A sesquiterpene with diverse biological activities
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Atractylenolide I

Item No. 25061

Technical Information
Formal Name
4aS,5,6,7,8,8aS-hexahydro-3,8a-dimethyl-5-methylene-naphtho[2,3-b]furan-2(4H)-one
CAS Number
73069-13-3
Molecular Formula
C15H18O2
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 2 mg/mlDMSO: 2 mg/mlDMSO:PBS (pH 7.2) (1:10): 0.09 mg/mlEthanol: 1 mg/ml
λmax
276 nm
SMILES
O=C1OC(C(C2)=C1C)=C[C@]3(C)[C@]2([H])C(CCC3)=C
InChi Code
InChI=1S/C15H18O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h8,12H,1,4-7H2,2-3H3/t12-,15+/m0/s1
InChi Key
ZTVSGQPHMUYCRS-SWLSCSKDSA-N
Origin
Plant/Atractylodes macrocephala
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product 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.1,2,3,4 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).1 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).2 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.3 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.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, C.-Q., He, L.-C., and Jin, J.-Q. Atractylenolide I and atractylenolide III inhibit Lipopolysaccharide-induced TNF-α and NO production in macrophages. Phytother. Res. 21(4), 347-353 (2007).

    2. Wang, C., Duan, H., and He, L. Inhibitory effect of atractylenolide I on angiogenesis in chronic inflammation in vivo and in vitro. Eur. J. Pharmacol. 612(1-3), 143-152 (2009).

    3. Yu, R., Yu, B.-X., Chen, J.-F., et alAnti-tumor effects of Atractylenolide I on bladder cancer cells. J. Exp. Clin. Cancer Res. 35:40, (2016).

    4. Gao, H., Zhu, X., Xi, Y., et alAnti-depressant-like effect of atractylenolide I in a mouse model of depression induced by chronic unpredictable mild stress. Exp. Ther. Med. 15(2), 1574-1579 (2018).