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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)

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Adriana Galvis et al.
European journal of pharmacology, 671(1-3), 18-25 (2011-10-04)
Dehydroleucodine (DhL) is a sesquiterpene lactone of the guaianolide group with gastric cytoprotective activity. Recent studies have also demonstrated that DhL inhibits the proliferation of vascular smooth muscle cells. In this study we examined the effect of DhL in the
Alicia B Penissi et al.
Biocell : official journal of the Sociedades Latinoamericanas de Microscopia Electronica ... et. al, 27(2), 163-172 (2003-09-27)
The purpose of this review, based on studies from our laboratory as well as from others, is to summarize salient features of mast cell immunobiology and to describe their associations with gastrointestinal mucosal defense. Gastrointestinal mast cells are involved in
Natalia Canel et al.
Cellular reprogramming, 12(4), 491-499 (2010-08-12)
In this work, Dehydroleucodine (DhL) was evaluated as a chemical activator of bovine oocytes and somatic cell nuclear transfer (SCNT) reconstituted embryos. Oocytes were activated with 5 microM Ionomycin (Io) and exposed for 3 h to 1 or 5 microM
A B Penissi et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 52(5), 199-205 (2003-06-19)
DhL, a lactone isolated from Artemisia douglasiana, prevents gastrointestinal damage elicited by necrosis-inducing agents and exhibits antiinflammatory action. This work examines the effect of DhL on compound 48/80-induced histamine and serotonin release in the isolated mouse jejunum, to determine whether
Liliana Elizabeth Moreno et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(3-4), 672-674 (2012-01-14)
The dehydroleucodine is a sesquiterpene lactone isolated from Artemisia douglasiana Besser which is used in popular medicine. Toxicity tests using embryos of amphibian have been widely used in order to predict toxic effects of different compounds. However, to our knowledge
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