A natural pentacyclic triterpenoid
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β-Amyrin

Item No. 20949

Technical Information
Formal Name
(3β)-olean-12-en-3-ol
CAS Number
559-70-6
Synonyms
  • (+)-β-Amyrin
  • NSC 527971
  • Olean-12-en-3β-ol
Molecular Formula
C30H50O
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 2 mg/ mlDMF:PBS (pH 7.2) (1:8): 0.1 mg/mlEthanol: 1 mg/ml
SMILES
CC1(C)[C@]2([H])CC[C@@]3(C)[C@]4(C)CC[C@@]5(C)CCC(C)(C)C[C@@]5([H])C4=CC[C@]3([H])[C@@]2(C)CC[C@@H]1O
InChi Code
InChI=1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h9,21-24,31H,10-19H2,1-8H3/t21-,22-,23+,24-,27+,28-,29+,30+/m0/s1
InChi Key
JFSHUTJDVKUMTJ-QHPUVITPSA-N
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

    β-Amyrin is a natural pentacyclic triterpenoid commonly found in plants. It is a member of the oleanane group of secondary metabolites biosynthesized from squalene in the triterpenoid pathway. β-Amyrin inhibits collagen-induced platelet aggregation (IC50 = 10.5 µM), inhibits acetylcholinesterase (IC50 = 165 µM), and has antifungal and hepatoprotective effects.1,2,3,4 Extracts of certain plants, used in herbal medicine to treat inflammation, have been shown to contain β-amyrin, suggesting that this compound contributes to anti-inflammatory actions.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ching, J., Chua, T.K., Chin, L.C., et alBeta-amyrin from Ardisia elliptica Thunb. is more potent than aspirin in inhibiting collagen-induced platelet aggregation. Indian J. Exp. Biol. 48(3), 275-279 (2010).

    2. Jabeen, K., Javid, A., Ahmad, E., et alAntifungal compounds from Melia azedarach leaves for management of Ascochyta rabiei, the cause of chickpea blight. Nat. Prod. Res. 25(3), 264-276 (2011).

    3. Oliveira, F.A., Chaves, M.H., Almeida, F.R., et alProtective effect of alpha- and beta-amyrin, a triterpene mixture from Protium heptaphyllum (Aubl.) March. trunk wood resin, against acetaminophen-induced liver injury in mice. J. Ethnopharmacol. 98(1-2), 103-108 (2005).

    4. Park, S.J., Ahn, Y.J., Oh, S.R., et alAmyrin attenuates scopolamine-induced cognitive impairment in mice. Biol. Pharm. Bull. 37(7), 1207-1213 (2014).

    5. Ferraz-Filha, Z.S., de Paula Michel Araújo, M.C., Ferrari, F.C., et alTabebuia roseoalba: In vivo hypouricemic and anti-inflammatory effects of its ethanolic extract and constituents. Planta Med. 82(16), 1395-1402 (2016).