CAS 24512-63-8: Geniposide
Description:Geniposide is a natural compound primarily found in the fruit of the gardenia plant, known scientifically as Gardenia jasminoides. It is a type of iridoid glycoside, characterized by its glycosidic bond that connects a sugar moiety to an aglycone. Geniposide is recognized for its potential pharmacological properties, including anti-inflammatory, antioxidant, and hepatoprotective effects. It has been studied for its role in various therapeutic applications, particularly in traditional medicine. The compound is typically a white to pale yellow crystalline powder, soluble in water and alcohol, and exhibits a slightly bitter taste. Geniposide is also known to undergo metabolic conversion in the body to produce genipin, which has its own set of biological activities. Its safety profile and efficacy are subjects of ongoing research, making it a compound of interest in both pharmacognosy and medicinal chemistry. Overall, geniposide represents a significant area of study for its potential health benefits and applications in herbal medicine.
Formula:C17H24O10
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
InChI key:InChIKey=IBFYXTRXDNAPMM-BVTMAQQCSA-N
SMILES:O=C(OC)C1=COC(OC2OC(CO)C(O)C(O)C2O)C3C(=CCC13)CO
- Synonyms:
- Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, methyl ester, (1S,4aS,7aS)-
- Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, methyl ester, [1S-(1α,4aα,7aα)]-
- Cyclopenta[c]pyran-4-carboxylicacid, 1-(b-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-,methyl ester, (1S,4aS,7aS)-
- Cyclopenta[c]pyran-4-carboxylicacid, 1-(b-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-,methyl ester, [1S-(1a,4aa,7aa)]-
- Methyl (1S,4aS,7aS)-1-(β-<span class="text-smallcaps">D</span>-glucopyranoside)-7-hydroxymethyl-1,4a,5,7a-tetrahydrocydopenta[c]pyran-4-carboxylate
- methyl (1S,4aS,7aS)-1-(beta-D-glucopyranosyloxy)-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
- methyl (1S,4aS,7aS)-1-(α-D-glucopyranosyloxy)-7-methoxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
- Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, methyl ester, [1S-(1α,4aα,7aα)]-
- Geniposide
- Methyl (1S,4aS,7aS)-1-(β-D-glucopyranoside)-7-hydroxymethyl-1,4a,5,7a-tetrahydrocydopenta[c]pyran-4-carboxylate
- See more synonyms
- Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, methyl ester, (1S,4aS,7aS)-