A triterpene with diverse biological activities
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Oleanolic Acid Acetate

Item No. 29764

Technical Information
Formal Name
3β-(acetyloxy)-olean-12-en-28-oic acid
CAS Number
4339-72-4
Synonyms
  • 3-Acetyloleanolic Acid
Molecular Formula
C32H50O4
Formula Weight
Purity
≥95%
A solid
DMF: 0.14 mg/ml
SMILES
CC1(C)CC[C@]2(C(O)=O)CC[C@@]3(C)[C@]4(C)CC[C@@]5([H])C(C)(C)[C@@H](OC(C)=O)CC[C@]5(C)[C@@]4([H])CC=C3[C@]2([H])C1
InChi Code
InChI=1S/C32H50O4/c1-20(33)36-25-12-13-29(6)23(28(25,4)5)11-14-31(8)24(29)10-9-21-22-19-27(2,3)15-17-32(22,26(34)35)18-16-30(21,31)7/h9,22-25H,10-19H2,1-8H3,(H,34,35)/t22-,23-,24+,25-,29-,30+,31+,32-/m0/s1
InChi Key
RIXNFYQZWDGQAE-DFHVBEEKSA-N
Origin
Plant/Glycyrrhizae radix et rhizoma
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    Product Description

    Oleanolic acid acetate is a triterpene that has been found in the root bark of M. macrophylla and has diverse biological activities.1,2,3,4 It is active against P. gingivalis (MIC = 39 µg/ml).1 Oleanolic acid acetate (5-50 µM) induces apoptosis in and reduces viability of HCT116 colon carcinoma cells.2 It induces apoptosis in human umbilical vein endothelial cells (HUVECs) in vitro and inhibits capillary vessel formation in a Matrigel™ plug assay in mice.3 Oleanolic acid acetate (2, 10, and 50 mg/kg) reduces the number of skin lesions, epidermal thickness and immune cell infiltration, and serum IgE, IgG2a, and histamine levels in a mouse model of atopic dermatitis.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kim, N.-C., Desjardins, A.E., Wu, C.D., et alActivity of triterpenoid glycosides from the root bark of Mussaenda macrophylla against two oral pathogens. J. Nat. Prod. 62(10), 1379-1384 (1999).

    2. Yoo, K.H., Park, J.-H., Cui, E.J., et al3-O-acetyloleanolic acid induces apoptosis in human colon carcinoma HCT-116 cells. Phytother. Res. 26(10), 1541-1546 (2012).

    3. Cui, E.-J., Hwang-Bo, J., Park, J.-H., et al3-O-Acetyloleanolic acid exhibits anti-angiogenic effects and induces apoptosis in human umbilical vein endothelial cells. Biotechnol. Lett. 35(11), 1807-1815 (2013).

    4. Choi, J.K., Oh, H.-M., Lee, S., et alOleanolic acid acetate inhibits atopic dermatitis and allergic contact dermatitis in a murine model. Toxicol. Appl. Pharmacol. 269(1), 72-80 (2013).