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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:15:05 UTC
Update Date2022-03-07 02:54:05 UTC
HMDB IDHMDB0034410
Secondary Accession Numbers
  • HMDB34410
Metabolite Identification
Common 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.
Structure
Data?1563862559
Synonyms
ValueSource
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
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
SMILES
OCC1OC(C(O)C(O)C1O)C1=C(O)C2=C(OC3=C(C=C(O)C(O)=C3)C2=O)C=C1O
InChI Identifier
InChI=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
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
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
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point278 - 280 °CNot Available
Boiling Point842.70 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility467.8 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.130 (est)The Good Scents Company Information System
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Baker195.81430932474
[M+H]+Baker196.61830932474
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
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
MarkerDB IDNot Available
Good Scents IDrw1699751
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]
  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. 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 ]
  4. 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 ]
  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.. .