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Natural Product (NP) Details

General Information of the NP (ID: NP2528)
Name
Alpha solanine
Synonyms
alpha-Solanine; 20562-02-1; alpha-Solanin; MLS000517299; MLS001074921; CHEBI:9188; MFCD00077873; SOLANINE; SMR000127418; 51938-42-2; Solanin; Prestwick3_000640; alpha-Solanine with HPLC; 1,4-butanedioldimethacrylate; BSPBio_000640; BPBio1_000704; CHEMBL1392894; BDBM89803; cid_9549171; HMS2096P22; HMS2268G17; HY-N6602; ZINC254003405; NCGC00179493-01; NCGC00179493-03; AS-74952; AB00513871; alpha-Solanine, from potato sprouts, >=95%; CS-0034333; SR-01000721955; J-013423; SR-01000721955-4; BRD-K70881766-001-02-3; (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,7S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol; beta-D-Galactopyranoside, (3beta)-solanid-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-->2)-O-[beta-D-glucopyranosyl-(1-->3)]-; solanid-5-en-3beta-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-galactopyranoside
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Species Origin Solanum tuberosum ...     Click to Show/Hide
Solanum tuberosum
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Solanales
Family: Solanaceae
Genus: Solanum
Species: Solanum tuberosum
Disease Liver cysts? [ICD-11: DB99] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C45H73NO15
PubChem CID
9549171
Canonical SMILES
CC1CCC2C(C3C(N2C1)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C
InChI
1S/C45H73NO15/c1-19-6-9-27-20(2)31-28(46(27)16-19)15-26-24-8-7-22-14-23(10-12-44(22,4)25(24)11-13-45(26,31)5)57-43-40(61-41-37(54)35(52)32(49)21(3)56-41)39(34(51)30(18-48)59-43)60-42-38(55)36(53)33(50)29(17-47)58-42/h7,19-21,23-43,47-55H,6,8-18H2,1-5H3/t19-,20+,21-,23-,24+,25-,26-,27+,28-,29+,30+,31-,32-,33+,34-,35+,36-,37+,38+,39-,40+,41-,42-,43+,44-,45-/m0/s1
InChIKey
ZGVSETXHNHBTRK-UDJLNJFBSA-N
CAS Number
CAS 20562-02-1
ChEBI ID
CHEBI:9188
Herb ID
HBIN044303
SymMap ID
SMIT00741
TCMSP ID
MOL008735
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Cisplatin      Bladder 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 BCL-2  Molecule Info 
Pathway MAP
Up-regulation Cleavage CASP3  Molecule Info 
Pathway MAP
Up-regulation Cleavage CASP7  Molecule Info 
Pathway MAP
Up-regulation Expression TRAIL-R1  Molecule Info 
Pathway MAP
Up-regulation Expression TRAIL-R2  Molecule Info 
Pathway MAP
                    Biological
                    Regulation
Induction Cell cycle arrest in G2/M phase
                    In-vitro Model Hep-G2 CVCL_0027 Hepatocellular carcinoma Homo sapiens
                    Experimental
                    Result(s)
Synergistic Effect of alpha-Solanine and Cisplatin Induces apoptosis and enhances cell cycle arrest in human hepatocellular carcinoma cells.
          5-fluorouracil + Cisplatin     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 [3]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation
Down-regulation Expression BIRC5  Molecule Info 
Pathway MAP
                    In-vitro Model EC9706 CVCL_E307 Esophageal squamous cell carcinoma Homo sapiens
KYSE-30 CVCL_1351 Esophageal squamous cell carcinoma Homo sapiens
                    In-vivo Model EC9706 cells (5*106), which were labeled with firefly luciferase, were subcutaneously inoculated into the armpit of the right forelimb of 6-week-old female BALB/c nude mice.
                    Experimental
                    Result(s)
Alpha-solanine enhances the chemosensitivity of esophageal cancer cells by inducing microRNA 138 expression.
References
Reference 1 Efficacy of chlorhexidine gluconate during surgery for hydatid cyst. World J Surg. 2009 Jun;33(6):1274-80.
Reference 2 Synergistic Effect of Alpha-Solanine and Cisplatin Induces Apoptosis and Enhances Cell Cycle Arrest in Human Hepatocellular Carcinoma Cells. Anticancer Agents Med Chem. 2019;19(18):2197-2210.
Reference 3 Alpha-solanine enhances the chemosensitivity of esophageal cancer cells by inducing microRNA?138 expression. Oncol Rep. 2018 Mar;39(3):1163-1172.
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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