A sesquiterpene lactone with anticancer activity
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Arnicolide D

Item No. 36193

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-methyl-2-propenoic acid, (3S,3aR,4S,4aR,7aR,8R,9aR)-2,3,3a,4,4a,5,7a,8,9,9a-decahydro-3,4a,8-trimethyl-2,5-dioxoazuleno[6,5-b]furan-4-yl ester
CAS Number
34532-68-8
Synonyms
  • ARD
Molecular Formula
C19H24O5
Formula Weight
332.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetone: solubleChloroform: solubleDichloromethane: solubleDMSO: solubleEthyl Acetate: soluble
SMILES
CC(C(O[C@H]1[C@@]2([H])[C@@](OC([C@H]2C)=O)([H])C[C@H]([C@@]3([H])[C@]1(C(C=C3)=O)C)C)=O)=C
InChi Code
InChI=1S/C19H24O5/c1-9(2)17(21)24-16-15-11(4)18(22)23-13(15)8-10(3)12-6-7-14(20)19(12,16)5/h6-7,10-13,15-16H,1,8H2,2-5H3/t10-,11+,12+,13-,15-,16+,19+/m1/s1
InChi Key
NZESEVTYUVXOTC-APDQSUQKSA-N
Origin
Plant/Centipeda minima herbs
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Arnicolide D is a sesquiterpene lactone that has been found in Centipeda minima and has anticancer activity.1 It inhibits the proliferation of MDA-MB-231, MDA-MB-468, and MCF-7 human breast cancer cells (IC50s = 5.211, 3.405, and 9.083 µM, respectively, after 48 hours). It induces apoptosis and cell cycle arrest at the G2/M phase in MDA-MB-468 and MDA-MB-231 cells. Arnicolide D (2.5, 5, and 10 µM) inhibits migration of MDA-MB-231 cells. It also reduces protein levels of Akt, phosphorylated Akt, mammalian target of rapamycin (mTOR), phosphorylated mTOR, and STAT3 in MDA-MB-231 cells in a concentration-dependent manner. Arnicolide D (25 or 50 mg/kg) reduces tumor volume in an MDA-MB-231 orthotopic mouse xenograft model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Qu, Z., Lin, Y., Mok, D.K.-W., et al. Arnicolide D inhibits triple negative breast cancer cell proliferation by suppression of AKT/mTOR and STAT3 signaling pathways. Int. J. Med. Chem. 17(11), 1482-1490 (2020).