CAS 126-18-1|smilagenin

Introduction:Basic information about CAS 126-18-1|smilagenin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Namesmilagenin
CAS Number126-18-1Molecular Weight416.63600
Density1.11g/cm3Boiling Point516.6ºC at 760mmHg
Molecular FormulaC27H44O3Melting Point-185ºC
MSDS/Flash Point266.2ºC

Names

Name(25R)-5β-spirostan-3β-ol
SynonymMore Synonyms

smilagenin BiologicalActivity

DescriptionSmilagenin (SMI) is a lipid-soluble small-molecule steroidal sapogenin from Rhizoma anemarrhenae and Radix asparagi widely used in traditional Chinese medicine for treating chronic neurodegeneration diseases[1]. Smilagenin (SMI) improves memory of aged rats by increasing the muscarinic receptor subtype 1 (M1)-receptor density[2].Smilagenin (SMI) attenuates Aβ(25-35)-induced neurodegenerationvia stimulating the gene expression of brain-derived neurotrophic factor, may represents a novel therapeutic strategy for AD[3].
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Neurological Disease
In VitroSmilagenin (10 μM; 24 hours) increases SH-SY5Y cell survival compared with Aβ(25-35) intoxicated cells[3]. Smilagenin (10 μM; 24 hours) increases neurotrophic factor (GDNF) and neurotrophic factor (BDNF) mRNA level by promoting CREB phosphorylation in 1-methyl-4-phenylpyridimium (MPP+) treated SH-SY5Y cells[2]. Cell Viability Assay[3] Cell Line: SH-SY5Y cells Concentration: 10 μM Incubation Time: 24 hours Result: Elevated the SH-SY5Y cell viability. RT-PCR[2] Cell Line: SH-SY5Y cells Concentration: 10 μM Incubation Time: 24 hours Result: Increased GDNF and BDNF transcription.
In VivoSmilagenin (intragastric administration; 10 or 26 mg/kg, once daily; 60 days) prevents the impairment of dopaminergic neurons in chronic MPTP/probenecid-induced mouse model[2]. Animal Model: MPTP/probenecid-induced mouse model[2] Dosage: 10 or 26 mg/kg Administration: Intragastric administration; 10 or 26 mg/kg; once daily; 60 days Result: Ameliorated locomotor ability of MPTP/probenecid-lesioned mice.
References

[1]. He X, et al. Smilagenin Protects Dopaminergic Neurons in Chronic MPTP/Probenecid-Lesioned Parkinson's Disease Models. Front Cell Neurosci. 2019 Feb 5;13:18.

[2]. Hu Y, et al. Regulation of M1-receptor mRNA stability by smilagenin and its significance in improving memory of aged rats. Neurobiol Aging. 2010 Jun;31(6):1010-9.

[3]. Zhang R, et al. Smilagenin attenuates beta amyloid (25-35)-induced degeneration of neuronal cells via stimulating the gene expression of brain-derived neurotrophic factor. Neuroscience. 2012 May 17;210:275-85

Chemical & Physical Properties

Density1.11g/cm3
Boiling Point516.6ºC at 760mmHg
Melting Point-185ºC
Molecular FormulaC27H44O3
Molecular Weight416.63600
Flash Point266.2ºC
Exact Mass416.32900
PSA38.69000
LogP5.79380
Vapour Pressure7.83E-13mmHg at 25°C
Index of Refraction1.552
InChIKeyGMBQZIIUCVWOCD-UQHLGXRBSA-N
SMILESCC1CCC2(OC1)OC1CC3C4CCC5CC(O)CCC5(C)C4CCC3(C)C1C2C
Storage condition2-8℃

Safety Information

WGK Germany3

Synonyms

(25R)-5beta-spirostan-3beta-ol
ISOSARSAPOGENIN
(25R)-SPIROSTAN-3BETA-OL
SMILAGENIN
EINECS 204-775-8
(25R)-Spirostan-3.β.-ol
ESMILAGENIN
ISOSARSAPOGENINE
ISOSARSASAPOGENIN
MFCD00037845
25R,5BETA-SPIROSTAN-3BETA-OL
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