CAS 21018-84-8: Amarogentin
Description:Amarogentin is a naturally occurring compound classified as a secoiridoid glycoside, primarily found in certain plants, particularly in the Gentianaceae family. It is known for its bitter taste and is often associated with various medicinal properties. The chemical structure of amarogentin includes a glucose moiety linked to a secoiridoid core, contributing to its biological activity. This compound has garnered interest for its potential therapeutic effects, including anti-inflammatory, antioxidant, and hepatoprotective properties. Amarogentin is also studied for its role in traditional medicine, particularly in digestive health and appetite stimulation. Its bitterness is attributed to the presence of the iridoid structure, which is characteristic of many compounds in the Gentianaceae family. Due to its complex structure and bioactivity, amarogentin is a subject of ongoing research, particularly in pharmacognosy and natural product chemistry, to explore its potential applications in health and wellness.
Formula:C29H30O13
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
InChI key:InChIKey=DBOVHQOUSDWAPQ-WTONXPSSSA-N
SMILES:O=C1OCCC2C1=COC(OC3OC(CO)C(O)C(O)C3OC(=O)C4=C(O)C=C(O)C=C4C5=CC=CC(O)=C5)C2C=C
- Synonyms:
- (1,1'-Biphenyl)-2-carboxylic acid, 3,3',5-trihydroxy-, 2-ester with 5-ethenyl-6-(beta-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-1H,3H-pyrano(3,4-c)pyran-1-one, (4aS-(4aalpha,5beta,6alpha))-
- (4aS,5R,6S)-5-Ethenyl-4,4a,5,6-tetrahydro-6-[[2-O-[(3,3′,5-trihydroxy[1,1′-biphenyl]-2-yl)carbonyl]-β-<span class="text-smallcaps">D</span>-glucopyranosyl]oxy]-1H,3H-pyrano[3,4-c]pyran-1-one
- (4aS,5R,6S)-5-ethenyl-1-oxo-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl 2-O-[(3,3',5-trihydroxybiphenyl-2-yl)carbonyl]-beta-D-glucopyranoside
- 1H,3H-Pyrano(3,4-c)pyran-1-one, 5-ethenyl-4,4a,5,6-tetrahydro-6-((2-O-((3,3',5-trihydroxy(1,1'-biphenyl)-2-yl)carbonyl)-beta-D-glucopyranosyl)oxy)-, (4aS,5R,6S)-
- 1H,3H-Pyrano[3,4-c]pyran, [1,1′-biphenyl]-2-carboxylic acid deriv.
- 1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-4,4a,5,6-tetrahydro-6-[[2-O-[(3,3′,5-trihydroxy[1,1′-biphenyl]-2-yl)carbonyl]-β-<span class="text-smallcaps">D</span>-glucopyranosyl]oxy]-, (4aS,5R,6S)-
- 1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-4,4a,5,6-tetrahydro-6-[[2-O-[(3,3′,5-trihydroxy[1,1′-biphenyl]-2-yl)carbonyl]-β-<span class="text-smallcaps">D</span>-glucopyranosyl]oxy]-, [4aS-(4aα,5β,6α)]-
- 2-(4aS-(4aalpha,5beta,6alpha))-3,3',5-Trihydroxy-(1,1'-biphenyl)-2-carboxylate
- Amarogentin
- [1,1′-Biphenyl]-2-carboxylic acid, 3,3′,5-trihydroxy-, 2-ester with 5-ethenyl-6-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-1-one, [4aS-(4aα,5β,6α)]-
- See more synonyms
- (4aS,5R,6S)-5-Ethenyl-4,4a,5,6-tetrahydro-6-[[2-O-[(3,3′,5-trihydroxy[1,1′-biphenyl]-2-yl)carbonyl]-β-D-glucopyranosyl]oxy]-1H,3H-pyrano[3,4-c]pyran-1-one
- [1,1′-Biphenyl]-2-carboxylic acid, 3,3′,5-trihydroxy-, 2-ester with 5-ethenyl-6-(β-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-1-one, [4aS-(4aα,5β,6α)]-
- 1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-4,4a,5,6-tetrahydro-6-[[2-O-[(3,3′,5-trihydroxy[1,1′-biphenyl]-2-yl)carbonyl]-β-D-glucopyranosyl]oxy]-, (4aS,5R,6S)-
