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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H32O7
Molecular Weight 432.5067
Optical Activity UNSPECIFIED
Additional Stereochemistry Yes
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0
Stereo Comments AXIAL, R

SHOW SMILES / InChI
Structure of SCHISANDRIN

SMILES

COC1=CC2=C(C(OC)=C1OC)C3=C(OC)C(OC)=C(OC)C=C3C[C@](C)(O)[C@@H](C)C2

InChI

InChIKey=YEFOAORQXAOVJQ-RZFZLAGVSA-N
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/t13-,24-/m0/s1

HIDE SMILES / InChI

Molecular Formula C24H32O7
Molecular Weight 432.5067
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Schisandrin is a bioactive compound found in Schisandra chinensis. Schisandrin exhibits antioxidant properties and ameliorates ovariectomy-induced memory impairment in rats, and Aβ1-42-induced memory impairment in mice. Schisandrin has an anti-asthmatic effect on OVA-induced airway inflammation in a murine asthma model. The compound inhibits proliferation of breast cancer cell lines at concentrations of 20-100 uM.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
250.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
In a study of cognitive dysfunction in ovariectomized rats schizandrin was administered orally at 10 and 30 mg/kg
Route of Administration: Oral
In Vitro Use Guide
Effect of schisandrin on proliferation of breast cancer cell lines was determined with the sulforhodamine B protein staining method. T47D and MDA-MB-213 cells were treated with 0.8 - 100 uM of schisandrin for 3 days.
Substance Class Chemical
Record UNII
G01BQC0879
Record Status Validated (UNII)
Record Version