Sauchinone
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Sauchinone
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CAS No:
177931-17-8
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Formula:
C20H20O6
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Chemical Name:
Sauchinone
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Synonyms:
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)-;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-,(5aα,7α,8β,8aβ,14aS*,14bβ)-;(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;Sauchinone
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CAS No:
Description
Sauchinone is a diastereomeric lignan isolated from Saururus chinensis (Saururaceae). Sauchinone inhibits LPS-inducible iNOS, TNF-α and COX-2 expression through suppression of I-κBα phosphorylation and p65 nuclear translocation. Sauchinone has anti-inflammatory and antioxidant activity[1].
Characteristics
63.2
3.81
white to beige
1.43±0.1 g/cm3 (20 ºC 760 Torr)
224-226 °C
498.1±45.0 °C(Predicted)
220.3±28.8 °C
1.643
DMSO: soluble5mg/mL, clear (warmed)
2-8°C
Sauchinone Use and Manufacturing
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.
Computed Properties
Molecular Weight:356.4
XLogP3:2.8
Hydrogen Bond Acceptor Count:6
Exact Mass:356.12598835
Monoisotopic Mass:356.12598835
Topological Polar Surface Area:63.2
Heavy Atom Count:26
Complexity:675
Defined Atom Stereocenter Count:6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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