Schizandrin B

Modify Date: 2024-01-05 17:15:54

Schizandrin B Structure
Schizandrin B structure
 Common Name Schizandrin B
CAS Number 61281-37-6 Molecular Weight 400.465
Density 1.1±0.1 g/cm3 Boiling Point 545.0±50.0 °C at 760 mmHg
Molecular Formula C23H28O6 Melting Point N/A
MSDS N/A Flash Point 220.4±30.0 °C

 Use of Schizandrin B


Schisandrin B(Wuweizisu-B) is a dibenzocyclooctadiene derivative isolated from Fructus Schisandrae, has been shown to produce antioxidant effect on rodent liver and heart.IC50 value:Target: in vitro: Schisandrin B exhibits anti-inflammatory activity through modulation of the redox-sensitive transcription factors Nrf2 and NF-κB. SB inhibited mitogen-induced proliferation and cytokine secretion by lymphocytes [1]. Sch B can protect neuronal cells against oxidative challenge, presumably by functioning as a hormetic agent to sustain cellular redox homeostasis and mitoenergetic capacity in neuronal cells [2]. Sch B exerted significant neuroprotective effects against microglial-mediated inflammatory injury in microglia-neuron co-cultures. Sch B significantly downregulated pro-inflammatory cytokines, including nitrite oxide (NO), tumor necrosis factor (TNF)-α, prostaglandin E(2) (PGE(2)), interleukin (IL)-1β and IL-6 [3]. Sch B could inhibit TGF-β induced EMT of 4T1 cells and of primary human breast cancer cells [4].in vivo: Similar anti-inflammatory effects of SB on lymphocyte proliferation and cytokine secretion were also observed in vivo [1]. Treatment with Sch B in CsA-treated mice significantly suppressed the elevation of blood urea nitrogen (BUN) and serum creatinine levels and attenuated the histopathological changes. Additionally, Sch B also decreased renal MDA levels and increased GSH levels in CsA-treated mice [5].

 Names

Name Schisandrin B
Synonym More Synonyms

 Schizandrin B Biological Activity

Description Schisandrin B(Wuweizisu-B) is a dibenzocyclooctadiene derivative isolated from Fructus Schisandrae, has been shown to produce antioxidant effect on rodent liver and heart.IC50 value:Target: in vitro: Schisandrin B exhibits anti-inflammatory activity through modulation of the redox-sensitive transcription factors Nrf2 and NF-κB. SB inhibited mitogen-induced proliferation and cytokine secretion by lymphocytes [1]. Sch B can protect neuronal cells against oxidative challenge, presumably by functioning as a hormetic agent to sustain cellular redox homeostasis and mitoenergetic capacity in neuronal cells [2]. Sch B exerted significant neuroprotective effects against microglial-mediated inflammatory injury in microglia-neuron co-cultures. Sch B significantly downregulated pro-inflammatory cytokines, including nitrite oxide (NO), tumor necrosis factor (TNF)-α, prostaglandin E(2) (PGE(2)), interleukin (IL)-1β and IL-6 [3]. Sch B could inhibit TGF-β induced EMT of 4T1 cells and of primary human breast cancer cells [4].in vivo: Similar anti-inflammatory effects of SB on lymphocyte proliferation and cytokine secretion were also observed in vivo [1]. Treatment with Sch B in CsA-treated mice significantly suppressed the elevation of blood urea nitrogen (BUN) and serum creatinine levels and attenuated the histopathological changes. Additionally, Sch B also decreased renal MDA levels and increased GSH levels in CsA-treated mice [5].
Related Catalog
References

[1]. Checker R, et al. Schisandrin B exhibits anti-inflammatory activity through modulation of the redox-sensitive transcription factors Nrf2 and NF-κB. Free Radic Biol Med. 2012 Oct 1;53(7):1421-30.

[2]. Lam PY, et al. Schisandrin B as a hormetic agent for preventing age-related neurodegenerative diseases. Oxid Med Cell Longev. 2012;2012:250825.

[3]. Zeng KW, et al. Schisandrin B exerts anti-neuroinflammatory activity by inhibiting the Toll-like receptor 4-dependent MyD88/IKK/NF-κB signaling pathway in lipopolysaccharide-induced microglia. Eur J Pharmacol. 2012 Oct 5;692(1-3):29-37.

[4]. Liu Z, et al. Schisandrin B attenuates cancer invasion and metastasis via inhibiting epithelial-mesenchymal transition. PLoS One. 2012;7(7):e40480.

[5]. Zhu S, et al. Protective effect of schisandrin B against cyclosporine A-induced nephrotoxicity in vitro and in vivo. Am J Chin Med. 2012;40(3):551-66.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 545.0±50.0 °C at 760 mmHg
Molecular Formula C23H28O6
Molecular Weight 400.465
Flash Point 220.4±30.0 °C
Exact Mass 400.188599
PSA 55.38000
LogP 6.46
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.543

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DE8396500
CHEMICAL NAME :
Benzo(3,4)cycloocta(1,2-f)(1,3)benzodioxole, 5,6,7,8-tetrahydro-1,2,3,13-tetramethoxy-6,7-di methyl-, stereoisomer
CAS REGISTRY NUMBER :
61281-37-6
LAST UPDATED :
199309
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C23-H28-O6
MOLECULAR WEIGHT :
400.51
WISWESSER LINE NOTATION :
T D5 B686 EO GO FH&&T&J CO1 L1 M1 QO1 RO1 SO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2 gm/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex)
REFERENCE :
CMJODS Chinese Medical Journal (Beijing, English Edition). (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1975- Adopted vol. no. 92 in 1979. Volume(issue)/page/year: 93,41,1980

 Safety Information

Hazard Codes Xi
HS Code 2942000000

 Synthetic Route

myristicin aldehyde structure

myristicin aldehyde

CAS#:5780-07-4

~%

Schizandrin B Structure

Schizandrin B

CAS#:61281-37-6

Literature: Heterocycles, , vol. 37, # 2 p. 739 - 742
(R)-dihydro-4-(3,4,5-trimethoxybenzyl)furan-2(3H)-one structure

(R)-dihydro-4-(...

CAS#:76763-88-7

~%

Schizandrin B Structure

Schizandrin B

CAS#:61281-37-6

Literature: Heterocycles, , vol. 37, # 2 p. 739 - 742
N/A structure

N/A

CAS#:161906-44-1

~%

Schizandrin B Structure

Schizandrin B

CAS#:61281-37-6

Literature: Heterocycles, , vol. 37, # 2 p. 739 - 742

 Precursor & DownStream

Precursor  2

DownStream  0

 Customs

HS Code 2942000000

 Synonyms

Benzo[3',4']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxole, 5,6,7,8-tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethyl-
MFCD00210555
GEMA-SCHIZANDRIN
1,2,3,13-Tetramethoxy-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[3',4']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxole
Schisandrin B
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