Gentiopicroside

SIGMA/SMB00416 - ≥98% (HPLC)

Synonym: (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

CAS Number: 20831-76-9
Empirical Formula (Hill Notation): C₁₆H₂₀O₉
Molecular Weight: 356.32
EC Number: 244-070-2
MDL Number: MFCD00075700
Linear Formula: C₁₆H₂₀O₉
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-SMB00416-25MG	25 mg	$336.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

application(s)	metabolomics vitamins, nutraceuticals, and natural products
assay	≥98% (HPLC)
biological source	plant (Gentiana macrophylla Pall)
form	powder
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
Quality Level	200
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
storage temp.	2-8°C

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.
Biochem/physiol Actions:	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.
General description:	Gentiopicroside (GPS) is a secoiridoid glycoside sourced from the dried roots of Gentiana rigescens.
Packaging:	25 mg in poly bottle
Packaging:	5 mg in glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352205

To Order From a Quote