Natural Product (NP) Details

General Information of the NP (ID: NP8210)
Name
Galangin
Synonyms
Norizalpinin; 3,5,7-Trihydroxyflavone; 3,5,7-Trihydroxy-2-phenyl-4H-chromen-4-one; 3,5,7-triOH-Flavone; UNII-142FWE6ECS; 3,5,7-Trihydroxy-2-phenyl-4-benzopyrone; 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-phenyl-; EINECS 208-960-4; NSC407229; FLAVONE, 3,5,7-TRIHYDROXY-; NSC 407229; NSC-407229; 4H-Benzopyran-4-one, 3,5,7-trihydroxy-2-phenyl-; BRN 0272179; 142FWE6ECS; 3,5,7-trihydroxy-2-phenylchromen-4-one; CHEBI:5262; CHEMBL309490; VCCRNZQBSJXYJD-UHFFFAOYSA-N; 3,5,7-trihydroxy-2-phenyl-4H-benzopyran-4-one; 548-83-4
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Species Origin Plantago major ...     Click to Show/Hide
Plantago major
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Lamiales
Family: Plantaginaceae
Genus: Plantago
Species: Plantago major
Alpinia galanga
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Zingiberales
Family: Zingiberaceae
Genus: Alpinia
Species: Alpinia galanga
Disease Brain cancer [ICD-11: 2A00] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C15H10O5
PubChem CID
5281616
Canonical SMILES
C1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
InChI
1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H
InChIKey
VCCRNZQBSJXYJD-UHFFFAOYSA-N
CAS Number
CAS 548-83-4
Herb ID
HBIN027003
ETMC ID
2251
SymMap ID
SMIT04781
TCMSP ID
MOL002563
TTD Drug ID
D0Y7HG
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Cisplatin      Bladder 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 BAX  Molecule Info 
Pathway MAP
Down-regulation Expression BCL-2  Molecule Info 
Pathway MAP
Up-regulation Expression BID  Molecule Info 
Pathway MAP
Down-regulation Expression RELA  Molecule Info 
Pathway MAP
Down-regulation Phosphorylation STAT3  Molecule Info 
Pathway MAP
                    In-vitro Model A-549 CVCL_0023 Lung adenocarcinoma Homo sapiens
                    In-vivo Model A549/DDP cells were harvested, 5 * 106 cells were in jected subcutaneously into the right oxter of mice.
                    Experimental
                    Result(s)		 Galangin (GG) combined with cisplatin (DDP) to suppress human lung cancer by inhibition of STAT3-regulated NF-KappaB and Bcl-2/Bax signaling pathways.
          TNF-related apoptosis inducing ligand      Lung 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 [3]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Expression BCL-2  Molecule Info 
Pathway MAP
Down-regulation Expression CFLAR  Molecule Info 
Pathway MAP
Down-regulation Expression MCL1  Molecule Info 
Pathway MAP
Down-regulation Expression p105  Molecule Info 
Pathway MAP
                    In-vitro Model Caki-1 CVCL_0234 Clear cell renal cell carcinoma Homo sapiens
ACHN CVCL_1067 Papillary renal cell carcinoma Homo sapiens
A-498 CVCL_1056 Renal cell carcinoma Homo sapiens
                    Experimental
                    Result(s)		 Galangin sensitizes TRAIL-induced apoptosis through down-regulation of anti-apoptotic proteins in renal carcinoma Caki cells.
          Imatinib      Mantle cell lymphoma     Click to Show/Hide the Molecular Data of This Drug
                 Augmenting Drug Sensitivity     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [4]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Expression BCL-2  Molecule Info 
Pathway MAP
                    In-vitro Model K-562 CVCL_0004 Chronic myelogenous leukemia Homo sapiens
KCL-22 CVCL_2091 Chronic myelogenous leukemia Homo sapiens
                    Experimental
                    Result(s)		 Galangin caused a decrease in Bcl-2 levels and markedly increased the apoptotic activity of imatinib both in sensitive or imatinib-resistant Bcr-Abl+ cell lines.
Target and Pathway
Target(s) Adenosine A2a receptor (ADORA2A)  Molecule Info  [5]
Adenosine A3 receptor (ADORA3)  Molecule Info  [6]
Cytochrome P450 1B1 (CYP1B1)  Molecule Info  [7]
BioCyc Superpathway of tryptophan utilization Click to Show/Hide
2 Superpathway of melatonin degradation
3 Melatonin degradation I
KEGG Pathway Rap1 signaling pathway Click to Show/Hide
2 Calcium signaling pathway
3 cAMP signaling pathway
4 Neuroactive ligand-receptor interaction
5 Vascular smooth muscle contraction
6 Parkinson's disease
7 Alcoholism
8 Steroid hormone biosynthesis
9 Tryptophan metabolism
10 Metabolism of xenobiotics by cytochrome P450
11 Ovarian steroidogenesis
12 Chemical carcinogenesis
13 MicroRNAs in cancer
NetPath Pathway TSH Signaling Pathway Click to Show/Hide
2 IL4 Signaling Pathway
3 TGF_beta_Receptor Signaling Pathway
Pathwhiz Pathway Intracellular Signalling Through Adenosine Receptor A2a and Adenosine Click to Show/Hide
Pathway Interaction Database HIF-2-alpha transcription factor network Click to Show/Hide
Reactome NGF-independant TRKA activation Click to Show/Hide
2 Adenosine P1 receptors
3 G alpha (s) signalling events
4 Surfactant metabolism
5 G alpha (i) signalling events
6 Endogenous sterols
WikiPathways Nucleotide GPCRs Click to Show/Hide
2 Monoamine Transport
3 GPCRs, Class A Rhodopsin-like
4 NGF signalling via TRKA from the plasma membrane
5 GPCR ligand binding
6 GPCR downstream signaling
7 GPCRs, Other
8 Metapathway biotransformation
9 Estrogen metabolism
10 Benzo(a)pyrene metabolism
11 Tamoxifen metabolism
12 Tryptophan metabolism
13 Oxidation by Cytochrome P450
14 Nuclear Receptors Meta-Pathway
15 Estrogen Receptor Pathway
16 Sulindac Metabolic Pathway
17 Arylhydrocarbon receptor (AhR) signaling pathway
18 miR-targeted genes in muscle cell - TarBase
19 miR-targeted genes in lymphocytes - TarBase
20 miR-targeted genes in epithelium - TarBase
21 miR-targeted genes in adipocytes - TarBase
22 Phase 1 - Functionalization of compounds
References
Reference 1 The Natural Flavonoid Galangin Elicits Apoptosis, Pyroptosis, and Autophagy in Glioblastoma. Front Oncol. 2019 Sep 27;9:942.
Reference 2 Galangin (GG) combined with cisplatin (DDP) to suppress human lung cancer by inhibition of STAT3-regulated NF-KappaB and Bcl-2/Bax signaling pathways. Biomed Pharmacother. 2018 Jan;97:213-224.
Reference 3 Galangin sensitizes TRAIL-induced apoptosis through down-regulation of anti-apoptotic proteins in renal carcinoma Caki cells. Sci Rep. 2016 Jan 4;6:18642.
Reference 4 Galangin increases the cytotoxic activity of imatinib mesylate in imatinib-sensitive and imatinib-resistant Bcr-Abl expressing leukemia cells. Cancer Lett. 2008 Jul 8;265(2):289-97.
Reference 5 Mutagenesis reveals structure-activity parallels between human A2A adenosine receptors and biogenic amine G protein-coupled receptors. J Med Chem. 1997 Aug 1;40(16):2588-95.
Reference 6 Interactions of flavonoids and other phytochemicals with adenosine receptors. J Med Chem. 1996 Feb 2;39(3):781-8.
Reference 7 Selective inhibition of methoxyflavonoids on human CYP1B1 activity. Bioorg Med Chem. 2010 Sep 1;18(17):6310-5.
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