Record Information
Version1.0
Creation date2011-09-21 01:39:30 UTC
Update date2019-11-26 03:21:28 UTC
Primary IDFDB028419
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameN-Acetyl-D-mannosamine
DescriptionN-acetylmannosamine, also known as D-mannac, belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. N-acetylmannosamine is an extremely weak basic (essentially neutral) compound (based on its pKa). N-acetylmannosamine has been detected, but not quantified in, milk (cow). This could make N-acetylmannosamine a potential biomarker for the consumption of these foods.
CAS Number7772-94-3
Structure
Thumb
Synonyms
SynonymSource
2-Acetamido-2-deoxy-D-mannoseChEBI
D-ManNAcChEBI
N-Acetyl-D-mannosamineChEBI
N-Acetylmannosamine, (D)-isomerMeSH
N-Acetylmannosamine, (L)-isomerMeSH
N-AcetylmannosamineMeSH
2-acetamido-2-Deoxy-D-mannopyranoseHMDB
b-ManNAcGenerator
beta-ManNAcChEBI
ManNAcHMDB
N-Acetyl-b-mannosamineGenerator
N-Acetyl-beta-mannosamineChEBI
N-Acetyl-β-mannosamineGenerator
β-mannacGenerator
Predicted Properties
PropertyValueSource
Water Solubility148 g/LALOGPS
logP-2.1ALOGPS
logP-3.9ChemAxon
logS-0.18ALOGPS
pKa (Strongest Acidic)12.09ChemAxon
pKa (Strongest Basic)-1.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area127.09 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity48.45 m³·mol⁻¹ChemAxon
Polarizability20.82 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H15NO6
IUPAC nameN-[(2S,3R,4S,5R)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]acetamide
InChI IdentifierInChI=1S/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5-,6-,7-,8-/m1/s1
InChI KeyMBLBDJOUHNCFQT-WCTZXXKLSA-N
Isomeric SMILES[H][C@@](O)(CO)[C@@]([H])(O)[C@]([H])(O)[C@]([H])(NC(C)=O)C=O
Average Molecular Weight221.2078
Monoisotopic Molecular Weight221.089937217
Classification
Description Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexoses
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Amino saccharide
  • Beta-hydroxy aldehyde
  • Acetamide
  • Carboxamide group
  • Secondary alcohol
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Polyol
  • Aldehyde
  • Organonitrogen compound
  • Organic oxide
  • Alcohol
  • Organopnictogen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSN-Acetyl-D-mannosamine, 4 TMS, GC-MS Spectrumsplash10-00di-1910000000-c54e9f9969c7d963036fSpectrum
GC-MSN-Acetyl-D-mannosamine, 1 MEOX; 5 TMS, GC-MS Spectrumsplash10-0pvi-1951000000-56398608d2dd4355e1f6Spectrum
GC-MSN-Acetyl-D-mannosamine, 1 MEOX; 4 TMS, GC-MS Spectrumsplash10-0kw0-3940000000-02993315f1b1a700b7ecSpectrum
GC-MSN-Acetyl-D-mannosamine, 1 MEOX; 5 TMS, GC-MS Spectrumsplash10-0pvi-2941000000-c2e3ada4d3e27dc6890aSpectrum
Predicted GC-MSN-Acetyl-D-mannosamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03di-9710000000-181bc5f93177bd5bd748Spectrum
Predicted GC-MSN-Acetyl-D-mannosamine, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ki6-4121900000-18b0ee1e133629444984Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fk9-2790000000-c3f61bee76bc8ac4c91aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0pb9-9400000000-d8b548f3959cb7f090cfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0bt9-9200000000-92b84dd993b3d248f4d5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0c00-4920000000-e3a957b6dba9be60ab8eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0bt9-9700000000-07eb56e1cdd8e2e22204Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9100000000-1798f1fad925afb90a46Spectrum
NMRNot Available
ChemSpider ID9271300
ChEMBL IDNot Available
KEGG Compound IDC00645
Pubchem Compound ID11096158
Pubchem Substance IDNot Available
ChEBI ID63154
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01129
CRC / DFC (Dictionary of Food Compounds) IDFJJ88-K:BWL95-P
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID35606
KNApSAcK IDC00019583
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDN-Acetylmannosamine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDS
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Bifunctional UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinaseGNEQ9Y223
Sialic acid synthaseNANSQ9NR45
N-acetylneuraminate lyaseNPLQ9BXD5
N-acylglucosamine 2-epimeraseRENBPP51606
14 kDa phosphohistidine phosphatasePHPT1Q9NRX4
Pathways
NameSMPDB LinkKEGG Link
Amino Sugar MetabolismSMP00045 map00520
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference