SML1001

Senegenin

≥98% (HPLC)

• Synonym(s): 12-(Chloromethyl)-2,3-dihydroxy-27-norolean-13-ene-23,28-dioic acid, Tenuigenin
• Empirical Formula (Hill Notation): C₃₀H₄₅ClO₆
• CAS Number: 2469-34-3
• Molecular Weight: 537.13
• MDL number: MFCD00466906
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825628
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 10 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: [H][C@]12[C@](CCC3=C2[C@@H](CCl)C[C@@]4([H])[C@@]3(C)CC[C@]5([H])[C@]4(C)C[C@H](O)[C@H](O)[C@]5(C(O)=O)C)(C(O)=O)CCC(C)(C)C1
• InChI: 1S/C30H45ClO6/c1-26(2)10-11-30(25(36)37)9-6-17-22(18(30)13-26)16(15-31)12-21-27(17,3)8-7-20-28(21,4)14-19(32)23(33)29(20,5)24(34)35/h16,18-21,23,32-33H,6-15H2,1-5H3,(H,34,35)(H,36,37)/t16-,18+,19+,20-,21+,23+,27+,28+,29+,30-/m1/s1
• InChI key: CWHJIJJSDGEHNS-MYLFLSLOSA-N

Description

Biochem/physiol Actions

Senegenin (Tenuigenin) is a natural product from Polygala tenuifolia used in Chinese medicine with antioxidative and antiinflammatory activity. Senegenin has been studied for nootropic ability to improve cognition. In several independent studies, Tenuigenin attenuated α-synuclein-induced cytotoxicity and α-synuclein phosphorylation by down-regulating polo-like kinase 3 (PLK3) in α-synuclein cell model of Parkinson′s Disease, improved behavioral Y-maze learning by enhancing synaptic plasticity in mice, and attenuated hepatic ischemia-reperfusion induced cognitive dysfunction by increasing hippocampal N-methyl-D-aspartate (NMDA) receptor NR2B subunit expression in rats.

Senegenin is lipophilic and hydrosoluble. It is chemically represented as (2β,3β,4α,12α)-12-(Chloromethyl)-2,3-dihydroxy-27-norolean-13-ene-23,28-dioic acid. Senegenin plays a protective role against memory impairment in a dose and time dependent manner.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable