Record Information
Version1.0
Creation date2010-04-08 22:09:58 UTC
Update date2018-05-28 23:33:31 UTC
Primary IDFDB012050
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameFonsecin B
DescriptionFonsecin B, also known as TMC 256 B2, 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 significant number of articles have been published on Fonsecin B.
CAS Number1856-95-7
Structure
Thumb
Synonyms
SynonymSource
2,5-Dihydroxy-6,8-dimethoxy-2-methyl-2,3-dihydro-4H-naphtho[2,3-b]pyran-4-oneChEBI
2,5-Dihydroxy-6,8-dimethoxy-2-methyl-2.3-dihydrobenzo[g]chromen-4-oneChEBI
Fonsecin monomethyl etherChEBI
TMC 256 b2ChEBI
TMC-256b2ChEBI
TMC256b2ChEBI
Antibiotic TMC 256b2HMDB
TMC 256b2HMDB
Antibiotic TMC 256B2db_source
Fonsecin Bdb_source
TMC 256B2db_source
Predicted Properties
PropertyValueSource
Water Solubility0.29 g/LALOGPS
logP1.47ALOGPS
logP2.22ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)9.29ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area85.22 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity78.47 m³·mol⁻¹ChemAxon
Polarizability30.66 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC16H16O6
IUPAC name2,5-dihydroxy-6,8-dimethoxy-2-methyl-2H,3H,4H-naphtho[2,3-b]pyran-4-one
InChI IdentifierInChI=1S/C16H16O6/c1-16(19)7-10(17)14-12(22-16)5-8-4-9(20-2)6-11(21-3)13(8)15(14)18/h4-6,18-19H,7H2,1-3H3
InChI KeyZYTKFYQKQVYVMW-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC(OC)=C2C(O)=C3C(=O)CC(C)(O)OC3=CC2=C1
Average Molecular Weight304.2946
Monoisotopic Molecular Weight304.094688244
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
  • Benzochromone
  • Naphthopyranone
  • Chromone
  • 1-naphthol
  • Chromane
  • Benzopyran
  • Naphthalene
  • 1-benzopyran
  • Anisole
  • Aryl alkyl ketone
  • Aryl ketone
  • Pyranone
  • Alkyl aryl ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • Pyran
  • Benzenoid
  • Vinylogous acid
  • Ketone
  • Hemiacetal
  • Oxacycle
  • Ether
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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 63.15%; H 5.30%; O 31.55%DFC
Melting PointMp 176°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSFonsecin B, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01pa-1090000000-caf70b76d1736aca171bSpectrum
Predicted GC-MSFonsecin B, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-003r-4009800000-3a30b25e7fdd1fc35e2dSpectrum
Predicted GC-MSFonsecin B, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSFonsecin B, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0079000000-bf437d6e9b14ac7fcebb2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4r-1094000000-91e1c9a018e78d4add492016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kb-1290000000-0ce998f5b0b466a8d4482016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0069000000-066645bde46f7ee064f32016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-1094000000-8a4888711d69d6b7cc1a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-1390000000-ccb1eb485faeba81cc522016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-aad98767acd0285db9102021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-0091000000-51789fb628e3837332962021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-7090000000-cbc4700ed7afbb28b9b42021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0039000000-34cd6f4a45fe5457c8ac2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4j-0096000000-46024f8a4eefd44cfe612021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0h01-0490000000-fb7e38ebbe11e4cd14482021-09-24View Spectrum
NMRNot Available
ChemSpider ID141119
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID160596
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33866
CRC / DFC (Dictionary of Food Compounds) IDHGS58-V:HCV24-V
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00034518
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