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Showing Compound D-Mannose (FDB001202)

Record Information
Version1.0
Creation date2010-04-08 22:04:52 UTC
Update date2019-11-26 02:56:06 UTC
Primary IDFDB001202
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameD-Mannose
DescriptionD-Mannose belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. D-Mannose is an extremely weak basic (essentially neutral) compound (based on its pKa). D-Mannose is found, on average, in the highest concentration within corns. D-Mannose has also been detected, but not quantified in, several different foods, such as root vegetables, potato, pomes, cocoa beans, and guava. This could make D-mannose a potential biomarker for the consumption of these foods.
CAS Number3458-28-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(+-)-MannoseHMDB
(+)-mannosebiospider
Carubinosebiospider
D-(+)-mannosebiospider
D-mannopyranosebiospider
D-mannosebiospider
D(+)-mannosebiospider
DL-MannoseHMDB
MannopyranoseChEBI
Mannopyranose, d-biospider
MannoseHMDB
Mannose, d-biospider
Seminosebiospider
Predicted Properties
PropertyValueSource
Water Solubility782 g/LALOGPS
logP-2.6ALOGPS
logP-3.6ChemAxon
logS0.64ALOGPS
pKa (Strongest Acidic)12.26ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area118.22 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity37.35 m³·mol⁻¹ChemAxon
Polarizability16.24 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H36O18
IUPAC name2,3,4,5,6-pentahydroxyhexanal; 5-(1,2-dihydroxyethyl)oxolane-2,3,4-triol; 6-(hydroxymethyl)oxane-2,3,4,5-tetrol
InChI IdentifierInChI=1S/3C6H12O6/c7-1-2(8)5-3(9)4(10)6(11)12-5;7-1-2-3(8)4(9)5(10)6(11)12-2;7-1-3(9)5(11)6(12)4(10)2-8/h2*2-11H,1H2;1,3-6,8-12H,2H2
InChI KeyRSNKOBUPNHZUEV-UHFFFAOYSA-N
Isomeric SMILESOCC(O)C(O)C(O)C(O)C=O.OCC(O)C1OC(O)C(O)C1O.OCC1OC(O)C(O)C(O)C1O
Average Molecular Weight540.4676
Monoisotopic Molecular Weight540.190164348
Classification
Description Belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentMedium-chain aldehydes
Alternative Parents
Substituents
  • Medium-chain aldehyde
  • Beta-hydroxy aldehyde
  • Monosaccharide
  • Oxane
  • Alpha-hydroxyaldehyde
  • Tetrahydrofuran
  • Hemiacetal
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Alcohol
  • Hydrocarbon derivative
  • Primary alcohol
  • Organic oxide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkNot Available
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 40.00%; H 6.71%; O 53.28%DFC
Melting Point132 oC
Boiling PointNot Available
Experimental Water Solubility713 mg/mL at 17 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logPNot Available
Experimental pKapKa1 12.08 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
SpectraNot Available
ChemSpider ID17893
ChEMBL IDCHEMBL469448
KEGG Compound IDC00159
Pubchem Compound ID18950
Pubchem Substance IDNot Available
ChEBI ID16024
Phenol-Explorer IDNot Available
DrugBank IDDB02944
HMDB IDHMDB00169
CRC / DFC (Dictionary of Food Compounds) IDBWB50-A:BWB51-B
EAFUS IDNot Available
Dr. Duke IDD-MANNOSE|MANNOSE
BIGG ID34085
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDD-Mannose
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
Anti-adhesiveAn agent that prevents adhesion, reducing the clinging of cells, tissues, or surfaces. It plays a biological role in inhibiting cell aggregation and platelet adhesion. Therapeutically, it's used to prevent post-surgical adhesions, treat fibrosis, and manage conditions like cancer and inflammatory diseases, reducing the risk of complications and promoting healing.DUKE
Anti-cystiticAn agent that diminishes inflammation of the urinary bladder, providing relief from cystitis symptoms. Its biological role involves reducing irritation and discomfort in the bladder lining. Therapeutically, it is used to treat urinary tract infections, interstitial cystitis, and other bladder disorders, alleviating symptoms such as pain, frequency, and urgency.DUKE
Anti urinary-tract-infectionAn agent that acts against infections of the kidneys, ureters, bladder, or urethra, preventing bacterial growth and reducing symptoms. Therapeutically, it's used to treat and prevent urinary tract infections (UTIs), commonly prescribed for cystitis, pyelonephritis, and urethritis, promoting urinary tract health.DUKE
Enzymes
NameGene NameUniProt ID
Liver carboxylesterase 1CES1P23141
Alpha-galactosidase AGLAP06280
CholinesteraseBCHEP06276
Beta-glucuronidaseGUSBP08236
Lactase-phlorizin hydrolaseLCTP09848
Glycophorin-BGYPBP06028
RhodopsinRHOP08100
Prostatic acid phosphataseACPPP15309
GlucokinaseGCKP35557
Hexokinase-3HK3P52790
Hexokinase-2HK2P52789
Hexokinase-1HK1P19367
Insulin-like growth factor 1 receptorIGF1RP08069
Lysozyme CLYZP61626
Dol-P-Man:Man(5)GlcNAc(2)-PP-Dol alpha-1,3-mannosyltransferaseALG3Q92685
Dipeptidyl peptidase 4DPP4P27487
Cytokine receptor common subunit betaCSF2RBP32927
Heparin cofactor 2SERPIND1P05546
Beta-2-glycoprotein 1APOHP02749
Antithrombin-IIISERPINC1P01008
Cation-independent mannose-6-phosphate receptorIGF2RP11717
Zinc-alpha-2-glycoproteinAZGP1P25311
Low-density lipoprotein receptorLDLRP01130
Cathepsin DCTSDP07339
Galectin-1LGALS1P09382
Sialic acid-binding Ig-like lectin 7SIGLEC7Q9Y286
Granzyme BGZMBP10144
Interferon beta precursorIFNB1P01574
N-acetylglucosamine-1-phosphotransferase subunits alpha/betaGNPTABQ3T906
Carboxypeptidase DCPDO75976
Pathways
NameSMPDB LinkKEGG Link
Fructose and Mannose DegradationSMP00064 map00051
Galactose MetabolismSMP00043 map00052
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).