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Merck
CN

H3916

Hederagenin

≥97% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C30H48O4
CAS Number:
465-99-6
Molecular Weight:
472.70
UNSPSC Code:
41116107
NACRES:
NA.25
MDL number:
MFCD00017385

Key Documents

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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

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 key

PGOYMURMZNDHNS-MYPRUECHSA-N

assay

≥97% (HPLC)

solubility

methanol: 1 mg/mL

storage temp.

2-8°C

Quality Level

100

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX2673
MKCL8266
MKCJ7336
MKCG6606
MKBZ9682V

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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-
Anti-inflammatory activities of hederagenin and crude saponin isolated from Sapindus mukorossi Gaertn.
K Takagi et al.
Chemical & pharmaceutical bulletin, 28(4), 1183-1188 (1980-01-01)
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
Zeng-Liang Jin et al.
Pharmacology, biochemistry, and behavior, 100(3), 431-439 (2011-10-19)
Fructus Akebiae is a traditional Chinese herbal extract that has been used for the treatment of depressive disorders in China. Previous studies demonstrated that Fructus Akebiae extracts (FAE) displayed a potent antidepressant-like activity in animal behavior tests and found that
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