A triterpene with diverse biological activities
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Euscaphic Acid

Item No. 36162

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2α,3α,19-trihydroxy-urs-12-en-28-oic acid
CAS Number
53155-25-2
Molecular Formula
C30H48O5
Formula Weight
488.7
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Methanol: soluble
SMILES
OC([C@]12[C@]([C@](O)([C@@H](CC2)C)C)([H])C3=CC[C@@]([C@@]4([C@@](C(C)([C@@H]([C@@H](C4)O)O)C)([H])CC5)C)([H])[C@]5(C)[C@@]3(CC1)C)=O
InChi Code
InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)/t17-,19-,20+,21-,22-,23-,26+,27-,28-,29-,30+/m1/s1
InChi Key
OXVUXGFZHDKYLS-QUFHAEKXSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $72

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    1 mg

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    5 mg

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    10 mg

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    Product Description

    Euscaphic acid is a triterpene that has been found in R. alceaefolius and has diverse biological activities.1,2,3 It inhibits the proliferation of CNE-1 and C666-1 nasopharyngeal carcinoma cells when used at concentrations of 5 and 10 µg/ml.1 Euscaphic acid inhibits acetylcholinesterase (AChE; IC50 = 35.9 µM) and α-glucosidase (IC50 = 24.9 µM).2 It reduces the production of nitric oxide (NO) and levels of inducible nitric oxide synthase (iNOS) and COX-2 in LPS-stimulated RAW 264.7 cells.3 Euscaphic acid (10 mg/kg) reduces serum IgE and IgG2a levels, ear tissue mast cell infiltration, and pruritis in a mouse model of difluoroethane- and 2,4-dinitrochlorobenzene-induced atopic dermatitis.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dai, W., Dong, P., Liu, J., et al. Euscaphic acid inhibits proliferation and promotes apoptosis of nasopharyngeal carcinoma cells by silencing the PI3K/AKT/mTOR signaling pathway. Am. J. Transl. Res. 11(4), 2090-2098 (2019).

    2. Ado, M.A., Maulidiani, M., Ismail, I.S., et al. Acetylcholinesterase and α-glucosidase inhibitory compounds from Callicarpa maingayi. Nat. Prod. Res. 35(17), 2992-2996 (2021).

    3. Kim, I.-T., Ryu, S., Shin, J.-S., et al. Euscaphic acid isolated from roots of Rosa rugosa inhibits LPS-induced inflammatory responses via TLR4-mediated NF-κB inactivation in RAW 264.7 macrophages. J. Cell. Biochem. 113(6), 1936-1946 (2012).

    4. Jeong, N.-H., Lee, S., Choi, Y.-A., et al. Inhibitory effects of euscaphic acid in the atopic dermatitis model by reducing skin inflammation and intense pruritus. Inflammation 45(4), 1680-1691 (2022).