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Record Information
Version	2.0
Creation Date	2012-05-31 14:04:58 -0600
Update Date	2015-06-03 15:54:44 -0600
Secondary Accession Numbers	ECMDB04101
Identification
Name:	D-Mannonate
Description	D-mannonate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group. .D-mannonate is involved in D-glucuronate metabolism. D-glucuronate is converted to D-mannonate with concomitant oxidation of NADH to NAD(+). (PMID 15358357)
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0x88604158> Close
Synonyms:	D-Mannonic acid Mannonate Mannonic acid
Chemical Formula:	C6H12O7
Weight:	Average: 196.1553 Monoisotopic: 196.058302738
InChI Key:	RGHNJXZEOKUKBD-MBMOQRBOSA-N
InChI:	InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3-,4+,5+/m1/s1
CAS number:	Not Available
IUPAC Name:	(2S,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid
Traditional IUPAC Name:	D-mannonic acid
SMILES:	OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Hydroxy acids and derivatives
Sub Class	Medium-chain hydroxy acids and derivatives
Direct Parent	Medium-chain hydroxy acids and derivatives
Alternative Parents	Medium-chain fatty acids Hydroxy fatty acids Beta hydroxy acids and derivatives Monosaccharides Alpha hydroxy acids and derivatives Secondary alcohols Polyols Monocarboxylic acids and derivatives Carboxylic acids Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds
Substituents	Medium-chain hydroxy acid Medium-chain fatty acid Beta-hydroxy acid Hydroxy fatty acid Alpha-hydroxy acid Monosaccharide Fatty acyl Fatty acid Secondary alcohol Polyol Monocarboxylic acid or derivatives Carboxylic acid Carboxylic acid derivative Organooxygen compound Hydrocarbon derivative Organic oxide Carbonyl group Primary alcohol Alcohol Organic oxygen compound Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	mannonic acid (CHEBI:33076 )
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 159 g/L ALOGPS logP -2.6 ALOGPS logP -3.4 ChemAxon logS -0.09 ALOGPS pKa (Strongest Acidic) 3.39 ChemAxon pKa (Strongest Basic) -3 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 7 ChemAxon Hydrogen Donor Count 6 ChemAxon Polar Surface Area 138.45 Ų ChemAxon Rotatable Bond Count 5 ChemAxon Refractivity 38.27 m³·mol⁻¹ ChemAxon Polarizability 17.14 ų ChemAxon Number of Rings 0 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	D-Mannonate <> 2-Keto-3-deoxy-D-gluconic acid + Water D-Mannonate + NAD <> D-Fructuronate + Hydrogen ion + NADH D-Mannonate > Water + 2-Keto-3-deoxy-D-gluconic acid D-Mannonate + NAD > D-Fructuronate + NADH
SMPDB Pathways:	Not Available
KEGG Pathways:	Metabolic pathways eco01100 Pentose and glucuronate interconversions ec00040
EcoCyc Pathways:	β-D-glucuronide and D-glucuronate degradation GLUCUROCAT-PWY
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-06tu-9500000000-abc0b019db16afd3352b View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-004j-2900000000-2e0c26c445c5561e064c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-03di-9500000000-08150b4c43e2fcfe6007 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0bvi-9100000000-8da11e6efabcbf705943 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-05ic-9800000000-4dc890f0b0119480c820 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-052r-9400000000-d470360cffa908b2cb78 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0a4i-9100000000-a7d8afb4037ece167045 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-024m-8900000000-7ecf18d54cb462c04558 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-074i-9000000000-a24dd2cb9b57deddeaae View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-08fr-9000000000-ae48df53c8de11d2cae6 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-004i-9100000000-ff1473e44b436e4f8fa5 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0a6r-9000000000-aac8778b161b37e56a13 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0a6r-9000000000-8920759ff7b62f308018 View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510 Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882 Linster, C. L., Van Schaftingen, E. (2004). "A spectrophotometric assay of D-glucuronate based on Escherichia coli uronate isomerase and mannonate dehydrogenase." Protein Expr Purif 37:352-360. Pubmed: 15358357 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 17767 HMDB ID HMDB13791 Pubchem Compound ID 5460054 Kegg ID C00514 ChemSpider ID 4573735 Wikipedia ID Not Available BioCyc ID D-MANNONATE EcoCyc ID D-MANNONATE Ligand Expo CS2

Enzymes