Alpha-amyrin
Compound Structure: |
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Synonyms: | alpha-Amyrin;Viminalol;638-95-9;alpha-Amyrenol;alpha-Amyrine;Urs-12-en-3beta-ol;UNII-30ZAG40J8N;5alpha-urs-12-en-3beta-ol;(3beta)-urs-12-en-3-ol;30ZAG40J8N;CHEBI:10213;urs-12-ene-3beta-ol;AMYRIN, ALPHA- | ||||||||||||||||||||||||||||||||||||
Compound ID: | NMPC-574 | ||||||||||||||||||||||||||||||||||||
PubChem ID: | |||||||||||||||||||||||||||||||||||||
Molecular Formula: | C30H50O | ||||||||||||||||||||||||||||||||||||
Canonical SMILES: | CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C | ||||||||||||||||||||||||||||||||||||
InChIKey: | FSLPMRQHCOLESF-SFMCKYFRSA-N | ||||||||||||||||||||||||||||||||||||
About the compound: | Alpha-amyrin is a pentacyclic triterpenoid with a chemical structure belonging to the ursane skeleton. It contains a double bond between positions 12 and 13 and has a hydroxy group at the 3beta position. Alpha-amyrin is classified as a secondary alcohol and is derived from a hydride of an ursane. The amyrins, including alpha-amyrin, beta-amyrin (which has an oleanane skeleton), and delta-amyrin, are closely related natural compounds of the triterpene class. They share the chemical formula C30H50O and are commonly found in various plant sources, including epicuticular wax. In plant biosynthesis, alpha-amyrin serves as the precursor for ursolic acid, while beta-amyrin is the precursor for oleanolic acid. These compounds play important roles in the biological activities of plants. Alpha-amyrin has been studied for its pharmacological properties and has been found to exhibit long-lasting antinociceptive (pain-relieving) and anti-inflammatory effects. These effects are attributed to the activation of cannabinoid receptors CB1 and CB2, as well as the inhibition of cytokine production and the expression of NF-κB, CREB, and cyclooxygenase 2. Additionally, alpha-amyrin has been identified in various sources, including dandelion coffee, and its presence contributes to the chemical composition of these natural products. GHS Hazard Statements H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] |
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Properties: |
Chemical
and Physical Properties
Source: PubChem |
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Source Species: |
Ehretia cymosa Momordica angustisepala Ficus thonningii |