A triterpenoid with diverse biological activities
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3-keto Ursolic Acid

Item No. 37364

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-oxo-urs-12-en-28-oic acid
CAS Number
6246-46-4
Synonyms
  • UNA
  • Ursonic Acid
Molecular Formula
C30H46O3
Formula Weight
454.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 5 mg/ml
SMILES
OC([C@]12[C@]([C@H]([C@@H](CC2)C)C)([H])C3=CC[C@@]([C@@]4([C@@](C(C)(C(CC4)=O)C)([H])CC5)C)([H])[C@]5(C)[C@@]3(CC1)C)=O
InChi Code
InChI=1S/C30H46O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-22,24H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,24+,27+,28-,29-,30+/m1/s1
InChi Key
MUCRYNWJQNHDJH-OADIDDRXSA-N
Origin
Plant/Arctostaphylos uva-ursi
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $101

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    50 mg

    $131

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    100 mg

    $220

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    250 mg

    $500

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    Product Description

    3-keto Ursolic acid is a triterpenoid that has been found in Z. jujuba and has diverse biological activities.1,2 It inhibits the proliferation of, and colony formation by, MG-63 osteosarcoma cells when used at 10 and 20 µM.1 3-keto Ursolic acid inhibits protein tyrosine phosphatase 1B (PTP1B) and α-glucosidase (IC50s = 11.68 and 61.85 µM, respectively).2 It inhibits glucose- and fructose-induced advanced glycation end product (AGE) formation in a cell-free assay when used at a concentration of 50 µM. 3-keto Ursolic acid (25, 50, and 100 µM) increases glucose uptake in insulin-resistant C2C12 mouse skeletal muscle myoblasts.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Son, J., Cha, H., Lee, S., et al. Ursonic acid inhibits migration and invasion of human osteosarcoma cells through the suppression of mitogen-activated protein kinases and matrix metalloproteinases. Mol. Biol. Rep. 50(5), 4029-4038 (2023).

    2. Ali, M.Y., Park, S.E., Seong, S.H., et al. Ursonic acid from Artemisia montana exerts anti-diabetic effects through anti-glycating properties, and by inhibiting PTP1B and activating the PI3K/Akt signaling pathway in insulin-resistant C2C12 cells. Chem. Biol. Interact. 376:110452, (2023).