Deoxyandrographolide

Modify Date: 2024-01-02 11:26:09

Deoxyandrographolide structure	Common Name	Deoxyandrographolide
	CAS Number	79233-15-1	Molecular Weight	334.450
	Density	1.1±0.1 g/cm3	Boiling Point	511.7±50.0 °C at 760 mmHg
	Molecular Formula	C₂₀H₃₀O₄	Melting Point	N/A
	MSDS	N/A	Flash Point	178.2±23.6 °C

Use of Deoxyandrographolide

Deoxyandrographolide is a natural compound extracted from A. paniculata; potently inhibit the growth of liver (HepG2 and SK-Hep1) and bile duct (HuCCA-1 and RMCCA-1) cancer cells.IC50 value:Target: Anticancer natural compoundin vitro: Treatment with 14-DAG activated AMPK through induction of cyclic AMP-protein kinase A pathway. 14-DAG controlled ethanol-induced hepatosteatosis by interfering with dysregulation of lipid metabolism. In conclusion, our results indicated that 14-DAG was capable of preventing the development of fatty liver through AMPK-mediated regulation of lipid metabolism [1]. 14-DAG down-regulated the formation of death-inducing signalling complex, resulting in desensitization of hepatocytes to TNF-alpha-induced apoptosis. Pretreatment of hepatocytes with 14-DAG accentuated microsomal Ca-ATPase activity through induction of NO/cGMP pathway [2]. 14-DAP, in concentrations between 10-100 microM, reduced the extracellular acidification rate and the intracellular alkalinization in a dose-dependent manner. In addition, 14-DAP reduced PAF-induced calcium flux in the presence of extracellular calcium, and tyrosine phosphorylation of a 44 kDa protein corresponding to the MAPK(ERK1) [3]. in vivo: Half of the ethanol-fed animals received 14-deoxyandrographolide (14-DAG) treatment for the last 4 weeks of study. protective effect of 14-DAG against ethanol-induced hepatic injury is based on its ability to reduce oxidative stress through cNOS dependent improvement of redox status. 14-DAG mediated activation of adenylate cyclase-cAMP signaling leading to up-regulation of cNOS may provide a promising approach in the prevention of liver diseases during chronic alcoholism [4].

Name	4-[2-[(4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]ethyl]-2H-furan-5-one
Synonym	More Synonyms

Description	Deoxyandrographolide is a natural compound extracted from A. paniculata; potently inhibit the growth of liver (HepG2 and SK-Hep1) and bile duct (HuCCA-1 and RMCCA-1) cancer cells.IC50 value:Target: Anticancer natural compoundin vitro: Treatment with 14-DAG activated AMPK through induction of cyclic AMP-protein kinase A pathway. 14-DAG controlled ethanol-induced hepatosteatosis by interfering with dysregulation of lipid metabolism. In conclusion, our results indicated that 14-DAG was capable of preventing the development of fatty liver through AMPK-mediated regulation of lipid metabolism [1]. 14-DAG down-regulated the formation of death-inducing signalling complex, resulting in desensitization of hepatocytes to TNF-alpha-induced apoptosis. Pretreatment of hepatocytes with 14-DAG accentuated microsomal Ca-ATPase activity through induction of NO/cGMP pathway [2]. 14-DAP, in concentrations between 10-100 microM, reduced the extracellular acidification rate and the intracellular alkalinization in a dose-dependent manner. In addition, 14-DAP reduced PAF-induced calcium flux in the presence of extracellular calcium, and tyrosine phosphorylation of a 44 kDa protein corresponding to the MAPK(ERK1) [3]. in vivo: Half of the ethanol-fed animals received 14-deoxyandrographolide (14-DAG) treatment for the last 4 weeks of study. protective effect of 14-DAG against ethanol-induced hepatic injury is based on its ability to reduce oxidative stress through cNOS dependent improvement of redox status. 14-DAG mediated activation of adenylate cyclase-cAMP signaling leading to up-regulation of cNOS may provide a promising approach in the prevention of liver diseases during chronic alcoholism [4].
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Cancer Natural Products >> Terpenoids and Glycosides
References	[1]. Mandal S, et al. 14-Deoxyandrographolide alleviates ethanol-induced hepatosteatosis through stimulation of AMP-activated protein kinase activity in rats. Alcohol. 2014 Mar;48(2):123-32. [2]. Roy DN, et al. 14-Deoxyandrographolide desensitizes hepatocytes to tumour necrosis factor-alpha-induced apoptosis through calcium-dependent tumour necrosis factor receptor superfamily member 1A release via the NO/cGMP pathway. Br J Pharmacol. 2010 Aug;160(7):1823-43. [3]. Burgos RA, et al. 14-deoxyandrographolide as a platelet activating factor antagonist in bovine neutrophils. Planta Med. 2005 Jul;71(7):604-8. [4]. Mandal S, et al. 14-Deoxyandrographolide targets adenylate cyclase and prevents ethanol-induced liver injury through constitutive NOS dependent reduced redox signaling in rats. Food Chem Toxicol. 2013 Sep;59:236-48.

Description

Related Catalog

Signaling Pathways >> Others >> Others

Research Areas >> Cancer

Natural Products >> Terpenoids and Glycosides

References

[1]. Mandal S, et al. 14-Deoxyandrographolide alleviates ethanol-induced hepatosteatosis through stimulation of AMP-activated protein kinase activity in rats. Alcohol. 2014 Mar;48(2):123-32.

[2]. Roy DN, et al. 14-Deoxyandrographolide desensitizes hepatocytes to tumour necrosis factor-alpha-induced apoptosis through calcium-dependent tumour necrosis factor receptor superfamily member 1A release via the NO/cGMP pathway. Br J Pharmacol. 2010 Aug;160(7):1823-43.

[3]. Burgos RA, et al. 14-deoxyandrographolide as a platelet activating factor antagonist in bovine neutrophils. Planta Med. 2005 Jul;71(7):604-8.

[4]. Mandal S, et al. 14-Deoxyandrographolide targets adenylate cyclase and prevents ethanol-induced liver injury through constitutive NOS dependent reduced redox signaling in rats. Food Chem Toxicol. 2013 Sep;59:236-48.

Density	1.1±0.1 g/cm3
Boiling Point	511.7±50.0 °C at 760 mmHg
Molecular Formula	C₂₀H₃₀O₄
Molecular Weight	334.450
Flash Point	178.2±23.6 °C
Exact Mass	334.214417
PSA	66.76000
LogP	2.55
Vapour Pressure	0.0±3.0 mmHg at 25°C
Index of Refraction	1.535
Storage condition	2-8℃

Andropanoside

CAS#:82209-72-1

Deoxyandrographolide

CAS#:79233-15-1

Literature: Fujita, Tetsuro; Fujitani, Ryujiro; Takeda, Yoshio; Takaishi, Yoshihisa; Yamada, Toshihide; et al Chemical & Pharmaceutical Bulletin, 1984 , vol. 32, # 6 p. 2117 - 2125

14-Deoxyandrogr...

CAS#:4176-97-0

Deoxyandrographolide

CAS#:79233-15-1

Literature: Fujita, Tetsuro; Fujitani, Ryujiro; Takeda, Yoshio; Takaishi, Yoshihisa; Yamada, Toshihide; et al Chemical & Pharmaceutical Bulletin, 1984 , vol. 32, # 6 p. 2117 - 2125

Precursor 2
CAS#:82209-72-1 Andropanoside CAS#:4176-97-0 14-Deoxyandrogr...
DownStream 0

Deoxyandrographolide

2(5H)-Furanone, 3-[2-[(4aS,5R,6R,8aR)-3,4,4a,5,6,7,8,8a-octahydro-6-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-1-naphthalenyl]ethyl]-

iso-14-deoxyandrographolide

3-{2-[(4aS,5R,6R,8aR)-6-Hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]ethyl}furan-2(5H)-one

3-{2-[(4aS,5R,6R,8aR)-6-Hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydro-1-naphthalenyl]ethyl}-2(5H)-furanone

Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Deoxyandrographolide
Price: ￥3438.0/5mg
Purity: 98.0%
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DC Chemicals Limited
China
Product Name: Deoxyandrographolide
Price: $280.0/20mg
Purity: 98.0%
Stocking Period: 3 Day
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Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: ANDROGRAPHOLIDE, DEOXY-
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
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Zhejiang Hangyu API Co., Ltd
China
Product Name: Deoxyandrographolide
Price: ￥Inquiry/1kg
Purity: 99.5%
Stocking Period: Inquiry
Contact: Vinnie

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Deoxyandrographolide

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