Natural Product (NP) Details

General Information of the NP (ID: NP9453)
Name
Schisandrol A
Synonyms
Schisandrin; Schizandrin; Schizandrol A; 7432-28-2; Wuweizichun A; Wuweizi alcohol A; Schisandrol A; (+)-Schizandrin; 3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaen-9-ol; Schisandrine; MFCD00905761; Schisandrin,(S); SCHEMBL2702845; CHEBI:80900; DTXSID20995843; AKOS015918158; 1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulen-6-ol; AS-17718; DB-055861; FT-0630370; N1884; V1514; C17064; 432S282; Q-100805; 1,2,3,10,11,12-Hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c]cycloocten-6-ol #; Dibenzo(a,c)cycloocten-6-ol, 5,6,7,8-tetrahydro-6,7-dimethyl-1,2 3,10,11,12-hexamethoxy-,stereoisomer
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Species Origin Schisandra chinensis ...     Click to Show/Hide
Schisandra chinensis
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Austrobaileyales
Family: Schisandraceae
Genus: Schisandra
Species: Schisandra chinensis
Disease Hepatocellular carcinoma [ICD-11: 2C12] Investigative [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -4.58
 
MDCK Permeability
 -4.566
 
PAMPA
 - - -
 
HIA
 - - -
 
Distribution
VDss
 0.127
 
PPB
 82.1%
 
BBB
 - - -
 
Metabolism
CYP1A2 inhibitor
 - - -
CYP1A2 substrate
 +++
CYP2C19 inhibitor
 - - -
CYP2C19 substrate
 +++
CYP2C9 inhibitor
 - - -
CYP2C9 substrate
 - -
CYP2D6 inhibitor
 - - -
CYP2D6 substrate
 -
CYP3A4 inhibitor
 +
CYP3A4 substrate
 +++
CYP2B6 inhibitor
 - - -
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 ++
HLM Stability
 - - -
 
Excretion
CLplasma
 5.522
 
T1/2
 1.137
Toxicity
DILI
 -
 
Rat Oral Acute Toxicity
 - -
 
FDAMDD
 +
 
Respiratory
 +
 
Human Hepatotoxicity
 +
 
Ototoxicity
 +
 
Drug-induced Nephrotoxicity
 -
 
Drug-induced Neurotoxicity
 +
 
Hematotoxicity
 -
 
Genotoxicity
 - - -
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C24H32O7
PubChem CID
23915
Canonical SMILES
CC1CC2=CC(=C(C(=C2C3=C(C(=C(C=C3CC1(C)O)OC)OC)OC)OC)OC)OC
InChI
1S/C24H32O7/c1-13-9-14-10-16(26-3)20(28-5)22(30-7)18(14)19-15(12-24(13,2)25)11-17(27-4)21(29-6)23(19)31-8/h10-11,13,25H,9,12H2,1-8H3
InChIKey
YEFOAORQXAOVJQ-UHFFFAOYSA-N
CAS Number
CAS 7432-28-2
ChEBI ID
CHEBI:80900
Herb ID
HBIN043330
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Resistance can be Reversed by This NP
          Doxorubicin      Solid tumour/cancer     Click to Show/Hide the Molecular Data of This Drug
                 Reversing Drug Resistance     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-vitro Model Hep-G2 CVCL_0027 Hepatocellular carcinoma Homo sapiens
                    Experimental
                    Result(s)		 SCH acts by affecting the normal formation and functioning of the Pgp-substrate complexes.
References
Reference 1 Isolation and purification of schisandrol A from the stems of Schisandra chinensis and cytotoxicity against human hepatocarcinoma cell lines. Pharmacogn Mag. Jan-Mar 2015;11(41):131-5.
Reference 2 Schisandrol A from Schisandra chinensis reverses P-glycoprotein-mediated multidrug resistance by affecting Pgp-substrate complexes. Planta Med. 2007 Mar;73(3):212-20.
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