[CAS NO. 20831-76-9] Gentiopicroside

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PRODUCTS SPECIFICATIONS [20831-76-9]

Catalog

SLK-S3777

Brand

Selleck

CAS

20831-76-9

DESCRIPTION [20831-76-9]

Overview

MDL	MFCD00075700
Molecular Weight	356.32
Molecular Formula	C16H20O9
SMILES	C(=C)[C@@H]1C=2C(=CO[C@H]1O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(=O)OCC2

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Preparing Stock Solutions

Concentration Volume Mass	1 mg	5 mg	10 mg
1 mM	2.8065 mL	14.0323 mL	28.0647 mL
5 mM	0.5613 mL	2.8065 mL	5.6129 mL
10 mM	0.2806 mL	1.4032 mL	2.8065 mL
50 mM	0.0561 mL	0.2806 mL	0.5613 mL

Description

Gentiopicroside (GE, Gentiopicrin), a naturally occurring iridoid glycoside, inhibits with IC50 values of 21.8μg/ml and 594μg/ml, respectively in human liver microsomes, and dose not inhibit CYP2C9, CYP2D6, CYP1A2 or CYP3A4 activities.

Targets

CYP2A6 ^[1]
(in human liver microsomes)

CYP2E1 ^[1]
(in human liver microsomes)

In vitro

Gentiopicroside (GE) is a non-competitive inhibitor of CYP2A6 at lower concentrations and a competitive inhibitor at higher concentrations. Gentiopicroside does not produce inhibition of CYP2C9, CYP2D6, CYP1A2 or CYP3A4 activities. However, a significant increase of CYP1A2 and CYP3A4 activity is observed at high concentrations. In cultured human hepatocytes no significant induction of CYP1A2, CYP3A4 or CYP2B6 is observed.

In vivo

Gentiopicroside (GE) has a low bioavailability (%F) after oral administration, which may be attributed to the first-pass metabolism in the gut wall or liver, metabolism or decomposition in the intestine by bacterial microflora, and/or poor absorption from the gastrointestinal tract. The Phase I clinical study shows that after intravenous infusion of 80, 240, and 400 mg GE, the mean C are 3.501±0.566 μg/ml, 9.865±1.237 μg/ml, and 16.95±2.571 μg/ml, respectively. GPS can act as hepatoprotective, cholagogic, anti-inflammatory, and antibacterial agents.

References

[1] Deng Y, et al. Drug Metab Pharmacokinet. 2013, 28(4):339-44.
[2] Wang Z, et al. J Sep Sci. 2014, 37(3):237-43.

Synonyms

1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(β-D-glucopyranosyloxy)-5,6-dihydro-, (5R,6S)-

Gentiopicrin

Gentiopicroside

1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(β-D-glucopyranosyloxy)-5,6-dihydro-, (5R-trans)-

(5R,6S)-5-Ethenyl-6-(β-D-glucopyranosyloxy)-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one

NSC 606402