53859-06-6

53859-06-6 structure

Name: Desoxo-narchinol A
Chemical Name: (4R,4aS,5R)-4-Hydroxy-4a,5-dimethyl-4a,5,6,7-tetrahydro-1(4H)-naphthalenone
CAS Number: 53859-06-6
Molecular Formula: C₁₂H₁₆O₂
Molecular Weight: 192.25
Catalog: Signaling Pathways Immunology/Inflammation COX
Create Date: 2018-06-13 20:33:27
Modify Date: 2024-01-12 16:41:17
Desoxo-narchinol A is an orally active and potent anti-inflammatory agent. Desoxo-narchinol A can be isolated from the roots and rhizomes of Nardostachys jatamansi. Desoxo-narchinol A can be used for septic shock and inflammatory diseases research[1][2][3].

Name	(4R,4aS,5R)-4-Hydroxy-4a,5-dimethyl-4a,5,6,7-tetrahydro-1(4H)-naphthalenone
Synonyms	1(4H)-Naphthalenone, 4a,5,6,7-tetrahydro-4-hydroxy-4a,5-dimethyl-, (4R,4aS,5R)- (4R,4aS,5R)-4-Hydroxy-4a,5-dimethyl-4a,5,6,7-tetrahydro-1(4H)-naphthalenone

Description	Desoxo-narchinol A is an orally active and potent anti-inflammatory agent. Desoxo-narchinol A can be isolated from the roots and rhizomes of Nardostachys jatamansi. Desoxo-narchinol A can be used for septic shock and inflammatory diseases research[1][2][3].
Related Catalog	Research Areas >> Infection Signaling Pathways >> Immunology/Inflammation >> NO Synthase Research Areas >> Inflammation/Immunology Signaling Pathways >> Immunology/Inflammation >> COX Signaling Pathways >> Immunology/Inflammation >> PGE synthase
In Vitro	Desoxo-narchinol A inhibits tissue injury and production of pro-inflammatory cytokines, such as IL-1β, IL-6, and TNF-α, in the liver and lung[2]. Desoxo-narchinol A (0-500 nM, 24 h) inhibits the production of inflammatory mediators, such as iNOS and its derivative NO, COX-2, PGE2, IL-1β, IL-6 and TNF-α and H3 protein acetylation in murine peritoneal macrophages[2]. Desoxo-narchinol A inhibits LPS-induced activation of p38 in murine macrophages[2].
In Vivo	Desoxo-narchinol A (0-0.5 mg/kg, IP, once) dramatically reduced mortality in a murine LPS-induced endotoxin shock model[2]. Desoxo-narchinol A (50 mg/kg, PO, once) shows the oral bioavailability of 18.1% in rats and 28.4% in mice[3]
References	[1]. Itokawa H, et al. Cytotoxic sesquiterpenes from Nardostachys chinensis. Chem Pharm Bull (Tokyo). 1993 Jun;41(6):1183-4. [2]. Shin JY, et al. Anti-inflammatory effect of desoxo-narchinol-A isolated from Nardostachys jatamansi against lipopolysaccharide. Int Immunopharmacol. 2015 Dec;29(2):730-738. [3]. Thapa SK, Upadhyay M, Kim TH, Shin S, Park SJ, Shin BS. Liquid Chromatography-Tandem Mass Spectrometry of Desoxo-Narchinol a and Its Pharmacokinetics and Oral Bioavailability in Rats and Mice. Molecules. 2019 May 28;24(11):2037.

Density	1.1±0.1 g/cm3
Boiling Point	345.0±31.0 °C at 760 mmHg
Molecular Formula	C₁₂H₁₆O₂
Molecular Weight	192.25
Flash Point	146.9±17.4 °C
Exact Mass	192.115036
LogP	1.95
Vapour Pressure	0.0±1.7 mmHg at 25°C
Index of Refraction	1.549
Storage condition	2-8℃

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