(3aR,7S,8aS)-7-methyl-3-methylidene-6-[(1E)-3-oxobut-1-en-1-yl]-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one
(3aR,7S,8aS)-7-methyl-3-methylidene-6-[(1E)-3-oxobut-1-en-1-yl]-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one
CAS: 26791-73-1
Molecular Formula: C15H18O3
(3aR,7S,8aS)-7-methyl-3-methylidene-6-[(1E)-3-oxobut-1-en-1-yl]-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one - Names and Identifiers
(3aR,7S,8aS)-7-methyl-3-methylidene-6-[(1E)-3-oxobut-1-en-1-yl]-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one - Physico-chemical Properties
| Molecular Formula | C15H18O3 |
| Molar Mass | 246.3 |
| Density | 1.10±0.1 g/cm3(Predicted) |
| Melting Point | 114.5-115° |
| Boling Point | 444.3±45.0 °C(Predicted) |
| Specific Rotation(α) | D30 -20° (ethanol) |
| Flash Point | 199.2°C |
| Solubility | Soluble in ether, acetone, ethanol, slightly soluble in hot water, insoluble in petroleum ether. |
| Vapor Presure | 4.33E-08mmHg at 25°C |
| Appearance | White crystal |
| Storage Condition | 2-8°C |
| Refractive Index | 1.528 |
| MDL | MFCD17214852 |
| Physical and Chemical Properties | Derived from Asteraceae plant Xanthium sibiricum Xanthium sibiricum dried mature fruit with involucre |
| In vitro study | Xanthatinis against T. b. brucei with anIC 50 value of 2.63 µg/mL and exhibits weak irreversible inhibition of parasite specific trypanothione reductase.Xanthatin (0-40 μM; 24 hours) has obscure inhibition effect on the proliferation of HUVEC in the absence of VEGF.Xanthatin (5-40 μM; 24 hours) inhibits breast cancer cell proliferation in a dose responsive manner. Xanthatin inhibits HCC1937, MDA-MB-415, SK-BR-3, MCF-7 and MDA-MB-231 with IC 50 values of 81 μM, 31 μM, 38 μM, 30 μM, and 17 μM, respectively.Xanthatin (0-10 μM; 24 hours) dose dependently suppresses the phosphorylation of STAT3 (Ser727), at the same time, it also results in a rapid dephosphorylation of down-stream kinases of STAT3, including PI3K and Akt, including PI3K (p-PI3K p85 tyr458 ) and Akt. Cell Proliferation Assay Cell Line: HUVEC cells Concentration: 0 μM, 5 μM, 10 μM, 15 μM, 20 μM, 30 μM, 40 μM Incubation Time: 24 hours Result: Inhibited cell growth from dose 10 μM in the presence of vEGF. Cell Viability Assay Cell Line: HCC1937, MDA-MB-415, SK-BR-3, MCF-7 and MDA-MB-231 cells Concentration: 5, 10, 15, 20, 30, and 40 μM Incubation Time: 24 hours Result: Inhibited breast cancer cell growth. Western Blot Analysis Cell Line: HUVEC cells Concentration: 0, 3, and 10 μM Incubation Time: 24 hours Result: Inhibited VEGFR2 downstream signaling pathways and blocked VEGF-induced STAT3 activation in HUVEC. |
| In vivo study | Xanthatin (intragastric administration; 20 mg/kg; once daily; 25 days) leads to significant inhibition of tumor volume. And this compound is well-tolerated and exhibits no significant difference in weight compares to the vehicle group. Animal Model: Transplanted MDA-MB-231 cells into mice and constucted human breast cancer xenograft mouse model Dosage: 20 mg/kg; once daily; 25 days Administration: Intragastric administration Result: Supressed tumor growth and tumor angiogenesis in vivo. |
![(3aR,7S,8aS)-7-methyl-3-methylidene-6-[(1E)-3-oxobut-1-en-1-yl]-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one](http://res.chembk.com/assets/images/structure/100692.jpg)
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Spot supply
Product Name: xanthatin Visit Supplier Webpage Request for quotationCAS: 26791-73-1
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Spot supply
Product Name: Xanthatin Visit Supplier Webpage Request for quotationCAS: 26791-73-1
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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