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D4196

Sigma-Aldrich

Dehydroleucodine

≥98% (HPLC)

Synonym(s):

11,13-Dehydroleucodin, Dehydroleucodin, Leucodin, Lidbeckialactone, Mesatlantin E, NSC 180034, [3aS-(3aalpha,9aalpha,9bbeta)]-3,3a,4,5,9a,9b-hexahydro-6,9-dimethyl-3-methylene-azuleno[4,5-b]furan-2,7-dione, dehydro-

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About This Item

Empirical Formula (Hill Notation):
C15H16O3
CAS Number:
36150-07-9
Molecular Weight:
244.29
MDL number:
MFCD06794926
UNSPSC Code:
12352200
PubChem Substance ID:
329798795
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

white to off-white

solubility

DMSO: ≥30 mg/mL

storage temp.

room temp

SMILES string

CC1=C2[C@@H]([C@H]3OC(=O)C(=C)[C@@H]3CC1)C(C)=CC2=O

InChI

1S/C15H16O3/c1-7-4-5-10-9(3)15(17)18-14(10)13-8(2)6-11(16)12(7)13/h6,10,13-14H,3-5H2,1-2H3/t10-,13-,14-/m0/s1

InChI key

SKNVIAFTENCNGB-BPNCWPANSA-N

Biochem/physiol Actions

Dehydroleucodine is a sesquiterpene lactone isolated from Artemisia douglasiana Besser; mast cell stabilizers. An extract from the plant is widely used in Cuyo region (Argentina) as folk medicine for the treatment of gastric ailments. The compound prevents gastric and duodenal damages in response to necrosis-inducing agents. Stabilization of mast cells may be a key mechanism to protect the gastrointestinal tract from injury and ulceration. Recently, it was established that dehydroleucodine and xanthatin inhibit mast cell degranulation induced by compound 48/80.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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G Vichera et al.
Reproduction in domestic animals = Zuchthygiene, 45(6), e306-e312 (2010-01-01)
The aim of this study was to evaluate the potential of dehydroleucodine (DhL), a new drug isolated from a medicinal herb used in Argentina, for activation of bovine oocyte. Several DhL concentrations and exposure times after ionomycin (Io) treatment were
M E López et al.
Protoplasma, 219(1-2), 82-88 (2002-04-03)
Dehydroleucodine is a sesquiterpene lactone recently isolated from aerial parts of a medicinal herb, Artemisia douglasiana Besser. We have previously shown that 25 and 100 microM dehydroleucodine slowed down onion root growth by 30 and 70%, respectively, affecting neither cell
A E Vega et al.
Journal of ethnopharmacology, 124(3), 653-655 (2009-05-09)
The increasing resistance of Helicobacter pylori to antibiotics demands the search for novel compounds from plant based sources. Artemisia douglasiana Besser is widely used in Cuyo region (Argentina) as folk medicine for the treatment of gastric ailments. Based on our
Graciela Haydée Wendel et al.
European biophysics journal : EBJ, 40(8), 981-986 (2011-06-15)
The activity of dehydroleucodine, a sesquiterpene lactone obtained from Artemisia douglasiana, was studied in mice small intestinal transit. Its mechanism was evaluated in the presence of several adrenergic and cholinergic antagonist drugs and one opioid antagonist. Docking of dehydroleucodine into
M Cruzado et al.
Cellular and molecular biology (Noisy-le-Grand, France), 51(6), 525-530 (2005-11-29)
Vascular smooth muscle cell (VSMC) proliferation plays an important role in the development of atherosclerosis and in the vascular changes seen in hypertension. Dehydroleucodine (DhL) is a sesquiterpene lactone that inhibits cell proliferation in plant cells. In this paper, we
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