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beta-Amyrin

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beta-Amyrin Basic information

Product Name:
beta-Amyrin
Synonyms:
  • B-AMYRIN
  • BETA-AMYRIN
  • AMYRIN, B-
  • (3BETA)-OLEAN-12-EN-3-OL
  • 12-OLEANEN-3-BETA-OL
  • 12-OLEANIN-3-BETA-OL
  • OLEAN-12-EN-3BETA-OL
  • OLEAN-12-EN-3B-OL
CAS:
559-70-6
MF:
C30H50O
MW:
426.73
EINECS:
209-204-6
Product Categories:
  • Building block
  • Tri-Terpenoids
Mol File:
559-70-6.mol
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beta-Amyrin Chemical Properties

Melting point:
187-190°C
alpha 
D19 +99.8° (c = 1.3 in benzene)
Boiling point:
bp0.8 260°
Density 
0.9600 (rough estimate)
refractive index 
1.4910 (estimate)
storage temp. 
Refrigerator
solubility 
Chloroform (Slightly), Methanol (Slightly, Heated)
form 
Solid
pka
15.18±0.70(Predicted)
color 
White to Off-White
optical activity
+9120 (c 1.23, CHCl3)
BRN 
2063468
InChIKey
JFSHUTJDVKUMTJ-QHPUVITPSA-N
LogP
10.481 (est)
CAS DataBase Reference
559-70-6(CAS DataBase Reference)
NIST Chemistry Reference
«BETA»-amyrin(559-70-6)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
22
Safety Statements 
22-45
WGK Germany 
3
F 
10-23

MSDS

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beta-Amyrin Usage And Synthesis

Uses

nociceptive

Definition

ChEBI: A pentacyclic triterpenoid that is oleanane substituted at the 3beta-position by a hydroxy group and containing a double bond between positions 12 and 13. It is one of the most commonly occurring triterpenoids in higher plants.

Biological Activity

Triterpene th at has broad-spectrum analgesic properties for which the underlying mechanism is poorly understood.

in vivo

β-Amyrin (4 mg/kg, p.o., daily, 5 days) ameliorates object recognition memory deficit and neurogenesis impairments in the hippocampus of Aβ-induced AD model mice[1].
β-Amyrin (20-100 μg, i.p.) inhibits carrageenan-induced paw edema of rats[2].
β-Amyrin (20-80 mg/kg, i.g., daily, 5 days) has a potent efficacy in protecting against BLM-induced mice pulmonary fibrosis via suppressing inflammatory response and oxidative stress[3].
Pharmacokinetic parameters of β-Amyrin in rats

β-Amyrin standard IV (group 3)β-Amyrin standard oral dose (group 2)
Dose (mg kg?1) 1 3300 (equivalent of 3mg kg?1 β-amyrin)
V (ml kg?1) 1317
AUC0→24 h (min μg ml?1) 41110.6 47.3
Cl (ml min?1 kg?1)2.04
t1/2λZ (h)10.210.3 8.3
MRT0→24 h (h) (h)88.5 8.7
Cmax (ng ml?1) (h) (h)18.775
tmax (h)-3 (n = 2) or 5 (n = 1)3 (n = 3) or 5 (n = 1)
F (%)0.863.83
Animal Model:Male CD-1 mice, 26-28 g, 6 weeks old. 5 μL of Aβ was acutely injected into the left lateral ventricle by hand[1].
Dosage:4 mg/kg
Administration:p.o., daily, 5 days
Result:Increased number of transitions between the light and dark compartments.
Increased the total exploration time on the light compartment of the apparatus and the time spent in open arms.
Ameliorated the reduction of neurogenesis.
Animal Model: Adult male rats of Sprague–Dawley strain, weighing 150-180 g. Carrageenan induces edema in the hind paw of the rat[2].
Dosage:20, 50, 100 μg/kg
Administration:i.p.
Result:Significant decreased edema by in a dose dependent manner.
Animal Model: Adult male rats of Sprague–Dawley strain, weighing 150-180 g. Carrageenan induces Use Bleomycin (BLM) (HY-108345), 5mg/kg, one-time intratracheally injection, in 50μL saline per mouse to induce the marine model of pulmonary fibrosis[3].
Dosage: 20, 40, 80 mg/kg
Administration:i.g., daily, 5 days
Result:Promoted the values of SO2 and PO2 and inhibited the value of PCO2.
Significantly improved inflammatory cell infiltration, the thickened alveolar septum and the lesion collapses of the alveoli and formation of flaky lung tissue.

target

GABA Receptor | P450 (e.g. CYP17) | cAMP | PKC | PKA | PGE | TNF-α | Antifection

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