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Details

Stereochemistry ABSOLUTE
Molecular Formula C35H60O6
Molecular Weight 576.8473
Optical Activity UNSPECIFIED
Defined Stereocenters 14 / 14
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SITOGLUSIDE

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@]5([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H](C)CC[C@@H](CC)C(C)C

InChI

InChIKey=NPJICTMALKLTFW-OFUAXYCQSA-N
InChI=1S/C35H60O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h10,20-22,24-33,36-39H,7-9,11-19H2,1-6H3/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1

HIDE SMILES / InChI

Description

SITOGLUSIDE (Daucosterol) inhibits cancer cell proliferation by inducing autophagy through reactive oxygen species-dependent manner. It also perturbs cell cycle and induces apoptotic cell death in A549 cells. Daucosterol has being shown to promote the proliferation of neural stem cells. Daucosterol also protects neurons against oxygen-glucose deprivation/reperfusion-mediated injury by activating IGF1 signaling pathway. Daucosterol could be potentially developed as a medicine for ischemic stroke treatment.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
3.13 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Mice: 0.5mg/kg daucosterol significantly inhibit the H22 tumor growth in vivo (0.71±0.29 g vs 1.51±0.23 g in control grroup). Moreover, 2.5mg/kg daucosterol treatment further lowered the tumor weight to 0.46±0.28g (p<0.01).
Route of Administration: Oral
In Vitro Use Guide
Daucosterol inhibited the proliferation of cancer cells in a dose-dependent manner. IC50 value was calculated as 19.96 uM for MCG803, 3.13 uM for BGC823, 24.19 uM for AGS and 16.95 uM for MCF-7, respectively.