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Oleanolic Acid

Item № 11726
CAS № 508-02-1
Purity ≥95%
product image
                (CAS 508-02-1)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     100 mg $36.00 0.00
     500 mg $58.00 0.00
     1 g $86.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description
Synonyms
  • Astrantiagenin C
  • Caryophyllin
  • Giganteumgenin C
  • Gledigenin 1
  • NSC 114945
  • Oleanoic Acid
  • Virgaureagenin B

Oleanolic acid is a triterpenoid that is synthesized in many plants by the cyclization of squalene. Traditionally used in Asian medicine, oleanolic acid has long been known to have anti-inflammatory, anti-hyperlipidemic, and hepatoprotective in vivo effects.1,2,3 It has also been found to have antiviral and anti-tumor actions.4,2 Synthetic triterpenoids based on oleanolic acid have been shown to bind specific proteins by Michael addition.5 Important protein targets include Keap1, IKK, JAK1, STAT3, PTEN, and proteins associated with the actin cytoskeleton.5

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Technical Information
Formal Name
3β-hydroxy-olean-12-en-28-oic acid
CAS Number
508-02-1
Synonyms
  • Astrantiagenin C
  • Caryophyllin
  • Giganteumgenin C
  • Gledigenin 1
  • NSC 114945
  • Oleanoic Acid
  • Virgaureagenin B
Molecular Formula
C30H48O3
Formula Weight
456.7
Purity
≥95%
Formulation
A crystalline solid
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](O)CC[C@]5(C)[C@@]4([H])CC=C3[C@]2([H])C1
InChI Code
InChI=1S/C30H48O3/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/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1
InChI Key
MIJYXULNPSFWEK-GTOFXWBISA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

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References & Product Citations
Product Description References

1. Liu, J. Pharmacology of oleanolic acid and ursolic acid Journal of Ethnopharmacology 49, 57-68 (1995).

2. Liby, K.T., Yore, M.M., and Sporn, M.B. Triterpenoids and rexinoids as multifunctional agents for the prevention and treatment of cancer Cancer 7, 357-369 (2007).

3. Sultana, N., and Ata, A. Oleanolic acid and related derivatives as medicinally important compounds Journal of Enzyme Inhibition and Medicinal Chemistry 23(6), 739-756 (2008).

4. Kashiwada, Y., Wang, H.K., Nagao, T., et al. Anti-AIDS agents. 30. Anti-HIV activity of oleanolic acid, pomolic acid, and structurally related triterpenoids J.Nat.Prod 61, 1090-1095 (1998).

5. Sporn, M.B., Liby, K.T., Yore, M.M., et al. New synthetic triterpenoids: potent agents for prevention and treatment of tissue injury caused by inflammatory and oxidative stress Journal of Natural Products 74, 537-545 (2011).

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