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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H32O6
Molecular Weight 416.5073
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 A

SMILES

COC1=C(OC)C(OC)=C2C(C[C@H](C)[C@H](C)CC3=CC(OC)=C(OC)C(OC)=C23)=C1

InChI

InChIKey=JEJFTTRHGBKKEI-OKILXGFUSA-N
InChI=1S/C24H32O6/c1-13-9-15-11-17(25-3)21(27-5)23(29-7)19(15)20-16(10-14(13)2)12-18(26-4)22(28-6)24(20)30-8/h11-14H,9-10H2,1-8H3/t13-,14+

HIDE SMILES / InChI

Molecular Formula C24H32O6
Molecular Weight 416.5073
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 A is a bioactive lignan occurring in the fruits of plants of the Schisandra genus that have traditionally been used in Korea for treating various inflammatory diseases. Schisandrin A inhibits dengue viral replication via upregulating antiviral interferon responses through STAT signaling pathway. Schisandrin A represents a potential antiviral agent to block DENV replication in vitro and in vivo. Schisandrin A has been widely reported as being very effective for the treatment of liver disease. The hepatoprotective mechanisms of schisandrin A may include activation of autophagy flux and inhibition of apoptosis.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
28.1 µM [EC50]
86.41 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Male Sprague-Dawley rats were intragastrically administered with varied doses of Schisandrin A (8 mg/kg or 16 mg/kg or 32 mg/kg) or 75 mg/kg ketoconazole for three consecutive days.
Route of Administration: Intragastric
In Vitro Use Guide
The DENV-infected Huh-7 cells were treated with 30 or 40 uM of schisandrin A for 3 days. The RT-qPCR results revealed that schisandrin A can block the replication of the four serotypes of DENV in a concentration-dependent manner.
Substance Class Chemical
Record UNII
74XQL5DO3S
Record Status Validated (UNII)
Record Version