3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-one

3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-one Suppliers list
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Products Intro: Product Name:3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-one
CAS:4176-97-0
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Products Intro: Product Name:14-Deoxyandrographolide
CAS:4176-97-0
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CAS:4176-97-0
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3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-one Basic information
Product Name:3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-one
Synonyms:3-[2-[(1R,4aS,5R,6R,8aS)-Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethyl]-2(5H)-furanone;AD 04130-4;3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-one;3-[2-[(1R,4aβ)-Decahydro-6α-hydroxy-5α-hydroxymethyl-5,8aα-dimethyl-2-methylenenaphthalen-1α-yl]ethyl]furan-2(5H)-one;3-{2-[(1R,4aS,5R,6R,8aS)-6-Hydroxy-5-(hydroxymethyl)-5,8a-dimethy l-2-methylenedecahydro-1-naphthalenyl]ethyl}-2(5H)-furanone;2(5H)-Furanone,3-[2-[(1R,4aS,5R,6R,8aS)-decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethyl]-;Andrographolide Impurity 8;platelet activating factor,rat,bovine neutrophils,14 Deoxyandrographolide,Calcium Channel,inhibit,14-Deoxyandrographolide,Ca channels,uterine smooth muscle,Inhibitor,14Deoxyandrographolide,Ca2+ channels
CAS:4176-97-0
MF:C20H30O4
MW:334.45
EINECS:2017-001-1
Product Categories:
Mol File:4176-97-0.mol
3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-one Structure
3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-one Chemical Properties
Melting point 176-178℃
Boiling point 509.5±50.0 °C(Predicted)
density 1.15
storage temp. Store at -20°C
solubility Acetonitrile: soluble
form A solid
pka14.89±0.70(Predicted)
color White to off-white
InChIInChI=1S/C20H30O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h9,15-17,21-22H,1,4-8,10-12H2,2-3H3/t15-,16+,17-,19+,20+/m1/s1
InChIKeyGVRNTWSGBWPJGS-YSDSKTICSA-N
SMILESO1CC=C(CC[C@H]2[C@@]3(C)[C@@]([H])([C@@](CO)(C)[C@H](O)CC3)CCC2=C)C1=O
Safety Information
MSDS Information
3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-one Usage And Synthesis
Chemical PropertiesWhite powder, soluble in methanol, ethanol, DMSO and other organic solvents, from Andrographis paniculata (Burm. f.) Nees.
Uses14-Deoxyandrographolide is an Ayurvedic herb Kalmegh (Andrographis paniculata) that is used to fight against respiratory viral infections.
in vivo

14-Deoxyandrographolide (40 mg/kg, intraperitoneal injection, single dose) makes rat liver cells resistant to apoptosis induced by TNF-α by downregulating the formation of death-inducing signaling complex. It enhances the activity of microsomal Ca-ATPase and increases calcium ion influx into the microsomal lumen through the NO/cGMP pathway, which in turn promotes the release of TNFRSF1A[2].

Animal Model:Male Sprague-Dawley rats[2]
Dosage:40 mg/kg; single dose
Administration:Intraperitoneal injection (i.p.)
Result:Reduced ALT elevation caused by TNF-α/ActD, reduced the number of hepatocyte apoptosis, and reduced the amount of TNF-α retained in the liver.
IC 50Caspase 3
3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-one Preparation Products And Raw materials
Tag:3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-one(4176-97-0) Related Product Information
Dehydroandrographolide 14,15-beta-dihydroxyklaineanone ANDROGRAPHOLIDE, DEOXY- 25S-Inokosterone EUDESMINE 14-DEOXY-11,12-DIDEHYDROANDROGRAPHOLIDE 3'-Demethylnobiletin 25R-Inokosterone Neoandrographolide 27-DEOXYACTEIN 3,3',4',5,6,7,8-heptamethoxyflavone 13-alpha-(21)-Epoxyeurycomanone Poricoic acid A(F) Andrographolide 3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-one 19-HYDROXY-8(17),13-LABDADIEN-16,15-OLIDE

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