alpha-Amyrin

Base Information

• Chemical Name: alpha-Amyrin
• CAS No.: 638-95-9
• Molecular Formula: C30H50 O
• Molecular Weight: 426.726
• European Community (EC) Number: 211-352-1
• UNII: 30ZAG40J8N
• DSSTox Substance ID: DTXSID701025612
• Nikkaji Number: J6.928K
• Wikidata: Q2501558
• Metabolomics Workbench ID: 28757
• ChEMBL ID: CHEMBL455357
• Mol file: 638-95-9.mol

Synonyms:alpha-amyrenol;alpha-amyrin;amyrin, (3alpha)-isomer;viminalol

Chemical Property of alpha-Amyrin

Chemical Property:

• Appearance/Colour: white crystalline powder
• Melting Point: 188 C
• Refractive Index: 1.4910 (estimate)
• Boiling Point: 243 C
• PKA: 15.18±0.70(Predicted)
• Flash Point: 218.6oC
• PSA: 20.23000
• Density: 0.9600 (rough estimate)
• LogP: 8.02480
• XLogP3: 9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 426.386166214
• Heavy Atom Count: 31
• Complexity: 779

Purity/Quality:

99%, ^*data from raw suppliers

α-Amyrin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C
• Isomeric SMILES: C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]2[C@H]1C)C)C

Technology Process of alpha-Amyrin

There total 34 articles about alpha-Amyrin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

urs-12-en-3β-yl acetate (863-76-3,101915-52-0,22395-84-2) → α-amyrin (638-95-9)

Guidance literature:

With potassium hydroxide; In methanol; Reflux;

DOI:10.1002/ardp.201700178

Reference yield: 94.0%

(3β)-3-{[(1,1-dimethylethyl)dimethylsilyl]oxy}-urs-12-en → α-amyrin (638-95-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 14h; Reagent/catalyst; Solvent;

DOI:10.3390/molecules23071552

Reference yield:

methanol (67-56-1) + 3β-12-ursen-3-yl docosanoate → behenic acid methyl ester (929-77-1) + α-amyrin (638-95-9)

Guidance literature:

With potassium hydroxide;

upstream raw materials:

urs-12-en-3-one

aluminum isopropoxide

sodium ethanolate

isopropyl alcohol

Downstream raw materials:

α-amyrin stearate

3-cinnamoyloxy-urs-12-ene

3β-benzoyloxy-urs-12-ene

3-benzoyloxy-urs-12-ene

Refernces

• 1、 Minocha, P. K.,Tandon, R. N.. "A NEW TRITERPENE GLYCOSIDE FROM THE STEM OF ICHNOCARPUS FRUTESCENS". . p. 2053 - 2055. Retrieved 1980.
• 2、 Ruzicka,Wirz. "-". . p. 948,949. Retrieved 1939.
• 3、 Shan, Hui,Wilson, William K.,Castillo, Dorianne A.,Matsuda, Seiichi P.T.. "Are Isoursenol and γ-Amyrin Rare Triterpenes in Nature or Simply Overlooked by Usual Analytical Methods?". . p. 3986 - 3989. Retrieved 2015.
• 4、 Serbian, Immo,Csuk, René. "An improved scalable synthesis of α- and β-amyrin". . . Retrieved 2018/07/13.