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Mannosides

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Definition: Glycosides formed by the reaction of the hydroxyl group on the anomeric carbon atom of mannose with an alcohol to form an acetal. They include both alpha- and beta-mannosides.     
Examples Methylmannosides
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
6-methyl-1-(4-(3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)phenyl)heptan-1-one  0   *Ketones *Mannosides Urease/antagonists & inhibitors. J Enzyme Inhib Med Chem. 2011 Aug;26(4):480-4.
lecythomycin  0   *Lactones *Mannosides. Nat Prod Commun. 2011 May;6(5):677-8
methyl 3'-chloro-4'-(mannopyranosyloxy)biphenyl-4-carboxylate  0   *Mannosides *Benzoic Acids. J Med Chem 2010 Dec 23;53(24):8627-41
2-(4-vinyl-(1,2,3)-triazol-1-yl)ethyl-O-mannopyranoside  0   *Mannosides *Vinyl Compounds. Macromol Biosci 2010 Feb 11;10(2):119-26
resorufin alpha-D-mannopyranoside  0   *Mannosides *Oxazines. Anal Biochem. 2010 Apr 1;399(1):7-12
6-morphinylmannopyranoside  0   *Mannosides *Morphine Derivatives. J Med Chem 2009 May 14;52(9):2656-66
manalpha(1,6)-C-manalphaOPh C-disaccharide  0   *Disaccharides *Mannosides. Chemistry 2009;15(16):4057-69
bismannosylated lysine  0   *Mannosides Lysine/*analogs & derivatives. Biochem Biophys Res Commun 2009 Jan 16;378(3):503-6
myricetin-3-O-rhamnoside  0   *Mannosides. Toxicol In Vitro 2008 Apr;22(3):567-81
TMC-151A  0   *Mannosides. Org Lett 2008 Mar 6;10(5):761-4
epicoccamide D  0   *Mannosides *Pyrrolidinones. J Nat Prod 2007 Nov;70(11):1800-3
epicoccamide C  0   *Mannosides *Pyrrolidinones. J Nat Prod 2007 Nov;70(11):1800-3
epicoccamide B  0   *Mannosides *Pyrrolidinones. J Nat Prod 2007 Nov;70(11):1800-3
beta-cyclomannin  0   *Mannosides *Oligosaccharides. Org Lett 2006 Dec 7;8(25):5733-6
1,3,4,6-tetra-O-acetyl-2-azido-2-deoxymannopyranose  0   *Azides *Mannosides. Carbohydr Res 2005 Dec 12;340(17):2675-6
digeneaside  0   *Mannosides Lactic Acid/*analogs & derivatives. Planta 2005 Oct;222(2):319-26
benzyl 2,3,4-tri-O-benzylmannopyranoside  0   *Mannosides. Carbohydr Res 2005 May 2;340(6):1213-7
kaempferol-3-O-(6''-p-coumaroyl)mannopyranoside  0   *Mannosides *Kaempferols. Yao Xue Xue Bao 2004 Jun;39(6):442-4
(beta-D-mannosyl)3 Yariv phenylglycoside  0   *Mannosides Phloroglucinol/*analogs & derivatives. Plant Physiol 2004 Jul;135(3):1346-66
galeobdoside  0   *Flavonoids *Mannosides. Zhongguo Zhong Yao Za Zhi 2002 Sep;27(9):671-3
afzelin  482-39-3   *Mannosides *Proanthocyanidins. Zhongguo Zhong Yao Za Zhi 2001 Jul;26(7):479-81
alpha-D-Man-(1-4)-D-Man  0   *Disaccharides *Mannosides. J Org Chem 2003 Mar 21;68(6):2123-8
mannosyl alpha(1-6)-mannoside  0   *Disaccharides *Mannosides. Science 2003 Jun 27;300(5628);2065-71
alpha-D-Man-(1-6)-D-Man  0   *Disaccharides *Mannosides. J Am Chem Soc 2002 Dec 18;124(50); 14940-51
alpha-D-Man-(1-3)-D-Man  0   *Disaccharides *Mannosides. J Am Chem Soc 2002 Dec 18;124(50); 14940-51
Man-(1-3)-(Man-(1-6))-Man  0   *Mannosides *Trisaccharides. J Am Chem Soc 2002 Dec 18;124(50); 14940-51
amoenin A3  0   *Mannosides *Kaempferols. Yao Xue Xue Bao 1997 Oct;32(10):765-8
2,4-dinitrophenyl mannoside  0   *Mannosides *Nitrobenzenes. J Am Chem Soc 2001 May 9;123(18):4350-1
diacylmannosylerythritol  0   *Mannosides Erythritol/*analogs & derivatives. Biotechnol Prog 2001 Mar-Apr;17(2):362-5
methyl 3-O-(1-carboxyethyl)mannopyranoside  0   *Lactones *Mannosides. Carbohydr Res 2000 Nov 3;329(2):257-68
1,3-di-(N-propyloxymannopyranosyl)carbamoyl-5-methylazidobenzene  0   *Azides *Mannosides Ligands. Acta Crystallogr D Biol Crystallogr 1998 Sep 1;54( Pt 5):1023-5
TBC 1269  0   *Biphenyl Compounds *Mannosides. J Am Coll Surg 1997 Oct;185(4):365-72
mannopyranosyl-(1-2)-mannopyranose octaacetate  0   *Disaccharides *Mannosides. Carbohydr Res 1996 Dec 24;296:279-84
M6L5 mannoside  0   *Mannosides *Oligopeptides. Circulation 1997 Jan 7;95(1):46-52
di-2-O-mannosyl-di-myo-inositol-1,1'(3,3')-phosphate  0   *Inositol Phosphates *Mannosides. J Bacteriol 1996 Oct;178(19):5644-51
methoxycarbonyloctyl 3,6-di-O-(2-deoxy-2-(N-acetylamino)glucopyranosyl-(1-2)-6-deoxymannopyranosyl)mannopyranoside  0   *Mannosides *Oligosaccharides. Bioorg Med Chem 1994 Jul;2(7):675-80
octyl 2-O-(mannopyranosyl-6-methylphosphate)mannopyranoside  157758-70-8   *Mannosides *Sugar Phosphates. Carbohydr Res 1994 Jul 4;260(1):63-71
octyl 2-O-(mannopyranosyl-6-phosphate)mannopyranoside  157758-69-5   *Mannosides *Sugar Phosphates. Carbohydr Res 1994 Jul 4;260(1):63-71
octyl 2-O-mannopyranosylmannopyranoside  157758-68-4   *Mannosides. Carbohydr Res 1994 Jul 4;260(1):63-71
LNF 209  144979-06-6 Androstane-17-carboxylic acid, 14-amino-3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-, methyl ester, hydrochloride, (3beta,5beta,14beta,17beta)  *Androstanes *Mannosides. J Cardiovasc Pharmacol 1992;20(5):807-12
O-(2-O-mannopyranosyl-mannopyranosyl)threonine  145435-20-7   *Mannosides Threonine/*analogs & derivatives. Carbohydr Res 1992 Jun 16;230(2):299-318
O-mannopyranosylthreonine  78609-12-8   *Mannosides Threonine/*analogs & derivatives. Carbohydr Res 1992 Jun 16;230(2):299-318
O-(2-O-mannopyranosyl-mannopyranosyl)serine  145452-14-8   *Mannosides Serine/*analogs & derivatives. Carbohydr Res 1992 Jun 16;230(2):299-318
O-mannopyranosylserine  78609-14-0   *Mannosides Serine/*analogs & derivatives. Carbohydr Res 1992 Jun 16;230(2):299-318
smilageninoside  138831-68-2   *Mannosides *Spirostans Saponins. Yao Hsueh Hsueh Pao 1991;26(8):619-21
cetylmannoside  96790-89-5   *Mannosides. Jpn J Cancer Res 1991;82(5):569
insulin, 4-succinylamidophenylmannopyranoside  0   *Mannosides Insulin/*analogs & derivatives. Chem Pharm Bull (Tokyo) 1990;38(7):1983
3-deoxy-5-O-methylmanno-2-octolusonic acid  111187-87-2   *Mannosides *Sugar Acids. Eur J Biochem 1989;182(1):153
4-nitrophenylrhamnoside  18918-31-5   *Mannosides. Anal Biochem 1985;149(2):566
LND 623  90520-42-6 alpha-L-Mannopyranoside, (3beta,5beta,14beta,20R)-14-amino-20-hydroxypregnan-3-yl 6-deoxy  *Mannosides *Pregnanes Sodium-Potassium-Exchanging ATPase/antagonists & inhibitors. Eur Heart J 1984;5(Suppl F):309
1,2-anhydro-3,4,6-tri-O-benzyl-beta-mannopyranose  71696-32-7   *Mannosides. Carbohydr Res 1985;135(2):195
3,6-di-O-(alpha-mannopyranosyl)mannose  69401-47-4 D-Mannose, O-alpha-D-mannopyranosyl-(1-3)-O-(alpha-D-mannopyranosyl-(1-6))-, (5alpha,17alpha)  *Mannosides. BIochem Biophys Res Commun 1985;127(3):1066
4-nitrophenyl-beta-D-mannopyranoside  35599-02-1   *Mannosides. Res Vet Sci 1982;33(1):73
4-aminophenylmannoside  34213-86-0   *Aniline Compounds *Mannosides. Experientia 1982;38(5):629
4-aminophenyl 6-phospho-alpha-mannopyranoside  74160-60-4 alpha-D-Mannopyranoside, 4-aminophenyl, 6-(dihydrogen phosphate)  *Mannosides. Biochemistry 1980;19(5):3850
4-isothiocyanatophenyl-6-phospho alpha-D-mannopyranoside  74141-15-4 alpha-D-Mannopyranoside, 4-isothiocyanatophenyl, 6-(dihydrogen phosphate)  *Mannosides *Isothiocyanates. Biochemistry 1980;19(5):3850
4-nitrophenyl 1-thio-beta-D-mannopyranoside  55385-51-8 beta-D-Mannopyranoside, 4-nitrophenyl 1-thio  *Mannosides *Thioglycosides. Carbohydr Res 48(2):294;1976
4-nitrophenyl-alpha-D-mannopyranoside  10357-27-4   *Mannosides. Arch Microbiol 88(1):71;1972; Biochim Biophys Acta 535(2):356;1978

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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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