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Key Documents

SMB00078

Sigma-Aldrich

Arctiin

≥95% (LC/MS-ELSD)

Synonyme(s) :

Arctigenin-4-glucoside, Arctigenin 4-glucoside

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About This Item

Formule empirique (notation de Hill):
C27H34O11
Numéro CAS:
Poids moléculaire :
534.55
Numéro MDL:
Code UNSPSC :
12352205
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Pureté

≥95% (LC/MS-ELSD)

Forme

solid

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

XOJVHLIYNSOZOO-SWOBOCGESA-N

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Description générale

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Yi-min Zheng et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 30(16), 1287-1289 (2005-10-26)
To study the metabolic chemistry and pharmaco-dynamics characters of ligan from seeds of Arctium lappa. HPLC method was used in the study. The analysis was carried out on C18 column. The mobile phase was CH3CN-0.05% H3PO4 (36:64) with flow-rate at
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
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
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.

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