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1616-93-9

1616-93-9 Structure

1616-93-9 Structure
IdentificationBack Directory
[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
[CAS]

1616-93-9
[Synonyms]

β-Amyrin acetate
O-Acetyl-β-amyrin
β-Amyrenyl acetate
beta-Amyrin acetate
Erythrodiol 3-acetate
Olean-12-en-3β-ol acetate
AMYRIN ACETATE, BETA- (RG)
Olean-12-en-3-ol,3-acetate, (3b)-
Acetic acid 5α-olean-12-en-3β-yl ester
(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
[EINECS(EC#)]

200-258-5
[Molecular Formula]

C32H52O2
[MDL Number]

MFCD00200955
[MOL File]

1616-93-9.mol
[Molecular Weight]

468.75
Chemical PropertiesBack Directory
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Powder
[color ]

White to off-white
[LogP]

11.950 (est)
Hazard InformationBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

[(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)MS
[(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)1HNMR
[(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)IR1
[(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)IR2
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