SML3418
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
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About This Item
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
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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