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Merck
CN

07512

Supelco

α-Hederin

analytical standard

Synonym(s):

(3β,4α)-3-[[2-O-(6-Deoxy-α-L-mannopyranosyl)-α-L-arabinopyranosyl]oxy]-23-hydroxyolean-12-en-28-oic acid

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About This Item

Empirical Formula (Hill Notation):
C41H66O12
CAS Number:
27013-91-8
Molecular Weight:
750.96
EC Number:
248-166-5
UNSPSC Code:
85151701
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

Assay

≥90.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

impurities

≤10.0% water

application(s)

food and beverages

format

neat

storage temp.

2-8°C

SMILES string

C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O)CO[C@H]2O[C@H]3CC[C@@]4(C)[C@@H](CC[C@]5(C)[C@@H]4CC=C6[C@@H]7CC(C)(C)CC[C@@]7(CC[C@@]56C)C(O)=O)[C@]3(C)CO)[C@H](O)[C@H](O)[C@H]1O

InChI

1S/C41H66O12/c1-21-28(44)30(46)31(47)33(51-21)53-32-29(45)24(43)19-50-34(32)52-27-11-12-37(4)25(38(27,5)20-42)10-13-40(7)26(37)9-8-22-23-18-36(2,3)14-16-41(23,35(48)49)17-15-39(22,40)6/h8,21,23-34,42-47H,9-20H2,1-7H3,(H,48,49)/t21-,23-,24-,25+,26+,27-,28-,29-,30+,31+,32+,33-,34-,37-,38-,39+,40+,41-/m0/s1

InChI key

KEOITPILCOILGM-LLJOFIFVSA-N

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General description

α-Hederin is a water-soluble pentacyclic triterpene compound present in the seeds of Nigella sativa.

Application

α-Hederin may be used as an internal standard for the determination of glycyrrhizin and its major metabolite glycyrrhetic acid in human plasma by liquid chromatography/tandem mass spectrometry (LC−MS/MS). It may be used as an external standard for quinovic acid glycosides assay by high performance liquid chromatography-photodiode array detection (HPLC-PDA) as well as ultra-performance liquid chromatography-quadrupole time-of-flight mass spectrometry (UPLC/Q-TOF-MS). It may be used as a reference standard for the identification of α-hederin in the leaves of common ivy (Hedera helix) by liquid chromatography-electrospray ionization tandem mass spectrometry (LC-EI/MS-MS).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ5095
BCCH9041
BCCH6796
BCCH4743
BCCH2887

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HPLC-PDA method for quinovic acid glycosides assay in Cat's claw (Uncaria tomentosa) associated with UPLC/Q-TOF-MS analysis.
Pavei C, et al.
Journal of Pharmaceutical and Biomedical Analysis, 62(2), 250-257 (2012)
Simultaneous determination of glycyrrhizin, a marker component in radix Glycyrrhizae, and its major metabolite glycyrrhetic acid in human plasma by LC-MS/MS.
Lin Z, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 814(2), 201-207 (2005)
Seong-Cheol Bang et al.
Archives of pharmacal research, 31(5), 555-561 (2008-05-16)
The sugar structures of triterpenoid saponins, such as alpha-hederin, are intimately associated with their antitumor activities and other biological activities. The alpha-L: -rhamnopyranosyl-(1-->2)-alpha-L: -arabinopyranoside group of alpha-hederin alters the cytotoxicity of its aglycon, hederagenin. This study explored the role of
K Foubert et al.
Talanta, 81(4-5), 1258-1263 (2010-05-06)
Saponins are high molecular weight glycosides which are known for their broad range of biological activities. In case of Maesa lanceolata, a tree growing in African countries, the maesasaponins showed virucidal, haemolytic, molluscicidal and anti-angiogenic activity. Since the different activities
Yu-ming Liu et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 30(13), 980-983 (2005-09-16)
To investigate the chemical constituents in the seeds of Nigella glandulifera. The chemical constituents were isolated and repeatedly purified on silica gel column. They were identified and structurally elucidated by means of physio-chemical constants and spectral analysis. Nine compounds were
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