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Natural Product (NP) Details

General Information of the NP (ID: NP2974)
Name
Mangiferin
Synonyms
Mangiferin; 4773-96-0; Alpizarin; Chinonin; Chinomin; Hedysarid; Aphloiol; Alpizarine; Shamimin; UNII-1M84LD0UMD; 1M84LD0UMD; CHEBI:6682; 2-beta-D-glucopyranosyl-1,3,6,7-tetrahydroxy-9H-xanthen-9-one; 9H-Xanthen-9-one, 2-b-D-glucopyranosyl-1,3,6,7-tetrahydroxy-; (1S)-1,5-anhydro-1-(1,3,6,7-tetrahydroxy-9-oxo-9H-xanthen-2-yl)-D-glucitol; MFCD00075656; 9H-Xanthen-9-one, 2-beta-D-glucopyranosyl-1,3,6,7-tetrahydroxy- (9CI); 1,3,6,7-Tetrahydroxyxanthone-C2-b-D-glucoside; Chedisaride; Euxanthogen; Hedysaride; Mannipherin; Chinoinin; Chinomine; 1,3,6,7-Tetrahydroxy-2-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-9H-xanthen-9-one; 9H-Xanthen-9-one, 2-.beta.-D-glucopyranosyl-1,3,6,7-tetrahydroxy-; cid_5358385; Alpizarine;; Mangiferin;; Aphloiol;; Chinomin;; NSC248870; Mangiferin,(S); Xanthone-c-glucoside; NSC 248870; 1,3,6,7-tetrahydroxyxanthone C2-beta-D-glucoside; 9H-Xanthen-9-one, 2-beta-D-glucopyranosyl-1,3,6,7-tetrahydroxy-; Mangiferin Mangifera indica; SCHEMBL556844; Mangiferin, analytical standard; CHEMBL464825; BCBcMAP01_000240; DTXSID60197263; HY-N0290; ZINC4098535; BDBM50248691; s3808; STL564509; AKOS015896788; CCG-268909; CS-4663; MCULE-3926908782; SMP1_000290; AS-15337; O907; N1329; A12088; C10077; 773M960; Q-100508; Q1074417; c2-beta-d-glucopyranosyl-1,3,6,7-tetrahydroxyxanthone; Mangiferin, European Pharmacopoeia (EP) Reference Standard; 1,3,6,7-tetrahydroxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]xanthen-9-one
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Species Origin Mangifera indica ...     Click to Show/Hide
Mangifera indica
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Sapindales
Family: Anacardiaceae
Genus: Mangifera
Species: Mangifera indica
Disease Cardiac fibrosis [ICD-11: DB98] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C19H18O11
PubChem CID
5281647
Canonical SMILES
C1=C2C(=CC(=C1O)O)OC3=C(C2=O)C(=C(C(=C3)O)C4C(C(C(C(O4)CO)O)O)O)O
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
CAS Number
CAS 4773-96-0
ChEBI ID
CHEBI:6682
Herb ID
HBIN034394
SymMap ID
SMIT01501
TTD Drug ID
D04UYB
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Oxaliplatin      Colorectal cancer     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation
Up-regulation Expression CASP3  Molecule Info 
Pathway MAP
Down-regulation Expression p105  Molecule Info 
Pathway MAP
                    In-vitro Model HT29 CVCL_A8EZ Colorectal adenocarcinoma Mus musculus
                    Experimental
                    Result(s)
Mangiferin in combination with oxaliplatin favours apoptotic cell death and thereby improves the efficacy of oxaliplatin in vitro.
Target and Pathway
Target(s) Aldose reductase (AKR1B1)  Molecule Info  [3]
Influenza Neuraminidase (Influ NA)  Molecule Info  [4]
BioCyc Methylglyoxal degradation III Click to Show/Hide
2 Acetone degradation I (to methylglyoxal)
KEGG Pathway Other glycan degradation Click to Show/Hide
2 Pentose and glucuronate interconversions
3 Fructose and mannose metabolism
4 Galactose metabolism
5 Glycerolipid metabolism
6 Metabolic pathways
NetPath Pathway IL1 Signaling Pathway Click to Show/Hide
2 TGF_beta_Receptor Signaling Pathway
Pathwhiz Pathway Fructose and Mannose Degradation Click to Show/Hide
2 Pyruvate Metabolism
3 Pterine Biosynthesis
4 Glycerolipid Metabolism
5 Galactose Metabolism
WikiPathways Metapathway biotransformation Click to Show/Hide
2 Polyol Pathway
3 Metabolism of steroid hormones and vitamin D
References
Reference 1 Mangiferin activates Nrf2 to attenuate cardiac fibrosis via redistributing glutaminolysis-derived glutamate. Pharmacol Res. 2020 Jul;157:104845.
Reference 2 Combination treatment with oxaliplatin and mangiferin causes increased apoptosis and downregulation of NFKappaB in cancer cell lines. Afr J Tradit Complement Altern Med. 2011;8(2):177-84.
Reference 3 Structures of new friedelane-type triterpenes and eudesmane-type sesquiterpene and aldose reductase inhibitors from Salacia chinensis. J Nat Prod. 2003 Sep;66(9):1191-6.
Reference 4 Characteristic of neuraminidase inhibitory xanthones from Cudrania tricuspidata. Bioorg Med Chem. 2009 Apr 1;17(7):2744-50.
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Cite NPCDR
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Correspondence

X. N. Sun, Y. T. Zhang, Y. Zhou, X. C. Lian, L. L. Yan, T. Pan, T. Jin, H. Xie, Z. M. Liang, W. Q. Qiu, J. X. Wang, Z. R. Li, F. Zhu*, X. B. Sui*. NPCDR: natural product-based drug combination and its disease-specific molecular regulation. Nucleic Acids Research. 50(D1): 1324-1333 (2020). PMID: 34664659

Prof. Feng ZHU  (zhufeng@zju.edu.cn)

College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, China


Prof. Xinbing SUI  (hzzju@hznu.edu.cn)

School of Pharmacy and Department of Medical Oncology, the Affiliated Hospital of Hangzhou Normal University, Hangzhou Normal University, Hangzhou, China