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Chemical Structure| 474-58-8 Chemical Structure| 474-58-8

Structure of Daucosterol
CAS No.: 474-58-8

Chemical Structure| 474-58-8

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Daucosterol is a naturally occuring phytosterol-like compound, role as a plant metabolite. It is a steroid saponin, a beta-D-glucoside and a monosaccharide derivative.

Synonyms: Eleutheroside A; β-Sitosterol β-D-glucoside; Lyoniside, Daucosterol, Eleutheroside A, Alexandrin, Coriandrinol, Daucosterin, beta-Sitosterol glucoside, β-Sitosterol-D-glucoside

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Product Citations

Product Citations

Fryer, Emily ; Guha, Sujay ; Rogel-Hernandez, Lucero E ; Logan-Garbisch, Theresa ; Farah, Hodan ; Rezaei, Ehsan , et al.

Abstract: Throughout history, humans have relied on plants as a source of medication, flavoring, and food. Plants synthesize large chemical libraries and release many of these compounds into the rhizosphere and atmosphere where they affect animal and microbe behavior. To survive, nematodes must have evolved the sensory capacity to distinguish plant-made small molecules (SMs) that are harmful and must be avoided from those that are beneficial and should be sought. This ability to classify chemical cues as a function of their value is fundamental to olfaction, and represents a capacity shared by many animals, including humans. Here, we present an efficient platform based on multi-well plates, liquid handling instrumentation, low-cost optical scanners, and bespoke software that can efficiently determine the chemotaxis valence of single SMs in the model nematode, Caenorhabditis elegans. Using this integrated hardware-wetware-software platform, we screened 90 plant SMs and identified 37 that attracted or repelled wild-type animals, but had no effect on mutants defective in chemosensory transduction. Genetic dissection indicates that for at least 10 of these SMs, response valence emerges from the integration of opposing signals, arguing that olfactory valence is often determined by integrating chemosensory signals over multiple lines of information. This study establishes that C. elegans is an effective discovery engine for determining chemotaxis valence and for identifying natural products detected by the chemosensory nervous system.

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Product Details of Daucosterol

CAS No. :474-58-8
Formula : C35H60O6
M.W : 576.85
SMILES Code : CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C(C)C
Synonyms :
Eleutheroside A; β-Sitosterol β-D-glucoside; Lyoniside, Daucosterol, Eleutheroside A, Alexandrin, Coriandrinol, Daucosterin, beta-Sitosterol glucoside, β-Sitosterol-D-glucoside
MDL No. :MFCD01683621
InChI Key :NPJICTMALKLTFW-OFUAXYCQSA-N
Pubchem ID :5742590

Safety of Daucosterol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
BHY (human oral squamous carcinoma) 74.14 μM 72 hours Evaluate the anti-proliferative activity of Daucosterol on BHY cells, showing concentration-dependent inhibition. PMC6496928
MCF-7 (human breast adenocarcinoma) 36.45 μM 72 hours Evaluate the anti-proliferative activity of Daucosterol on MCF-7 cells, showing concentration-dependent inhibition. PMC6496928
MC3T3-E1 cells 50, 100, 200 µg/mL 24 hours Assessed cytotoxicity of Daucosterol on MC3T3-E1 cells, showing no significant toxicity. PMC10671633
RANKL-induced osteoclasts 50, 100, 200 µg/mL 5 days Evaluated inhibitory effect of Daucosterol on osteoclast differentiation, showing significant suppression of TRAP activity and F-actin ring formation. PMC10671633
RAW 264.7 cells 50, 100, 200 µg/mL 24 hours Assessed cytotoxicity of Daucosterol on RAW 264.7 cells, showing no significant toxicity. PMC10671633
HepG2 cells 500 nM DAU alleviates alcohol-induced expression of lipid synthesis genes in HepG2 cells and reduces oxidative stress and inflammatory responses. PMC9823995

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
ICR CD-1 mice LPS-induced osteoporosis model Intraperitoneal 20 mg/kg For 9 consecutive days Evaluated protective effect of Daucosterol against LPS-induced osteoporosis, showing significant inhibition of bone density loss and microarchitectural deterioration. PMC10671633
C57BL/6J male mice Alcoholic liver disease model Intragastric administration 10 mg/kg body weight Once daily for 10 days DAU alleviates alcohol-induced liver inflammation and oxidative stress by regulating the p38/NF-κB/NLRP3 inflammasome pathway and reduces hepatic lipid accumulation. PMC9823995

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

1.73mL

0.35mL

0.17mL

8.67mL

1.73mL

0.87mL

17.34mL

3.47mL

1.73mL

References

 

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