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Merck
CN

79737

Hederacoside C

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C59H96O26
CAS Number:
Molecular Weight:
1221.38
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
238-072-2
Beilstein/REAXYS Number:
4229541
MDL number:
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InChI

1S/C59H96O26/c1-24-34(63)38(67)42(71)49(78-24)83-46-29(20-60)80-48(45(74)41(46)70)77-22-30-37(66)40(69)44(73)51(81-30)85-53(75)59-17-15-54(3,4)19-27(59)26-9-10-32-55(5)13-12-33(56(6,23-61)31(55)11-14-58(32,8)57(26,7)16-18-59)82-52-47(36(65)28(62)21-76-52)84-50-43(72)39(68)35(64)25(2)79-50/h9,24-25,27-52,60-74H,10-23H2,1-8H3/t24-,25-,27?,28-,29+,30+,31?,32+,33-,34-,35-,36-,37+,38+,39+,40-,41+,42+,43+,44+,45+,46+,47+,48+,49-,50-,51-,52-,55-,56-,57+,58+,59-/m0/s1

InChI key

RYHDIBJJJRNDSX-WBOYGZCJSA-N

SMILES string

[H][C@]12CC=C3C4CC(C)(C)CC[C@@]4(CC[C@@]3(C)[C@]1(C)CCC5[C@](C)(CO)[C@H](CC[C@]25C)O[C@@H]6OC[C@H](O)[C@H](O)[C@H]6O[C@@H]7O[C@@H](C)[C@H](O)[C@@H](O)[C@H]7O)C(=O)O[C@@H]8O[C@H](CO[C@@H]9O[C@H](CO)[C@@H](O[C@@H]%10O[C@@H](C)[C@H](O)[C@@H](O)[C@H]%10O)[C@H](O)[C@H]9O)[C@@H](O)[C@H](O)[C@H]8O

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤10.0% water

mp

222 °C (dec.) (lit.)

application(s)

food and beverages

format

neat

Quality Level

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General description

Hederacoside C is a major bioactive constituent isolated from Hedera helix L. It exhibits pharmacological properties such as antibacterial, expectorant, bronchodilator and bronchospasmolytic effects. It is widely used in the treatment of respiratory disorders involving acute respiratory infections, chronic inflammatory bronchitis and productive coughs.

Application

Hederacoside C may be used as an analytical reference standard for the quantification of the analyte in Ivy leaf extract using different chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

This compound is commonly found in plants of the genus: hedera

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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An ultra-high-performance liquid chromatography-tandem mass spectrometric method for the determination of hederacoside C, a drug candidate for respiratory disorder, in rat plasma
Rehman US, et al.
Journal of Pharmaceutical and Biomedical Analysis, 129, 90-95 (2016)
Determination of saponins and flavonoids in ivy leaf extracts using HPLC-DA
Yu M, et al.
Journal of Chromatographic Science, 53(4), 478-483 (2014)
Eun-Ha Joh et al.
Phytotherapy research : PTR, 26(4), 546-551 (2011-09-20)
The stem-bark of Kalopanax pictus (KP, family Araliaceae), which contains triterpenoid saponins, has been shown to exhibit anticarcinogenic, antiinflammatory, antirheumatoid and antidiabetic activities. In a preliminary study, a KP methanol extract demonstrated acetylcholinesterase activity in vitro and memory enhancement in
S H Cho et al.
Archives of pharmacal research, 14(1), 19-24 (1991-03-01)
One new triterpenoidal saponin, saponin F(2) has been isolated from the bark of Kalopanax pictum Nakai var. typicum (Araliaceae), together with one known saponin, kizuta saponin K12 (1). On the basis of chemico-spectral evidences, the structure of 2 has been
Jongwon Choi et al.
Journal of ethnopharmacology, 79(1), 113-118 (2001-12-18)
The stem bark of Kalopanax pictus is an anti-rheumatoidal arthritis drug in Oriental medicine. In the rheumatoidal rat, induced by Freund's complete adjuvant (FCA) reagent, we investigated the effects of hederagenin monodesmosides of K. pictus on oxidative stress and hepatic

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