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Merck
CN

D2696

Dehydrocostus lactone

≥98% (HPLC)

Synonym(s):

(−)-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

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About This Item

Empirical Formula (Hill Notation):
C15H18O2
CAS Number:
477-43-0
Molecular Weight:
230.30
NACRES:
NA.77
PubChem Substance ID:
329798749
UNSPSC Code:
12352200
MDL number:
MFCD00210277

Key Documents

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InChI key

NETSQGRTUNRXEO-XUXIUFHCSA-N

SMILES string

C=C1CC[C@@]2([H])C(CC[C@@H]3[C@H](OC(C3=C)=O)[C@]21[H])=C

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

assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: ≥20 mg/mL

storage temp.

room temp

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Biochem/physiol Actions

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.
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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
119K4710

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Daniel M Joel et al.
Phytochemistry, 72(7), 624-634 (2011-03-01)
The germination of the obligate root parasites of the Orobanchaceae depends on the perception of chemical stimuli from host roots. Several compounds, collectively termed strigolactones, stimulate the germination of the various Orobanche species, but do not significantly elicit germination of
Eun Jeong Choi et al.
International journal of molecular medicine, 23(2), 211-216 (2009-01-17)
The present study was conducted to investigate the effects of dehydrocostuslactone on the cell cycle distribution and apoptosis of human ovarian cancer SK-OV-3 cells and explored the mechanisms underlying these effects. Dehydrocostuslactone significantly inhibited cell proliferation in a dose-dependent manner
Eun Ji Kim et al.
Journal of medicinal food, 15(1), 24-32 (2011-11-16)
Saussurea lappa has been used in Chinese traditional medicine for the treatment of abdominal pain, tenesmus, nausea, and cancer; previous studies have shown that S. lappa also induces G(2) growth arrest and apoptosis in gastric cancer cells. In this study
Zhi Li et al.
Journal of AOAC International, 93(5), 1390-1398 (2010-12-15)
Due to their complexity, multicomponent herbal drugs pose enormous analytical challenges for quality control (QC). Although they may have traditionally been used for hundreds of years, the information about their chemical composition is often still limited. Selecting suitable markers to
Eun Mi Choi et al.
Toxicology in vitro : an international journal published in association with BIBRA, 23(5), 862-867 (2009-05-22)
Oxidative stress regulates cellular functions in multiple pathological conditions, including bone formation by osteoblasic cells. To elucidate the protective effects of dehydrocostus lactone on the response of osteoblast to oxidative stress, osteoblastic MC3T3-E1 cells were incubated with 0.3mM hydrogen peroxide
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