Amarogentin

• CAT Number: I018524
• CAS Number: 21018-84-8
• Molecular Formula: C₂₉H₃₀O₁₃
• Molecular Weight: 586.54
• Purity: ≥95%
• Storage: 2-8°C
• IUPAC Name: [(2S,3R,4S,5S,6R)-2-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,4-dihydroxy-6-(3-hydroxyphenyl)benzoate
• InChI: InChI=1S/C29H30O13/c1-2-16-17-6-7-38-26(36)19(17)12-39-28(16)42-29-25(24(35)23(34)21(11-30)40-29)41-27(37)22-18(9-15(32)10-20(22)33)13-4-3-5-14(31)8-13/h2-5,8-10,12,16-17,21,23-25,28-35H,1,6-7,11H2/t16-,17+,21-,23-,24+,25-,28+,29+/m1/s1
• InChIKey: DBOVHQOUSDWAPQ-WTONXPSSSA-N
• SMILES: C=CC1C2CCOC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)OC(=O)C4=C(C=C(C=C4O)O)C5=CC(=CC=C5)O

Amarogentin (AG) is a secocyclene ether glycoside mainly extracted from the roots of Swertia and Gentiana, which has antioxidative, antitumor and antidiabetic effects Chemicalbook. Amarogentin, an agonist of the bitter taste receptor TAS2R1, inhibits substanceP-induced production of newly synthesized TNF-α in LAD-2 cells.

Reference

[1]. Zhang Y, et al. Protective Effects of Amarogentin against Carbon Tetrachloride-Induced Liver Fibrosis in Mice. Molecules. 2017 May 6;22(5). pii: E754.[2]. Wölfle U, et al. Amarogentin Displays Immunomodulatory Effects in Human Mast Cells and Keratinocytes. Mediators Inflamm. 2015;2015:630128.[3]. Zhao JG, et al. Amarogentin secoiridoid inhibits in vivo cancer cell growth in xenograft mice model and induces apoptosis in human gastric cancer cells (SNU-16) through G2/M cell cycle arrest and PI3K/Akt signalling pathway. J BUON. 2016 May-Jun;21(3):609-17.