A triterpenoid with diverse biological activities
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Isomer(s)
373643-keto Ursolic Acid
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Moronic Acid

Item No. 30654

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-oxo-olean-18-en-28-oic acid
CAS Number
6713-27-5
Synonyms
  • Ambronic Acid
  • (+)-Moronic Acid
  • 3-Oxoolean-18-en-28-oic Acid
Molecular Formula
C30H46O3
Formula Weight
454.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Sparingly soluble: 1-10 mg/mlMethanol: Slightly soluble: 0.1-1 mg/ml
SMILES
O=C1C(C)(C)[C@]2([H])CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CCC(C)(C)C=C5[C@@]4([H])CC[C@]3([H])[C@@]2(C)CC1
InChi Code
InChI=1S/C30H46O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h18-19,21-22H,8-17H2,1-7H3,(H,32,33)/t19-,21+,22-,27+,28-,29-,30+/m1/s1
InChi Key
UMYJVVZWBKIXQQ-QALSDZMNSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $171

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    1 mg

    $325

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    5 mg

    $853

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    Product Description

    Moronic acid is a triterpenoid that has been found in M. euosma and has diverse biological activities.1,2,3,4 It inhibits α-glucosidase and α-amylase (IC50s = 10.57 and 20.08 µg/ml, respectively).1 Moronic acid inhibits the replication of HIV-1 in H9 T cells (EC50 = <0.1 µg/ml).2 It decreases intestinal macrophage infiltration and the levels of Tnf-α, Il-6, and Il-1β in a mouse model of chronic colitis induced by the sulfated polysaccharide dextran sulfate (DSS; Item No. 23250).3 Moronic acid inhibits ear edema induced by the PKC activator 12-O-tetradecanoylphorbol-13-acetate (TPA; Item No. 10008014) in mice (ID50 = 379 nmol/ear). It also reduces the number of tumors per mouse and the percentage of mice with tumors in a two-stage mouse skin model of tumor formation initiated and promoted by the polycyclic aromatic hydrocarbon (PAH) 7,12-dimethylbenz[a]anthracene (DMBA; Item No. 30383) and TPA, respectively.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Koki, M., Yalo, M., Makhaba, M., et al. Phytochemical investigation and biological studies on selected Searsia species. Plants (Basel) 11(20), 2793 (2022).

    2. Ito, J., Chang, F.R., Wang, H.K., et al. Anti-AIDS agents. 48.(1) Anti-HIV activity of moronic acid derivatives and the new melliferone-related triterpenoid isolated from Brazilian propolis. J. Nat. Prod. 64(10), 1278-1287 (2001).

    3. Ruan, S. Moronic acid improves intestinal inflammation in mice with chronic colitis by inhibiting intestinal macrophage polarization. J. Biochem. Mol. toxicol. 36(11), e23188 (2022).

    4. Yasukawa, K., Yu, S.Y., Tsutsumi, S., et al. Inhibitory effects of Brazilian propolis on tumor promotion in two-stage mouse skin carcinogenesis. J. Pharm. Nutr. Sci. 2(1), 71-76 (2012).