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: C(O[C@H]1[C@H](O[C@H]2[C@H](C=C)[C@]3(C(=CO2)C(=O)OCC3)[H])O[C@H](CO)[C@@H](O)[C@@H]1O)(=O)C4=C(C=C(O)C=C4O)C5=CC(O)=CC=C5

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)]-
• (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)]-

Amarogentin

CAS: 21018-84-8

Amarogentin analytical standard provided with w/w absolute assay, to be used for quantitative titration.

Formula: C₂₉H₃₀O₁₃

Purity: (HPLC) ≥98%

Color and Shape: Powder

Molecular weight: 586.55

Ref: 11-0218S

Amarogentin

CAS: 21018-84-8

Formula: C₂₉H₃₀O₁₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 586.5407

Ref: IN-DA019FUW

(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(Hydroxymethyl)-2-(((3S,4R,4As)-8-Oxo-4-Vinyl-3,4,4A,5,6,8-Hexahydropyrano[3,4-C]Pyran-3-Yl)Oxy)Tetrahydro-2H-Pyran-3-Yl 3,3',5-Trihydroxy-[1,1'-Biphenyl]-2-Carboxylat

CAS: 21018-84-8

(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(Hydroxymethyl)-2-(((3S,4R,4As)-8-Oxo-4-Vinyl-3,4,4A,5,6,8-Hexahydropyrano[3,4-C]Pyran-3-Yl)Oxy)Tetrahydro-2H-Pyran-3-Yl 3,3',5-Trihydroxy-[1,1'-Biphenyl]-2-Carboxylat

Purity: 97%

Molecular weight: 586.54g/mol

Ref: 54-OR1024177

AMAROGENTIN

CAS: 21018-84-8

AMAROGENTIN

Purity: ≥95%

Molecular weight: 586.54g/mol

Ref: 54-BUP02170

Amarogentin

CAS: 21018-84-8

Formula: C₂₉H₃₀O₁₃

Purity: ≥ 98.0%

Color and Shape: Solid

Molecular weight: 586.54

Ref: 7W-GP4339

Amarogentin

CAS: 21018-84-8

Formula: C₂₉H₃₀O₁₃

Purity: 95%~99%

Color and Shape: Powder

Molecular weight: 586.546

Ref: BP-BP1603

AMAROGENTIN

CAS: 21018-84-8

Amarogentin, extracted from Swertia/Gentiana roots, aids liver cancer prevention/treatment by affecting cell cycle and apoptosis.

Formula: C₂₉H₃₀O₁₃

Purity: 99.98% - ≥95%

Color and Shape: Solid

Molecular weight: 586.54

Ref: TM-T5497

Amarogentin

CAS: 21018-84-8

Formula: C₂₉H₃₀O₁₃

Molecular weight: 586.55

Ref: 4Z-A-426001

Amarogentin

CAS: 21018-84-8

Natural glycoside

Formula: C₂₉H₃₀O₁₃

Purity: ≥ 90.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 586.55

Ref: 5G-80178

Amarogentin

CAS: 21018-84-8

Amarogentin is an iridoid glycoside, which is a secondary metabolite found primarily in the roots of the Gentiana lutea plant and other Gentianaceae species. It is renowned for its extreme bitterness and is considered one of the most bitter natural compounds known. Its mode of action involves stimulation of taste receptors, promoting the release of digestive enzymes, and enhancing gastrointestinal motility.

Formula: C₂₉H₃₀O₁₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 586.54 g/mol

Ref: 3D-FA146492

Amarogentin

CAS: 21018-84-8

Purity: 97%

Molecular weight: 586.5460205

Ref: 10-F864039