19-[(beta-D-glucopyrasyl)oxy]-19-oxo-ent-labda-8(17),13-dien-16,15-olide

Names

[ CAS No. ]:
919120-78-8

[ Name ]:
19-[(beta-D-glucopyrasyl)oxy]-19-oxo-ent-labda-8(17),13-dien-16,15-olide

[Synonym ]:
1-O-({(1R,4aS,5R)-1,4a-Dimethyl-6-methylene-5-[2-(2-oxo-2,5-dihydro-3-furanyl)ethyl]decahydro-1-naphthalenyl}carbonyl)-β-D-glucopyranose
β-D-Glucopyranose, 1-O-[[(1S,4aR,5S,8aR)-5-[2-(2,5-dihydro-2-oxo-3-furanyl)ethyl]decahydro-1,4a-dimethyl-6-methylene-1-naphthalenyl]carbonyl]-
β-D-Glucopyranose, 1-O-[[(1R,4aS,5R)-5-[2-(2,5-dihydro-2-oxo-3-furanyl)ethyl]decahydro-1,4a-dimethyl-6-methylene-1-naphthalenyl]carbonyl]-
1-O-({(1S,4aR,5S,8aR)-1,4a-Dimethyl-6-methylene-5-[2-(2-oxo-2,5-dihydro-3-furanyl)ethyl]decahydro-1-naphthalenyl}carbonyl)-β-D-glucopyranose

Biological Activity

[Description]:

19-[(β-D-Glucopyranosyl)oxy]-19-oxo-ent-labda-8(17),13-dien-16,15-olide, the metabolite of Neoandrographolide, inhibits nitric oxide (NO) production in lipopolysaccharide-activated macrophages[1].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> NO Synthase

Research Areas >> Inflammation/Immunology

[References]

[1]. Yixiong Wang, et al. Microbial transformation of neoandrographolide by Mucor spinosus (AS 3.2450). Journal of Molecular Catalysis B: Enzymatic. Volume 68, Issue 1, January 2011, Pages 83-88.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
667.6±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₆H₃₈O₉

[ Molecular Weight ]:
494.574

[ Flash Point ]:
219.6±25.0 °C

[ Exact Mass ]:
494.251587

[ PSA ]:
142.75000

[ LogP ]:
3.39

[ Vapour Pressure ]:
0.0±4.6 mmHg at 25°C

[ Index of Refraction ]:
1.583

Safety Information

[ Hazard Codes ]:
Xi