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Merck

SMB00078

Sigma-Aldrich

Arctiin

≥95% (LC/MS-ELSD)

Synonym(e):

Arctigenin-4-glucosid

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About This Item

Empirische Formel (Hill-System):
C27H34O11
CAS-Nummer:
Molekulargewicht:
534.55
MDL-Nummer:
UNSPSC-Code:
12352205
PubChem Substanz-ID:
NACRES:
NA.25

Assay

≥95% (LC/MS-ELSD)

Form

solid

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

−20°C

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

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

InChIKey

XOJVHLIYNSOZOO-SWOBOCGESA-N

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Allgemeine Beschreibung

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

Biochem./physiol. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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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.
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
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
Jian-Guo Wu et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 16(11), 1033-1041 (2009-06-16)
Membranous glomerulonephritis (MGN) remains the most common cause of adult-onset nephrotic syndrome in the world and up to 40% of untreated patients will progress to end-stage renal disease. Although the treatment of MGN with immunosuppressants or steroid hormones can attenuate

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