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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:
559-70-6
Molecular Weight:
426.72
Beilstein/REAXYS Number:
2063468
EC Number:
209-204-6
MDL number:
MFCD00017381
UNSPSC Code:
85151701
PubChem Substance ID:
329748744
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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
GHS07

signalword

Warning

hcodes

H302

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCL5090
BCCL2703
BCCK7288
BCCH8757
BCCJ7164

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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)
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)
Miao Wu et al.
Genes, 11(2) (2020-02-14)
Polyploid plants are more often invasive species than their diploid counterparts. As the invasiveness of a species is often linked to its production of allelopathic compounds, we hypothesize that differences in invasive ability between cytotypes may be due to their
Hikaru Seki et al.
The Plant cell, 23(11), 4112-4123 (2011-12-01)
Glycyrrhizin, a triterpenoid saponin derived from the underground parts of Glycyrrhiza plants (licorice), has several pharmacological activities and is also used worldwide as a natural sweetener. The biosynthesis of glycyrrhizin involves the initial cyclization of 2,3-oxidosqualene to the triterpene skeleton
Kathryn A B Simão da Silva et al.
Pain, 152(8), 1872-1887 (2011-05-31)
In this study, we report that α,β-amyrin, a plant-derived pentacyclic triterpene, reduced persistent inflammatory and neuropathic hyperalgesia in mice by a direct activation of the CB(1) and CB(2) cannabinoid receptors (CB(1)R and CB(2)R). The oral treatment with α,β-amyrin (30 mg/kg)
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