A triterpenoid
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Betulonic Acid

Item No. 29765

Technical Information
Formal Name
3-oxo-lup-20(29)-en-28-oic acid
CAS Number
4481-62-3
Synonyms
  • Liquidambaric Acid
  • MJ347-RS
  • NSC 152534
Molecular Formula
C30H46O3
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.33 mg/ml
SMILES
CC([C@@H]1CC[C@]2(C(O)=O)CC[C@@]3(C)[C@]4(C)CC[C@@]5([H])C(C)(C)C(CC[C@]5(C)[C@@]4([H])CC[C@]3([H])[C@]21[H])=O)=C
InChi Code
InChI=1S/C30H46O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-22,24H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,24+,27-,28+,29+,30-/m0/s1
InChi Key
SLJTWDNVZKIDAU-SVAFSPIFSA-N
Origin
Plant/Liquidambar formosana
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Betulonic acid is a triterpenoid that has been found in B. chinensis and has diverse biological activities, including antiparasitic, antiviral, and anticancer properties.1,2,3,4 It is active against the chloroquine-resistant P. falciparum W2 clone (IC50 = 10.01 µM), as well as L. infantum and L. donovani promastigotes when used at a concentration of 50 µM.3,2 Betulonic acid inhibits replication of herpes simplex virus I (HSV-I), echovirus 6, and the H7N1 strain of influenza A (EC50s = 0.9, 73.32, and 5.7 µM, respectively).4 It inhibits proliferation of MGC803, Bcap-37, MCF-7, PC3, and NIH3T3 cancer cells by 68.1, 44.9, 56.1, 52.4, and 22.1%, respectively, when used at a concentration of 20 µM.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, M., S., Y., Jin, L., et alChemical constituents of the ethyl acetate extract of Belamcanda chinensis (L.) DC roots and their antitumor activities. Molecules 17(5), 6156-6169 (2012).

    2. L., W., Alakurtti, S., Corral, M.J., et alToxicity of betulin derivatives and in vitro effect on promastigotes and amastigotes of Leishmania infantum and L. donovani. J. Antibiot. (Tokyo). 64(7), 475-481 (2011).

    3. M.S., d.S., Costa, J.F., Krettli, A.U., et alAntimalarial activity of betulinic acid and derivatives in vitro against Plasmodium falciparum and in vivo in P. berghei-infected mice. Parasitol. Res. 105(1), 275-279 (2009).

    4. Pavlova, N.I., O.V., S., Nikolaeva, S.N., et alAntiviral activity of betulin, betulinic and betulonic acids against some enveloped and non-enveloped viruses. Fitoterapia. 74(5), 489-492 (2003).