Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:38:56 UTC
Update Date2024-04-30 19:32:36 UTC
Metabolite IDMMDBc0000489
Metabolite Identification
Common NameN-Acetylmuramate
DescriptionN-Acetylmuramate, also known as acetylmuramic acid or 4-O-nacmur, belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. These are carbohydrate derivatives containing a hexose moeity in which the oxygen atom is replaced by an n-acyl group. N-Acetylmuramate is a moderately basic compound (based on its pKa). N-Acetylmuramate exists in all living organisms, ranging from bacteria to humans.
Structure
Synonyms
ValueSource
N-Acetyl-D-muramoateChEBI
N-Acetylmuramic acidChEBI
N-Acetyl-D-muramoic acidGenerator
N-Acetylisomuramic acidHMDB
Acetylmuramic acidHMDB
2-Acetamido-4-O-(1-carboxyethyl)-2-deoxyglucoseHMDB
2-Acetamido-3-O-((S)-1-carboxyethyl)-2-deoxy-D-glucoseHMDB
2-Acetamido-4-O-(1-carboxyethyl)-2-deoxyglucose, (beta-D)-isomerHMDB
4-O-NAcMurHMDB
N-AcetylmuramateGenerator
N-Acetyl-D-muramateGenerator
Molecular FormulaC11H19NO8
Average Mass293.2705
Monoisotopic Mass293.111066589
IUPAC Name(2R)-2-{[(3R,4R,5S,6R)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}propanoic acid
Traditional Name(2R)-2-{[(3R,4R,5S,6R)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}propanoic acid
CAS Registry NumberNot Available
SMILES
[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)OC([H])(O)[C@]1([H])N=C(C)O)C(O)=O
InChI Identifier
InChI=1S/C11H19NO8/c1-4(10(16)17)19-9-7(12-5(2)14)11(18)20-6(3-13)8(9)15/h4,6-9,11,13,15,18H,3H2,1-2H3,(H,12,14)(H,16,17)/t4-,6-,7-,8-,9-,11?/m1/s1
InChI KeyMNLRQHMNZILYPY-MKFCKLDKSA-N