Synonym: (−)-Dehydrocostus lactone; Dehydrocostus lactone; Epiligulyl oxide; (3aS,6aR,9aR,9bS)-Decahydro-3,6,9-tris(methylene)-azuleno[4,5-b]furan-2(3H)-one; Dehydro-costus lactone (6CI,7CI); Dehydrocostuslactone; Guaia-4(15),10(14),11(13)-trien-12-oic acid, 6alpha-hydroxy-, gamma-lactone; [3aS-(3aα,6aα,9aα,9bβ)]-Decahydro-3,6,9-tris(methylene)-azuleno[4,5-b]furan-2(3H)-one
CAS Number: 477-43-0
Empirical Formula (Hill Notation): C15H18O2
Molecular Weight: 230.30
MDL Number: MFCD00210277
Linear Formula: C15H18O2
Product Type: Chemical
| assay |
≥98.0% (GC) |
| format |
neat |
| grade |
analytical standard |
| impurities |
≤2.0% water |
| InChI |
1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h11-14H,1-7H2/t11-,12-,13-,14-/m0/s1 |
| InChI key |
NETSQGRTUNRXEO-XUXIUFHCSA-N |
| optical activity |
[α]/D -14.0±3.0°, c = 1 in chloroform |
| Quality Level |
100  |
| shelf life |
limited shelf life, expiry date on the label |
| SMILES string |
C=C1CC[C@@]2([H])C(CC[C@@H]3[C@H](OC(C3=C)=O)[C@]21[H])=C |
| storage temp. |
−20°C |
| Biochem/physiol Actions: |
Suppressors of cytokine signaling (SOCS) proteins negatively regulate cytokine receptor signaling. The SOCS family include eight members SOCS-1 to SOCS-7 and CIS. Dehydrocostuslactone (DHE) is a sesquiterpene lactone extracted from Saussurea lappa and Aucklandia lappa. The compound possess antifungal and antimycobacterial activity and exhibit a cytotoxic effect against HepG2, OVCAR-3, and HeLa cell lines. DHE inhibits cell proliferation not only in early-stage breast cancer MCF-7 but also in more advanced stage MDA-MB-231 cancer cells, without significant effect on H184B5F5/M10 normal mammary epithelial cells. The inhibition of breast cancer cells proliferation occurs through cell cycle blockade and apoptosis. DHE inhibits cell cycle progression and cell death through SOCS-1 and SOCS-3. |
| Purity |
≥98.0% (GC) |
| Storage Temp. |
−20°C |
| UNSPSC |
85151701 |
GHS07