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β-Amyrin

analytical standard

Synonyme(s) :

β-Amyrenol, Olean-12-en-3β-ol

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About This Item

Formule empirique (notation de Hill):
C30H50O
Numéro CAS:
559-70-6
Poids moléculaire :
426.72
Numéro Beilstein :
2063468
Numéro CE :
209-204-6
Numéro MDL:
MFCD00017381
Code UNSPSC :
85151701
ID de substance PubChem :
329748744
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Pureté

≥98.5% (HPLC)

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Application(s)

food and beverages

Format

neat

Chaîne SMILES 

[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

Clé InChI

JFSHUTJDVKUMTJ-QHPUVITPSA-N

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Catégories apparentées

Description générale

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

Actions biochimiques/physiologiques

Triterpène ayant des propriétés antalgiques à large spectre mais dont le mécanisme sous-jacent est mal connu.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Conseils de prudence

P301 + P312 + P330

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificats d'analyse (COA)

Lot/Batch Number
BCCL5090
BCCL2703
BCCK7288
BCCH8757
BCCJ7164

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Sigma-Aldrich

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Sigma-Aldrich

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Hederagenin ≥97% (HPLC)

Sigma-Aldrich

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Supelco

09258

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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)
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
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)
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
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