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Euscaphic acid

Euscaphic acid structure

Euscaphic acid 

structure
  • CAS No:

    53155-25-2

  • Formula:

    C30H48O5

  • Chemical Name:

    Euscaphic acid

  • 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

  • Categories:

    Natural Products  >  Terpenes

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.

Euscaphic acid Basic Attributes

488.704

488.70

733507

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)

Drug Information

(2alpha,3beta)-isomer of euscaphic acid

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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