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17784

Sigma-Aldrich

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
EC Number:
247-780-0
MDL number:
MFCD00016941
UNSPSC Code:
12352200
PubChem Substance ID:
57647671
NACRES:
NA.47

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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