Application | Comment | Organism |
---|---|---|
drug development | pentacyclic triterpenes, as inhibitors of glycogen phosphorylase, hold promise for the treatment of type-2 diabetes and other diseases with disorders in glycogen metabolism | Oryctolagus cuniculus |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(2alpha)-3-hydroxyolean-12-en-28-oic acid | - |
Oryctolagus cuniculus | |
(2alpha,3beta)-2,3-bis(acetyloxy)olean-12-en-28-oic acid | - |
Oryctolagus cuniculus | |
(2alpha,3beta)-2,3-bis(butanoyloxy)olean-12-en-28-oic acid | - |
Oryctolagus cuniculus | |
(2alpha,3beta)-2,3-bis(propanoyloxy)olean-12-en-28-oic acid | - |
Oryctolagus cuniculus | |
(2beta)-2-hydroxyurs-12-en-28-oic acid | - |
Oryctolagus cuniculus | |
(2beta)-3-hydroxyolean-12-en-28-oic acid | - |
Oryctolagus cuniculus | |
(2beta,3alpha)-2,3-dihydroxyolean-12-en-28-oic acid | - |
Oryctolagus cuniculus | |
(2beta,3alpha)-2,3-dihydroxyurs-12-en-28-oic acid | - |
Oryctolagus cuniculus | |
(2Z)-2-(hydroxyimino)olean-12-en-28-oic acid | - |
Oryctolagus cuniculus | |
(2Z)-2-(hydroxyimino)urs-12-en-28-oic acid | - |
Oryctolagus cuniculus | |
(3beta)-28-[(2-[[2-(acetylamino)ethyl]amino]ethyl)amino]-28-oxoolean-12-en-3-yl acetate | - |
Oryctolagus cuniculus | |
(3beta)-3-[[(4-[[(phenylacetyl)oxy]methyl]-1H-1,2,3-triazol-1-yl)acetyl]oxy]olean-12-en-28-oic acid | - |
Oryctolagus cuniculus | |
(3beta,12alpha,13xi)-3,12-dihydroxyoleanan-28-oic acid | - |
Oryctolagus cuniculus | |
(3beta,3'beta)-3,3'-[hexane-1,6-diylbis(1H-1,2,3-triazole-1,4-diylmethanediyloxy)]bisolean-12-en-28-oic acid | - |
Oryctolagus cuniculus | |
(4aS,6aS,6bR,8aR,14aR,14bR,16bS)-2,2,6a,6b,9,9,14a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,14,14a,14b,15,16b-hexadecahydrochryseno[1,2-g]quinoxaline-4a(2H)-carboxylic acid | - |
Oryctolagus cuniculus | |
(6aS,6bR,8aR,16aR,16bR,18bS)-2,2,6a,6b,9,9,16a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,16,16a,16b,17,18b-hexadecahydrochryseno[1,2-b]phenazine-4a(2H)-carboxylic acid | - |
Oryctolagus cuniculus | |
1-[6-(acetyloxy)hexyl] 4-(7-[[(3beta)-3-hydroxy-28-oxoolean-12-en-28-yl]oxy]heptyl) (2R)-2-hydroxybutanedioate | - |
Oryctolagus cuniculus | |
2,3,4,6-tetra-O-acetyl-1-O-[(2alpha,3beta)-2,3-dihydroxy-28-oxoolean-12-en-28-yl]-beta-D-glucopyranose | - |
Oryctolagus cuniculus | |
2-(phenylamino)ethyl (3beta)-3-hydroxyurs-12-en-28-oate | - |
Oryctolagus cuniculus | |
2-bromoethyl (2beta)-2-hydroxyolean-12-en-28-oate | - |
Oryctolagus cuniculus | |
2-bromoethyl (3beta)-3-hydroxyurs-12-en-28-oate | - |
Oryctolagus cuniculus | |
2-ethoxy-2-oxoethyl (2beta)-2-hydroxyolean-12-en-28-oate | - |
Oryctolagus cuniculus | |
2-oxours-12-en-28-oic acid | - |
Oryctolagus cuniculus | |
2-[(2R)-3,4-dihydroxy-5-oxo-2,5-dihydrofuran-2-yl]-2-hydroxyethyl (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(acetyloxy)-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylate | - |
Oryctolagus cuniculus | |
2-[(2R)-3,4-dihydroxy-5-oxo-2,5-dihydrofuran-2-yl]-2-hydroxyethyl (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylate | - |
Oryctolagus cuniculus | |
6-(butylamino)hexyl (3beta)-3-hydroxyolean-12-en-28-oate | - |
Oryctolagus cuniculus | |
6-aminohexyl (3beta)-3-hydroxyolean-12-en-28-oate | - |
Oryctolagus cuniculus | |
6-[(4-methylphenyl)amino]hexyl (3beta)-3-hydroxyolean-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl (2beta)-2-hydroxyolean-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl (2beta)-2-hydroxyurs-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl (2beta,3alpha)-2,3-dihydroxyolean-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl (2beta,3alpha)-2,3-dihydroxyurs-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl (2Z)-2-(hydroxyimino)olean-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl (2Z)-2-(hydroxyimino)urs-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl (3beta)-3-[(pyridinium-1-ylacetyl)oxy]olean-12-en-28-oate chloride | - |
Oryctolagus cuniculus | |
benzyl (3beta)-3-[([4-[(4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]phenoxy)methyl]-1H-1,2,3-triazol-1-yl]acetyl)oxy]olean-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl (3beta)-3-[([4-[(dodecanoyloxy)methyl]-1H-1,2,3-triazol-1-yl]acetyl)oxy]olean-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl (3beta)-3-[[(4-[[(phenylacetyl)oxy]methyl]-1H-1,2,3-triazol-1-yl)acetyl]oxy]olean-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl (3beta,12alpha,13xi)-3,12-dihydroxyoleanan-28-oate | - |
Oryctolagus cuniculus | |
benzyl (3beta,12beta,13xi)-3,12-dihydroxyoleanan-28-oate | - |
Oryctolagus cuniculus | |
benzyl 2-oxoolean-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl 2-oxours-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl 3beta-(2-(diethylamino)acetoxy)olean-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl 3beta-(2-azidoacetoxy)olean-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl 3beta-(2-chloroacetoxy)olean-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl 3beta-(4-aminobenzoyloxy)olean-12-en-28-oate | - |
Oryctolagus cuniculus | |
benzyl 3beta-(4-nitrobenzoyloxy)olean-12-en-28-oate | - |
Oryctolagus cuniculus | |
butyl (2beta)-2-hydroxyolean-12-en-28-oate | - |
Oryctolagus cuniculus | |
ethyl (2beta)-2-hydroxyolean-12-en-28-oate | - |
Oryctolagus cuniculus | |
methyl (2beta)-2-hydroxyolean-12-en-28-oate | - |
Oryctolagus cuniculus | |
methyl (2S)-[[(2alpha,3beta)-2,3-bis(acetyloxy)-28-oxours-12-en-28-yl]amino](4-hydroxyphenyl)ethanoate | - |
Oryctolagus cuniculus | |
methyl (2S)-[[(2alpha,3beta)-2,3-bis(acetyloxy)-28-oxours-12-en-28-yl]amino](phenyl)ethanoate | - |
Oryctolagus cuniculus | |
methyl 6-deoxy-6-[4-([[(3beta)-3-hydroxy-28-oxoolean-12-en-28-yl]oxy]methyl)-1H-1,2,3-triazol-1-yl]-alpha-D-glucopyranoside | - |
Oryctolagus cuniculus | |
additional information | evaluation of pentacyclic triterpenes as a class of inhibitors against glycogen phosphorylase, by receptor-based comparative molecular field analysis, and comparative molecular similarity analysis to investigate the quantitative structure-activity relationships of 106 compounds, detailed overview | Oryctolagus cuniculus | |
prop-2-en-1-yl (2beta)-2-hydroxyolean-12-en-28-oate | - |
Oryctolagus cuniculus | |
propyl (2beta)-2-hydroxyolean-12-en-28-oate | - |
Oryctolagus cuniculus | |
[1-(6-[4-[(acetyloxy)methyl]-1H-1,2,3-triazol-1-yl]hexyl)-1H-1,2,3-triazol-4-yl]methyl (3b)-3-hydroxyolean-12-en-28-oate | - |
Oryctolagus cuniculus |
Metals/Ions | Comment | Organism | Structure |
---|---|---|---|
Mg2+ | activates | Oryctolagus cuniculus |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
[(1->4)-alpha-D-glucosyl]n + phosphate | Oryctolagus cuniculus | - |
[(1->4)-alpha-D-glucosyl]n-1 + alpha-D-glucose 1-phosphate | - |
r |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Oryctolagus cuniculus | - |
- |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
[(1->4)-alpha-D-glucosyl]n + phosphate | - |
Oryctolagus cuniculus | [(1->4)-alpha-D-glucosyl]n-1 + alpha-D-glucose 1-phosphate | - |
r |
Subunits | Comment | Organism |
---|---|---|
dimer | - |
Oryctolagus cuniculus |
Synonyms | Comment | Organism |
---|---|---|
glycogen phosphorylase | - |
Oryctolagus cuniculus |
GPb | - |
Oryctolagus cuniculus |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
22 | - |
assay at | Oryctolagus cuniculus |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.2 | - |
assay at | Oryctolagus cuniculus |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
additional information | - |
kinetics of inhibition of the forward reaction | Oryctolagus cuniculus | additional information | |
0.0011 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (2beta,3alpha)-2,3-dihydroxyurs-12-en-28-oic acid | |
0.00114 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | methyl 6-deoxy-6-[4-([[(3beta)-3-hydroxy-28-oxoolean-12-en-28-yl]oxy]methyl)-1H-1,2,3-triazol-1-yl]-alpha-D-glucopyranoside | |
0.00125 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl (2beta,3alpha)-2,3-dihydroxyurs-12-en-28-oate | |
0.00153 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | 2-[(2R)-3,4-dihydroxy-5-oxo-2,5-dihydrofuran-2-yl]-2-hydroxyethyl (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(acetyloxy)-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylate | |
0.00213 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl 3beta-(4-aminobenzoyloxy)olean-12-en-28-oate | |
0.00223 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | 2-[(2R)-3,4-dihydroxy-5-oxo-2,5-dihydrofuran-2-yl]-2-hydroxyethyl (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylate | |
0.0026 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (3beta,3'beta)-3,3'-[hexane-1,6-diylbis(1H-1,2,3-triazole-1,4-diylmethanediyloxy)]bisolean-12-en-28-oic acid | |
0.0031 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (3beta,12alpha,13xi)-3,12-dihydroxyoleanan-28-oic acid | |
0.0032 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl 2-oxoolean-12-en-28-oate | |
0.00325 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (3beta)-28-[(2-[[2-(acetylamino)ethyl]amino]ethyl)amino]-28-oxoolean-12-en-3-yl acetate | |
0.0042 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl (2beta)-2-hydroxyolean-12-en-28-oate | |
0.00535 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl (3beta,12beta,13xi)-3,12-dihydroxyoleanan-28-oate | |
0.00539 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl (3beta)-3-[(pyridinium-1-ylacetyl)oxy]olean-12-en-28-oate chloride | |
0.00625 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (2beta,3alpha)-2,3-dihydroxyolean-12-en-28-oic acid | |
0.0065 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl (3beta,12alpha,13xi)-3,12-dihydroxyoleanan-28-oate | |
0.00669 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl (2beta,3alpha)-2,3-dihydroxyolean-12-en-28-oate | |
0.0078 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl (3beta)-3-[([4-[(dodecanoyloxy)methyl]-1H-1,2,3-triazol-1-yl]acetyl)oxy]olean-12-en-28-oate | |
0.01025 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | 2-bromoethyl (3beta)-3-hydroxyurs-12-en-28-oate | |
0.0105 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (2alpha,3beta)-2,3-bis(propanoyloxy)olean-12-en-28-oic acid | |
0.0112 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | methyl (2S)-[[(2alpha,3beta)-2,3-bis(acetyloxy)-28-oxours-12-en-28-yl]amino](4-hydroxyphenyl)ethanoate | |
0.0123 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | 1-[6-(acetyloxy)hexyl] 4-(7-[[(3beta)-3-hydroxy-28-oxoolean-12-en-28-yl]oxy]heptyl) (2R)-2-hydroxybutanedioate | |
0.0126 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | 6-(butylamino)hexyl (3beta)-3-hydroxyolean-12-en-28-oate | |
0.0126 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl 3beta-(2-chloroacetoxy)olean-12-en-28-oate | |
0.0127 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl 3beta-(2-azidoacetoxy)olean-12-en-28-oate | |
0.0131 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (2Z)-2-(hydroxyimino)olean-12-en-28-oic acid | |
0.0133 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (2alpha,3beta)-2,3-bis(acetyloxy)olean-12-en-28-oic acid | |
0.0138 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | butyl (2beta)-2-hydroxyolean-12-en-28-oate | |
0.014 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (6aS,6bR,8aR,16aR,16bR,18bS)-2,2,6a,6b,9,9,16a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,16,16a,16b,17,18b-hexadecahydrochryseno[1,2-b]phenazine-4a(2H)-carboxylic acid | |
0.0141 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | 6-aminohexyl (3beta)-3-hydroxyolean-12-en-28-oate | |
0.0147 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (2Z)-2-(hydroxyimino)urs-12-en-28-oic acid | |
0.0153 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | ethyl (2beta)-2-hydroxyolean-12-en-28-oate | |
0.0161 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl 3beta-(4-nitrobenzoyloxy)olean-12-en-28-oate | |
0.0161 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (2alpha)-3-hydroxyolean-12-en-28-oic acid | |
0.0163 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl (2Z)-2-(hydroxyimino)olean-12-en-28-oate | |
0.0175 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl (3beta)-3-[([4-[(4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]phenoxy)methyl]-1H-1,2,3-triazol-1-yl]acetyl)oxy]olean-12-en-28-oate | |
0.0186 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | 2,3,4,6-tetra-O-acetyl-1-O-[(2alpha,3beta)-2,3-dihydroxy-28-oxoolean-12-en-28-yl]-beta-D-glucopyranose | |
0.0201 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl 3beta-(2-(diethylamino)acetoxy)olean-12-en-28-oate | |
0.0202 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl (2Z)-2-(hydroxyimino)urs-12-en-28-oate | |
0.0206 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (2beta)-2-hydroxyurs-12-en-28-oic acid | |
0.0207 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | [1-(6-[4-[(acetyloxy)methyl]-1H-1,2,3-triazol-1-yl]hexyl)-1H-1,2,3-triazol-4-yl]methyl (3b)-3-hydroxyolean-12-en-28-oate | |
0.0223 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl (2beta)-2-hydroxyurs-12-en-28-oate | |
0.0225 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | 2-ethoxy-2-oxoethyl (2beta)-2-hydroxyolean-12-en-28-oate | |
0.0227 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (2beta)-3-hydroxyolean-12-en-28-oic acid | |
0.0231 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | prop-2-en-1-yl (2beta)-2-hydroxyolean-12-en-28-oate | |
0.0239 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | methyl (2S)-[[(2alpha,3beta)-2,3-bis(acetyloxy)-28-oxours-12-en-28-yl]amino](phenyl)ethanoate | |
0.0242 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl 2-oxours-12-en-28-oate | |
0.0251 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (4aS,6aS,6bR,8aR,14aR,14bR,16bS)-2,2,6a,6b,9,9,14a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,14,14a,14b,15,16b-hexadecahydrochryseno[1,2-g]quinoxaline-4a(2H)-carboxylic acid | |
0.0252 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (2alpha,3beta)-2,3-bis(butanoyloxy)olean-12-en-28-oic acid | |
0.0254 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | 2-bromoethyl (2beta)-2-hydroxyolean-12-en-28-oate | |
0.0256 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | 2-(phenylamino)ethyl (3beta)-3-hydroxyurs-12-en-28-oate | |
0.0273 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | propyl (2beta)-2-hydroxyolean-12-en-28-oate | |
0.0277 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | benzyl (3beta)-3-[[(4-[[(phenylacetyl)oxy]methyl]-1H-1,2,3-triazol-1-yl)acetyl]oxy]olean-12-en-28-oate | |
0.0281 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | methyl (2beta)-2-hydroxyolean-12-en-28-oate | |
0.0281 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | 6-[(4-methylphenyl)amino]hexyl (3beta)-3-hydroxyolean-12-en-28-oate | |
0.029 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | 2-oxours-12-en-28-oic acid | |
0.0309 | - |
pH 7.2, 22°C | Oryctolagus cuniculus | (3beta)-3-[[(4-[[(phenylacetyl)oxy]methyl]-1H-1,2,3-triazol-1-yl)acetyl]oxy]olean-12-en-28-oic acid |