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Merck
CN

17784

Apiin

≥97.0% (HPLC)

Synonym(s):

Apigenin-7-(2-O-apiosylglucoside)

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About This Item

Empirical Formula (Hill Notation):
C26H28O14
CAS Number:
26544-34-3
Molecular Weight:
564.49
NACRES:
NA.47
PubChem Substance ID:
57647671
UNSPSC Code:
12352200
EC Number:
247-780-0
MDL number:
MFCD00016941

Key Documents

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Product Name

Apiin, ≥97.0% (HPLC)

InChI key

NTDLXWMIWOECHG-MFMSCHSJSA-N

InChI

1S/C26H28O14/c27-8-18-20(32)21(33)22(40-25-23(34)26(35,9-28)10-36-25)24(39-18)37-13-5-14(30)19-15(31)7-16(38-17(19)6-13)11-1-3-12(29)4-2-11/h1-7,18,20-25,27-30,32-35H,8-10H2/t18-,20-,21+,22-,23-,24-,25+,26-/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]5OC[C@](O)(CO)[C@@H]5O)[C@@H](O)[C@@H]1O

assay

≥97.0% (HPLC)

form

powder or crystals

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Quality Level

100

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Biochem/physiol Actions

Apiin is well-known for its antioxidant properties. It can enhance the production of β-apiosidase, an extracellular glycosidase in Aspergillus niger. Apiin also exerts antiplatelet activity.
Apiin, a major flavonoid component of celery, shows antiinflammatory activity mediated through inhibition of nitric oxide synthesis and inhibition of iNOS expression.

General description

Apiin is one of the major flavonoids found in the aromatic herb parsley. It is a bi-glycosylated form of apigenin.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH4727
BCCG1123
BCCF8104
BCCF3379
BCCD7087

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T Mencherini et al.
The Journal of pharmacy and pharmacology, 59(6), 891-897 (2007-07-20)
Flavonoids, natural compounds widely distributed in the plant kingdom, are reported to affect the inflammatory process and to possess anti-inflammatory as well as immunomodulatory activity in-vitro and in-vivo. Since nitric oxide (NO) produced by inducible nitric oxide synthase (iNOS) is
You-Lan Chen et al.
World journal of gastroenterology, 24(13), 1398-1409 (2018-04-11)
To investigate the protective effects of Ampelopsis grossedentata (AMP) on dextran sulfate sodium (DSS)-induced colitis in mice based on systems pharmacology approach. Systems pharmacology approach was used to predict the active ingredients, candidate targets and the efficacy of AMP on
M Lechtenberg et al.
Die Pharmazie, 62(12), 949-954 (2008-01-25)
Drying process of parsley leaves from Petroselinum crispum L. can influence the sensory qualities and aromatic taste of this herbal product. Beside oven-dried material, freeze-dried parsley is getting increasingly into the market. In the course of a search for analytical
Ya-li Zong et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 30(1), 42-44 (2007-06-02)
To study the chemical constituents of the aerial parts of Seseli mairei Wolf. The chemical constituents have been separated with manifold chromatography methods, and their structures were determined hy spectral analysis. Thirteen compounds were isolated and identified as sphondin (I)
M Yoshikawa et al.
Chemical & pharmaceutical bulletin, 48(7), 1039-1044 (2000-08-03)
In the course of our screening for natural estrogenic compounds from Occidental medicinal herbs, the extracts of several herbs were found to show proliferative activity in MCF-7 (an estrogen-sensitive breast cancer cell line). Among these active herbs, the methanolic extract
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