Daucosterol

Names

[ CAS No. ]:
474-58-8

[ Name ]:
Daucosterol

[Synonym ]:
β-D-Glucopyranoside, (3β)-stigmast-5-en-3-yl
Daucosterin
lyoniside
Coriandrinol
(3b)-Stigmast-5-en-3-yl b-D-Glucopyranoside
Sitogluside
β-Sitosterol β-D-glucoside
β-sitosterol-D-glucoside
b-Daucosterol
b-Sitosteryl glucoside
Alexandrin
Eleutheroside A
β-sitosterol 3-O-β-D-glucopyranoside
1513DMIa
Sterolin
β-sitosteryl-β-D-glucopyranoside
3b-(b-D-glucopyranosyloxy)stigmast-5-ene
Doursterol
(3β)-Stigmast-5-en-3-yl β-D-glucopyranoside
3β-(β-D-Glucopyranosyloxy)stigmast-5-ene
Stigmast-5-ene, 3-β-(β-D-glucopyranosyloxy)-
BSSG
β-Sitosteryl glucoside
3-β-D-glucosylsitosterol
3-β-(β-D-Glucopyranosyloxy)stigmast-5-ene

Biological Activity

[Description]:

Daucosterol is a natural sterolin. IC50 value:Target:In vitro: In the study of the effects of daucosterol on the survival of cultured cortical neurons after neurons were subjected to oxygen and glucose deprivation and simulated reperfusion (OGD/R)(2), the results showed that post-treatment of daucosterol significantly reduced neuronal loss, as well as apoptotic rate and caspase-3 activity, displaying the neuroprotective activity. We also found that daucosterol increased the expression level of IGF1 protein, diminished the down-regulation of p-AKT(3) and p-GSK-3β(4), thus activating the AKT(5) signal pathway [1]. Cell counting kit-8 (CCK-8) assay showed that daucosterol significantly increased the quantity of viable cells and the effectiveness of daucosterol was similar to that of basic fibroblast growth factor (bFGF) and epidermal growth factor (EGF) [2]. Daucosterol inhibits the proliferation of human breast cancer cell line MCF-7 and gastric cancer cell lines MGC803, BGC823 and AGS in a dose-dependent manner. Furthermore, daucosterol inhibits murine hepatoma H22 cell growth in ICR mice. Daucosterol treatment induces intracellular ROS generation and autophagy, but not apoptotic cell death. Treatment with ROS scavenger GSH (reduced glutathione), NAC (N-acetyl-l-cysteine) or autophagy inhibitor 3-Methyladenine (3-MA) counteracted daucosterol-induced autophagy and growth inhibition in BGC823 and MCF-7 cancer cells [3].In vivo:

[Related Catalog]:

Signaling Pathways >> Others >> Others

Natural Products >> Steroids

Research Areas >> Cancer

[References]

[1]. Jiang LH, et al. Daucosterol protects neurons against oxygen-glucose deprivation/reperfusion-mediated injury by activating IGF1 signaling pathway. J Steroid Biochem Mol Biol. 2015 Aug;152:45-52.

[2]. Jiang LH, et al. Daucosterol promotes the proliferation of neural stem cells. J Steroid Biochem Mol Biol. 2014 Mar;140:90-9.

[3]. Zhao C, et al. Daucosterol inhibits cancer cell proliferation by inducing autophagy through reactive oxygen species-dependent manner. Life Sci. 2015 Sep 15;137:37-43.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
673.6±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₃₅H₆₀O₆

[ Molecular Weight ]:
576.847

[ Flash Point ]:
361.2±31.5 °C

[ Exact Mass ]:
576.438965

[ PSA ]:
99.38000

[ LogP ]:
8.78

[ Vapour Pressure ]:
0.0±4.7 mmHg at 25°C

[ Index of Refraction ]:
1.554

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WJ2508000

CHEMICAL NAME :: Stigmast-5-ene, 3-beta-(beta-D-glucopyranosyloxy)-

CAS REGISTRY NUMBER :: 474-58-8

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C35-H60-O6

MOLECULAR WEIGHT :: 576.95

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 62 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: IJPAAO Indian Journal of Pharmacy. (Bombay, India) V.1-40(1), 1939-78. For publisher information, see IJSIDW. Volume(issue)/page/year: 29,91,1967

Safety Information

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
29389090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

[Chemical constituents contained in seeds of Notopterygium franchetii].

Zhongguo Zhong Yao Za Zhi 37(7) , 941-5, (2012)

To study the chemical constituents from the seeds of Notopterygium franchetii.Ethanol extracts of seeds N. franchetii were separated and purified by such methods as normal and reversed phase column ch...

[Study on the chemical constituets in ethyl acetante extraction from semen litchi].

Zhong Yao Cai 35(1) , 64-6, (2012)

To study the chemical constituents in ethyl acetate extraction of Semen Litchi.The compounds were isolated and purified by column chromatography on silica gel and Sephadex LH-20 coupled with preparati...

[Chemical constituents from stems of Dysoxylum laxiracemosum].

Zhongguo Zhong Yao Za Zhi 37(9) , 1237-40, (2012)

Twelve compounds were separated from stems of Dysoxylum laxiracemosum and their structures were identified by spectrum analysis as shoreic acid (1), cabraleahydroxylactone (2), cabralealactone (3), ci...

Related Compounds

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