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ATRACTYLINE(DISCONTINUED)(SH)

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ATRACTYLINE(DISCONTINUED)(SH) Basic information

Product Name:
ATRACTYLINE(DISCONTINUED)(SH)
Synonyms:
  • Atractyline
  • ATRACTYLINE(DISCONTINUED)(SH)
  • (4aS)-4,4aα,5,6,7,8,8a,9-Octahydro-3,8aβ-dimethyl-5-methylenenaphtho[2,3-b]furan
  • (4aS,8aR)-3,8a-diMethyl-5-Methylene-4,4a,5,6,7,8,8a,9-octahydronaphtho[2,3-b]furan
  • Naphtho[2,3-b]furan, 4,4a,5,6,7,8,8a,9-octahydro-3,8a-diMethyl-5-Methylene-, (4aS,8aR)-
  • (4aS,8aR)-4,4a,5,6,7,8,8a,9-Octahydro-3,8a-dimethyl-5-methylene-naphtho[2,3-b]furan
CAS:
6989-21-5
MF:
C15H20O
MW:
216.32
Product Categories:
  • Heterocycles
Mol File:
6989-21-5.mol
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ATRACTYLINE(DISCONTINUED)(SH) Chemical Properties

Melting point:
61-63℃
Boiling point:
287.1±19.0℃ (760 Torr)
Density 
1.02±0.1 g/cm3 (20 ºC 760 Torr)
Flash point:
121.7±8.3℃
storage temp. 
2-8°C
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Soild
color 
Faint red to very dark red
InChI
InChI=1S/C15H20O/c1-10-5-4-6-15(3)8-14-12(7-13(10)15)11(2)9-16-14/h9,13H,1,4-8H2,2-3H3/t13-,15+/m0/s1
InChIKey
TYPSVDGIQAOBAD-DZGCQCFKSA-N
SMILES
O1C=C(C)C2C[C@]3([H])[C@@](C)(CC1=2)CCCC3=C
LogP
5.570
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ATRACTYLINE(DISCONTINUED)(SH) Usage And Synthesis

Chemical Properties

Yellow liquid, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from Atractylodes macrocephala and Atractylodes lancea.

Uses

Atractylone (Atractylon) is a sesquiterpenoid extracted from Atractylodis Rhizoma. Atractylone (Atractylon) alleviates influenza A virus (IAV)-induced lung injury via regulating the TLR7 signaling pathway, and acts as a promising agent for IAV treatment. Atractylone (Atractylon) inhibits the degranulation of mast cell and exhibits potential for the treatment of mast cell-mediated allergic reactions[1][2].

Definition

ChEBI: Atractylone is a sesquiterpenoid.

Biological Activity

Atractylon is a main active component of Atractylodis Rhizoma th at exhibits antibacterial, antiviral, anti-inflammatory, anti-allergic, anticancer, gastroprotective and neuroprotective activities. Atractylon inhibits proliferation, induces apoptosis and blocks invasion in varies hepatic cancer cell lines. It inhibits the expression of Bcl-2 and promotes the expression of Bax.

target

IL Receptor | VEGFR | Histamine Receptor

References

[1] Cheng Y, et al. Antiviral activities of atractylon from Atractylodis Rhizoma. Mol Med Rep. 2016 Oct;14(4):3704-10. DOI:10.3892/mmr.2016.5713
[2] Han NR, et al. Inhibitory effects of atractylone on mast cell-mediated allergic reactions. Chem Biol Interact. 2016 Oct 25;258:59-68. DOI:10.1016/j.cbi.2016.08.015

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