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Record Information
StatusExpected but not Quantified
Creation Date2012-09-11 19:15:05 UTC
Update Date2019-07-23 06:15:59 UTC
Secondary Accession Numbers
  • HMDB34410
Metabolite Identification
Common NameMangiferin
DescriptionMangiferin, also known as alpizarin or chinomin, 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 is a xanthonoid. Mangiferin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, mangiferin has been detected, but not quantified in, fruits and mango. This could make mangiferin a potential biomarker for the consumption of these foods. This molecule is a glucoside of norathyriol. Laboratory studies have identified a variety of potential pharmacology-associated properties of mangiferin, including antimicrobial and antioxidant activities, inhibitory effects on type II 5α-reductase in vitro, and gastroprotective and antidiabetic effects in rodents. It is also found in the genera Salacia and Cyclopia. Among the group of Asplenium hybrids known as the "Appalachian Asplenium complex", mangiferin and isomangiferin are produced only by Asplenium montanum and its hybrid descendants. It can also be extracted from mango peels and kernels, Iris unguicularis, Anemarrhena asphodeloides rhizomes and Bombax ceiba leaves. The distinctive gold-orange fluorescence of these compounds under ultraviolet light has been used to aid in the chromatographic identification of hybrid Aspleniums. Mangiferin was first isolated from the leaves and bark of Mangifera indica.
1,3,6,7-Tetrahydroxyxanthone C2-beta-D-glucosideHMDB
2-b-D-Glucopyranosyl-1,3,6,7-tetrahydroxy-9H-xanthen-9-one, 9ciHMDB
Mangiferin from mangifera indica barkHMDB
Chemical FormulaC19H18O11
Average Molecular Weight422.3396
Monoisotopic Molecular Weight422.084911418
IUPAC Name1,3,6,7-tetrahydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-9H-xanthen-9-one
Traditional Namemangiferin
CAS Registry Number4773-96-0
InChI Identifier
Chemical Taxonomy
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
Sub Class1-benzopyrans
Direct ParentXanthones
Alternative Parents
  • 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

Route of exposure:


Biological location:


Industrial application:

Biological role:

Physical Properties
Experimental Properties
Melting Point278 - 280 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
Water Solubility5.02 g/LALOGPS
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
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-4369200000-758a8c37611a4a7f8cbbSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-00di-2500559000-5d3358daf4e39fc9144eSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-00di-0293000000-2addce902839fbc00317Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-00di-0293000000-2addce902839fbc00317Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05fr-0001900000-7e039093fc42c12265a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fr-5434900000-c6fdaad6c039bb9da77bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05tr-2091000000-17854a2e630e3479b4afSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0012900000-6f9ea5579c6507c5227cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fk9-9467600000-db194aa8dbd21e8b7e23Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9361000000-8b32c733e44c1b73dbabSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012803
KNApSAcK IDC00002962
Chemspider ID4513535
KEGG Compound IDC10077
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMangiferin
METLIN IDNot Available
PubChem Compound5358385
PDB IDNot Available
ChEBI ID6682
Food Biomarker OntologyNot Available
VMH IDNot Available
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Muruganandan S, Srinivasan K, Gupta S, Gupta PK, Lal J: Effect of mangiferin on hyperglycemia and atherogenicity in streptozotocin diabetic rats. J Ethnopharmacol. 2005 Mar 21;97(3):497-501. [PubMed:15740886 ]
  2. Gottlieb M, Leal-Campanario R, Campos-Esparza MR, Sanchez-Gomez MV, Alberdi E, Arranz A, Delgado-Garcia JM, Gruart A, Matute C: Neuroprotection by two polyphenols following excitotoxicity and experimental ischemia. Neurobiol Dis. 2006 Aug;23(2):374-86. Epub 2006 Jun 27. [PubMed:16806951 ]
  3. Pardo-Andreu GL, Cavalheiro RA, Dorta DJ, Naal Z, Delgado R, Vercesi AE, Curti C: Fe(III) shifts the mitochondria permeability transition-eliciting capacity of mangiferin to protection of organelle. J Pharmacol Exp Ther. 2007 Feb;320(2):646-53. Epub 2006 Oct 26. [PubMed:17068204 ]
  4. Zheng MS, Lu ZY: Antiviral effect of mangiferin and isomangiferin on herpes simplex virus. Chin Med J (Engl). 1990 Feb;103(2):160-5. [PubMed:2167819 ]
  5. Prabhu S, Jainu M, Sabitha KE, Devi CS: Cardioprotective effect of mangiferin on isoproterenol induced myocardial infarction in rats. Indian J Exp Biol. 2006 Mar;44(3):209-15. [PubMed:16538859 ]
  6. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .