You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Yeast Metabolome Database.
Identification
YMDB IDYMDB00846
NameAlpha-D-Mannose
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionAlpha-D-Mannose, also known as α-D-man or alpha-D-man, 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. Alpha-D-Mannose is an extremely weak basic (essentially neutral) compound (based on its pKa). Alpha-D-Mannose may be a unique S. cerevisiae (yeast) metabolite.
Structure
Thumb
Synonyms
  • (+-)-mannose
  • (+)-mannose
  • alpha-D-Man
  • alpha-D-Mannose
  • Carubinose
  • Carubinose (van)
  • D-Mannopyranose
  • D-mannose
  • D(+)-mannose
  • DL-mannose
  • Hexose
  • Mannose
  • Mannose, d-
  • Seminose
  • alpha-D-Mannopyranose
  • a-D-Man
  • Α-D-man
  • a-D-Mannopyranose
  • Α-D-mannopyranose
  • a-D-Mannose
  • Α-D-mannose
CAS number3458-28-4
WeightAverage: 180.1559
Monoisotopic: 180.063388116
InChI KeyWQZGKKKJIJFFOK-PQMKYFCFSA-N
InChIInChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6+/m1/s1
IUPAC Name(2S,3S,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
Traditional IUPAC Nameα-D-mannose
Chemical FormulaC6H12O6
SMILESOC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O
Chemical Taxonomy
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
  • Oxane
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting point132 °C
Experimental Properties
PropertyValueReference
Water Solubility713 mg/mL at 17 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility782 g/LALOGPS
logP-2.6ALOGPS
logP-2.9ChemAxon
logS0.64ALOGPS
pKa (Strongest Acidic)11.3ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area110.38 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.92 m³·mol⁻¹ChemAxon
Polarizability16.04 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic PropertiesNot Available
SMPDB Pathways
Amino sugar and nucleotide sugar metabolismPW002413 ThumbThumb?image type=greyscaleThumb?image type=simple
Mannose MetabolismPW002391 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways
Amino sugar and nucleotide sugar metabolismec00520 Map00520
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0np0-9700000000-e8d638dc817e46b97d7bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01q9-0900000000-b0bc47623e7b2ca31c02JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03ea-3900000000-648e1637af29cf2a3518JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0007-9200000000-9e6f46a1cbf52d6e347aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2900000000-a4ec4f0b1e29e360a952JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01t9-6900000000-7b3ea9c64ecc8d4ac867JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9100000000-ec2bf4918640a0a36398JSpectraViewer
References
References:
  • Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
  • Kaya, T., Aikawa, M., Matsumoto, T. (1977). "Purification and properties of alpha-mannosidase from bakers' yeast." J Biochem 82:1443-1449.338603
  • Kaya, T., Shibano, M., Kutsumi, T. (1973). "Isolation and characterization of -D-mannosidase from baker's yeast." J Biochem 73:181-182.4570370
Synthesis Reference: Sowden, John C.; Fischer, Hermann O. L. Condensation of nitromethane with D- and L-arabinose: preparation of L-glucose and L-mannose. Journal of the American Chemical Society (1947), 69 1963-5.
External Links:
ResourceLink
CHEBI ID28729
HMDB IDHMDB00169
Pubchem Compound ID18950
Kegg IDC00936
ChemSpider ID23184483
FOODB IDNot Available
WikipediaMannose
BioCyc IDMANNOSE

Enzymes

General function:
Involved in catalytic activity
Specific function:
Degrades free oligosaccharides in the vacuole
Gene Name:
AMS1
Uniprot ID:
P22855
Molecular weight:
124498.0