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Euscaphic acid

Names

[ CAS No. ]:
53155-25-2

[ Name ]:
Euscaphic acid

[Synonym ]:
Urs-12-en-28-oic acid, 2,3,19-trihydroxy-, (2α,3α)-
Jacarandic acid
(1R,2R,4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
2α,3α,19α-Trihydroxyurs-12-en-28-oic acid
(2α,3α)-2,3,19-Trihydroxyurs-12-en-28-oic acid
tormentic acid
Euscaphic acid
2,3,19-trihydroxyurs-12-en-28-oic acid

Biological Activity

[Description]:

Euscaphic acid, a DNA polymerase inhibitor, is a triterpene from the root of the R. alceaefolius Poir. Euscaphic inhibits calf DNA polymerase α (pol α) and rat DNA polymerase β (pol β) with IC50 values of 61 and 108 μM[1]. Euscaphic acid induces apoptosis[2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis
Research Areas >> Cancer
Signaling Pathways >> PI3K/Akt/mTOR >> PI3K

[Target]

IC50: 61 μM (calf DNA polymerase α); 108 μM (rat DNA polymerase β)[1]; apoptosis[2]


[In Vitro]

Euscaphic acid induces apoptosis and cell cycle arrest in NPC cells by suppression of the PI3K/AKT/mTOR signaling pathway[2].

[References]

[1]. Murakami C, et al. Novel anti-inflammatory compounds from Rubus sieboldii, triterpenoids, are inhibitors of mammalian DNA polymerases. Biochim Biophys Acta. 2002 Apr 29;1596(2):193-200.

[2]. Dai W, et al. Euscaphic acid inhibits proliferation and promotes apoptosis of nasopharyngeal carcinoma cells by silencing the PI3K/AKT/mTOR signaling pathway. Am J Transl Res. 2019 Apr 15;11(4):2090-2098.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
602.7±55.0 °C at 760 mmHg

[ Melting Point ]:
262-264℃

[ Molecular Formula ]:
C30H48O5

[ Molecular Weight ]:
488.699

[ Flash Point ]:
332.3±28.0 °C

[ Exact Mass ]:
488.350189

[ PSA ]:
97.99000

[ LogP ]:
6.21

[ Vapour Pressure ]:
0.0±3.9 mmHg at 25°C

[ Index of Refraction ]:
1.580

Safety Information

[ Hazard Codes ]:
Xi

Precursor & DownStream

Precursor

DownStream

Related Compounds