ChemicalBook--->CAS DataBase List--->73069-14-4

73069-14-4

73069-14-4 Structure

73069-14-4 Structure
IdentificationBack Directory
[Name]

2-ATRACTYLENOLIDE
[CAS]

73069-14-4
[Synonyms]

ASTEROLIDE
2-ATRACTYLENOLIDE
Atractylenolide Ⅱ
Atracylenolide II
Atractylenolide II, BR
Atractylenolide II (Asterolide)
(4aS,8aR,9aS)-4a,5,6,7,8,8a,9,9a-Octahydro-3,8a-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-3,8a-dimethyl-5-methylene-, (4aS,8aR,9aS)-
[Molecular Formula]

C15H20O2
[MDL Number]

MFCD09037396
[MOL File]

73069-14-4.mol
[Molecular Weight]

232.32
Chemical PropertiesBack Directory
[Melting point ]

150-152 °C(Solv: ethyl ether (60-29-7))
[Boiling point ]

378.0±41.0 °C(Predicted)
[density ]

1.09±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

Soluble in chloroform
[form ]

powder
[color ]

White
[Major Application]

food and beverages
[InChI]

1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h12-13H,1,4-8H2,2-3H3/t12-,13-,15+/m0/s1
[InChIKey]

OQYBLUDOOFOBPO-KCQAQPDRSA-N
[SMILES]

O1[C@H]2C[C@@]3([C@@H](CC2=C(C1=O)C)C(=C)CCC3)C
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

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

food and beverages
[Definition]

ChEBI: Atractylenolide II is a sesquiterpene lactone.
[in vivo]

Atractylenolide II (12.5-25 mg/kg; Oral gavage; 14 days) has antitumor effect in a B16 xenograft mouse model[3].
Atractylenolide II (10-60 mg/kg/d; Intraperitoneal injection; 8 weeks) improves myocardial fibrosis and oxidative stress in spontaneously hypertensive rats[4].

Animal Model:C57/BL6 mice with a B16 xenograft model[3]
Dosage:12.5 and 25 mg/kg
Administration:Oral gavage (i.g.); 14 days
Result:Significantly inhibited tumor growth.
Inhibited the activation/phosphorylation of STAT3 and Src.
Animal Model:Spontaneous hypertension rats[4]
Dosage:10, 30 and 60 mg/kg/d
Administration:Intraperitoneal injection (i.p.); 8 weeks
Result:Improved the body weight of spontaneous hypertension rats and enhanced myocardial function in a dose-dependent manner.
Effectively reduced cardiomyocyte apoptosis.
Inhibited the Collagen I, α-SMA, Fibronectin and Vimentin mRNA and protein expression levels.
Ameliorated oxidative stress by improving the activities of SOD and GSH-PX and lowering the contents of H2O2 and MDA, which reached about 80%.
[IC 50]

p-STAT3
Spectrum DetailBack Directory
[Spectrum Detail]

2-ATRACTYLENOLIDE(73069-14-4)1HNMR
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