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Record Information
Version	2.0
Creation Date	2015-06-04 15:53:18 -0600
Update Date	2015-08-05 16:22:04 -0600
Secondary Accession Numbers	ECMDB23811
Identification
Name:	L-Gulonate
Description	The L-enantiomer of gulonate
Structure	MOLSDF3D-SDFPDBSMILESInChI View 3D Structure × Structure for #<Compound:0xab669404> Close
Synonyms:	Gulonate Gulonic acid L-Gulonate L-Gulonic acid
Chemical Formula:	C6H12O7
Weight:	Average: 196.1553 Monoisotopic: 196.058302738
InChI Key:	RGHNJXZEOKUKBD-QTBDOELSSA-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-/m0/s1
CAS number:	526-97-6
IUPAC Name:	(2S,3S,4R,5S)-2,3,4,5,6-pentahydroxyhexanoic acid
Traditional IUPAC Name:	L-gulonic 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	gulonic acid (CHEBI:16154 )
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 17.21 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:	L-Gulonate + NAD <> D-Fructuronate + NADH + Hydrogen ion
SMPDB Pathways:	Not Available
KEGG Pathways:	Metabolic pathways eco01100 Pentose and glucuronate interconversions ec00040
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive Not Available View in JSpectraViewer LC-MS/MS LC-MS/MS Spectrum - , negative splash10-0a70-9400000000-63747dc2ef7336f0970b View in MoNA LC-MS/MS LC-MS/MS Spectrum - , positive splash10-01ta-6930000000-d1ab162d55daadcb20f7 View in MoNA 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 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:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 16154 HMDB ID Not Available Pubchem Compound ID 6857417 Kegg ID C00800 ChemSpider ID Not Available Wikipedia ID Gluconic acid BioCyc ID Not Available

Enzymes