Name | Schisandrin C |
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Synonyms |
(6R,7S)-13,14-dimethoxy-6,7-dimethyl-5,6,7,8-tetrahydro[1,3]benzodioxolo[5',6':3,4]cycloocta[1,2-f][1,3]benzodioxole (non-preferred name)
1,3-Benzodioxolo[5',6':3,4]cycloocta[1,2-f][1,3]benzodioxole, 5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-, (6R,7S)- 13,14-Dimethoxy-6,7-dimethyl-5,6,7,8-tetrahydro[1,3]benzodioxolo[5',6':3,4]cycloocta[1,2-f][1,3]benzodioxole 1,3-Benzodioxolo[5',6':3,4]cycloocta[1,2-f][1,3]benzodioxole, 5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl- Cycloocta(1,2-f:3,4-f')bis(1,3)benzodioxole 5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-, (6R,7S,13aS)- Schisandrin C (6R,7S)-13,14-Dimethoxy-6,7-dimethyl-5,6,7,8-tetrahydro[1,3]benzodioxolo[5',6':3,4]cycloocta[1,2-f][1,3]benzodioxole |
Description | Schisandrin C is a phytochemical lignan isolated from Schizandra chinensis Baill; shows anticancer-effects in human leukemia U937 cells.IC50 value:Target: in vitro: Schisandrin C inhibited cell growth in a dose-dependent manner, which was associated with the induction of G1 arrest of the cell cycle and apoptosis. Schisandrin C induced G1 arrest was correlated with down-regulation of cyclin D1, cyclin E, cyclin-dependent kinase (Cdk) 4 and E2Fs expression, inhibition of phosphorylation of retinoblastoma protein (pRB), and up-regulation of the Cdk inhibitor p21(WAF1/CIP1). In addition, schisandrin C-induced apoptosis was associated with down-regulation of expression of the anti-apoptotic proteins Bcl-2 and Bcl-xL, proteolytic activation of caspase-3 and -9, and a concomitant degradation of poly(ADP-ribose) polymerase (PARP). Furthermore, schisandrin C-induced apoptosis was significantly inhibited by a caspase-3 specific inhibitor z-DEVD-fmk [1]. Schisandrin C was found to reduce nitric oxide (NO) production from LPS-stimulated Raw 264.7 cells. Pre-treatment of Raw 264.7 cells with gomisin J, gomisin N, or schisandrin C reduced the expression of mRNA and the secretion of pro-inflammatory cytokines [2]. |
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Related Catalog | |
References |
Density | 1.2±0.1 g/cm3 |
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Boiling Point | 549.2±50.0 °C at 760 mmHg |
Melting Point | 122-123ºC |
Molecular Formula | C22H24O6 |
Molecular Weight | 384.422 |
Flash Point | 226.7±30.0 °C |
Exact Mass | 384.157288 |
PSA | 55.38000 |
LogP | 7.05 |
Vapour Pressure | 0.0±1.4 mmHg at 25°C |
Index of Refraction | 1.573 |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
|
Symbol |
GHS07, GHS09 |
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Signal Word | Warning |
Hazard Statements | H302-H410 |
Precautionary Statements | P273-P501 |
Hazard Codes | Xi |
RIDADR | UN 3077 9 / PGIII |
RTECS | GX9500000 |
~% 61301-33-5 |
Literature: Chemical and Pharmaceutical Bulletin, , vol. 33, # 9 p. 3599 - 3607 |
Precursor 1 | |
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DownStream 0 |