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; cO; c=O; 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:
mangiferin(1,3,6,7-tetrahydroxyxanthone-2-glucopyranoside), Mangiferin, 1,3,6,7-tetrahydroxyxanthone-c2-β-d-glucoside(mangiferin), chinomin, mangiferin
External chemical identifiers:
CID:CID_5281647; ChEMBL:CHEMBL464825; ChEBI: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
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 0.191321
Mangiferin
ADME 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
Number of Brenk structural alerts SwissADME 2
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
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000510ENSG00000163286ALPG251BindingDB
TAR_EXP_000507ENSG00000162551ALPL249BindingDB
TAR_EXP_000506ENSG00000163295ALPI248BindingDB
TAR_EXP_000003ENSG00000278570NR2E310002BindingDB
TAR_EXP_000888ENSG00000100985MMP94318BindingDB, ChEMBL
TAR_EXP_000670ENSG00000169919GUSB2990ChEMBL, NPASS
TAR_EXP_000883ENSG00000196611MMP14312ChEMBL
TAR_EXP_001920ENSG00000196498NCOR29612BindingDB