SENEGENIN Chemical Properties

Melting point:

290-292℃

alpha 

D +19° (c = 0.70 in ethanol)

Boiling point:

674.1±55.0 °C(Predicted)

Density 

1.28

storage temp. 

2-8°C

solubility 

DMSO: soluble10mg/mL, clear

pka

4.27±0.70(Predicted)

form 

powder

color 

white to beige

InChIKey

CWHJIJJSDGEHNS-JEKQWPLRNA-N

SMILES

C[C@]12C[C@H](O)[C@H](O)[C@@](C)(C(=O)O)[C@]1([H])CC[C@]1(C3CC[C@]4(CCC(C)(C)C[C@@]4([H])C=3[C@@H](CCl)C[C@]21[H])C(=O)O)C |&1:1,3,5,7,12,16,20,27,30,34,r|

Safety Information

WGK Germany 

3

RTECS 

RC8815000

Toxicity

LD50 intraperitoneal in mouse: 3mg/kg

SENEGENIN Usage And Synthesis

Description

Tenuigenin is a triterpenoid sapogenin that has been found in P. tenuifolia and has diverse biological activities, including antioxidant, anti-inflammatory, and neuroprotective properties. It inhibits IL-1β and reactive oxygen species (ROS) production from LPS-induced mouse BV2 microglia at a concentration of 4 μM. Tenuigenin (25 mg/kg per day) decreases NOD-, LRR-, and pyrin domain-containing protein 3 (NLRP3) inflammasome activation and prevents dopaminergic neuronal degeneration in the mouse substantia nigra pars compacta in an MPTP-induced model of Parkinson''s disease. Tenuigenin (2 mg/kg) also reduces increases in lung edema and the levels of IL-1β and TNF-α in bronchoalveolar lavage fluid (BALF) in a mouse model of intranasal S. aureus-induced pneumonia.

Chemical Properties

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Polygala tenuifolia.

Uses

Tenuifgenin is a Chinese herbal extract with anti-oxidative and anti-inflammatory effects involving toxin induced cell models of Parkinson’s disease.

Definition

ChEBI: Senegenin is a 12alpha-hydroxy steroid.

in vivo

IC 50

NF-κB

References

[1] J. J. DUGAN A S P Mayo. TERPENOIDS: V. SENEGENIN: FUNCTIONAL GROUPS AND PART STRUCTURE[J]. Canadian Journal of Chemistry, 1964, 143 1: 491-501. DOI: 10.1139/v64-073
[2] ZHENG FAN. Tenuigenin protects dopaminergic neurons from inflammation via suppressing NLRP3 inflammasome activation in microglia.[J]. Journal of Neuroinflammation, 2017: 256. DOI: 10.1186/s12974-017-1036-x
[3] BIN YU . Protective effects of tenuigenin on Staphylococcus aureus-induced pneumonia in mice[J]. Microbial pathogenesis, 2017, 110: Pages 385-389. DOI: 10.1016/j.micpath.2017.07.023

SENEGENIN(2469-34-3)Related Product Information

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• polygalaxanthone III
• Polygalacin D
• Polygalaxanthone XI
• Tenuifoliside C
• polygalic acid
• 1,11-Undecanedicarboxylic acid
• 2-DECYL-1-TETRADECANOL
• 1-Chlorooctadecane
• HEPTADECANEDIOIC ACID
• TRIPLAL
• Pentadecanedioic acid
• 3,3,5,5-TETRAMETHYLCYCLOHEXANOL
• CETONAL
• 19-METHYLEICOSANOIC ACID
• HELLEBRIN