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Natural Product (NP) Details

General Information of the NP (ID: NP3327)
Name
Vicenin-2
Synonyms
23666-13-9; Vicenin 2; Vicenin II; Violantin; Vicenin-2; Vicenin -2; CHEBI:69814; Apigenin-6,8-di-C-glycoside; MLS000575019; Vicenin; 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one; 5,7,4'-Trihydroxyflavone-6,8-di-C-glucoside; isovitexin 8-C-beta-glucoside; Apigenin 6,8-di-C-glucoside; AC1L9D6K; isovitexin 8-C-glucoside; SureCN5826175; isovitexin 8-C- -glucoside; SCHEMBL5826175; CHEMBL1442950; DTXSID80904219; HMS2210F06; apigenin-6,8-di-C-glycopyranoside; HY-N2165; ZINC4098604; 9348AF; MFCD08458851; AKOS015896841; NCGC00247567-01; SMR000232371; CS-0019465; C10195; 666V139; Vicenin 2, primary pharmaceutical reference standard; 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one
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Species Origin Urtica circularis ...     Click to Show/Hide
Urtica circularis
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Rosales
Family: Urticaceae
Genus: Urtica
Species: Urtica circularis
Disease Hepatocellular carcinoma [ICD-11: 2C12] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C27H30O15
PubChem CID
442664
Canonical SMILES
C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C(=C3O2)C4C(C(C(C(O4)CO)O)O)O)O)C5C(C(C(C(O5)CO)O)O)O)O)O
InChI
1S/C27H30O15/c28-6-12-17(32)21(36)23(38)26(41-12)15-19(34)14-10(31)5-11(8-1-3-9(30)4-2-8)40-25(14)16(20(15)35)27-24(39)22(37)18(33)13(7-29)42-27/h1-5,12-13,17-18,21-24,26-30,32-39H,6-7H2/t12-,13-,17-,18-,21+,22+,23-,24-,26+,27+/m1/s1
InChIKey
FIAAVMJLAGNUKW-VQVVXJKKSA-N
CAS Number
CAS 23666-13-9
ChEBI ID
CHEBI:69814
Herb ID
HBIN047905
SymMap ID
SMIT03942
TCMSP ID
MOL001543
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Radiation      Breast 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
Down-regulation Expression CDKN1A  Molecule Info 
Pathway MAP
Down-regulation Expression MMP-2  Molecule Info 
Pathway MAP
Up-regulation Expression RAD50  Molecule Info 
Pathway MAP
                    In-vitro Model NCI-H23 CVCL_1547 Lung adenocarcinoma Homo sapiens
                    Experimental
                    Result(s)
VCN 2 sensitizes NCI H23 cells to radiation.
References
Reference 1 Vicenin-2 Treatment Attenuated the Diethylnitrosamine-Induced Liver Carcinoma and Oxidative Stress through Increased Apoptotic Protein Expression in Experimental Rats. J Environ Pathol Toxicol Oncol. 2020;39(2):113-123.
Reference 2 Vicenin-2: a potential radiosensitizer of non-small cell lung cancer cells. Mol Biol Rep. 2018 Oct;45(5):1219-1225.
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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