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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:33:37 UTC
Update Date2019-07-23 06:05:12 UTC
HMDB IDHMDB0029931
Secondary Accession Numbers
  • HMDB29931
Metabolite Identification
Common NameMannan
DescriptionMannan, also known as mannoglycan, belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds. Mannan is an extremely weak basic (essentially neutral) compound (based on its pKa). In humans, mannan is involved in lectin-induced complement pathway. Outside of the human body, Mannan is found, on average, in the highest concentration within ginkgo nuts. Mannan has also been detected, but not quantified in, several different foods, such as coconuts, common hazelnuts, chicories, cocoa beans, and arabica coffee. This could make mannan a potential biomarker for the consumption of these foods. It is a form of a storage polysaccharide. ; Mannan is a plant polysaccharide that is a polymer of the sugar mannose. Detection of mannan leads to lysis in the mannan-binding lectin pathway. Widely used in food industry, e.g. in the preparation of rice substitutes and in jellies. It is generally found in yeast, bacteria and plants. Found in custard apples.
Structure
Data?1563861912
Synonyms
ValueSource
MannansHMDB
MannoglycanHMDB
MannanMeSH
Chemical FormulaC24H42O21
Average Molecular Weight666.5777
Monoisotopic Molecular Weight666.221858406
IUPAC Name(2S,3S,4S,5S,6R)-2-{[(2R,3S,4R,5R,6S)-6-{[(2R,3S,4R,5S,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5S,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Traditional Name(2S,3S,4S,5S,6R)-2-{[(2R,3S,4R,5R,6S)-6-{[(2R,3S,4R,5S,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5S,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
CAS Registry Number9036-88-8
SMILES
OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@H](O)[C@H](O[C@@H]4[C@H](O)[C@H](O)[C@H](O)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@@H](O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C24H42O21/c25-1-5-9(29)10(30)15(35)22(40-5)44-19-7(3-27)42-24(17(37)12(19)32)45-20-8(4-28)41-23(16(36)13(20)33)43-18-6(2-26)39-21(38)14(34)11(18)31/h5-38H,1-4H2/t5-,6-,7-,8-,9-,10+,11-,12-,13-,14+,15+,16+,17-,18+,19-,20-,21-,22+,23+,24+/m1/s1
InChI KeyLUEWUZLMQUOBSB-GFVSVBBRSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentOligosaccharides
Alternative Parents
Substituents
  • Oligosaccharide
  • O-glycosyl compound
  • Glycosyl compound
  • Oxane
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility350 g/LALOGPS
logP-2.7ALOGPS
logP-8.2ChemAxon
logS-0.28ALOGPS
pKa (Strongest Acidic)11.19ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count21ChemAxon
Hydrogen Donor Count14ChemAxon
Polar Surface Area347.83 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity133.16 m³·mol⁻¹ChemAxon
Polarizability61.72 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052s-2321309000-339e4ce9a5b6b7184b25Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0403309000-b4f77909b11c76861e18Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01s2-0905314000-327be9893601d841c09cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01qa-1902012000-78b78cb6fcdbfe7c68f2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00mk-0221229000-6dab54ba6a3a81d9929fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004s-3913117000-0cdc9764213592350b20Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-3932001000-7b69703b52c13e52ad9bSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001197
KNApSAcK IDNot Available
Chemspider ID30776798
KEGG Compound IDC00464
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMannan
METLIN IDNot Available
PubChem Compound25147451
PDB IDNot Available
ChEBI ID28808
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Chandrashekar PM, Prashanth KV, Venkatesh YP: Isolation, structural elucidation and immunomodulatory activity of fructans from aged garlic extract. Phytochemistry. 2011 Feb;72(2-3):255-64. doi: 10.1016/j.phytochem.2010.11.015. Epub 2010 Dec 16. [PubMed:21168173 ]
  2. Senoura T, Ito S, Taguchi H, Higa M, Hamada S, Matsui H, Ozawa T, Jin S, Watanabe J, Wasaki J, Ito S: New microbial mannan catabolic pathway that involves a novel mannosylglucose phosphorylase. Biochem Biophys Res Commun. 2011 May 20;408(4):701-6. doi: 10.1016/j.bbrc.2011.04.095. Epub 2011 Apr 24. [PubMed:21539815 ]
  3. Heinrichs AJ, Jones CM, Heinrichs BS: Effects of mannan oligosaccharide or antibiotics in neonatal diets on health and growth of dairy calves. J Dairy Sci. 2003 Dec;86(12):4064-9. [PubMed:14740845 ]
  4. Yoshida Y, Naito E, Mizukoshi H, Watanabe Y, Kimura K, Yokoi W, Sato T, Okumura T, Ito M, Sawada H: Side-chain structure of cell surface polysaccharide, mannan, affects hypocholesterolemic activity of yeast. J Agric Food Chem. 2009 Sep 9;57(17):8003-9. doi: 10.1021/jf900347q. [PubMed:19670864 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .