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Merck

00720585

Apigenin 7-glucoside

primary reference standard

Synonym(s):

4′,5,7-Trihydroxyflavone 7-glucoside, Apigenin-7-O-glucoside, Apigetrin, Cosmosiin

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About This Item

Empirical Formula (Hill Notation):
C21H20O10
CAS Number:
578-74-5
Molecular Weight:
432.38
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329747125
EC Number:
209-430-5
Beilstein/REAXYS Number:
65669
MDL number:
MFCD00016787

Key Documents

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Product Name

Apigenin 7-glucoside, primary reference standard

InChI

1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1

SMILES string

OC[C@H]1O[C@@H](Oc2cc(O)c3C(=O)C=C(Oc3c2)c4ccc(O)cc4)[C@H](O)[C@@H](O)[C@@H]1O

InChI key

KMOUJOKENFFTPU-QNDFHXLGSA-N

grade

primary reference standard

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

Quality Level

100

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Application

Reference Standard in the analysis of herbal medicinal products

General description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Other Notes

This compound is commonly found in plants of the genus: achillea ginkgo humulus hypericum melissa mentha pimpinella plantago salvia silybum thymus

Storage Class

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
HWI00095-4
HWI00095-2

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M Sharaf
Natural product research, 22(18), 1620-1623 (2008-12-17)
The ethanolic extract of the seeds of Trifolium alexandrinum afforded a new naturally occurring compound identified as methyl-alpha-glucose. The known compounds quercetin, kaempferol, apigenin 7-O-beta-D-glucoside and the nucleoside xanthosine were also isolated. The isolated compounds were identified by spectroscopic (UV
Soninkhishig Tsolmon et al.
Molecular nutrition & food research, 55 Suppl 1, S93-S102 (2011-04-12)
Induction of cancer-cell differentiation is an alternative approach for cancer chemotherapy. There are numerous studies that diets containing an abundance of fruits and vegetables have protection against cancers, and the main agents thought to provide such protective effect are flavonoids.
Xing-Qi Tan et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 33(1), 58-60 (2010-06-04)
To study the flavonoids constituents of Trachelospemum jasminoides. The compounds were separated and purified by column chromatography with silica gel, and identified by IR, MS, NMR and 2D-NMR. Six flavonoids were identified as apigenin (I), apigenin 7-O-beta-glucoside (II), apigenin 7-O-beta-neospheroside
Kazutoshi Shindo et al.
Journal of natural medicines, 62(2), 247-248 (2008-04-12)
The edible flower of Torenia fournieri Linden ex E. Fourn was found to possess potent antioxidative activity in a rat brain homogenate model. Bioassay-guided isolation of the active compounds from a CH(2)Cl(2)-MeOH (1:1) extract led to the isolation of acteoside
Eri Nakazaki et al.
European journal of nutrition, 52(1), 25-35 (2011-11-25)
Nutritional factors is one of the most important regulators in the progression of cancer. Some dietary elements promote the growth of cancer but others, such as plant-derived compounds, may reverse this process. We tried to investigate yet another approach of
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