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Merck
CN

SMB00416

Gentiopicroside

≥98% (HPLC)

别名:

(3S,4R)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,6-dihydro-3H-pyrano[3,4-c]pyran-8-one, (5R,6S)-5-Ethenyl-6-(-D-glucopyranosyloxy)-5,6-dihydro-1H,3H-Pyrano[3,4-c]pyran-1-one, (5R-trans)-5-ethenyl-6-(-D-glucopyranosyloxy)-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one, Gentiopicrin, NSC606402

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关于此项目

经验公式(希尔记法):
C16H20O9
化学文摘社编号:
分子量:
356.32
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352205
EC Number:
244-070-2
MDL number:
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biological source

plant (Gentiana macrophylla Pall)

Quality Level

assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

C=C[C@H]1[C@H](O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C3C(OCC=C31)=O

InChI

1S/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2/t7-,10-,11-,12+,13-,15+,16+/m1/s1

InChI key

DUAGQYUORDTXOR-GPQRQXLASA-N

General description

Gentiopicroside (GPS) is a secoiridoid glycoside sourced from the dried roots of Gentiana rigescens.

Application

Gentiopicroside has been used as a reference standard for the quantification of iridoid glycoside in six Caucasian Gentians herb samples using high-performance liquid chromatography with diode array detection (HPLC-DAD) technique.

Biochem/physiol Actions

Gentiopicroside is a potent anti-arthritic agent. It displays hepatoprotective effects in arthritic rats by improving oxidative stress and reducing inflammation in combination with leflunomide and/or methotrexate by regulating mRNA genes and pro-inflammatory cytokines. It also displays its efficacy by inhibiting reactive oxygen species (ROS)-Nuclear factor-kappa B (NF-κB)-NOD-like receptor protein 3 (NLRP3) inflammasome axis in adjuvant-induced arthritis (AIA) in vitro and in vivo models. Gentiopicroside exerts antiaging properties in yeast prolonging lifespan and inducing mitophagy and reducing oxidative stress. It prevents osteoporosis by regulating β-catenin-BMPsignaling and promoting osteogenesis in vitro.
Gentiopicroside is an important active component of secoiridoid glycosides from Gentiana macrophylla Pall that exhibit anti-inflammatory, antibacterial and liver protecting activities. Gentiopicroside protects chondrocytes from IL-1β-induced inflammation response.


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存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Huaji Jiang et al.
Journal of cellular and molecular medicine, 25(23), 10825-10836 (2021-11-17)
Osteoporosis is characterized by increased bone fragility, and the drugs used at present to treat osteoporosis can cause adverse reactions. Gentiopicroside (GEN), a class of natural compounds with numerous biological activities such as anti-resorptive properties and protective effects against bone
Zhijie Wan et al.
Life sciences, 265, 118689-118689 (2020-11-02)
This study aimed to examine whether gentiopicroside (GPS) could exert hepatoprotective effects on leflunomide (LEF)- and/or methotrexate (MTX)-treated arthritic rats through anti-inflammatory and antioxidant pathways. We observed the external symptoms of joints, analysed serum indicators, measured haematological parameters and mRNA
Meiling Wang et al.
Frontiers in pharmacology, 11, 515-515 (2020-06-02)
Rheumatoid arthritis (RA) is among the most prevalent forms of autoimmunity. Gentiopicroside (Gent) is an iridoid glucoside derived from the Gentiana Macrophylla Pall which is used in traditional Chinese medicine to treat RA. The present study was designed to explore



全球贸易项目编号

货号GTIN
SMB00416-5MG04061833052280
SMB00416-25MG04061833052273