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 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
- Mol File:
- 4176-97-0.mol
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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 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
- pka
- 14.89±0.70(Predicted)
- color
- White to off-white
- InChI
- InChI=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
- InChIKey
- GVRNTWSGBWPJGS-YSDSKTICSA-N
- SMILES
- O1CC=C(CC[C@H]2[C@@]3(C)[C@@]([H])([C@@](CO)(C)[C@H](O)CC3)CCC2=C)C1=O
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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 Usage And Synthesis
Chemical Properties
White powder, soluble in methanol, ethanol, DMSO and other organic solvents, from Andrographis paniculata (Burm. f.) Nees.
Uses
14-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 50
Caspase 3
3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-oneSupplier
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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(4176-97-0)Related Product Information
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