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Drug Details

General Information of the Drug (ID: DR2875)
Name
Hydrocinchonine
Synonyms
Hydrocinchonine; 485-65-4; Dihydrocinchonine; (1S)-((2R,4S,5R)-5-Ethylquinuclidin-2-yl)(quinolin-4-yl)methanol; UNII-ZPF9J31NM8; (+)-hydrocinchonine; TCMDC-125880; ZPF9J31NM8; (9S)-10,11-Dihydrocinchonan-9-ol; (S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol; EINECS 207-621-8; (+)-Dihydrocinchonine; SCHEMBL192607; CHEMBL548921; DTXSID30878431; CHEBI:174145; 6625AB; ZINC13826669; AC-30195; (+)-Dihydrocinchonine, analytical standard; Q27295839; Hydrocinchonine, >=95.0% (sum of enantiomers, HPLC); (S)-((2R,4S,5R)-5-ethylquinuclidin-2-yl)(quinolin-4-yl)methanol
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Molecular Type
Small molecule
Disease Uterine Sarcoma [ICD-11: 2B5F] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C19H24N2O
PubChem CID
11630759
Canonical SMILES
CCC1CN2CCC1CC2C(C3=CC=NC4=CC=CC=C34)O
InChI
1S/C19H24N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h3-7,9,13-14,18-19,22H,2,8,10-12H2,1H3/t13-,14-,18+,19-/m0/s1
InChIKey
WFJNHVWTKZUUTR-QAMTZSDWSA-N
CAS Number
CAS 485-65-4
ChEBI ID
CHEBI:174145
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Reverse the Resistance of This Drug
          Cinchonine      Cinchona calisaya     Click to Show/Hide the Molecular Data of This NP
                 Reversing Drug Resistance     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [1]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation
Down-regulation Expression ABCB1  Molecule Info 
Pathway MAP
Up-regulation Cleavage CASP3  Molecule Info 
Pathway MAP
Up-regulation Cleavage PARP1  Molecule Info 
Pathway MAP
                    In-vitro Model MES-SA CVCL_1404 Uterine corpus sarcoma Homo sapiens
MES-SA/Dx5 CVCL_2598 Uterine corpus sarcoma Homo sapiens
                    Experimental
                    Result(s)
Hydrocinchonine exerted MDR reversal activity and synergistic apoptotic effect with TAX in MES-SA/DX5 cells almost comparable with quinidine and cinchonine as a potent MDR-reversal and combined therapy agent with TAX.
References
Reference 1 Hydrocinchonine, cinchonine, and quinidine potentiate paclitaxel-induced cytotoxicity and apoptosis via multidrug resistance reversal in MES-SA/DX5 uterine sarcoma cells. Environ Toxicol. 2011 Aug;26(4):424-31.
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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