IMPPAT Phytochemical information: 
Mangiferin
Mangiferin
Summary

SMILES: OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc2c(c1O)c(=O)c1c(o2)cc(c(c1)O)O
InChI: 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/t11-,15-,17+,18-,19+/m1/s1
InChIKey: AEDDIBAIWPIIBD-ZJKJAXBQSA-N
DeepSMILES: OC[C@H]O[C@H][C@@H][C@H][C@@H]6O))O))O))ccO)cccc6O))c=O)cco6)cccc6)O))O
Scaffold Graph/Node/Bond level: O=c1c2ccccc2oc2ccc(C3CCCCO3)cc12
Scaffold Graph/Node level: OC1C2CCCCC2OC2CCC(C3CCCCO3)CC21
Scaffold Graph level: CC1C2CCCCC2CC2CCC(C3CCCCC3)CC21
Functional groups: CO; COC; c=O; cO; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Xanthones
NP Classifier Class: Plant xanthones
Synonymous chemical names:
1,3,6,7-tetrahydroxyxanthone-c2-β-d-glucoside(mangiferin), chinomin, mangiferin, mangiferin(1,3,6,7-tetrahydroxyxanthone-2-glucopyranoside)
External chemical identifiers:
CID:5281647; ChEMBL:CHEMBL464825; ChEBI:6682; ZINC:ZINC000004098535; FDASRS:1M84LD0UMD; SureChEMBL:SCHEMBL556844; MolPort-001-741-747
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Mangiferin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 422.34
Log P RDKit -0.72
Topological polar surface area (Å2) RDKit 201.28
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 30
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.26
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.32
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Mangiferin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 1
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.1913
Mangiferin
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.14
Number of PAINS structural alerts SwissADME 1.0
Number of Brenk structural alerts SwissADME 2.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Mangiferin
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000228027DGAT2814
ENSP00000241052CAT728
ENSP00000245479SOX9800
ENSP00000256442CCNB1824
ENSP00000257904CDK4800
ENSP00000260682CYP2C9700
ENSP00000262735PPARA938
ENSP00000297494NOS3800
ENSP00000301141CYP2A6700
ENSP00000304811UGT2B7700
ENSP00000304845UGT1A1700
ENSP00000309572TERT700
ENSP00000309757LPL700
ENSP00000311032CASP3700
ENSP00000321656CDC25C800
ENSP00000337915CYP3A4745
ENSP00000342007CYP1A2700
ENSP00000344456CTNNB1700
ENSP00000353820CYP2D6700
ENSP00000356438PTGS2800
ENSP00000358525NGF700
ENSP00000361405MMP9938
ENSP00000364252PLA2G2A700
ENSP00000384273RELA700
ENSP00000388648CHEK1800
ENSP00000398698TNF726
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.