Record Information
Version1.0
Creation date2010-04-08 22:10:22 UTC
Update date2019-11-26 03:07:38 UTC
Primary IDFDB012803
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMangiferin
DescriptionMangiferin belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. Mangiferin has been detected, but not quantified in, fruits and mangos (Mangifera indica). This could make mangiferin a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Mangiferin.
CAS Number4773-96-0
Structure
Thumb
Synonyms
SynonymSource
1,3,6,7-Tetrahydroxyxanthone C2-beta-D-glucosideHMDB
2-b-D-Glucopyranosyl-1,3,6,7-tetrahydroxy-9H-xanthen-9-one, 9ciHMDB
AlpizarinHMDB
AlpizarineHMDB
AphloiolHMDB
ChedisarideHMDB
ChinoininHMDB
ChinominHMDB
ChinomineHMDB
EuxanthogenHMDB
HedysaridHMDB
HedysarideHMDB
Mangiferin from mangifera indica barkHMDB
MannipherinHMDB
1,3,6,7-tetrahydroxyxanthone C2-beta-D-glucosidebiospider
2-b-D-Glucopyranosyl-1,3,6,7-tetrahydroxy-9H-xanthen-9-one, 9CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility5.02 g/LALOGPS
logP-0.09ALOGPS
logP-0.36ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)7.02ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area197.37 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity97.86 m³·mol⁻¹ChemAxon
Polarizability40 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC19H18O11
IUPAC name1,3,6,7-tetrahydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-9H-xanthen-9-one
InChI IdentifierInChI=1S/C19H18O11/c20-4-11-15(25)17(27)18(28)19(30-11)12-8(23)3-10-13(16(12)26)14(24)5-1-6(21)7(22)2-9(5)29-10/h1-3,11,15,17-23,25-28H,4H2
InChI KeyAEDDIBAIWPIIBD-UHFFFAOYSA-N
Isomeric SMILESOCC1OC(C(O)C(O)C1O)C1=C(O)C2=C(OC3=C(C=C(O)C(O)=C3)C2=O)C=C1O
Average Molecular Weight422.3396
Monoisotopic Molecular Weight422.084911418
Classification
Description Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct ParentXanthones
Alternative Parents
Substituents
  • Phenolic glycoside
  • Xanthone
  • Hexose monosaccharide
  • C-glycosyl compound
  • Chromone
  • Glycosyl compound
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Benzenoid
  • Pyran
  • Oxane
  • Monosaccharide
  • Heteroaromatic compound
  • Vinylogous acid
  • Secondary alcohol
  • Oxacycle
  • Polyol
  • Dialkyl ether
  • Ether
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Primary alcohol
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 54.03%; H 4.30%; O 41.67%DFC
Melting PointMp 278-280° (270-272° dec.)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]32D +32 (EtOH aq.)DFC
Spectroscopic UV Data390 () (MeOH-NaOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMangiferin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-4369200000-758a8c37611a4a7f8cbbSpectrum
Predicted GC-MSMangiferin, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-2500559000-5d3358daf4e39fc9144eSpectrum
Predicted GC-MSMangiferin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMangiferin, TMS_4_44, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMangiferin, TMS_5_43, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMangiferin, TMS_5_45, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMangiferin, TMS_6_26, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMangiferin, TBDMS_4_44, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMangiferin, TBDMS_4_49, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMangiferin, "Mangiferin,4TMS,#44" TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-00di-0293000000-2addce902839fbc00317Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-00di-0293000000-2addce902839fbc00317Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05fr-0001900000-7e039093fc42c12265a7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fr-5434900000-c6fdaad6c039bb9da77bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05tr-2091000000-17854a2e630e3479b4afSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0012900000-6f9ea5579c6507c5227cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fk9-9467600000-db194aa8dbd21e8b7e23Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9361000000-8b32c733e44c1b73dbabSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0010900000-d25c0a3b3a1a7dd3f955Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0192400000-77f0d8f1633f0093a85aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-3292000000-763751747c4de0e22fc8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0013900000-92c719952c2fc11a9eb4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pi3-0059300000-49f10ed9e69fe7ca8825Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-4194000000-36db5d0560a3e108b190Spectrum
NMRNot Available
ChemSpider ID4513535
ChEMBL IDNot Available
KEGG Compound IDC10077
Pubchem Compound ID5358385
Pubchem Substance IDNot Available
ChEBI ID6682
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34410
CRC / DFC (Dictionary of Food Compounds) IDHLG64-V:HLG64-V
EAFUS IDNot Available
Dr. Duke IDMANGIFERINE
BIGG IDNot Available
KNApSAcK IDC00002962
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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.