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Arglabin

Names

[ CAS No. ]:
84692-91-1

[ Name ]:
Arglabin

[Synonym ]:
3H-​Oxireno[8,​8a]​azuleno[4,​5-​b]​furan-​8(4aH)​-​one, 5,​6,​6a,​7,​9a,​9b-​hexahydro-​1,​4a-​dimethyl-​7-​methylene-​, (3aR,​4aS,​6aS,​9aS,​9bR)​-
3H-Oxireno[8,8a]azuleno[4,5-b]furan-8(4aH)-one, 5,6,6a,7,9a,9b-hexahydro-1,4a-dimethyl-7-methylene-, (3aR,4aS,6aS,9aS,9bR)-
(3aR,4aS,6aS,9aS,9bR)-1,4a-Dimethyl-7-methylene-5,6,6a,7,9a,9b-hexahydro-3H-oxireno[8,8a]azuleno[4,5-b]furan-8(4aH)-one
(+)-Arglabin

Biological Activity

[Description]:

Arglabin is a sesquiterpene gamma-lactone is isolated from Artemisia glabella; anticancer natural compound.IC50 value:Target: anticancerin vitro: Arglabin-stimulated macrophages displayed a strong cytotoxic activity and the lowest doses (1.25 micrograms/mL and 0.125 micrograms/mL) induced a significant stimulation of cell mitochondrial metabolism, which correlated with [3H]TdR uptake by J774.1 cells under the same experimental conditions. Arglabin triggered the production of the three cytokines from J774-1 cells. However, the pattern of cytokine secretion differed to some extent, according to the methodology used for cytokine measurement: either traditional bioassay or specific immunoassay (ELISA) [1]. Arglabin exhibits antiexudative and antiproliferative properties on the models of acute aseptic inflammation caused by formalin, carrageenan, and histamine, and on the model of proliferative inflammation accompanying cotton-pellet granuloma [2]. Arglabin is able to reduce the proportion of AML stem cells (CD34+CD38-) in primary AML cells [3].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> NOD-like Receptor (NLR)
Research Areas >> Cancer
Natural Products >> Terpenoids and Glycosides

[References]

[1]. Bottex-Gauthier C, et al. In vitro biological activities of arglabin, a sesquiterpene lactone from the Chinese herb Artemisia myriantha Wall. (Asteraceae). Biotechnol Ther. 1993;4(1-2):77-98.

[2]. Abil'daeva AZh, et al. Anti-inflammatory effect of arglabin and 11,13-dihydro-13-dimethylaminoarglabin hydrochloride. Eksp Klin Farmakol. 2004 Jan-Feb;67(1):37-9.

[3]. Zhang Q, et al. Guaianolide sesquiterpene lactones, a source to discover agents that selectively inhibit acute myelogenous leukemia stem and progenitor cells. J Med Chem. 2012 Oct 25;55(20):8757-69.


[Related Small Molecules]

MCC950 | CY 09 | NOD-IN-1 | ML130 (Nodinitib-1) | INF 39 | Troxerutin | Secoisolariciresinol Diglucoside

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
404.6±45.0 °C at 760 mmHg

[ Melting Point ]:
102 °C

[ Molecular Formula ]:
C15H18O3

[ Molecular Weight ]:
246.302

[ Flash Point ]:
171.3±23.3 °C

[ Exact Mass ]:
246.125595

[ PSA ]:
38.83000

[ LogP ]:
1.74

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.571


Related Compounds

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