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Atractylenolide III

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Atractylenolide III Basic information

Product Name:
Atractylenolide III
Synonyms:
  • Atractylenolide III (ICodonolactone
  • ICodonolactone
  • ATRACTYLENOLIDE III
  • 8-HYDROXYASTEROLIDE
  • ATRACTYLENOLIDE
  • Atractylenolide beta
  • (4aS,8aR,9aS)-9a-Hydroxy-3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzoxol-2-one
  • (4aS)-4a,5,6,7,8,8a,9,9a-Octahydro-9aβ-hydroxy-3,8aβ-dimethyl-5-methylenenaphtho[2,3-b]furan-2(4H)-one
CAS:
73030-71-4
MF:
C15H20O3
MW:
248.32
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Miscellaneous Natural Products
Mol File:
73030-71-4.mol
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Atractylenolide III Chemical Properties

Melting point:
166-169 °C(Solv: chloroform (67-66-3))
Boiling point:
424.6±45.0 °C(Predicted)
Density 
1.18±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
methanol: soluble1mg/mL, clear, colorless
pka
10.73±0.60(Predicted)
form 
powder or crystals
color 
white to off-white
biological source
Atractylodes macrocephala Koidz.
InChI
InChI=1S/C15H20O3/c1-9-5-4-6-14(3)8-15(17)12(7-11(9)14)10(2)13(16)18-15/h11,17H,1,4-8H2,2-3H3/t11-,14+,15-/m0/s1
InChIKey
FBMORZZOJSDNRQ-GLQYFDAESA-N
SMILES
O1C(=O)C(C)=C2C[C@]3([H])[C@@](C)(C[C@]12O)CCCC3=C
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Safety Information

WGK Germany 
3
Hazardous Substances Data
73030-71-4(Hazardous Substances Data)
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Atractylenolide III Usage And Synthesis

Chemical Properties

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Atractylodes macrocephala Koidz.

Uses

Atractylenolide III enhances energy metabolism by increasing the SIRT-1 and PGC1α expression.

Definition

ChEBI: Atractylenolide III is a naphthofuran. It has a role as a metabolite.

Biological Activity

Atractylenolide III possesses anti-inflammatory and anticancer properties.

in vivo

Atractylenolide III (5 and 10 mg/kg, p.o.) shows gastroprotective effects and reduces 70% ethanol-induced gastric ulcer in rats[2].
Atractylenolide III (30 mg/kg, oral gavage for 14 days or 28 days) reduces depressive- and anxiogenic-like behaviors in rat depression models in Lipopolysaccharide (LPS) (HY-D1056) and chronic unpredictable mild stress (CUMS) induced rat depression model[5].

Animal Model:70% ethanol-induced gastric ulcers in rats[2]
Dosage:5 and 10 mg/kg
Administration:p.o.
Result:Inhibited gastric ulcer formation and the necrotic erosion of gastric mucosa.
Downregulated the MMP-2/9 expression by activating the TIMP-2 and TIMP-1 expressions.

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