Euscaphic acid
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Euscaphic acid
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CAS No:
53155-25-2
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Formula:
C30H48O5
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Chemical Name:
Euscaphic acid
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Synonyms:
Urs-12-en-28-oic acid,2,3,19-trihydroxy-,(2α,3α)-;(2α,3α)-2,3,19-Trihydroxyurs-12-en-28-oic acid;Euscaphic acid;Acuminatic acid;Jacarandic acid;2α,3α,19α-Trihydroxyurs-12-en-28-oic acid;Euscapic acid;Euscophic acid;2α,3α,19-Trihydroxy-12-en-28-ursolic acid
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CAS No:
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].
Solid
Euscaphic acid is a pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by hydroxy groups at positions 2, 3 and 19 respectively (the 2alpha,3alpha-stereoisomer). It has been isolated from the leaves of Rosa laevigata. It has a role as a plant metabolite. It is a pentacyclic triterpenoid, a hydroxy monocarboxylic acid and a triol. It derives from a hydride of an ursane.
Characteristics
98
6.21
1.2±0.1 g/cm3
262-264 °C @ Solvent: Chloroform, Methanol
602.7±55.0 °C at 760 mmHg
332.3±28.0 °C
1.580
0.06447 mg/L @ 25 °C (est)
Computed Properties
Molecular Weight:488.7
XLogP3:5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:488.35017463
Monoisotopic Mass:488.35017463
Topological Polar Surface Area:98
Heavy Atom Count:35
Complexity:956
Defined Atom Stereocenter Count:11
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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