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ChemicalBook--->CAS DataBase List--->73069-13-3

73069-13-3

73069-13-3 Structure

73069-13-3 Structure
IdentificationBack Directory
[Name]

Atractylenolide-1
[CAS]

73069-13-3
[Synonyms]

Atracylenolide I
ATRACTYLENOLIDE-1
Atractylenolide Ⅰ
8,9-Dehydroasterolide
Atractylenolide I, >99%
Eudesma-4(15),7(11),8-trien-12-olide
3,8aβ-Dimethyl-5-methylene-2,4,4aα,5,6,7,8,8a-octahydronaphtho[2,3-b]furan-2-one
(4aS,8aS)-4a,5,6,7,8,8a-Hexahydro-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-hexahydro-3,8a-dimethyl-5-methylene-, (4aS,8aS)-
[Molecular Formula]

C15H18O2
[MDL Number]

MFCD09037395
[MOL File]

73069-13-3.mol
[Molecular Weight]

230.3
Chemical PropertiesBack Directory
[Melting point ]

121-123 °C(Solv: ligroine (8032-32-4))
[Boiling point ]

405.0±44.0 °C(Predicted)
[density ]

1.12
[Fp ]

170℃
[storage temp. ]

2-8°C
[solubility ]

methanol: soluble1mg/mL, clear, colorless
[form ]

powder
[color ]

White
[InChIKey]

ZTVSGQPHMUYCRS-SWLSCSKDSA-N
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[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; Item No. 14332) and norepinephrine (Item No. 16673) 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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