Number3748-39-8
Structure
Thumb
Synonyms
SynonymSource
2,3-dihydro-2,5,8-Trihydroxy-6-methoxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one, 9ciHMDB
Antibiotic TMC 256b1HMDB
O8-Demethylfonsecin bHMDB
TMC 256b1HMDB
2,3-Dihydro-2,5,8-trihydroxy-6-methoxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one, 9CIdb_source
Antibiotic TMC 256B1db_source
O8-Demethylfonsecin Bbiospider
TMC 256B1db_source
Predicted Properties
PropertyValueSource
Water Solubility0.48 g/LALOGPS
logP1.6ALOGPS
logP2.07ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)8.68ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.22 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity73.99 m³·mol⁻¹ChemAxon
Polarizability28.56 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC15H14O6
IUPAC name2,5,8-trihydroxy-6-methoxy-2-methyl-2H,3H,4H-naphtho[2,3-b]pyran-4-one
InChI IdentifierInChI=1S/C15H14O6/c1-15(19)6-9(17)13-11(21-15)4-7-3-8(16)5-10(20-2)12(7)14(13)18/h3-5,16,18-19H,6H2,1-2H3
InChI KeyFKCYENFBFZUSDP-UHFFFAOYSA-N
Isomeric SMILESCOC1=C2C(O)=C3C(=O)CC(C)(O)OC3=CC2=CC(O)=C1
Average Molecular Weight290.2681
Monoisotopic Molecular Weight290.07903818
Classification
Description Belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassNaphthopyrans
Sub ClassNaphthopyranones
Direct ParentNaphthopyranones
Alternative Parents
Substituents
  • Naphthopyranone
  • Benzochromone
  • 2-naphthol
  • 1-naphthol
  • Chromone
  • Naphthalene
  • Benzopyran
  • 1-benzopyran
  • Chromane
  • Anisole
  • Aryl ketone
  • Aryl alkyl ketone
  • Pyranone
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • 1-hydroxy-4-unsubstituted benzenoid
  • Benzenoid
  • Pyran
  • Vinylogous acid
  • Hemiacetal
  • Ketone
  • Oxacycle
  • Polyol
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Biological role:

Environmental role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 62.07%; H 4.86%; O 33.07%DFC
Melting PointMp 198° dec.DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data400 (log e 3.94) (MeOH)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSFonsecin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ff1-1190000000-9f32839fa860a8f53a3bSpectrum
Predicted GC-MSFonsecin, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-007o-3003900000-a0481e8670fc5a42371cSpectrum
Predicted GC-MSFonsecin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0159-0890000000-1870c63ea48978d82743Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-0159-0890000000-1870c63ea48978d82743Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-001i-0390000000-864a85c4e93db9f756f0Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-0a4i-0190000000-f52e6d79565141004769Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-8698fa82be4165228c8fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-1090000000-dec5fb573943e34a6899Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ue9-0190000000-c8fcaf793d80a22f301cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-1d309636cbe4d6d7b478Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052r-0090000000-bd992c02ee453436b569Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-4390000000-621bb98153ac85cae2d7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-4a89100bf019d25eb21aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a5i-0090000000-6fd94ee6fc378b952726Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000x-2090000000-4f9de4f27c3a166ba507Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-9a08772e651d55df45c3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000x-0090000000-2d9c01b86f47e30e9a7fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0012-0590000000-34ac37097cfe3a189565Spectrum
NMRNot Available
ChemSpider ID187517
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID216328
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34124
CRC / DFC (Dictionary of Food Compounds) IDHGS58-V:HGS58-V
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00000559
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