| | Identification | Back Directory |  | [Name] 
 Atractylenolide III
 |  | [CAS] 
 73030-71-4
 |  | [Synonyms] 
 ICodonolactone
 ATRACTYLENOLIDE
 Atracylenolide III
 ATRACTYLENOLIDE III
 8-HYDROXYASTEROLIDE
 Atractylenolide beta
 Atractylenolide III, BR
 Atractylenolide III USP/EP/BP
 Atractylenolide III (ICodonolactone
 Atractylenolide III000000, 98%, from Atractylodes macrocephala Koidz.
 (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
 Naphtho[2,3-b]furan-2(4H)-one,4a,5,6,7,8,8a,9,9a-octahydro-9a-hydroxy-3,8a-dimethyl-5-methylene-,(4aS,8aR,9aS)-
 |  | [Molecular Formula] 
 C15H20O3
 |  | [MDL Number] 
 MFCD00238543
 |  | [MOL File] 
 73030-71-4.mol
 |  | [Molecular Weight] 
 248.32
 | 
 | Chemical Properties | Back Directory |  | [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
 |  | [form ] 
 powder or crystals
 |  | [pka] 
 10.73±0.60(Predicted)
 |  | [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
 | 
 | Hazard Information | Back Directory |  | [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.
 | 
 | 
 |  |