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Natural Product (NP) Details

General Information of the NP (ID: NP8223)
Name
Febrifugine
Synonyms
Febrifugine; 24159-07-7; UNII-89UWD0FH2I; 89UWD0FH2I; Ferbifrugin; Dichroin; beta-Dichroine; 3-(3-(3-Hydroxy-2-piperidinyl)-2-oxopropyl)-4(3H)-quinazolinone; 3-[3-[(2R,3S)-3-Hydroxy-2-piperidinyl]-2-oxopropyl]-4(3H)-quinazolinone; 3-{3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl}quinazolin-4(3H)-one; Febrifugine;; NSC 315535; Febrifugine (8CI); 3-[3-[3(S)-Hydroxypiperidin-2(R)-yl]-2-oxopropyl]-3,4-dihydroquinazolin-4-one; CHEMBL322782; SCHEMBL9542831; HY-N2384; ZINC5641945; MFCD11867855; CS-0022587; (E)-3-(3-(3-Hydroxy-2-piperidinyl)acetonyl)-4-(3H)-quinazolinone; (E)-3-(3-(3-Hydroxy-2-piperidinyl)-2-oxopropyl)-4(3H)-quinazolinone; 3-[3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl]quinazolin-4-one; trans-3-(beta-Keto-gamma-(3-hydroxy-2-piperidyl)propyl)-4-quinazolone; 4(3H)-Quinazolinone, 3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, (2S-trans)-; 9SF
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Species Origin Dichroa febrifuga ...     Click to Show/Hide
Dichroa febrifuga
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Cornales
Family: Hydrangeaceae
Genus: Hydrangea
Species: Dichroa febrifuga
Disease Blastomycosis [ICD-11: 1F22] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C16H19N3O3
PubChem CID
9851692
Canonical SMILES
C1CC(C(NC1)CC(=O)CN2C=NC3=CC=CC=C3C2=O)O
InChI
1S/C16H19N3O3/c20-11(8-14-15(21)6-3-7-17-14)9-19-10-18-13-5-2-1-4-12(13)16(19)22/h1-2,4-5,10,14-15,17,21H,3,6-9H2/t14-,15+/m1/s1
InChIKey
FWVHWDSCPKXMDB-CABCVRRESA-N
CAS Number
CAS 24159-07-7
Herb ID
HBIN026417
SymMap ID
SMIT15387
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Chloroquine      Malaria     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
                    In-vivo Model Mice were infected intraperitoneally with parasitized erythro-cytes.
                    Experimental
                    Result(s)
Malaria parasites in the mice given chloroquine plus alkaloids decreased on day 6 and then were not detected by a microscopic examination during observation period.
References
Reference 1 [Effect of polyoxyethylene (20) sorbitan trioleate (tween 85) on E-rosette formation (in vitro) in blastomatosis patients]. Eksp Med Morfol. 1985;24(3):30-6.
Reference 2 Combination effects of chloroquine with the febrifugine and isofebrifugine mixture against a blood-induced infection with chloroquine-resistant Plasmodium berghei NK65 in ICR mice. Phytother Res. 2003 Dec;17(10):1234-6.
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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