Schisandrol A

Modify Date: 2025-08-20 16:51:04

Schisandrol A Structure
Schisandrol A structure
 Common Name Schisandrol A
CAS Number 7432-28-2 Molecular Weight 432.507
Density 1.1±0.1 g/cm3 Boiling Point 576.7±50.0 °C at 760 mmHg
Molecular Formula C24H32O7 Melting Point 128-129ºC
MSDS Chinese USA Flash Point 302.6±30.1 °C
Symbol GHS07 GHS09
GHS07, GHS09		 Signal Word Warning

 Use of Schisandrol A


Schisandrin has various therapeutic effects on a range of medical conditions such as anti-asthmatic, anti-cancer, and anti-inflammatory effects.IC50 value:Target:in vitro: Sch inhibited the pro-fibrotic activity of TGF-β1 in AML12 cells; thus, it suppressed the accumulation of ECM proteins. Also, Sch inhibited the EMT as assessed by reduced expression of vimentin and fibronectin, and increased E-cadherin and ZO-1 in TGF-β1 induced AML12 cells. Sch reduced TGF-β1-mediated phosphorylation of Smad2/3 and Smad3/4 DNA binding activity. On the other hand, Sch reduced TGF-β1-induced ERK1/2 and PI3K/Akt phosphorylation in the non-Smad pathway [1]. the anti-inflammatory properties of schisandrin result from the inhibition of nitric oxide (NO) production, prostaglandin E(2) (PGE(2)) release, cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS) expression, which in turn results from the inhibition of nuclear factor-kappaB (NF-kappaB), c-Jun N-terminal kinase (JNK) and p38 mitogen-activated protein kinase (MAPK) activities in a RAW 264.7 macrophage cell line [2].

 Names

Name Schisandrin
Synonym More Synonyms

 Schisandrol A Biological Activity

Description Schisandrin has various therapeutic effects on a range of medical conditions such as anti-asthmatic, anti-cancer, and anti-inflammatory effects.IC50 value:Target:in vitro: Sch inhibited the pro-fibrotic activity of TGF-β1 in AML12 cells; thus, it suppressed the accumulation of ECM proteins. Also, Sch inhibited the EMT as assessed by reduced expression of vimentin and fibronectin, and increased E-cadherin and ZO-1 in TGF-β1 induced AML12 cells. Sch reduced TGF-β1-mediated phosphorylation of Smad2/3 and Smad3/4 DNA binding activity. On the other hand, Sch reduced TGF-β1-induced ERK1/2 and PI3K/Akt phosphorylation in the non-Smad pathway [1]. the anti-inflammatory properties of schisandrin result from the inhibition of nitric oxide (NO) production, prostaglandin E(2) (PGE(2)) release, cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS) expression, which in turn results from the inhibition of nuclear factor-kappaB (NF-kappaB), c-Jun N-terminal kinase (JNK) and p38 mitogen-activated protein kinase (MAPK) activities in a RAW 264.7 macrophage cell line [2].
Related Catalog
References

[1]. Park JH, et al. Schizandrin inhibits fibrosis and epithelial-mesenchymal transition in transforming growth factor-β1-stimulated AML12 cells. Int Immunopharmacol. 2015 Apr;25(2):276-84.

[2]. Guo LY, et al. Anti-inflammatory effects of schisandrin isolated from the fruit of Schisandra chinensis Baill. Eur J Pharmacol. 2008 Sep 4;591(1-3):293-9.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 576.7±50.0 °C at 760 mmHg
Melting Point 128-129ºC
Molecular Formula C24H32O7
Molecular Weight 432.507
Flash Point 302.6±30.1 °C
Exact Mass 432.214813
PSA 75.61000
LogP 4.18
Vapour Pressure 0.0±1.7 mmHg at 25°C
Index of Refraction 1.535
InChIKey YEFOAORQXAOVJQ-PUCHIXIPSA-N
SMILES COc1cc2c(c(OC)c1OC)-c1c(cc(OC)c(OC)c1OC)CC(C)(O)C(C)C2
Storage condition room temp
Water Solubility DMSO: ≥13mg/mL

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
HP1626000
CHEMICAL NAME :
Dibenzo(a,c)cycloocten-6-ol, 5,6,7,8-tetrahydro-6,7-dimethyl-1,2 3,10,11,12-hexamethoxy-, stereoisomer
CAS REGISTRY NUMBER :
7432-28-2
LAST UPDATED :
199106
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C24-H32-O7
MOLECULAR WEIGHT :
432.56
WISWESSER LINE NOTATION :
L B686&T&J CO1 DO1 EO1 IQ I1 J1 NO1 OO1 PO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1448 mg/kg
TOXIC EFFECTS :
Autonomic Nervous System - smooth muscle relaxant (mechanism undefined, spasmolytic) Lungs, Thorax, or Respiration - other changes Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 101,1030,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
518 mg/kg
TOXIC EFFECTS :
Autonomic Nervous System - smooth muscle relaxant (mechanism undefined, spasmolytic) Lungs, Thorax, or Respiration - other changes Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 101,1030,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1861 mg/kg
TOXIC EFFECTS :
Behavioral - sleep Behavioral - somnolence (general depressed activity) Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 101,1030,1981

 Safety Information

Symbol GHS07 GHS09
GHS07, GHS09
Signal Word Warning
Hazard Statements H302-H400
Precautionary Statements P301 + P312 + P330
Hazard Codes Xn,N
Risk Phrases 22-50/53
Safety Phrases 60-61
RIDADR UN 3077 9 / PGIII
Hazard Class 9.0
HS Code 2932999099

 Precursor & DownStream

Precursor  0

DownStream  2

 Customs

HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles29

More Articles
Effects of acupuncture at ST36 on pharmacokinetics of Schisandra lignans in rats.

Acupunct. Med. 33 , 223-9, (2015)

To investigate the influence of acupuncture at ST36 on the pharmacokinetics of Schisandra lignans including schisandrin, deoxyschisandrin and schisandrin B after intragastric administration of Schisan...

Comparative pharmacokinetics and tissue distribution profiles of lignan components in normal and hepatic fibrosis rats after oral administration of Fuzheng Huayu recipe.

J. Ethnopharmacol. 166 , 305-12, (2015)

Fuzheng Huayu recipe (FZHY) is formulated on the basis of Chinese medicine theory in treating liver fibrosis.To illuminate the influence of the pathological state of liver fibrosis on the pharmacokine...

The Lignan-containing Extract of Schisandra chinensis Berries Inhibits the Growth of Chlamydia pneumonia.

Nat. Prod. Commun. 10 , 1001-4, (2015)

The purpose of this study was to investigate the effect and selectivity of an extract of Schisandra chinensis berries against Chlamydia pneumoniae and C. trachomatis. Among the ethnopharmacological us...

 Schisandrol ABioassay

View more

Name: Primary cell-based high-throughput screening assay for identification of compounds th...
Source: Johns Hopkins Ion Channel Center
Target: regulator of G-protein signaling 4 isoform 2 [Homo sapiens]
External Id: JHICC_RGS_Act_HTS
Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
Name: QFRET-based biochemical primary high throughput screening assay to identify exosite i...
Source: The Scripps Research Institute Molecular Screening Center
Target: disintegrin and metalloproteinase domain-containing protein 17 preproprotein [Homo sapiens]
External Id: ADAM17_INH_QFRET_1536_1X%INH PRUN
Name: Antioxidant activity in human HL60 cells assessed as inhibition of TPA-stimulated hyd...
Source: ChEMBL
Target: HL-60
External Id: CHEMBL977837
Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
Name: uHTS identification of small molecule activators of the adaptive arm of the Unfolded ...
Source: Burnham Center for Chemical Genomics
Target: N/A
External Id: BCCG-A405-UPR-XBP1-PrimaryAgonist-Assay
Name: Cytotoxicity against human BT549 cells upto 48 uM
Source: ChEMBL
Target: BT-549
External Id: CHEMBL977843
Name: Cytotoxicity against human KB cells upto 48 uM
Source: ChEMBL
Target: KB
External Id: CHEMBL977842
Name: Antiinflammatory activity against LPS-induced prostaglandin E2 production in mouse ma...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL977845
Name: Cytotoxicity against human SKOV3 cells upto 48 uM
Source: ChEMBL
Target: SK-OV-3
External Id: CHEMBL977844
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 Synonyms

Schizandrin
Schisandrol A
schizandra
1,2,3,10,11,12-Hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulen-6-ol
Schisandrol
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