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β-Amyrin

analytical standard

Synonym(s):

β-Amyrenol, Olean-12-en-3β-ol

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About This Item

Empirical Formula (Hill Notation):
C30H50O
CAS Number:
Molecular Weight:
426.72
Beilstein/REAXYS Number:
2063468
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

assay

≥98.5% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

SMILES string

[H][C@@]12CC(C)(C)CC[C@]1(C)CC[C@]3(C)C2=CC[C@]4([H])[C@@]5(C)CC[C@H](O)C(C)(C)[C@]5([H])CC[C@@]34C

InChI

1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h9,21-24,31H,10-19H2,1-8H3/t21-,22-,23+,24-,27+,28-,29+,30+/m0/s1

InChI key

JFSHUTJDVKUMTJ-QHPUVITPSA-N

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General description

β-Amyrin belongs to the group of naturally occurring pentacyclic triterpenes, known for its anti-inflammatory, anti-microbial, anti-oxidative, and chemoprotective properties.

Application

This analytical standard can also be used as follows:

  • Development and validation of two high-performance thin layer chromatography (HPTLC) methods to quantify four biomarkers— β-amyrin, β-sitosterol, lupeol, and ursolic acid in the ethanol extract of G. senegalensis leaves
  • Analysis of methanol extracts of leaf samples collected from five Ficus species by a novel HPTLC densitometric method, for the determination of β-amyrin, validated according to the International Conference on Harmonization (ICH) guidelines
  • Quantification of β-amyrin in the ethanolic extracts collected from two Maytenus species, M. obscura and M. parviflora by a validated HPTLC-densitometric method
  • Secondary metabolite profiling of various plant parts collected from 82 plants belonging to 21 different cannabis strains using gas chromatography-mass spectrometry (GC-MS) for sterols and terpenoids (mono-, sesqui-, tri-), and high-performance liquid chromatography (HPLC) with UV and mass spectrometric (MS) detection for flavonoids

Biochem/physiol Actions

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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β-Amyrin induces angiogenesis in vascular endothelial cells through the Akt/endothelial nitric oxide synthase signaling pathway.
Ishii M, et al.
Biochemical and Biophysical Research Communications, 467(4), 676-682 (2015)
Separation and identification of some common isomeric plant triterpenoids by thin-layer chromatography and high-performance liquid chromatography.
Martelanc M, et al.
Journal of Chromatography A, 1216(38), 6662-6670 (2009)
Amit Rai et al.
The Plant journal : for cell and molecular biology, 90(4), 764-787 (2017-01-22)
Medicinal plants are a rich source of highly diverse specialized metabolites with important pharmacological properties. Until recently, plant biologists were limited in their ability to explore the biosynthetic pathways of these metabolites, mainly due to the scarcity of plant genomics
Cyril Brendolise et al.
The FEBS journal, 278(14), 2485-2499 (2011-05-18)
The pentacyclic triterpenes, in particular ursolic acid and oleanolic acid and their derivatives, exist abundantly in the plant kingdom, where they are well known for their anti-inflammatory, antitumour and antimicrobial properties. α-Amyrin and β-amyrin are the precursors of ursolic and
Jianhong Ching et al.
Journal of separation science, 35(1), 53-59 (2011-12-01)
Conventional methods of drug discovery from natural products include bioassay-guided fractionation, which is tedious and has low efficiency. The aim of this work is to develop a platform method to rapidly identify bioactive compounds from crude plant extracts and their

Articles

Terpenes comprise the largest and most diverse class of secondary metabolites; approximately 55,000 compounds have been identified to date.

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