Classification Term: 170677

Aminosugars (ontology term: 8469e8229f1188e75d4bae73be3f2883)

found 27 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Ancestor: Aminosugars and aminoglycosides

Child Taxonomies: There is no child term of current ontology term.

Muramic acid

(2R)-2-{[(2R,3R,4S,5S,6R)-3-amino-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}propanoic acid

C9H17NO7 (251.1004972)


Muramic acid is an amino sugar acid. In terms of chemical composition, it is the ether of lactic acid and glucosamine. It occurs naturally as N-acetylmuramic acid in peptidoglycan, whose primary function is a structural component of many typical bacterial cell walls. Muramic acid, also known as muramate or murexide, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. Muramic acid is an amino sugar acid. It occurs naturally as N-acetylmuramic acid in peptidoglycan, whose primary function is a structural component of many typical bacterial cell walls. In terms of chemical composition, it is the ether of lactic acid and glucosamine. Muramic acid is a marker of bacterial peptidoglycan, in environmental and clinical specimens. (PMID: 10778926) [HMDB] Muramic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=1114-41-6 (retrieved 2024-07-01) (CAS RN: 1114-41-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Nojirimycin

6-(hydroxymethyl)-2,3,4,5-Piperidinetetrol

C6H13NO5 (179.0793688)


D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents D004791 - Enzyme Inhibitors

   

Fagomine

3,4-Piperidinediol, 2-(hydroxymethyl)-, (2R,3R,4R)-

C6H13NO3 (147.0895388)


Fagomine is an alkaloid found in the seeds of Castanospermum australe (commonly known as the Black Bean or the Moreton Bay Chestnut) (PMID: 25583438). Castanospermum australe is a large evergreen tree of the legume family native to the east coast of Australia in Queensland and New South Wales, and to the Pacific islands of Vanuatu, New Caledonia, and the island of New Britain (Papua New Guinea). The seeds are poisonous, but become edible when carefully prepared by roasting, cutting up into small pieces, leaching with running water for several days, and pounding into flour (Wikipedia). Fagomine is a member of piperidines. Fagomine is a natural product found in Lycium chinense, Angylocalyx pynaertii, and other organisms with data available. Alkaloid from buckwheat seeds (Fagopyrum esculentum). Fagomine is found in common buckwheat and cereals and cereal products. Fagomine is a mild glycosidase inhibitor. The Ki of the iminosugar Fagomine is 4.8 μM, 39 μM, and 70 μM for Amyloglucosidase (A.niger), β-Glucosidase (bovine), and Isomaltase (yeast), respectively. Fagomine is a mild glycosidase inhibitor. The Ki of the iminosugar Fagomine is 4.8 μM, 39 μM, and 70 μM for Amyloglucosidase (A.niger), β-Glucosidase (bovine), and Isomaltase (yeast), respectively.

   

1-Deoxynojirimycin

2R-(hydroxymethyl)-3R,4R,5S-piperidinetriol, hydrochloride

C6H13NO4 (163.0844538)


1-Deoxynojirimycin is found in fruits. 1-Deoxynojirimycin is an alkaloid from Morus specie Alkaloid from Morus subspecies 1-Deoxynojirimycin is found in fruits. Same as: D09605 1-Deoxynojirimycin (Duvoglustat) is a potent and orally active α-glucosidase inhibitor. 1-Deoxynojirimycin suppresses postprandial blood glucose and is widely used for diabetes mellitus. 1-Deoxynojirimycin possesses antihyperglycemic, anti-obesity, and antiviral features[1][2]. 1-Deoxynojirimycin (Duvoglustat) is a potent and orally active α-glucosidase inhibitor. 1-Deoxynojirimycin suppresses postprandial blood glucose and is widely used for diabetes mellitus. 1-Deoxynojirimycin possesses antihyperglycemic, anti-obesity, and antiviral features[1][2].

   

Galactosamine

D(+)-Galactosamine hydrochloride

C6H13NO5 (179.0793688)


Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID G046

   

1-Deoxynojirimycin

3,4,5-PIPERIDINETRIOL, 2-(HYDROXYMETHYL)-, (2R-(2.ALPHA.,3.BETA.,4.ALPHA.,5.BETA.))-

C6H13NO4 (163.0844538)


Duvoglustat is an optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration. It has a role as an EC 3.2.1.20 (alpha-glucosidase) inhibitor, an anti-HIV agent, an anti-obesity agent, a bacterial metabolite, a hypoglycemic agent, a hepatoprotective agent and a plant metabolite. It is a 2-(hydroxymethyl)piperidine-3,4,5-triol and a piperidine alkaloid. An alpha-glucosidase inhibitor with antiviral action. Derivatives of deoxynojirimycin may have anti-HIV activity. 1-Deoxynojirimycin is a natural product found in Dorstenia psilurus, Cichorium intybus, and other organisms with data available. An alpha-glucosidase inhibitor with antiviral action. Derivatives of deoxynojirimycin may have anti-HIV activity. D000890 - Anti-Infective Agents > D000998 - Antiviral Agents C87006 - Pharmacological Chaperone D004791 - Enzyme Inhibitors Same as: D09605 1-Deoxynojirimycin (Duvoglustat) is a potent and orally active α-glucosidase inhibitor. 1-Deoxynojirimycin suppresses postprandial blood glucose and is widely used for diabetes mellitus. 1-Deoxynojirimycin possesses antihyperglycemic, anti-obesity, and antiviral features[1][2]. 1-Deoxynojirimycin (Duvoglustat) is a potent and orally active α-glucosidase inhibitor. 1-Deoxynojirimycin suppresses postprandial blood glucose and is widely used for diabetes mellitus. 1-Deoxynojirimycin possesses antihyperglycemic, anti-obesity, and antiviral features[1][2].

   
   
   

Fagomine

3,4-Piperidinediol, 2-(hydroxymethyl)-, (2R,3R,4R)-

C6H13NO3 (147.0895388)


Fagomine is a mild glycosidase inhibitor. The Ki of the iminosugar Fagomine is 4.8 μM, 39 μM, and 70 μM for Amyloglucosidase (A.niger), β-Glucosidase (bovine), and Isomaltase (yeast), respectively. Fagomine is a mild glycosidase inhibitor. The Ki of the iminosugar Fagomine is 4.8 μM, 39 μM, and 70 μM for Amyloglucosidase (A.niger), β-Glucosidase (bovine), and Isomaltase (yeast), respectively.

   

(2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol

(2s,3s,4r,5s,6s)-3-[(1-hydroxyethenyl)amino]-6-(hydroxymethyl)oxane-2,4,5-triol

C8H15NO6 (221.089933)


   

(2r)-2-amino-n-[(3s,4r,5r,6s)-5-amino-4,6-dihydroxyoxan-3-yl]propanimidic acid

(2r)-2-amino-n-[(3s,4r,5r,6s)-5-amino-4,6-dihydroxyoxan-3-yl]propanimidic acid

C8H17N3O4 (219.1219002)


   

n-[(2s,3s,4s,5r,6r)-6-{[(2s,3s,4r,5s)-1,4-diamino-2,5,6-trihydroxyhexan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]ethanimidic acid

n-[(2s,3s,4s,5r,6r)-6-{[(2s,3s,4r,5s)-1,4-diamino-2,5,6-trihydroxyhexan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]ethanimidic acid

C14H29N3O9 (383.1903704)


   

(5-amino-3,4,6-trihydroxyoxan-2-yl)methoxyphosphonic acid

(5-amino-3,4,6-trihydroxyoxan-2-yl)methoxyphosphonic acid

C6H14NO8P (259.04570140000004)


   

(2r,3s,4r)-2-{[(2s,3r,4r,5r,6r)-5-{[(2s,3s,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-[(2s,3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-3,4-dihydroxybutanoic acid

(2r,3s,4r)-2-{[(2s,3r,4r,5r,6r)-5-{[(2s,3s,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-[(2s,3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-3,4-dihydroxybutanoic acid

C21H38N2O17 (590.2170378000001)


   

(2r,3s,4r,5r,6r)-5-amino-6-[(2r)-2,3-dihydroxypropoxy]-2-(hydroxymethyl)oxane-3,4-diol

(2r,3s,4r,5r,6r)-5-amino-6-[(2r)-2,3-dihydroxypropoxy]-2-(hydroxymethyl)oxane-3,4-diol

C9H19NO7 (253.1161464)


   

(2r,3s,4s)-2-{[(2r,3r,4r,5r,6r)-5-{[(2s,3r,4s,5r,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-[(2s,3s,4s,5s)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-3,4-dihydroxybutanoic acid

(2r,3s,4s)-2-{[(2r,3r,4r,5r,6r)-5-{[(2s,3r,4s,5r,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-[(2s,3s,4s,5s)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-3,4-dihydroxybutanoic acid

C21H38N2O17 (590.2170378000001)


   

3,4,5,6-tetrahydroxy-2-(c-hydroxycarbonimidoylamino)hexanal

3,4,5,6-tetrahydroxy-2-(c-hydroxycarbonimidoylamino)hexanal

C7H14N2O6 (222.0851824)


   

[(2r,3r,4r,5s,6r)-2-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{[(2s)-1-hydroxy-3-oxopropan-2-yl]oxy}-6-methyloxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]amino acetate

[(2r,3r,4r,5s,6r)-2-{[(2s,3r,4r,5r,6s)-4,5-dihydroxy-2-{[(2s)-1-hydroxy-3-oxopropan-2-yl]oxy}-6-methyloxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]amino acetate

C17H29NO13 (455.16388240000003)


   

(3s,4s,5r,6r)-6-(hydroxymethyl)piperidine-2,3,4,5-tetrol

(3s,4s,5r,6r)-6-(hydroxymethyl)piperidine-2,3,4,5-tetrol

C6H13NO5 (179.0793688)


   

n-[(2r,3s,4r,5r,6s)-5-amino-4,6-dihydroxy-2-methyloxan-3-yl]ethanimidic acid

n-[(2r,3s,4r,5r,6s)-5-amino-4,6-dihydroxy-2-methyloxan-3-yl]ethanimidic acid

C8H16N2O4 (204.1110016)


   

2-[(3,4-dihydroxypyrrolidin-2-yl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2-[(3,4-dihydroxypyrrolidin-2-yl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C11H21NO8 (295.1267106)


   
   

[2-({4,5-dihydroxy-2-[(1-hydroxy-3-oxopropan-2-yl)oxy]-6-methyloxan-3-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]amino acetate

[2-({4,5-dihydroxy-2-[(1-hydroxy-3-oxopropan-2-yl)oxy]-6-methyloxan-3-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]amino acetate

C17H29NO13 (455.16388240000003)


   

(2s,3r,4s,6r)-4-(dimethylamino)-6-methyloxane-2,3-diol

(2s,3r,4s,6r)-4-(dimethylamino)-6-methyloxane-2,3-diol

C8H17NO3 (175.12083719999998)


   

(2s,3r,4r,5s)-2-amino-3,4,5-trihydroxyhexanal

(2s,3r,4r,5s)-2-amino-3,4,5-trihydroxyhexanal

C6H13NO4 (163.0844538)


   

(2s,3r,4r)-4,8-diamino-2,3,5,7,9-pentahydroxy-n-[1-(c-hydroxycarbonimidoyl)-2-(c-hydroxycarbonimidoylamino)ethyl]nonanimidic acid

(2s,3r,4r)-4,8-diamino-2,3,5,7,9-pentahydroxy-n-[1-(c-hydroxycarbonimidoyl)-2-(c-hydroxycarbonimidoylamino)ethyl]nonanimidic acid

C13H28N6O8 (396.1968528)


   

6-(1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-2-hydroxyethyl)-2,4,5-trihydroxyoxane-2-carboxylic acid

6-(1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-2-hydroxyethyl)-2,4,5-trihydroxyoxane-2-carboxylic acid

C10H20NO11P (361.077394)