CAS 61281-37-6|Schizandrin B

Introduction：Basic information about CAS 61281-37-6|Schizandrin B, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Schizandrin B BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Customs
7. Synonyms

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	/
MSDS	/	Flash Point	220.4±30.0 °C

Names

Name	Schisandrin B
Synonym	More Synonyms

Schizandrin B BiologicalActivity

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	Signaling Pathways >>Autophagy >>AutophagyResearch Areas >>Neurological DiseaseNatural Products >>Phenylpropanoids
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.

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

Signaling Pathways >>Autophagy >>AutophagyResearch Areas >>Neurological DiseaseNatural Products >>Phenylpropanoids

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
InChIKey	RTZKSTLPRTWFEV-OLZOCXBDSA-N
SMILES	COc1cc2c(c(OC)c1OC)-c1c(cc3c(c1OC)OCO3)CC(C)C(C)C2

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

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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