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Chemical Structure| 20831-76-9 Chemical Structure| 20831-76-9

Structure of Gentiopicroside
CAS No.: 20831-76-9

Chemical Structure| 20831-76-9

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Gentiopicroside is a naturally occuring iridoid with anti-inflammatory, antibacterial and liver protecting activities.

Synonyms: Gentiopicrin; NSC 606402; SC-46058

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Product Details of Gentiopicroside

CAS No. :20831-76-9
Formula : C16H20O9
M.W : 356.32
SMILES Code : C=C[C@@H]1C(C2=CO[C@H]1O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=CCOC2=O
Synonyms :
Gentiopicrin; NSC 606402; SC-46058
MDL No. :MFCD00075700
InChI Key :DUAGQYUORDTXOR-GPQRQXLASA-N
Pubchem ID :88708

Safety of Gentiopicroside

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
HepG2 cells 80 μM GPS increased glucose utilization and decreased lipid synthesis in PA-treated HepG2 cells. Acta Pharm Sin B. 2022 Jun;12(6):2887-2904.
HepG2 cells 5, 20, 40, 80, 160, 320 μM 24 h Assessed the effect of GPS on HepG2 cell viability, showing no obvious toxicity at concentrations below 320 μM. Acta Pharm Sin B. 2022 Jun;12(6):2887-2904.
HaCaT keratinocytes 200 ng/mL (GEN), 50 ng/mL (CHI-GEN) 24 h To evaluate the effects of CHI-GEN on TNF-α-induced proliferation and inflammatory response in HaCaT cells. Results showed that CHI-GEN significantly inhibited TNF-α-induced excessive proliferation of HaCaT cells and downregulated mRNA levels of K17, VEGF A, IL-6, and IL-23A. Int J Nanomedicine. 2023;18:3781-3800.
GES-1 cells 0, 25, 50, 100, 200, 400 µM 48 h To evaluate the effect of Gentiopicroside on the viability of GC cells, the results showed that Gentiopicroside significantly inhibited the growth of GES-1 cells within 48 h, but was the least sensitive. Drug Des Devel Ther. 2020 Nov 23;14:5109-5118.
AGS cells 0, 25, 50, 100, 200, 400 µM 48 h To evaluate the effect of Gentiopicroside on the viability of GC cells, the results showed that Gentiopicroside significantly inhibited the growth of AGS cells within 48 h. Drug Des Devel Ther. 2020 Nov 23;14:5109-5118.
BGC-823 cells 0, 25, 50, 100, 200, 400 µM 48 h To evaluate the effect of Gentiopicroside on the viability of GC cells, the results showed that Gentiopicroside significantly inhibited the growth of BGC-823 cells within 48 h. Drug Des Devel Ther. 2020 Nov 23;14:5109-5118.
MGC-803 cells 0, 25, 50, 100, 200, 400 µM 48 h To evaluate the effect of Gentiopicroside on the viability of GC cells, the results showed that Gentiopicroside significantly inhibited the growth of MGC-803 cells within 48 h. Drug Des Devel Ther. 2020 Nov 23;14:5109-5118.
HGC-27 cells 0, 25, 50, 100, 200, 400 µM 48 h To evaluate the effect of Gentiopicroside on the viability of GC cells, the results showed that Gentiopicroside significantly inhibited the growth of HGC-27 cells within 48 h, with an IC50 value of 62.03±7.63µM. Drug Des Devel Ther. 2020 Nov 23;14:5109-5118.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57/BL6 mice High-fat diet (HFD) and streptozotocin (STZ)-induced diabetic mouse model Intragastric administration 25, 50, 100 mg/kg 6 consecutive days per week for 8 weeks GPS improved disordered glucose and lipid metabolism in STZ-HFD-induced diabetic mice by activating the PI3K/AKT signaling pathway. Acta Pharm Sin B. 2022 Jun;12(6):2887-2904.
C57BL/6 mice Acute and chronic alcoholic hepatosteatosis models Oral gavage 40 and 80 mg/kg Every 12 hours for a total of three doses Gentiopicroside ameliorated acute and chronic alcohol-induced hepatic steatosis and inflammation by activating the LKB1/AMPK signaling pathway. Br J Pharmacol. 2018 May;175(9):1451-1470
BALB/c mice Imiquimod-induced psoriasis-like dermatitis model Topical application 50 mg/cm² Once daily for 7 days To evaluate the therapeutic effects of CHI-GEN on imiquimod-induced psoriasis-like dermatitis in mice. Results showed that CHI-GEN significantly improved the severity of skin lesions and downregulated mRNA expressions of IL-6, IL-23A, and IL-17A. Int J Nanomedicine. 2023 Jul 10;18:3781-3800
Sprague-Dawley rats Streptozotocin-induced diabetic rat model Oral 300 mg/kg Every three days for 12 days To evaluate the enhancing effect of Gentiopicroside PLGA nanospheres on wound healing in diabetic rats. Results showed that GPS-PLGA nanospheres significantly enhanced wound healing and stimulated collagen fiber synthesis. Int J Nanomedicine. 2022 Mar 17;17:1203-1225
C57BL/6 mice Morphine dependence model Intraperitoneal injection 100 mg/kg Twice daily for 8 days Gent significantly attenuated the morphine-induced CPP effect and inhibited morphine dependence by downregulating GluN2B receptor expression in the NAc. CNS Neurosci Ther. 2012 Aug;18(8):652-8

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.81mL

0.56mL

0.28mL

14.03mL

2.81mL

1.40mL

28.06mL

5.61mL

2.81mL

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