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Atractylenolide-1

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Atractylenolide-1 Basic information

Product Name:
Atractylenolide-1
Synonyms:
  • Atractylenolide I, >99%
  • ATRACTYLENOLIDE-1
  • 3,8aβ-Dimethyl-5-methylene-2,4,4aα,5,6,7,8,8a-octahydronaphtho[2,3-b]furan-2-one
  • Eudesma-4(15),7(11),8-trien-12-olide
  • 8,9-Dehydroasterolide
  • (4aS,8aS)-4a,5,6,7,8,8a-Hexahydro-3,8a-dimethyl-5-methylenenaphtho[2,3-b]furan-2(4H)-one
  • Atractylenolide Ⅰ
  • Naphtho[2,3-b]furan-2(4H)-one,4a,5,6,7,8,8a-hexahydro-3,8a-dimethyl-5-methylene-, (4aS,8aS)-
CAS:
73069-13-3
MF:
C15H18O2
MW:
230.3
Mol File:
73069-13-3.mol
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Atractylenolide-1 Chemical Properties

Melting point:
121-123 °C(Solv: ligroine (8032-32-4))
Boiling point:
405.0±44.0 °C(Predicted)
Density 
1.12
Flash point:
170℃
storage temp. 
2-8°C
solubility 
methanol: soluble1mg/mL, clear, colorless
form 
powder
color 
White
InChIKey
ZTVSGQPHMUYCRS-SWLSCSKDSA-N
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Safety Information

WGK Germany 
3
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Atractylenolide-1 Usage And Synthesis

Description

Atractylenolide I is a sesquiterpene that has been found in the rhizomes of A. macrocephala and has diverse biological activities, including anti-inflammatory, anti-angiogenic, anti-tumor, and antidepressant properties. It inhibits LPS-induced increases in TNF-α and nitric oxide (NO) production, as well as inducible nitric oxide synthase (iNOS) activity, in murine peritoneal macrophages (IC50s = 23.1, 41, and 67.3 μM, respectively). Atractylenolide I reduces pouch fluid weight, inflammatory cell count, granuloma weight, and vascular index (ID50s = 24.18, 19.46, 14.44, and 15.15 mg/kg, respectively) in a mouse air pouch granuloma model induced by Freund''s complete adjuvant (FCA). It also reduces the number of microvessels in the air pouch wall by 58.27% when administered at a dose of 20 mg/kg and reduces the blood levels of TNF-α, IL-1β, IL-6, VEGF, placenta growth factor (PlGF), and bFGF in a dose-dependent manner in a mouse model of FCA-induced granuloma. Atractylenolide I inhibits the growth of T-24, 5637, RT4, and 253J bladder cancer cells in vitro (IC50s = 12.8-63.7 μM) and reduces tumor growth in T-24 and 253J mouse xenograft models in a dose-dependent manner. In a mouse model of depression induced by chronic unpredictable mild stress, atractylenolide I reverses stress-induced decreases in hippocampal levels of serotonin (5-HT; ) and norepinephrine and reduces immobility time in the forced swim and tail suspension tests in a dose-dependent manner, indicating antidepressant-like activity.

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