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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Vinpocetine
PubChem CID 443955
Molecular Weight 350.5g/mol
Synonyms

Cavinton, ethyl apovincaminate, ethyl apovincaminate tartrate (1:1), ethyl apovincaminate, (+-)-isomer, ethyl apovincaminate, (16alpha)-isomer, ethyl apovincaminate, (3alpha,16alpha)-isomer, ethyl apovincaminate, 2-oxopentanedioate (1:1), ethyl apovincaminate, 3H-labeled, Kavinton, RGH-4405, TCV-3B, vinpocetine

Formula C₂₂H₂₆N₂O₂
SMILES CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=C2)C(=O)OCC
InChI 1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1
InChIKey DDNCQMVWWZOMLN-IRLDBZIGSA-N
CAS Number 42971-09-5
ChEMBL ID CHEMBL71752
ChEBI ID CHEBI:32297
Drug Bank ID DB12131
KEGG ID D01371
Toxicity Organism Test Type Route(Dose)
rat LD50 intraperitoneal(165 mg/kg)
mouse LD50 intraperitoneal(254 mg/kg)
rat LD50 oral(322 mg/kg)
Structure 2D-img
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2D MOL 3D MOL
02. Source Information of Phytochemical
Catharanthus roseus Cold
Chineses Pinyin ChangChunHua
Use Part Whole herb
Habitat JiangSu, ZheJiang, AnHui, FuJian, JiangXi, ShanDong, ShangHai, HeNan, HuNan, HuBei, GuangDong, GuangXi, HaiNan, SiChuan, GuiZhou, YunNan, XiZang, ChongQing, BeiJing, TianJin, ShanDong, JiangSu, ZheJiang, ShangHai, GuangDong, HaiNan, FuJian, TaiWan, Hongkong , HaiNan
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Gentianales
    -->Family: Apocynaceae
     -->Genus: Catharanthus
      -->Species: Catharanthus roseus
03. Combinatorial Therapeutic Effect(s)
Synergistic Effect
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Drug(s) whose resistance can be reversed by this phytochemical
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Combination Pair ID: 34
Pair Name Vinpocetine, Sorafenib
Partner Name Sorafenib
Disease Info [ICD-11: 2C12] Hepatocellular carcinoma Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Activity GSK3B hsa2932
Down-regulation Expression PIK3CA hsa5290
Down-regulation Phosphorylation AKT1 hsa207
Up-regulation Expression MAP1LC3A hsa84557
Up-regulation Cleavage PARP1 hsa142
Down-regulation Expression MCL1 hsa4170
Up-regulation Cleavage CASP3 hsa836
Down-regulation Phosphorylation MTOR hsa2475
In Vitro Model Hep-G2 Hepatoblastoma Homo sapiens (Human) CVCL_0027
Hep 3B2.1-7 Childhood hepatocellular carcinoma Homo sapiens (Human) CVCL_0326
Result Vinpocetine may be a potential candidate for sorafenib sensitization and HCC treatment, and our results may help to elucidate more effective therapeutic options for HCC patients with sorafenib resistance.
04. Reference
No. Title Href
1 Enhanced anticancer activity by the combination of vinpocetine and sorafenib via PI3K/AKT/GSK-3β signaling axis in hepatocellular carcinoma cells. Anticancer Drugs. 2021 Aug 1;32(7):727-733. doi: 10.1097/CAD.0000000000001056. Click
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