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MetaCyc Compound Class: a hexosamine

Superclasses: all carbohydratesa carbohydratea glycana sugara monosaccharidean amino sugar

a hexosamine compound structure

Chemical Formula: C6H13NO5

Child Classes: a hexosaminide (0), an N-acetyl-α-D-hexosamine 1-phosphate (2), an N-acetyl-D-hexosamine (7), an N-acyl-D-mannosamine (3), an oligomer of galactosamine (0), D-galactosamine (0), D-glucosamine (2), D-mannosamine (0), D-perosamine (3), mycaminose (1), mycosamine (0)

Instances:
3-amino-3,6-dideoxy-α-D-glucopyranose,
daunosamine

Molecular Weight: 179.17 Daltons

Monoisotopic Molecular Weight: 179.07937253300003 Daltons

SMILES: C(O)C1(C(O)C(O)C(N)C(O)O1)

Unification Links: ChEBI:24586

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): -41.215443Inferred by computational analysis [Latendresse13]

Reactions known to produce the compound:

Not in pathways:
a protopanaxatriol-type ginsenoside with two glycosyl residues at position 6 + 2 H2O → a protopanaxatriol-type ginsenoside with no glycosidic modification at position 6 + a monosaccharide + D-glucopyranose
a protopanaxadiol-type ginsenoside with two glycosyl residues at position 20 + H2O → a protopanaxadiol-type ginsenoside with a single glucosyl residue at position 20 + a monosaccharide

Not in pathways:
a thioglucoside + H2O → a sugar + a thiol
a sugar phosphate + H2O → a sugar + phosphate
glycosyl-N-acylsphingosine + H2O → a ceramide + a sugar

In Reactions of unknown directionality:

Not in pathways:
a protopanaxatriol-type ginsenoside with two glycosyl residues at position 6 + H2O = a protopanaxatriol-type ginsenoside with a single glucosyl at position 6 + a monosaccharide

In Transport reactions:
a monosaccharide[extracellular space] + ATP + H2O ↔ a monosaccharide[cytosol] + ADP + phosphate,
a [PTS enzyme I]-Nπ-phospho-L-histidine + a sugar[out] → a [PTS enzyme I]-L-histidine + a sugar phosphate[in]


References

Baginski97: Baginski M, Resat H, McCammon JA (1997). "Molecular properties of amphotericin B membrane channel: a molecular dynamics simulation." Mol Pharmacol 52(4);560-70. PMID: 9380018

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Matsumori05: Matsumori N, Sawada Y, Murata M (2005). "Mycosamine orientation of amphotericin B controlling interaction with ergosterol: sterol-dependent activity of conformation-restricted derivatives with an amino-carbonyl bridge." J Am Chem Soc 127(30);10667-75. PMID: 16045354


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by Pathway Tools version 19.5 (software by SRI International) on Thu Feb 11, 2016, biocyc13.