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Merck
CN

SMB00078

Arctiin

≥95% (LC/MS-ELSD)

Synonym(s):

Arctigenin-4-glucoside, Arctigenin 4-glucoside

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About This Item

Empirical Formula (Hill Notation):
C27H34O11
CAS Number:
20362-31-6
Molecular Weight:
534.55
NACRES:
NA.25
PubChem Substance ID:
329824756
UNSPSC Code:
12352205
MDL number:
MFCD00870630

Key Documents

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Product Name

Arctiin, ≥95% (LC/MS-ELSD)

InChI

1S/C27H34O11/c1-33-18-6-4-14(10-20(18)34-2)8-16-13-36-26(32)17(16)9-15-5-7-19(21(11-15)35-3)37-27-25(31)24(30)23(29)22(12-28)38-27/h4-7,10-11,16-17,22-25,27-31H,8-9,12-13H2,1-3H3/t16-,17+,22+,23+,24-,25+,27+/m0/s1

SMILES string

COc1ccc(C[C@H]2COC(=O)[C@@H]2Cc3ccc(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)c(OC)c3)cc1OC

InChI key

XOJVHLIYNSOZOO-SWOBOCGESA-N

assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

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Biochem/physiol Actions

Arctiin has shown to be a suppressor of cyclin D1 protein expression in multiple types of human tumor cells, such as osteosarcoma, lung, colorectal, cervical, breast, melanoma, and prostate cancer. Arctiin has also shown antiviral activity against influenza A when used alone or in combination with oseltamivir. Arctiin plays an important role in the process of inflammation, by preventing the release of nitric oxide, prostaglandin E2, TNF-α (tumor necrosis factor − α), interleukin (IL)-1β and IL-6. A study using rat model shows that arctiin possess anti-diabetic activity and might serve as an inhibitor of diabetic retinopathy.
Arctiin has shown to be a suppressor of cyclin D1 protein expression in multiple types of human tumor cells, such as osteosarcoma, lung, colorectal, cervical, breast, melanoma, and prostate cancer. Arctiin has also shown antiviral activity against influenza A when used along or in combination with oseltamivir.

General description

Natural product derived from plant source, such as Forsythiae Fructus and Arctium lappa L. Arctiin is a lignan.

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
122228118V
122228-118V

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Jee-Hun Park et al.
Biological & pharmaceutical bulletin, 31(7), 1337-1342 (2008-07-02)
We tested the effects of SI000413, a new formula, consisting of Pyrolae herba and Trachelospermi caulis, on type II collagen-induced arthritis (CIA). CIA was induced in DBA/1J mice by immunization with bovine type II collagen (CII) on days 1 and
Sung-Hee Cho et al.
BioFactors (Oxford, England), 22(1-4), 161-163 (2005-01-05)
A primary methanol extract (F-ME), secondary butanol-soluble fraction (F-BU), and lignans were prepared from forsythia fruit (Forsythia viridissima L.) and added to 0.5% (w/w) cholesterol diets for male Sprague-Dawley rats weighing 121 +/- 12 g. There were six experimental groups:
Youichirou Matsuzaki et al.
Oncology reports, 19(3), 721-727 (2008-02-22)
Arctiin is a major lignan constituent of Arctium lappa and has anti-cancer properties in animal models. It was recently reported that arctiin induces growth inhibition in human prostate cancer PC-3 cells. However, the growth inhibitory mechanism of arctiin remains unknown.
Yu Zeng et al.
Cancer letters, 222(2), 145-151 (2005-05-03)
Arctiin, a plant lignan that can be extracted from the Arctium lappa (burdock) seeds, is a possible environmental endocrine disruptor compounds and have been shown to influence sex hormone metabolism as well as protein synthesis, steroid biosynthesis. Modifying effects of
Wen-hong Dong et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 31(15), 1240-1241 (2006-10-20)
To study the feasibility of supercritical fluid extraction (SFE) for arctiin from the fruits of Arctium lappa. The extracts were analyzed by HPLC, optimum extraction conditions were studied by orthogonal tests. The optimal extraction conditions were: pressure 40 MPa, temperature
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