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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:
Molecular Weight:
534.55
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
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assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−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

InChI key

XOJVHLIYNSOZOO-SWOBOCGESA-N

General description

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

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.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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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
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
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



Global Trade Item Number

SKUGTIN
SMB00078-1MG04061826168226