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Isolimonexic acid

Names

[ CAS No. ]:
73904-93-5

[ Name ]:
Isolimonexic acid

[Synonym ]:
1H,3H-Oxireno[c]pyrano[4'',3'':2',3']furo[3',4':5,6]naphtho[1,2-d]pyran-3,8,10(6H,9aH)-trione, 12-(2,5-dihydro-5-hydroxy-2-oxo-3-furanyl)decahydro-6,6,8a,12a-tetramethyl-, (4aS,6aR,8aR,8bR,9aS,12R,12aS,14aR,14bR)-
(4aS,6aR,8aR,8bR,9aS,12R,12aS,14aR,14bR)-12-(5-Hydroxy-2-oxo-2,5-dihydro-3-furanyl)-6,6,8a,12a-tetramethyldecahydro-3H-oxireno[d]pyrano[4',3':3,3a][2]benzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione

Biological Activity

[Description]:

Isolimonexic acid is a limonoid isolated from lemon (Citrus lemon L. Burm) seed, has anti-cancer and anti-aromatase (IC50=25.60 μM) properties[1].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Others >> Aromatase

[Target]

IC50: 25.60 μM (aromatase)[1]


[In Vitro]

Isolimonexic acid (200 μM; 72 hours) exhibits cytotoxicity on MCF-7 cells and shows no cytotoxicity against the MDA-MB-231 cell lines[1]. Isolimonexic acid (50 μg/ml; 48, 96 and 144 hours) exhibits cell growth inhibition of Panc-28 cells in a time-dependent manner.And it percent inhibition comparison to control cells are 21%, 68%, and 90.58% at 48, 72, and 144 h, respectively[2].

[References]

[1]. Jinhee Kim, et al. Limonoids and their anti-proliferative and anti-aromatase properties in human breast cancer cells. Food Funct. 2013 Feb;4(2):258-65.

[2]. Jaiprakash R Patil, et al.Bioactive compounds from Mexican lime ( Citrus aurantifolia ) juice induce apoptosis in human pancreatic cells. J Agric Food Chem. 2009 Nov 25;57(22):10933-42.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
788.3±60.0 °C at 760 mmHg

[ Melting Point ]:
315-316℃

[ Molecular Formula ]:
C26H30O10

[ Molecular Weight ]:
502.510

[ Flash Point ]:
270.0±26.4 °C

[ Exact Mass ]:
502.183899

[ PSA ]:
137.96000

[ LogP ]:
-0.84

[ Vapour Pressure ]:
0.0±6.2 mmHg at 25°C

[ Index of Refraction ]:
1.621

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds