Natural Product (NP) Details

General Information of the NP (ID: NP3615)
Name
Piceatannol
Synonyms
piceatannol; 10083-24-6; 3-Hydroxyresveratol; piceatanol; astringinin; 3,5,3',4'-Tetrahydroxystilbene; (E)-4-(3,5-dihydroxystyryl)benzene-1,2-diol; 3,3',4'5-Tetrahydroxystilbene; 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol; 3,3',4,5'-Tetrahydroxystilbene; UNII-6KS3LS0D4F; NSC 365798; NSC-365798; NSC 622471; 6KS3LS0D4F; CHEMBL69863; 3,3',4,5'-Stilbenetetrol; 4-[(E)-2-(3,5-dihydroxyphenyl)vinyl]benzene-1,2-diol; 4339-71-3; CHEBI:28814; C14H12O4; NSC365798; NSC622471; 1,2-Benzenediol, 4-(2-(3,5-dihydroxyphenyl)ethenyl)-
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Species Origin Rhodomyrtus tomentosa ...     Click to Show/Hide
Rhodomyrtus tomentosa
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Myrtales
Family: Myrtaceae
Genus: Rhodomyrtus
Species: Rhodomyrtus tomentosa
Disease Cytomegalovirus infection [ICD-11: 1A24] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C14H12O4
PubChem CID
667639
Canonical SMILES
C1=CC(=C(C=C1C=CC2=CC(=CC(=C2)O)O)O)O
InChI
1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8,15-18H/b2-1+
InChIKey
CDRPUGZCRXZLFL-OWOJBTEDSA-N
CAS Number
CAS 10083-24-6
ChEBI ID
CHEBI:28814
Herb ID
HBIN039816
ETMC ID
1583
TTD Drug ID
D0O0VZ
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Gemcitabine      Solid tumour/cancer     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 [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Up-regulation Expression BAK  Molecule Info 
Pathway MAP
                    In-vitro Model A-549 CVCL_0023 Lung adenocarcinoma Homo sapiens
                    Experimental
                    Result(s)		 Piceatannol can enhance the cytotoxic effects of gemcitabine by enhancing expression of the proapoptotic protein Bak.
Target and Pathway
Target(s) Interferon regulatory factor 3 (IRF3)  Molecule Info  [3]
KEGG Pathway Toll-like receptor signaling pathway Click to Show/Hide
2 RIG-I-like receptor signaling pathway
3 Cytosolic DNA-sensing pathway
4 Pertussis
5 Hepatitis C
6 Hepatitis B
7 Measles
8 Influenza A
9 Herpes simplex infection
10 Epstein-Barr virus infection
11 Viral carcinogenesis
Panther Pathway Toll receptor signaling pathway Click to Show/Hide
Reactome ISG15 antiviral mechanism Click to Show/Hide
2 LRR FLII-interacting protein 1 (LRRFIP1) activates type I IFN production
3 Interferon gamma signaling
4 Interferon alpha/beta signaling
5 TRAF3-dependent IRF activation pathway
6 TRAF6 mediated IRF7 activation
7 Negative regulators of RIG-I/MDA5 signaling
8 Activation of IRF3/IRF7 mediated by TBK1/IKK epsilon
9 Factors involved in megakaryocyte development and platelet production
WikiPathways Toll-like receptor signaling pathway Click to Show/Hide
2 Cytosolic sensors of pathogen-associated DNA
3 MyD88-independent cascade
4 ISG15 antiviral mechanism
5 Apoptosis
6 RIG-I/MDA5 mediated induction of IFN-alpha/beta pathways
7 Factors involved in megakaryocyte development and platelet production
8 Regulation of toll-like receptor signaling pathway
References
Reference 1 Inhibitory effects of piceatannol on human cytomegalovirus (hCMV) in vitro. J Microbiol. 2020 Aug;58(8):716-723.
Reference 2 Piceatannol Enhances the Antitumor Efficacy of Gemcitabine in Human A549 Non-Small Cell Lung Cancer Cells. Oncol Res. 2014;22(4):213-217.
Reference 3 Inhibition of lipopolysaccharide-induced interferon regulatory factor 3 activation and protection from septic shock by hydroxystilbenes. Shock. 2004 May;21(5):470-5.
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