Geniposide, Glucagon-like peptide-1 receptor agonist

Key facts

CAS number

24512-63-8

Purity

>98%

Form

Solid

form

Source

Gardenia sp.

Molecular weight

388.4 Da

Molecular formula

C₁₇H₂₄O₁₀

PubChem

107848

Nature

Native

Solubility

Soluble in water to 10 mM

Biochemical name

Geniposide

Biological description

Iridoid glycoside and glucagon-like peptide-1 (GLP-1) receptor agonist. Able to regulate the expression of anti-oxidative proteins. Displays anti-inflammatory, anti-proliferative and neuroprotective properties.

Canonical smiles

COC(=O)C1=COC(C2C1CC=C2CO)OC3C(C(C(C(O3)CO)O)O)O

Isomeric smiles

COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC=C2CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O

InChi

InChI=1S/C17H24O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2,6,8,10-14,16-22H,3-5H2,1H3/t8-,10-,11-,12-,13+,14-,16+,17+/m1/s1

InChiKey

IBFYXTRXDNAPMM-BVTMAQQCSA-N

IUPAC Name

methyl (1S,4aS,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate