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177931-17-8

177931-17-8 Structure

177931-17-8 Structure
IdentificationBack Directory
[Name]

SAUCHINONE
[CAS]

177931-17-8
[Synonyms]

SAUCHINONE
Sauchinone >=98% (HPLC)
Sauchinone, 98%, from Saururus chinensis (Lour. ) Baill
(5aR,7R,8S,8aR,14aS,14bR)-5a,6,7,8,8a,14b-Hexahydro-7,8-dimethyl-5H-Benzo[kl]bis[1,3]dioxolo[4,5-b:4′,5′-g]xanthen-5-one
(5aα,7α,8β,8aβ,14aS*,14bβ)-5a,6,7,8,8a,14b-Hexahydro-7,8-dimethyl-5H-benzo[kl]bis[1,3]dioxolo[4,5-b:4′,5′-g]xanthen-5-one
(5aR,7R,8S,8aR,14aS,14bR)-7,8-Dimethyl-5a,6,7,8,8a,14b-hexahydro- 5H-benzo[kl]bis[1,3]dioxolo[4,5-b:4',5'-g]xanthen-5-one
5H-Benzo[kl]bis[1,3]dioxolo[4,5-b:4',5'-g]xanthen-5-one, 5a,6,7,8,8a,14b-hexahydro-7,8-dimethyl-, (5aR,7R,8S,8aR,14aS,14bR)-
[Molecular Formula]

C20H20O6
[MDL Number]

MFCD08702698
[MOL File]

177931-17-8.mol
[Molecular Weight]

356.37
Chemical PropertiesBack Directory
[Melting point ]

224-226℃
[Boiling point ]

498.1±45.0 °C(Predicted)
[density ]

1.43±0.1 g/cm3 (20 ºC 760 Torr)
[storage temp. ]

2-8°C
[solubility ]

DMSO: soluble5mg/mL, clear (warmed)
[form ]

powder
[color ]

white to beige
Safety DataBack Directory
[Safety Statements ]

24/25
[WGK Germany ]

3
[HS Code ]

29329990
Hazard InformationBack Directory
[Chemical Properties]

Yellow crystalline powder, easily soluble in methanol and ethyl acetate, derived from Saururus chinensis.
[Uses]

Sauchinone is a lignan first isolated from the aerial parts of S. chinensis, a plant used in Asian medicine for its anti-inflammatory, anti-angiogenic, and anti-nociceptive activities. Sauchinone has numerous effects on isolated cells, including blocking NF-κB activation in LPS-stimulated macrophages, inducing heme oxygenase-1 transcription in endothelial cells, and attenuating oxidative-stress-induced damage in myoblasts. Sauchinone is extensively metabolized in vivo, but intraperitoneal administration significantly reduces myocardial infarct size induced by ischemia/reperfusion in mice.
[Biological Activity]

Sauchinone is an anti-inflammatory and antioxidant lignan isolated from Saururus chinensis a medical plant used for the treatment of feverjaundiceoedema and inflammatory disease in oriental folk medicine. Sauchinone inhibits LPS-inducible iNOS (NOS II)TNF-α and COX-2 expression in macrophages through suppression of IKBα phosphorylation. It appears th at sauchinone protects against myocardial ischemia/reperfusion injury by inhibition of p28 phosphorylation.
Spectrum DetailBack Directory
[Spectrum Detail]

SAUCHINONE(177931-17-8)1HNMR
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