Record Information
Version1.0
Creation date2011-09-21 00:13:56 UTC
Update date2015-07-21 06:57:12 UTC
Primary IDFDB022435
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameN-Acetyl-D-mannosamine 6-phosphate
DescriptionN-Acetyl-D-mannosamine 6-phosphate, also known as N-acetyl-D-mannosamine-6-p or mannac-6-p, 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. N-Acetyl-D-mannosamine 6-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). N-Acetyl-D-mannosamine 6-phosphate exists in all living organisms, ranging from bacteria to humans.
CAS Number873185-52-5
Structure
Thumb
Synonyms
SynonymSource
2-(Acetylamino)-2-deoxy-6-O-phosphono-alpha-D-mannopyranoseChEBI
2-Acetamido-2-deoxy-6-O-phosphono-alpha-D-mannopyranoseChEBI
2-Acetamido-2-deoxy-6-O-phosphono-alpha-D-mannoseChEBI
2-(Acetylamino)-2-deoxy-6-O-phosphono-a-D-mannopyranoseGenerator
2-(Acetylamino)-2-deoxy-6-O-phosphono-α-D-mannopyranoseGenerator
2-Acetamido-2-deoxy-6-O-phosphono-a-D-mannopyranoseGenerator
2-Acetamido-2-deoxy-6-O-phosphono-α-D-mannopyranoseGenerator
2-Acetamido-2-deoxy-6-O-phosphono-a-D-mannoseGenerator
2-Acetamido-2-deoxy-6-O-phosphono-α-D-mannoseGenerator
N-Acetyl-D-mannosamine 6-phosphoric acidGenerator
ManNAc-6-pHMDB
N-Acetyl-D-mannosamine-6-pHMDB
N-Acetyl-D-mannosamine-6-phosphateHMDB
N-Acetylmannosamine-6-pHMDB
2-Acetamido-2-deoxy-mannose-6-phosphateHMDB
2-(acetylamino)-2-Deoxy-6-O-ONO-a-D-mannopyranoseGenerator
2-(acetylamino)-2-Deoxy-6-O-ONO-alpha-D-mannopyranoseChEBI
2-(acetylamino)-2-Deoxy-6-O-ONO-α-D-mannopyranoseGenerator
2-acetamido-2-Deoxy-6-O-ONO-a-D-mannopyranoseGenerator
2-acetamido-2-Deoxy-6-O-ONO-a-D-mannoseGenerator
2-acetamido-2-Deoxy-6-O-ONO-alpha-D-mannopyranoseChEBI
2-acetamido-2-Deoxy-6-O-ONO-alpha-D-mannoseChEBI
2-acetamido-2-Deoxy-6-O-ONO-α-D-mannopyranoseGenerator
2-acetamido-2-Deoxy-6-O-ONO-α-D-mannoseGenerator
ManNAc-6-Phmdb
N-Acetyl-D-mannosamine 6-ateHMDB
N-Acetyl-D-mannosamine 6-phosphatehmdb
N-Acetyl-D-mannosamine 6-phosphic acidhmdb
N-Acetyl-D-mannosamine-6-ateHMDB
N-acetyl-D-mannosamine-6-Phmdb
N-acetyl-D-mannosamine-6-phosphatehmdb
N-acetylmannosamine-6-Phmdb
Predicted Properties
PropertyValueSource
Water Solubility17.6 g/LALOGPS
logP-2ALOGPS
logP-3.3ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)1.23ChemAxon
pKa (Strongest Basic)-0.79ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area165.78 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity57.9 m³·mol⁻¹ChemAxon
Polarizability25.24 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H16NO9P
IUPAC name{[(2R,3S,4R,5S,6S)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid
InChI IdentifierInChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5+,6-,7-,8+/m1/s1
InChI KeyBRGMHAYQAZFZDJ-UOLFYFMNSA-N
Isomeric SMILESCC(=O)N[C@@H]1[C@@H](O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O
Average Molecular Weight301.1877
Monoisotopic Molecular Weight301.056267627
Classification
Description 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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentAcylaminosugars
Alternative Parents
Substituents
  • Acylaminosugar
  • Hexose phosphate
  • N-acyl-alpha-hexosamine
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Alkyl phosphate
  • Oxane
  • Phosphoric acid ester
  • Acetamide
  • 1,2-diol
  • Carboxamide group
  • Hemiacetal
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Oxacycle
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Alcohol
  • Organic nitrogen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

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
Predicted GC-MSN-Acetyl-D-mannosamine 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000t-9740000000-cab3a2db3c6cb3b55bdaSpectrum
Predicted GC-MSN-Acetyl-D-mannosamine 6-phosphate, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udi-5932260000-cf5a295bb3aa57a99de6Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0v00-5931000000-4a813f2d6d4480fc5e41Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9100000000-8cdef6bcf81376fb24e2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-a998778a46bb52c7223aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-2196000000-8aa0b82454ed7fe1de1bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0w2a-4591000000-dca968a4092f312565acSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dm-6900000000-933daf9b2c351b0a86b6Spectrum
NMRNot Available
ChemSpider ID389249
ChEMBL IDNot Available
KEGG Compound IDC04257
Pubchem Compound ID440273
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01121
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID43459
KNApSAcK IDNot Available
HET IDBMX
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
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
14 kDa phosphohistidine phosphatasePHPT1Q9NRX4
Pathways
NameSMPDB LinkKEGG Link
Amino Sugar MetabolismSMP00045 map00520
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference