Paederosidic acid

Names

[ Name ]:
Paederosidic acid

[Synonym ]:
paederosidic acid
(1S,4aS,5S,7aS)-1-(β-D-Glucopyranosyloxy)-5-hydroxy-7-({[(methylsulfanyl)carbonyl]oxy}methyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-5-hydroxy-7-[[[(methylthio)carbonyl]oxy]methyl]-, (1S,4aS,5S,7aS)-

Biological Activity

[Description]:

Paederosidic acid is isolated from P. scandens with anticancer and anti‐inflammation activities. Paederosidic acid inhibits lung caner cells via inducing mitochondria-mediated apoptosis[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[Target]

IC50: apoptosis[1]

[In Vitro]

Paederosidic acid (40 μg/ml; 24 hours and 48 hours) has no significant effect on BSAS-2B cells, it exhibits obvious effects on NCI-H1650, HCC827, A549 cells with IC50 values of 40.68, 42.58, and 36.48 μg/ml, respectively[1]. Paederosidic acid induces mitochondria-mediated apoptosis via up-regulation of caspase-3, caspase-8, caspase-9, Bid, Bax, down-regulation of Bcl-2 and stimulating the release of Cyto-C from mitochondria in lung cancer cells[1]. .

[References]

[1]. Yu P, et al. Antitumor activity of paederosidic acid in human non-small cell lung cancer cells via inducing mitochondria-mediated apoptosis.Chem Biol Interact. 2017 May 1;269:33-40.

[2]. Chen YF, et al. Possible mechanism involved in the antinociceptive activity of dimer of paederosidic acid and paederosidic acid methyl ester in mice.CNS Neurosci Ther. 2014 Feb;20(2):188-90.

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
748.1±70.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₈H₂₄O₁₂S

[ Molecular Weight ]:
464.441

[ Flash Point ]:
406.2±35.7 °C

[ Exact Mass ]:
464.098846

[ PSA ]:
217.74000

[ LogP ]:
-1.48

[ Vapour Pressure ]:
0.0±5.6 mmHg at 25°C

[ Index of Refraction ]:
1.666

Related Compounds

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