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Schisanhenol

Names

[ CAS No. ]:
69363-14-0

[ Name ]:
Schisanhenol

[Synonym ]:
(+)-gomisin k3
Dibenzo[a,c]cycloocten-1-ol, 5,6,7,8-tetrahydro-2,3,10,11,12-pentamethoxy-6,7-dimethyl-, (6S,7R)-
HMS2214M09
(6S,7R)-2,3,10,11,12-Pentamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulen-1-ol
UNII:80Y5907NIW

Biological Activity

[Description]:

Schisanhenol is a natural compound solated from Schisandra rubriflora; UGT2B7 UDP-glucuronosyltransferases inhibitor.IC50 value:Target: in vitro: Schisanhenol exhibited strong inhibition toward UGT2B7, with the residual activity to be 7.9% of control activity [1]. The BAECs were cultured with ox-LDL (200 microg/ml) in the presence and absence of Sal (10 and 50 micromol L(- 1)) for 24 h. The cytotoxicity of ox-LDL was evaluated by LDH leakage, cell viability and morphological change. Cell apoptosis was estimated by DNA ladder, chromatin condensation, and flow cytometry assay. The intracellular ROS production was detected by using DCF, a ROS probe, with laser confocal microscopy and flow cytometry. Sal was shown to reduce LDH leakage and increase cell viability. Sal also attenuated ox-LDL-induced BAECs apoptosis as indicated in typical internucleosomal DNA degradation (DNA ladder), condensed chromatin, and the sub-G1 peak appearance in flow cytometry assay [2].in vivo: Sal significantly impeded production of MDA and loss of ATPase activity induced by reoxygenation following anoxia. Oral administration of Sal induced increase of cytosol glutathione-peroxidase of brain in mice under the condition of reoxygenation following anoxia [4].

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Others
Natural Products >> Phenylpropanoids

[References]

[1]. Song JH, et al. Inhibition of UDP-Glucuronosyltransferases (UGTs) Activity by constituents of Schisandra chinensis. Phytother Res. 2015 Jun 18.

[2]. Yu LH, et al. Schisanhenol attenuated ox-LDL-induced apoptosis and reactive oxygen species generation in bovine aorta endothelial cells in vitro. J Asian Nat Prod Res. 2008 Jul-Aug;10(7-8):799-806.

[3]. Wang QY, et al. Schisanhenol derivatives and their biological evaluation against tobacco mosaic virus (TMV). Fitoterapia. 2015 Mar;101:117-24.

[4]. Xue JY, et al. Antioxidant activity of two dibenzocyclooctene lignans on the aged and ischemic brain in rats. Free Radic Biol Med. 1992;12(2):127-35.


[Related Small Molecules]

Captisol | Cyclosporin A | H2DCFDA | 0MPTP hydrochloride | GW4869 | Etomoxir | TD139 | Mitoquinone mesylate | GSK2795039 | JC-1 | BAPTA-AM | AP 20187 | Setanaxib (GKT137831) | D-Luciferin | Crotaline

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
563.9±50.0 °C at 760 mmHg

[ Melting Point ]:
130 °C

[ Molecular Formula ]:
C23H30O6

[ Molecular Weight ]:
402.481

[ Flash Point ]:
294.8±30.1 °C

[ Exact Mass ]:
402.204254

[ PSA ]:
66.38000

[ LogP ]:
5.34

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.536

Safety Information

[ HS Code ]:
2942000000

Synthetic Route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2942000000


Related Compounds