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17784

Sigma-Aldrich

Apiin

≥97.0% (HPLC)

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Synonym(s):
Apigenin-7-(2-O-apiosylglucoside)
Empirical Formula (Hill Notation):
C26H28O14
CAS Number:
26544-34-3
Molecular Weight:
564.49
EC Number:
247-780-0
MDL number:
MFCD00016941
UNSPSC Code:
12352200
PubChem Substance ID:
57647671
NACRES:
NA.47

Quality Level

100

Assay

≥97.0% (HPLC)

form

powder or crystals

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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

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

InChI key

NTDLXWMIWOECHG-MFMSCHSJSA-N

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General description

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

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
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
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
Tae Fujimori et al.
Carbohydrate research, 477, 20-25 (2019-04-02)
UDP-apiose, a donor substrate of apiosyltransferases, is labile because of its intramolecular self-cyclization ability, resulting in the formation of apiofuranosyl-1,2-cyclic phosphate. Therefore, stabilization of UDP-apiose is indispensable for its availability and identifying and characterizing the apiosyltransferases involved in the biosynthesis
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)
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