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Dehydroandrographolide

Names

[ CAS No. ]:
134418-28-3

[ Name ]:
Dehydroandrographolide

[Synonym ]:
(3E)-4-Hydroxy-3-{2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydronaphthalen-1-yl]ethylidene}furan-2(3H)-one
Dehydroanddrographolide
2(3H)-Furanone,3-[2-[(1S,4aS,5R,6R,8aS)-decahydro
DEOXY-11,12-DIDEHYDROANDROGRAPHOLIDE
(3E)-4-Hydroxy-3-{2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydro-1-naphthalenyl]ethylidene}-2(3H)-furanone
Dehydroandrographoline
6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]-,(3E)
ANDROGRAPHOLIDE,DEHYDRO
2(3H)-Furanone, 3-[2-[(1R,4aS,5R,6R,8aS)-decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]-4-hydroxy-, (3E)-
14-Deoxy-11-dehydroandrographolide
Dehydrographkide

Biological Activity

[Description]:

Dehydroandrographolide is extracted from herbal medicine Andrographis paniculata (Burm f) Nees; alleviate oxidative stress in LPS-induced acute lung injury possibly by inactivating iNOS.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Influenza Virus
Natural Products >> Terpenoids and Glycosides
Research Areas >> Infection

[References]

[1]. Chen Q, et al. Pharmacokinetics and tolerance of dehydroandrographolide succinate injection after intravenous administration in healthy Chinese volunteers. Acta Pharmacol Sin. 2012 Oct;33(10):1332-6.

[2]. Chao WW, et al. Isolation and identification of bioactive compounds in Andrographis paniculata (Chuanxinlian). Chin Med. 2010 May 13;5:17.

[3]. Basak A, et al. Inhibition of proprotein convertases-1, -7 and furin by diterpines of Andrographis paniculata and their succinoyl esters. Biochem J. 1999 Feb 15;338 ( Pt 1):107-13.

[4]. Zhu T, et al. Dehydroandrographolide succinate inhibits oxidative stress in mice with lipopolysaccharide-induced acute lung injury by inactivating iNOS. Nan Fang Yi Ke Da Xue Xue Bao. 2012 Sep;32(9):1238-41.

[5]. Chen H, et al. Synthesis, structure-activity relationships and biological evaluation of dehydroandrographolide and andrographolide derivatives as novel anti-hepatitis B virus agents. Bioorg Med Chem Lett. 2014 May 15;24(10):2353-9.


[Related Small Molecules]

Baloxavir | Pimodivir | KIN1148 | Zanamivir | Arbidol HCl | Nucleozin | Theaflavin | Desaminotyrosine | Peramivir Trihydrate | RIG-1 modulator 1 | Rimantadine Hydrochloride | Sodium copper chlorophyllin | SP187 | M2 ion channel blocker | Moroxydine (hydrochloride)

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
512.8±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C20H28O4

[ Molecular Weight ]:
332.43

[ Flash Point ]:
178.3±23.6 °C

[ PSA ]:
86.99000

[ LogP ]:
2.97

[ Vapour Pressure ]:
0.0±3.0 mmHg at 25°C

[ Index of Refraction ]:
1.584

Safety Information

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
LU3490300

Related Compounds