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Merck
CN

SML1001

Senegenin

≥98% (HPLC)

Synonym(s):

12-(Chloromethyl)-2,3-dihydroxy-27-norolean-13-ene-23,28-dioic acid, Tenuigenin

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About This Item

Empirical Formula (Hill Notation):
C30H45ClO6
CAS Number:
2469-34-3
Molecular Weight:
537.13
NACRES:
NA.77
PubChem Substance ID:
329825628
UNSPSC Code:
12352200
MDL number:
MFCD00466906

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Product Name

Senegenin, ≥98% (HPLC)

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

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 key

CWHJIJJSDGEHNS-MYLFLSLOSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

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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 a natural product used in Chinese medicine with antioxidative and antiinflammatory activity.
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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
054M4709V

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Weibin Xie et al.
PloS one, 7(9), e45575-e45575 (2012-10-03)
The root of Polygala tenuifolia, a traditional Chinese medicine, has been used to improve memory and intelligence, while the underlying mechanisms remain largely unknown. In this study, we investigated the protective effects of senegenin, an component of Polygala tenuifolia root

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