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ChemicalBook >  Product Catalog >  Natural Products >  Terpenes >  [(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl -1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate

[(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl -1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate

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[(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl -1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate Basic information

Product Name:
[(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl -1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate
Synonyms:
  • [(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl -1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate
  • Acetic acid 5α-olean-12-en-3β-yl ester
  • Erythrodiol 3-acetate
  • O-Acetyl-β-amyrin
  • Olean-12-en-3β-ol acetate
  • β-Amyrenyl acetate
  • beta-Amyrin acetate
  • AMYRIN ACETATE, BETA- (RG)
CAS:
1616-93-9
MF:
C32H52O2
MW:
468.75
EINECS:
200-258-5
Mol File:
1616-93-9.mol
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[(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl -1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate Chemical Properties

solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Powder
color 
White to off-white
LogP
11.950 (est)
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[(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl -1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate Usage And Synthesis

Uses

β-Amyrin acetate is a triterpenoid with potent anti-inflammatory, antifungal, anti-diabetic, anti-hyperlipidemic activities. β-Amyrin acetate can inhibit HMG-CoA reductase activity by locating in the hydrophobic binding cleft of HMG CoA reductase[1][2][3][4].

in vivo

β-Amyrin acetate (applied on the anterior surface of the right ear, 100 μg/ear, a single dose) significantly inhibits xylene-induced ear edema in mice[1].
β-Amyrin acetate (intraperitoneal injection, 4 mg/100 g, daily for 6 consecutive days) shows significant anti-inflammatory activities (43.6%) in adult albino rats[3].
β-Amyrin acetate (subcutaneous injection, 4 mg/100 g, daily for 10 days ) increases the ATP-phosphohydrolase activity in liver homogenates both in normal and arthritic rats[3].

Animal Model:Xylene-induced mouse ear topical edema model[1]
Dosage:50 and 100 μg/ear (5 μL)
Administration:Applied on the anterior surface of the right ear
Result:Inhibited Xylene-induced ear edema in mice
Animal Model:Adult albino rats[3]
Dosage:4 mg/100g, daily for 6 consecutive days
Administration:Intraperitoneal injection
Result:Showed significant anti-inflammatory activities with mean average weight of granulation tissue of 9.2 mg after 6 days.

target

Immunology & Inflammation related

References

[1] Nkeoma Nkasi Okoye, et al. beta-Amyrin and alpha-amyrin acetate isolated from the stem bark of Alstonia boonei display profound anti-inflammatory activity. Pharm Biol. 2014 Nov;52(11):1478-86. DOI:10.3109/13880209.2014.898078
[2] Ranjani Maurya, et al. β-Amyrin acetate and β-amyrin palmitate as antidyslipidemic agents from Wrightia tomentosa leaves. Phytomedicine. 2012 Jun 15;19(8-9):682-5. DOI:10.1016/j.phymed.2012.03.013
[3] M.B.Gupta, et al. Biochemical study of the anti-inflammatory activity of α and β-amyrin acetate. Biochemical Pharmacology. 1971 Feb; 2(20): 401-405.
[4] S Johann, et al. Antifungal activity of the amyrin derivatives and in vitro inhibition of Candida albicans adhesion to human epithelial cells. Lett Appl Microbiol. 2007 Aug;45(2):148-53. DOI:10.1111/j.1472-765X.2007.02162.x

[(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl -1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetateSupplier

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[(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl -1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate(1616-93-9)Related Product Information