Skip to Content
Merck
CN

SML3418

Sigma-Aldrich

Xanthatin

≥98% (HPLC)

Synonym(s):

(-)-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

Sign Into View Organizational & Contract Pricing

Select a Size


About This Item

Empirical Formula (Hill Notation):
C15H18O3
CAS Number:
Molecular Weight:
246.30
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

新产品

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Xanthatin induces apoptosis by activating endoplasmic reticulum stress in hepatoma cells
European Journal of Pharmacology, 843, 1-11 (2019)
Phytotoxic Compounds Isolated from Leaves of the Invasive Weed Xanthium spinosum
Molecules (Basel), 23(11), 2840-2840 (2018)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service