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Merck
CN

SML3418

Xanthatin

≥98% (HPLC)

别名:

(-)-Xanthatin, (3aR,​7S,​8aS)​-3,​3a,​4,​7,​8,​8a-​hexahydro-​7-​methyl-​3-​methylene-​6-​[(1E)​-​3-​oxo-​1-​buten-​1-​yl]​-​2H-​cyclohepta[b]​furan-​2-​one, CID 5281511

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经验公式(希尔记法):
C15H18O3
化学文摘社编号:
分子量:
246.30
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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SMILES string

O1[C@@H]2[C@H](CC=C([C@H](C2)C)\C=C\C(=O)C)C(=C)C1=O

InChI

1S/C15H18O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h4-6,9,13-14H,3,7-8H2,1-2H3/b5-4+/t9-,13+,14-/m0/s1

InChI key

RBRPTFMVULVGIC-ZTIIIDENSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

Quality Level

Biochem/physiol Actions

Potent anticancer agent that induces cell cycle arrest at the G2/M phase.

Xanthatin, a sesquiterpene lactone isolated from Xanthium plants (Asteraceae), is a potent anticancer agent that induces cell cycle arrest at the G2/M phase in hepatocellular carcinoma and colon cancer cells. Xanthatin induces apoptosis in numerous cancer cell lines including colon, breast, lung, cervix, and skin cancers, while apparently spearing human normal LO2 hepatocytes. It appears to activate endoplasmic reticulum stress through activation of the PERK/eIF-2α/ATF4 axis in hepatocellular carcinoma cells. Also, xanthatin exhibit potent phytotoxic activity, which suppressed root growth of receiver plants.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number

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Phytotoxic Compounds Isolated from Leaves of the Invasive Weed Xanthium spinosum
Molecules (Basel), 23(11), 2840-2840 (2018)
Xanthatin induces apoptosis by activating endoplasmic reticulum stress in hepatoma cells
European Journal of Pharmacology, 843, 1-11 (2019)
Assessment of the taste interaction between two qualitatively similar-tasting substances: a comparison between comparison rules
Journal of Experimental Psychology. General, 14(3), 526-538 (1988)

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