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Literature summary extracted from

  • Ma, C.M.; Hattori, M.; Daneshtalab, M.; Wang, L.
    Chlorogenic acid derivatives with alkyl chains of different lengths and orientations: potent alpha-glucosidase inhibitors (2008), J. Med. Chem., 51, 6188-6194.
    View publication on PubMed

Application

EC Number Application Comment Organism
3.2.1.20 medicine inhibitors of alpha-glucosidase are promising candidates for the development of antitype II diabetics and anti-AIDS drugs Saccharomyces cerevisiae
3.2.1.20 medicine inhibitors of alpha-glucosidase are promising candidates for the development of antitype II diabetics and anti-AIDS drugs Geobacillus stearothermophilus

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.2.1.20 (2R,2'R,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Geobacillus stearothermophilus
3.2.1.20 (2R,2'R,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Saccharomyces cerevisiae
3.2.1.20 (2R,2'S,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Geobacillus stearothermophilus
3.2.1.20 (2R,2'S,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Saccharomyces cerevisiae
3.2.1.20 (2R,7R,8R,9R)-8,9-dihydroxy-2-octyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Geobacillus stearothermophilus
3.2.1.20 (2R,7R,8R,9R)-8,9-dihydroxy-2-octyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Saccharomyces cerevisiae
3.2.1.20 (2S,2'R,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Geobacillus stearothermophilus
3.2.1.20 (2S,2'R,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Saccharomyces cerevisiae
3.2.1.20 (2S,2'S,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Geobacillus stearothermophilus
3.2.1.20 (2S,2'S,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Saccharomyces cerevisiae
3.2.1.20 (2S,7R,8R,9R)-8,9-dihydroxy-2-octyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Geobacillus stearothermophilus
3.2.1.20 (2S,7R,8R,9R)-8,9-dihydroxy-2-octyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Saccharomyces cerevisiae
3.2.1.20 (6aS,12aR)-5,5-dimethyl-5,6a,7,12a-tetrahydroisochromeno[4,3-b]chromene-3,4,8,10-tetrol
-
 Geobacillus stearothermophilus
3.2.1.20 (6aS,12aR)-5,5-dimethyl-5,6a,7,12a-tetrahydroisochromeno[4,3-b]chromene-3,4,8,10-tetrol
-
 Saccharomyces cerevisiae
3.2.1.20 (7R,8R,9R)-2,2-dihexyl-8,9-dihydroxy-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Geobacillus stearothermophilus
3.2.1.20 (7R,8R,9R)-2,2-dihexyl-8,9-dihydroxy-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Saccharomyces cerevisiae
3.2.1.20 (7R,8R,9R)-8,9-dihydroxy-4-oxo-2,2-dipentyl-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Geobacillus stearothermophilus
3.2.1.20 (7R,8R,9R)-8,9-dihydroxy-4-oxo-2,2-dipentyl-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(3-pentanone) 3,4-(3-pentanone)-chlorogenic acid diketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(3-pentanone) 3,4-(3-pentanone)-chlorogenic acid diketal
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(3-pentanone) chlorogenic acid ketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(3-pentanone) chlorogenic acid ketal
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(4-heptanone) 3,4-(4-heptanone)-chlorogenic acid diketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(4-heptanone) 3,4-(4-heptanone)-chlorogenic acid diketal
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(4-heptanone) chlorogenic acid ketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(4-heptanone) chlorogenic acid ketal
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(5-nonanone) 3,4-(5-nonanone)-chlorogenic acid diketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(5-nonanone) 3,4-(5-nonanone)-chlorogenic acid diketal
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(5-nonanone) chlorogenic acid ketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(5-nonanone) chlorogenic acid ketal
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(6-undecanone) 3,4-(6-undecanone)-chlorogenic acid diketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(6-undecanone) 3,4-(6-undecanone)-chlorogenic acid diketal
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(8-pentadecanone) chlorogenic acid ketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(8-pentadecanone) chlorogenic acid ketal
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(9-heptadecanone) 3,4-(9-heptadecanone)-chlorogenic acid diketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(9-heptadecanone) 3,4-(9-heptadecanone)-chlorogenic acid diketal
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(9-heptadecanone) chlorogenic acid ketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(9-heptadecanone) chlorogenic acid ketal
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(acetone) 3,4-(acetone)-chlorogenic acid diketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(acetone) 3,4-(acetone)-chlorogenic acid diketal
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(acetone) chlorogenic acid ketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(acetone) chlorogenic acid ketal
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(diheptyl ketone) 3,4-(diheptyl ketone)-chlorogenic acid diketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(diheptyl ketone) 3,4-(diheptyl ketone)-chlorogenic acid diketal
-
 Saccharomyces cerevisiae
3.2.1.20 1,7-(dihexyl ketone) 3,4-(dihexyl ketone)-chlorogenic acid diketal
-
 Geobacillus stearothermophilus
3.2.1.20 1,7-(dihexyl ketone) 3,4-(dihexyl ketone)-chlorogenic acid diketal
-
 Saccharomyces cerevisiae
3.2.1.20 1-deoxynojirimycin hydrochloride
-
 Geobacillus stearothermophilus
3.2.1.20 1-deoxynojirimycin hydrochloride
-
 Saccharomyces cerevisiae
3.2.1.20 acarbose
-
 Geobacillus stearothermophilus
3.2.1.20 acarbose
-
 Saccharomyces cerevisiae
3.2.1.20 chlorogenic acid
-
 Geobacillus stearothermophilus
3.2.1.20 chlorogenic acid
-
 Saccharomyces cerevisiae

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3.2.1.20 additional information Saccharomyces cerevisiae alpha-glucosidases play important roles in the digestion of carbohydrates and biosynthesis of viral envelope glycoproteins ?
-
 ?
3.2.1.20 additional information Geobacillus stearothermophilus alpha-glucosidases play important roles in the digestion of carbohydrates and biosynthesis of viral envelope glycoproteins ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
3.2.1.20 Geobacillus stearothermophilus
-
-
-
3.2.1.20 Saccharomyces cerevisiae
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.2.1.20 4-nitrophenyl alpha-D-glucopyranoside + H2O
-
 Saccharomyces cerevisiae 4-nitrophenol + alpha-D-glucopyranose
-
 ?
3.2.1.20 4-nitrophenyl alpha-D-glucopyranoside + H2O
-
 Geobacillus stearothermophilus 4-nitrophenol + alpha-D-glucopyranose
-
 ?
3.2.1.20 additional information alpha-glucosidases play important roles in the digestion of carbohydrates and biosynthesis of viral envelope glycoproteins Saccharomyces cerevisiae ?
-
 ?
3.2.1.20 additional information alpha-glucosidases play important roles in the digestion of carbohydrates and biosynthesis of viral envelope glycoproteins Geobacillus stearothermophilus ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.2.1.20 alpha-glucosidase
-
 Saccharomyces cerevisiae
3.2.1.20 alpha-glucosidase
-
 Geobacillus stearothermophilus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.2.1.20 0.0001
-
-
 Saccharomyces cerevisiae acarbose
3.2.1.20 0.0001
-
-
 Geobacillus stearothermophilus acarbose
3.2.1.20 0.0003
-
-
 Saccharomyces cerevisiae (2R,2'R,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0003
-
-
 Saccharomyces cerevisiae (2S,2'R,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0003
-
-
 Saccharomyces cerevisiae 1,7-(5-nonanone) 3,4-(5-nonanone)-chlorogenic acid diketal
3.2.1.20 0.0004
-
-
 Saccharomyces cerevisiae 1,7-(diheptyl ketone) 3,4-(diheptyl ketone)-chlorogenic acid diketal
3.2.1.20 0.0005
-
-
 Saccharomyces cerevisiae 1,7-(dihexyl ketone) 3,4-(dihexyl ketone)-chlorogenic acid diketal
3.2.1.20 0.0005
-
-
 Saccharomyces cerevisiae 1,7-(9-heptadecanone) 3,4-(9-heptadecanone)-chlorogenic acid diketal
3.2.1.20 0.0007
-
-
 Geobacillus stearothermophilus (2S,2'R,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0008
-
-
 Geobacillus stearothermophilus (2R,2'R,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0008
-
-
 Saccharomyces cerevisiae (2S,2'S,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0008
-
-
 Geobacillus stearothermophilus 1,7-(5-nonanone) 3,4-(5-nonanone)-chlorogenic acid diketal
3.2.1.20 0.0008
-
-
 Saccharomyces cerevisiae 1,7-(6-undecanone) 3,4-(6-undecanone)-chlorogenic acid diketal
3.2.1.20 0.0008
-
-
 Geobacillus stearothermophilus 1,7-(dihexyl ketone) 3,4-(dihexyl ketone)-chlorogenic acid diketal
3.2.1.20 0.0009
-
-
 Geobacillus stearothermophilus 1,7-(diheptyl ketone) 3,4-(diheptyl ketone)-chlorogenic acid diketal
3.2.1.20 0.0009
-
-
 Geobacillus stearothermophilus 1,7-(9-heptadecanone) 3,4-(9-heptadecanone)-chlorogenic acid diketal
3.2.1.20 0.001
-
-
 Saccharomyces cerevisiae (2R,2'S,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0011
-
-
 Geobacillus stearothermophilus 1,7-(6-undecanone) 3,4-(6-undecanone)-chlorogenic acid diketal
3.2.1.20 0.0018
-
-
 Geobacillus stearothermophilus (2S,2'S,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0018
-
-
 Saccharomyces cerevisiae 1-deoxynojirimycin hydrochloride
3.2.1.20 0.002
-
-
 Geobacillus stearothermophilus (2R,2'S,7R)-2,2'-dioctyl-5'-oxotetrahydro-4H-spiro[1,3-benzodioxole-5,4'-[1,3]dioxolan]-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0024
-
-
 Geobacillus stearothermophilus 1-deoxynojirimycin hydrochloride
3.2.1.20 0.003
-
-
 Saccharomyces cerevisiae 1,7-(9-heptadecanone) chlorogenic acid ketal
3.2.1.20 0.0033
-
-
 Saccharomyces cerevisiae (2S,7R,8R,9R)-8,9-dihydroxy-2-octyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0033
-
-
 Saccharomyces cerevisiae 1,7-(4-heptanone) 3,4-(4-heptanone)-chlorogenic acid diketal
3.2.1.20 0.0034
-
-
 Saccharomyces cerevisiae (7R,8R,9R)-2,2-dihexyl-8,9-dihydroxy-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0034
-
-
 Saccharomyces cerevisiae 1,7-(5-nonanone) chlorogenic acid ketal
3.2.1.20 0.0036
-
-
 Saccharomyces cerevisiae (2R,7R,8R,9R)-8,9-dihydroxy-2-octyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0036
-
-
 Saccharomyces cerevisiae (7R,8R,9R)-8,9-dihydroxy-4-oxo-2,2-dipentyl-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0036
-
-
 Geobacillus stearothermophilus 1,7-(8-pentadecanone) chlorogenic acid ketal
3.2.1.20 0.0039
-
-
 Geobacillus stearothermophilus (7R,8R,9R)-2,2-dihexyl-8,9-dihydroxy-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0043
-
-
 Saccharomyces cerevisiae 1,7-(8-pentadecanone) chlorogenic acid ketal
3.2.1.20 0.0051
-
-
 Geobacillus stearothermophilus 1,7-(9-heptadecanone) chlorogenic acid ketal
3.2.1.20 0.0055
-
-
 Geobacillus stearothermophilus 1,7-(4-heptanone) 3,4-(4-heptanone)-chlorogenic acid diketal
3.2.1.20 0.0109
-
-
 Geobacillus stearothermophilus (2S,7R,8R,9R)-8,9-dihydroxy-2-octyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0125
-
-
 Geobacillus stearothermophilus (2R,7R,8R,9R)-8,9-dihydroxy-2-octyl-4-oxo-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0142
-
-
 Geobacillus stearothermophilus (7R,8R,9R)-8,9-dihydroxy-4-oxo-2,2-dipentyl-1,3-dioxaspiro[4.5]dec-7-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
3.2.1.20 0.0144
-
-
 Geobacillus stearothermophilus 1,7-(5-nonanone) chlorogenic acid ketal
3.2.1.20 0.0185
-
-
 Saccharomyces cerevisiae (6aS,12aR)-5,5-dimethyl-5,6a,7,12a-tetrahydroisochromeno[4,3-b]chromene-3,4,8,10-tetrol
3.2.1.20 0.0194
-
-
 Saccharomyces cerevisiae 1,7-(4-heptanone) chlorogenic acid ketal
3.2.1.20 0.0265
-
-
 Saccharomyces cerevisiae 1,7-(3-pentanone) 3,4-(3-pentanone)-chlorogenic acid diketal
3.2.1.20 0.0296
-
-
 Geobacillus stearothermophilus (6aS,12aR)-5,5-dimethyl-5,6a,7,12a-tetrahydroisochromeno[4,3-b]chromene-3,4,8,10-tetrol
3.2.1.20 0.0449
-
-
 Geobacillus stearothermophilus 1,7-(3-pentanone) 3,4-(3-pentanone)-chlorogenic acid diketal
3.2.1.20 0.0622
-
-
 Geobacillus stearothermophilus 1,7-(4-heptanone) chlorogenic acid ketal
3.2.1.20 0.0711
-
-
 Saccharomyces cerevisiae 1,7-(3-pentanone) chlorogenic acid ketal
3.2.1.20 0.1142
-
-
 Saccharomyces cerevisiae 1,7-(acetone) chlorogenic acid ketal
3.2.1.20 0.1278
-
-
 Geobacillus stearothermophilus 1,7-(3-pentanone) chlorogenic acid ketal
3.2.1.20 0.1542
-
-
 Geobacillus stearothermophilus 1,7-(acetone) 3,4-(acetone)-chlorogenic acid diketal
3.2.1.20 0.3913
-
-
 Saccharomyces cerevisiae 1,7-(acetone) 3,4-(acetone)-chlorogenic acid diketal
3.2.1.20 2.536
-
-
 Geobacillus stearothermophilus 1,7-(acetone) chlorogenic acid ketal
3.2.1.20 2.822
-
-
 Geobacillus stearothermophilus chlorogenic acid
3.2.1.20 2.822
-
 above Saccharomyces cerevisiae chlorogenic acid