UDP-N-acetyl-alpha-D-mannosamine

HCID 449043CAS 26575-17-7
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Basic information

Standard SMILES
CC(=O)N[C@@H]1[C@@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O
InChIKey
LFTYTUAZOPRMMI-ZYQOOJPVSA-N
Molecular formula
C17H27N3O17P2
Average molar mass
607.4 g/mol
Monoisotopic mass
607.08156966

Overview

UDP-N-acetyl-alpha-D-mannosamine is a UDP-N-acetyl-D-mannosamine in which the anomeric centre of the pyranose fragment has alpha-configuration. It is a conjugate acid of an UDP-N-acetyl-alpha-D-mannosamine(2-).

Names & identifiers

Preferred name
UDP-N-acetyl-alpha-D-mannosamine
IUPAC
[(2R,3S,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate

Names & synonyms

UDP-N-acetyl-alpha-D-mannosamineUDP-acetylmannosamineCHEBI:68678uridine 5'-[3-(2-acetamido-2-deoxy-alpha-D-mannopyranosyl) dihydrogen diphosphate]uridine 5'-(3-(2-acetamido-2-deoxy-alpha-D-mannopyranosyl) dihydrogen diphosphate)Uridine 5'-(trihydrogen diphosphate), P'-(2-(acetylamino)-2-deoxy-alpha-D-mannopyranosyl) esterRefChem:1100636UDP-ManNAcUDP-N-Acetylmannosamine26575-17-7uridine diphosphate N-acetylmannosamine[(2R,3S,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate
Show more names
(2R,3S,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen diphosphate (non-preferred name)SCHEMBL29396726LFTYTUAZOPRMMI-ZYQOOJPVSA-NDTXSID701313724UD1MU158583C01170Q27137103

Database identifiers

CAS
26575-17-7
PubChem CID
449043
DTXSID
DTXSID701313724
ChEBI
CHEBI:68678
Nikkaji
J743.395F

Properties

Computed structural properties

XLogP
-6.6
Topological polar surface area
300 Ų
Hydrogen bond donors
9
Hydrogen bond acceptors
17
Rotatable bonds
10
Heavy atoms
39

Related reactions

1 records
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Linked notes

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