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D4196

Sigma-Aldrich

Dehydroleucodine

≥98% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C15H16O3
Numéro CAS:
36150-07-9
Poids moléculaire :
244.29
Numéro MDL:
MFCD06794926
Code UNSPSC :
12352200
ID de substance PubChem :
329798795
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated
protect from light

Couleur

white to off-white

Solubilité

DMSO: ≥30 mg/mL

Température de stockage

room temp

Chaîne SMILES 

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

Clé InChI

SKNVIAFTENCNGB-BPNCWPANSA-N

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Mariano E Vera et al.
Leukemia & lymphoma, 53(9), 1795-1803 (2012-02-04)
The aim of the present study was to determine whether dehydroleucodine, xanthatin and 3-benzyloxymethyl-5H-furan-2-one inhibit the activation of human leukemic LAD2 mast cells induced by compound 48/80 or the calcium ionophore A23187. LAD2 cells were preincubated in the presence of
G Sánchez Toranzo et al.
Zygote (Cambridge, England), 15(2), 183-187 (2007-04-28)
In amphibian oocytes meiosis, the transition from G2 to M phase is regulated by the maturation promoting factor (MPF), a complex of the cyclin-dependent kinase p34/cdc2 and cyclin B. In immature oocytes there is an inactive complex (pre-MPF), in which
Alicia Penissi et al.
Cells, tissues, organs, 173(4), 234-241 (2003-05-27)
Dehydroleucodine (DhL), a sesquiterpene lactone isolated from Artemisia douglasiana Besser, prevents gastroduodenal damage elicited by necrosis-inducing agents such as absolute ethanol. Changes in the number of mast cells or evidence of activation of the cells for mediator release have been
Valeria V Costantino et al.
PloS one, 8(1), e53168-e53168 (2013-01-24)
Sesquiterpene lactones (SLs) are plant-derived compounds that display anti-cancer effects. Some SLs derivatives have a marked killing effect on cancer cells and have therefore reached clinical trials. Little is known regarding the mechanism of action of SLs. We studied the
G H Wendel et al.
Fitoterapia, 79(1), 1-5 (2007-08-09)
Dehydroleucodine (DhL), a sesquiterpene lactone obtained from Artemisia douglasiana, was screened for antidiarrheal effects. DhL inhibited castor oil-induced diarrhea in mice by judged by a decrease in the number of wet faeces in the DhL-treatment groups. DhL significantly reduced intestinal
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