Skip to main content
  •   Home
  •   Download
  •   Manual
  •   Contact

Natural Product (NP) Details

General Information of the NP (ID: NP5764)
Name
Licochalcone A
Synonyms
licochalcone a; 58749-22-7; Licochalcone-A; UNII-JTV5467968; CHEMBL139702; JTV5467968; (E)-3-(4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one; Licochalcone-A, Synthetic; 3-Dimethylallyl-4,4'-dihydroxy-6-methoxychalcone; (E)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one; (2E)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one; 2-Propen-1-one,3-[5-(1,1-dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-, (2E)-; LICOAGROCHACONE A; LicochalconeA; Licohalconel A; (E)-3-[5-(1,1-Dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-2-propen-1-one; SCHEMBL114042; DTXSID10904181; CHEBI:125689; CHEBI:174541; 3-(4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one; BCP08941; EBD46703; EX-A1193; HY-N0372; ZINC3873123; BDBM50068270; HSCI1_000078; LMPK12120424; MFCD01417903; s7828; AKOS026673964; CCG-208030; CS-5603; Licochalcone A, >=96.0% (HPLC); (E)-3-[5-(1,1-dimethylallyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one; 2-Propen-1-one, 3-(5-(1,1-dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)-, (E)-; AS-74730; AB0021119; V2343; 749L227; Q-100677; Q1644097; BRD-K99667445-001-01-4; Chalcone base + 2O, 1MeO, 1Prenyl or Licochalcone A (Not validated); (E)-3-[5-(1,1-Dimethyl-allyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxy-phenyl)-propenone; 3-[5-((E)-1,1-Dimethyl-allyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxy-phenyl)-propenone; 2-Propen-1-one, 3-[5-(1,1-dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)- (E)-
    Click to Show/Hide
Species Origin Glycyrrhiza inflata ...     Click to Show/Hide
Glycyrrhiza inflata
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Fabales
Family: Fabaceae
Genus: Glycyrrhiza
Species: Glycyrrhiza inflata
Disease Obesity [ICD-11: 5B81] Investigative [1]
Structure
Click to Download Mol
2D MOL

3D MOL

    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C21H22O4
PubChem CID
5318998
Canonical SMILES
CC(C)(C=C)C1=C(C=C(C(=C1)C=CC(=O)C2=CC=C(C=C2)O)OC)O
InChI
1S/C21H22O4/c1-5-21(2,3)17-12-15(20(25-4)13-19(17)24)8-11-18(23)14-6-9-16(22)10-7-14/h5-13,22,24H,1H2,2-4H3/b11-8+
InChIKey
KAZSKMJFUPEHHW-DHZHZOJOSA-N
CAS Number
CAS 58749-22-7
ChEBI ID
CHEBI:125689
Herb ID
HBIN033093
SymMap ID
SMIT00053
TCMSP ID
MOL000497
TTD Drug ID
D08GEN
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          5-fluorouracil      Solid tumour/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 Cleavage CASP3  Molecule Info 
Pathway MAP
Up-regulation Expression CDKN1A  Molecule Info 
Pathway MAP
Up-regulation Expression IFI27  Molecule Info 
Pathway MAP
Up-regulation Expression TP53  Molecule Info 
Pathway MAP
                    In-vitro Model SGC-7901 CVCL_0520 Human gastric cancer Homo sapiens
MKN45 CVCL_0434 Gastric adenocarcinoma Homo sapiens
                    Experimental
                    Result(s)
LCA alone or in combination with 5-FU may have significant anticancer effects on gastric cancer cells.
Target and Pathway
Target(s) PTPN1 messenger RNA (PTPN1)  Molecule Info  [3]
KEGG Pathway Adherens junction Click to Show/Hide
2 Insulin signaling pathway
NetPath Pathway FSH Signaling Pathway Click to Show/Hide
Panther Pathway Cadherin signaling pathway Click to Show/Hide
Pathway Interaction Database Insulin Pathway Click to Show/Hide
2 Signaling events mediated by Hepatocyte Growth Factor Receptor (c-Met)
3 Signaling events mediated by PTP1B
4 Calcineurin-regulated NFAT-dependent transcription in lymphocytes
5 Signaling events mediated by TCPTP
6 IGF1 pathway
7 EGF receptor (ErbB1) signaling pathway
8 Posttranslational regulation of adherens junction stability and dissassembly
9 PDGFR-beta signaling pathway
10 N-cadherin signaling events
Reactome Integrin alphaIIb beta3 signaling Click to Show/Hide
2 Regulation of IFNG signaling
3 Regulation of IFNA signaling
4 Growth hormone receptor signaling
WikiPathways Insulin Signaling Click to Show/Hide
2 Growth hormone receptor signaling
3 Leptin signaling pathway
4 Interferon gamma signaling
5 Interferon alpha/beta signaling
6 Integrin alphaIIb beta3 signaling
References
Reference 1 Protective Effects of Licochalcone A Ameliorates Obesity and Non-Alcoholic Fatty Liver Disease Via Promotion of the Sirt-1/AMPK Pathway in Mice Fed a High-Fat Diet. Cells. 2019 May 11;8(5):447.
Reference 2 Antitumor effects and the underlying mechanism of licochalcone A combined with 5-fluorouracil in gastric cancer cells. Oncol Lett. 2017 Mar;13(3):1695-1701.
Reference 3 Inhibitory effect of chalcones and their derivatives from Glycyrrhiza inflata on protein tyrosine phosphatase 1B. Bioorg Med Chem Lett. 2009 Sep 1;19(17):5155-7.
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
 Download Picture         KEGG Link      
Cite NPCDR
Visitor Map
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