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Lup-20(29)-ene-1β,3α-diol

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Lup-20(29)-ene-1β,3α-diol Basic information

Product Name:
Lup-20(29)-ene-1β,3α-diol
Synonyms:
  • Glochidiol
  • Lup-20(29)-ene-1β,3α-diol
  • Lup-20(29)-ene-1,3-diol,(1a,3R)-
  • Lup-20(29)-ene-1,3-diol, (1β,3α)-
CAS:
6610-56-6
MF:
C30H50O2
MW:
442.72
Mol File:
6610-56-6.mol
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Lup-20(29)-ene-1β,3α-diol Chemical Properties

Melting point:
260-262 °C(Solv: chloroform (67-66-3); methanol (67-56-1))
Boiling point:
518.1±50.0 °C(Predicted)
Density 
1.021±0.06 g/cm3(Predicted)
pka
14.77±0.70(Predicted)
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Lup-20(29)-ene-1β,3α-diol Usage And Synthesis

Uses

Glochidiol is an orally active tubulin polymerization inhibitor with an IC50 of 2.76 μM. Glochidiol shows anti-cancer activity[1].

Definition

ChEBI: 20(29)-lupene-1beta,3alpha-diol is a pentacyclic triterpenoid that is lup-20(29)-ene substituted by hydroxy groups at positions 1 and 3 respectively (the 1beta,3alpha-stereoisomer). It has been isolated from Breynia fruticosa. It has a role as a plant metabolite. It is a pentacyclic triterpenoid and a diol. It derives from a hydride of a lupane.

in vivo

Glochidiol (60 mg/kg/day; i.g.; 21 days) effectively inhibits lung cancer HCC-44 xenograft tumor growth in nude mice[1].

Animal Model:BALB/c nude mice bearing HCC-44 xenografts[1]
Dosage:60 mg/kg/day
Administration:Intragastric administration for a period of 21 days
Result:Decreased average tumor weight and relative tumor volume with no obvious cytotoxic effect on the major organs, including heart, liver, and kidney.

References

[1] Chen H, et al. Glochidiol, a natural triterpenoid, exerts its anti-cancer effects by targeting the colchicine binding site of tubulin. Invest New Drugs. 2021 Apr;39(2):578-586. DOI:10.1007/s10637-020-01013-1

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