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Key Documents

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H3916

Sigma-Aldrich

Hederagenin

≥97% (HPLC)

Sinónimos:

3,23-Dihydroxyolean-12-en-28-acid, Astrantiagenin E, Caulosapogenin, Hederagenic acid, Hederagenol

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About This Item

Fórmula empírica (notación de Hill):
C30H48O4
Número de CAS:
465-99-6
Peso molecular:
472.70
MDL number:
MFCD00017385
UNSPSC Code:
41116107
NACRES:
NA.25

Quality Level

100

assay

≥97% (HPLC)

solubility

methanol: 1 mg/mL

storage temp.

2-8°C

SMILES string

O[C@H]1CC[C@@]2(C)[C@](CC[C@]3(C)[C@]2([H])CC=C4[C@@]3(C)CC[C@]5(C(O)=O)[C@@]4([H])CC(C)(C)CC5)([H])[C@]1(C)CO

InChI

1S/C30H48O4/c1-25(2)13-15-30(24(33)34)16-14-28(5)19(20(30)17-25)7-8-22-26(3)11-10-23(32)27(4,18-31)21(26)9-12-29(22,28)6/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)/t20-,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1

InChI key

PGOYMURMZNDHNS-MYPRUECHSA-N

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Application

Hederagenin (3,23-Dihydroxyolean-12-en-28-acid), a triterpenoid saponin, is used to study the properties of triterpenoid saponins as biopesticides that prevent fungal growth, bacterial growth, and viral plant diseases. Hederagenin may be used as a reference in assays to detect it in biological fluids.

Biochem/physiol Actions

Saponin. Anti-inflammatory.

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Maslinic acid ≥98% (HPLC)

Sigma-Aldrich

M6699

Maslinic acid

Oleanolic acid United States Pharmacopeia (USP) Reference Standard

USP

1478141

Oleanolic acid

Hederacoside C primary reference standard

00930585

Hederacoside C

β-Amyrin analytical standard

Supelco

09236

β-Amyrin

Jyoti Kalola et al.
Journal of AOAC International, 91(5), 1174-1178 (2008-11-05)
Fruit pericarp of Sapindus species are reported to contain glycosides with hederagenin as an aglycone. To free the aglycone from the glycosides, they need to be hydrolyzed, and the commonly used method is hydrolysis with either hydrochloric or sulfuric acid.
L Jayasinghe et al.
Phytochemistry, 40(3), 891-897 (1995-10-01)
Seven new saponins, all glycosides of hederagenin (3 beta,23- dihydroxyolean-12-en-28-oic acid), were isolated from the stem of Pometia eximia along with hederagenin and two known saponins. Their structures were established as 28-O-beta-D-apiosyl(1-->2)-beta-D-glucopyranosyl-, 3-O-alpha-L- arabinofuranosyl(1-->3)[alpha-L-rhamnopyranosyl (1-->2)]-beta-D- xylopyranosyl-, 3-O-beta-D-apiosyl(1-->3)[alpha-L-rhamnopyranosyl-(1-->2)-beta-D- glucopyranosyl-, 3-O-alpha-L-arabinofuranosyl(1-->3)[alpha-L-rhamnopyranosyl- (1-->2)]-beta-L-arabinopyranosyl-
Qiongming Xu et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 34(20), 2610-2612 (2010-01-15)
To investigate the chemical constituents from roots of Boehmeria nivea. The constituents were isolated by repeated column chromatography and preparative liquid chromatography; and their structures were elucidated by chemical properties and spectroscopic analyses. Seven compounds were isolated and their structures
Massimo Confalonieri et al.
Plant biotechnology journal, 7(2), 172-182 (2008-12-06)
Triterpene saponins are a group of bioactive compounds abundant in the genus Medicago, and have been studied extensively for their biological and pharmacological properties. In this article, we evaluated the effects of the ectopic expression of AsOXA1 cDNA from Aster
Xuemei Yang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(21), 1973-1979 (2011-06-18)
A rapid, sensitive and selective method was developed for the quantitative determination of hederagenin in rat plasma and cerebrospinal fluid (CSF) by ultra fast liquid chromatography-tandem mass spectrometry (UFLC-MS/MS). It has been successfully applied in a pharmacokinetic study of hederagenin
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