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
Empirical Formula (Hill Notation):
C15H18O3
CAS Number:
Molecular Weight:
246.30
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality Segment
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.
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
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