MiMeDB: Showing metabocard for D-gluconic acid (MMDBc0054433)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:12:04 UTC

Update Date

2022-08-12 20:09:00 UTC

Metabolite ID

MMDBc0054433

Metabolite Identification

Common Name

D-gluconic acid

Description

Structure

MOL SDF PDB SMILES InChI

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      34.461  -8.563   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      35.794  -9.333   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.128  -8.563   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      38.462  -9.333   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      39.795  -8.563   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      41.129  -9.333   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      42.463  -8.563   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      33.127  -9.333   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0      35.794 -10.873   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      37.128  -7.023   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      38.462 -10.873   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      39.795  -7.023   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      34.461  -7.023   0.000  0.00  0.00           O+0
CONECT    1    2    8   13                                                  
CONECT    2    1    3    9                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    1                                                            
CONECT    9    2                                                            
CONECT   10    3                                                            
CONECT   11    4                                                            
CONECT   12    5                                                            
CONECT   13    1                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

Synonyms

Value	Source
2,3,4,5,6-Pentahydroxyhexanoate	ChEBI
Dextronate	ChEBI
Glycogenate	ChEBI
Glyconate	ChEBI
Maltonate	ChEBI
2,3,4,5,6-Pentahydroxyhexanoic acid	Generator
Dextronic acid	Generator
Glycogenic acid	Generator
Glyconic acid	Generator
Maltonic acid	Generator
D-Gluconic acid	Generator

Molecular Formula

C₆H₁₁O₇

Average Mass

195.1473

Monoisotopic Mass

195.050477706

IUPAC Name

(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoate

Traditional Name

D-gluconate

CAS Registry Number

Not Available

SMILES

OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O

InChI Identifier

InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/p-1/t2-,3-,4+,5-/m1/s1

InChI Key

RGHNJXZEOKUKBD-SQOUGZDYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Sugar acids and derivatives

Alternative Parents

Substituents

Gluconic_acid
Medium-chain hydroxy acid
Medium-chain fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Hydroxy acid
Fatty acyl
Monosaccharide
Fatty acid
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Alcohol
Primary alcohol
Carbonyl group
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

gluconate (CHEBI:18391 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	520 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-3.4	ChemAxon
logS	0.39	ALOGPS
pKa (Strongest Acidic)	3.39	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	141.28 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	49.11 m³·mol⁻¹	ChemAxon
Polarizability	16.72 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01pk-1900000000-70f22ad0bb21f01a04ea	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-7900000000-b4db77f5d89d0bae7182	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dl-9100000000-0963d008cd3a4a25f6b6	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0570-7900000000-33acbc63d8b7c38664c3	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-9500000000-200966bf9240d8929c38	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0btc-9100000000-a6be42de37a48e4f8ce5	2016-09-12	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0012909	Gluconolactone	D-gluconic acid	Gluconolactonase	Hydrolysis	RHEA	34755880
MMDBr0013022	4-O-beta-D-glucopyranosyl-D-gluconic acid	Glucose 1-phosphate	Cellobionic acid phosphorylase	Phosphorylation	RHEA	34755880
MMDBr0013554	D-gluconic acid	2-Dehydro-D-gluconate	2-ketogluconate reductase	Reduction	RHEA	34755880
MMDBr0013871	Adenosine triphosphate	6-Phosphogluconic acid	Gluconokinase	Phosphorylation	RHEA	34755880
MMDBr0014121	D-gluconic acid	2-Dehydro-3-deoxy-D-gluconate	D-galactonate dehydratase family member RspA	Hydration/dehydration of C-O bond	RHEA	34755880
MMDBr0014397	D-gluconic acid	5-dehydro-D-gluconic acid	Gluconate 5-dehydrogenase	Dehydrogenation; Reduction	RHEA	34755880
MMDBr0014398	D-gluconic acid	5-dehydro-D-gluconic acid	5-keto-D-gluconate 5-reductase	Reduction	RHEA	34755880
MMDBr0024432	D-gluconic acid	2-Dehydro-D-gluconate	Gluconate 2-dehydrogenase subunit 3	Dehydrogenation	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Bacteria	Proteobacteria	12	Human ; Human feces
Eukaryota/Fungi	Ascomycota	3
Bacteria	Firmicutes	2	Human feces
Bacteria	Actinobacteria	1
Archaea/Archaea	Euryarchaeota	1
Archaea	Crenarchaeota	1
Archaea/Archaea	nah	1

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

GLUCONATE

BiGG ID

Not Available

Wikipedia Link

Gluconic acid

METLIN ID

Not Available

PubChem Compound

6419706

PDB ID

Not Available

ChEBI ID

18391

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for D-gluconic acid (MMDBc0054433)

MOL for #<Metabolite:0x00007f5a8c367cf0>

3D MOL for #<Metabolite:0x00007f5a8c367cf0>

3D SDF for #<Metabolite:0x00007f5a8c367cf0>

3D-SDF for #<Metabolite:0x00007f5a8c367cf0>

PDB for #<Metabolite:0x00007f5a8c367cf0>

3D PDB for #<Metabolite:0x00007f5a8c367cf0>

SMILES for #<Metabolite:0x00007f5a8c367cf0>

INCHI for #<Metabolite:0x00007f5a8c367cf0>

Structure for #<Metabolite:0x00007f5a8c367cf0>

3D Structure for #<Metabolite:0x00007f5a8c367cf0>