| Identification | More | [Name]
alpha-Amyrin | [CAS]
638-95-9 | [Synonyms]
12-URSEN-3-BETA-OL
(3BETA)-URS-12-EN-3-OL
A-AMYRIN
ALPHA-AMYRIN
AMYRIN, A-
DELTA-AMYRIN
URS-12-EN-3-BETA-OL
VIMINALOL
alpha-Amyrenol
alpha-Amyrine
Urs-12-en-3-ol
Urs-12-en-3-ol, (3beta)-
alpha-AMYRIN hplc
A-AMYRIN WITH HPLC
Urs-12-en-3β-ol, Viminalol
(3S,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-Octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-ol
3b-Hydroxyurs-12-ene
Urs-12-en-3-ol, (3b)- | [EINECS(EC#)]
211-352-1 | [Molecular Formula]
C30H50O | [MDL Number]
MFCD00016754 | [Molecular Weight]
426.72 | [MOL File]
638-95-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
178-183°C | [alpha ]
D17 +91.6° (c = 1.3 in benzene) | [Boiling point ]
bp0.7 243° | [density ]
0.9600 (rough estimate) | [refractive index ]
1.4910 (estimate) | [solubility ]
DMSO (Slightly), Methanol (Slightly, Sonicated) | [form ]
neat | [pka]
15.18±0.70(Predicted) | [color ]
White to off-white | [Optical Rotation]
+93.3 (c 5.55, C6H6) | [BRN ]
1916550 | [Major Application]
food and beverages | [Cosmetics Ingredients Functions]
SKIN PROTECTING
SKIN CONDITIONING - MISCELLANEOUS | [InChIKey]
FSLPMRQHCOLESF-SFMCKYFRSA-N | [SMILES]
C[C@@H]1CC[C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C | [LogP]
10.636 (est) | [CAS DataBase Reference]
638-95-9(CAS DataBase Reference) | [NIST Chemistry Reference]
«ALPHA»-amyrin(638-95-9) | [EPA Substance Registry System]
Urs-12-en-3-ol, (3.beta.)- (638-95-9) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [WGK Germany ]
3 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Uses]
a-Amyrin is a natural chemical compound of the triterpene class. It is a pentacyclic triterpenol widely distributed in nature and has been isolated from a variety of plant sources such as epicuticular wax. | [Definition]
ChEBI: A pentacyclic triterpenoid that is ursane which contains a double bond between positions 12 and 13 and in which the hydrogen at the 3beta position is substituted by a hydroxy group. | [Biological Activity]
Triterpene th at has broad-spectrum analgesic properties for which the underlying mechanism is poorly understood but which may involve the inhibition of protein kinase A (PKA). | [in vivo]
α-Amyrin (50, 100, 200 mg/kg orally, once daily for 42 days) can reduce the survival rate of rats with metabolic syndrome induced by high fructose diet[2].
α-Amyrin (2 or 4 mg/kg, orally) improves cognitive dysfunction caused by low cholinergic neurotransmission in mice by activating ERK and GSK-3β signaling pathways[3].
| Animal Model: | High-fructose diet (HFD)-induced metabolic syndrome in rats[2] | | Dosage: | 50, 100, 200 mg/kg | | Administration: | p.o. | | Result: | Decreased systolic blood pressure, plasma glucose, total cholesterol, and plasma triglycerides.
Attenuated hepatic oxidative stress as well as micro- and macrovesicular fatty changes in hepatocytes caused by HFD.
|
| Animal Model: | Scopolamine-Induced Memory Impairment Mice[3] | | Dosage: | 2 or 4 mg/kg | | Administration: | p.o. | | Result: | Increased the expression levels of phosphorylated extracellular signal-regulated kinase 1/2 (pERK) and phosphorylated glycogen synthase kinase-3β (pGSK-3β). |
| [Purification Methods]
Purify it by acetylation to the acetate followed by hydrolysis and recrystallisation from aqueous MeOH or from EtOH. The acetate when crystallised from pet ether, n-heptane or CHC |
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