14-Deoxyandrographolide

Modify Date: 2024-01-11 22:26:18

14-Deoxyandrographolide Structure
14-Deoxyandrographolide structure
Common Name 14-Deoxyandrographolide
CAS Number 4176-97-0 Molecular Weight 334.45000
Density 1.15g/cm3 Boiling Point 509.5ºC at 760 mmHg
Molecular Formula C20H30O4 Melting Point 176-178ºC
MSDS USA Flash Point 177.3ºC

 Use of 14-Deoxyandrographolide


14-Deoxyandrographolide, a bioactive compound of Andrographis paniculata, has hepatoprotective efficacy. 14-Deoxyandrographolide desensitizes hepatocytes to TNF-α-mediated apoptosis through the release of TNFRSF1A release[1].

 Names

Name 3-{2-[(1R,4aS,5R,6R,8aS)-6-Hydroxy-5-(hydroxymethyl)-5,8a-dimethy l-2-methylenedecahydro-1-naphthalenyl]ethyl}-2(5H)-furanone
Synonym More Synonyms

 14-Deoxyandrographolide Biological Activity

Description 14-Deoxyandrographolide, a bioactive compound of Andrographis paniculata, has hepatoprotective efficacy. 14-Deoxyandrographolide desensitizes hepatocytes to TNF-α-mediated apoptosis through the release of TNFRSF1A release[1].
Related Catalog
References

[1]. 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.

 Chemical & Physical Properties

Density 1.15g/cm3
Boiling Point 509.5ºC at 760 mmHg
Melting Point 176-178ºC
Molecular Formula C20H30O4
Molecular Weight 334.45000
Flash Point 177.3ºC
Exact Mass 334.21400
PSA 66.76000
LogP 2.99180
Index of Refraction 1.551
Storage condition 2-8℃

 Synthetic Route

~82%

14-Deoxyandrographolide Structure

14-Deoxyandrogr...

CAS#:4176-97-0

Literature: Pandeti, Sukanya; Sonkar, Ravi; Shukla, Astha; Bhatia, Gitika; Tadigoppula, Narender European Journal of Medicinal Chemistry, 2013 , vol. 69, p. 439 - 448

~%

14-Deoxyandrographolide Structure

14-Deoxyandrogr...

CAS#:4176-97-0

Literature: Pal, Mahesh; Singh, Meenakshi; Sharma Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002 , vol. 41, # 9 p. 1915 - 1918

~2%

14-Deoxyandrographolide Structure

14-Deoxyandrogr...

CAS#:4176-97-0

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

 Precursor & DownStream

Precursor  1

DownStream  1

 Synonyms

20-ethyl-7,8-dihydroxy-1,6,16-trimethoxy-4-(methoxymethyl)aconitan-14-one
14-Dehydro-browniin
14-Dehydrobrowniine
Aconitan-14-one,20-ethyl-7,8-dihydroxy-1,6,16-trimethoxy-4-(methoxymethyl)-,(1alpha,6beta,16beta)
14-deoxy andrographolide
Dehydrobrowniin
10-Dehydro-browniin
3-(2-((1R,4aS,5R,6R,8aS)-6-hydroxyl-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydronaphthalen-1-yl)ethyl)furan-2(5H)-one
Deoxyandrographolide