Livestock Metabolome Database: Showing metabocard for Gluconic acid (LMDB00194)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:44:25 UTC

Update Date

2016-07-20 20:57:36 UTC

Lmdb

LMDB00194

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Gluconic acid

Description

Gluconic acid, also known as D-gluconate or D-glukonsaeure, 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. Gluconic acid is a drug which is used for use as part of electrolyte supplementation in total parenteral nutrition [fda label]. It is also used in cleaning products where it helps cleaning up mineral deposits. The salts of gluconic acid are known as "gluconates". Gluconic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Gluconic acid or Gluconic acid is used to maintain the cation-anion balance on electrolyte solutions. Gluconic acid exists in all living species, ranging from bacteria to humans. In humans, gluconic acid is involved in the metabolic disorder called the transaldolase deficiency pathway. Outside of the human body, Gluconic acid has been detected, but not quantified in, milk (cow). This could make gluconic acid a potential biomarker for the consumption of these foods. Gluconic acid has been found to be a metabolite in Aspergillus (Hugo Vanden Bossche, D.W.R. Mackenzie and G. Cauwenbergh. Aspergillus and Aspergillosis, 1987). It chelates the anions of calcium, iron, aluminium, copper, and other heavy metals. Gluconic acid occurs naturally in fruit, honey, kombucha tea, and wine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2R,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanoic acid	ChEBI
D-Gluco-hexonic acid	ChEBI
D-Gluconsaeure	ChEBI
D-Glukonsaeure	ChEBI
Dextronic acid	ChEBI
Glycogenic acid	ChEBI
Hexonic acid	ChEBI
Maltonic acid	ChEBI
D-Gluconate	Kegg
(2R,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanoate	Generator
D-Gluco-hexonate	Generator
Dextronate	Generator
Glycogenate	Generator
Hexonate	Generator
Maltonate	Generator
D-Gluconic acid	Generator
Gluconate	Generator
2,3,4,5,6-Pentahydroxy-hexanoate	HMDB
2,3,4,5,6-Pentahydroxy-hexanoic acid	HMDB
2,3,4,5,6-Pentahydroxyhexanoate	HMDB
2,3,4,5,6-Pentahydroxyhexanoic acid	HMDB
GCO	HMDB
Glosanto	HMDB
Glyconate	HMDB
Glyconic acid	HMDB
Pentahydroxycaproate	HMDB
Pentahydroxycaproic acid	HMDB
Boron gluconate	HMDB
Gluconic acid, (113)indium-labeled	HMDB
Gluconic acid, calcium salt	HMDB
Gluconic acid, cesium(+3) salt	HMDB
Gluconic acid, lanthanum(+3) salt	HMDB
Gluconic acid, sodium salt	HMDB
Gluconic acid, strontium (2:1) salt	HMDB
Magnerot	HMDB
Manganese gluconate	HMDB
Sodium gluconate	HMDB
Zinc gluconate	HMDB
Gluconic acid, (159)dysprosium-labeled salt	HMDB
Gluconic acid, aluminum (3:1) salt	HMDB
Gluconic acid, ammonium salt	HMDB
Gluconic acid, magnesium (2:1) salt	HMDB
Gluconic acid, (14)C-labeled	HMDB
Gluconic acid, 1-(14)C-labeled	HMDB
Gluconic acid, 6-(14)C-labeled	HMDB
Gluconic acid, cobalt (2:1) salt	HMDB
Gluconic acid, copper salt	HMDB
Gluconic acid, manganese (2:1) salt	HMDB
Gluconic acid, potassium salt	HMDB
Gluconic acid, tin(+2) salt	HMDB
Gluconic acid, zinc salt	HMDB
Lithium gluconate	HMDB
Magnesium gluconate	HMDB
Gluconic acid, (99)technecium (5+) salt	HMDB
Gluconic acid, fe(+2) salt, dihydrate	HMDB
Gluconic acid, monolithium salt	HMDB
Gluconic acid, monopotassium salt	HMDB
Gluconic acid, monosodium salt	HMDB

Chemical Formula

C₆H₁₂O₇

Average Molecular Weight

196.1553

Monoisotopic Molecular Weight

196.058302738

IUPAC Name

(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid

Traditional Name

gluconate

CAS Registry Number

526-95-4

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)/t2-,3-,4+,5-/m1/s1

InChI Key

RGHNJXZEOKUKBD-SQOUGZDYSA-N

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
Alpha-hydroxy acid
Fatty acyl
Fatty acid
Hydroxy acid
Monosaccharide
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Polyol
Monocarboxylic acid or derivatives
Alcohol
Carbonyl group
Primary alcohol
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

gluconic acid (CHEBI:33198 )
Uronic acids (C00257 )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
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 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	38.27 m³·mol⁻¹	ChemAxon
Polarizability	17.15 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0002-0932000000-202af87cea2d1f7184ab	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-005a-0920000000-2308d9356bc5bb01420e	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-014j-0950000000-61ab7adf15e353df4ba2	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (6 TMS)	splash10-0le9-1964000000-5eb7d6777170e1ad5fa0	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0002-0932000000-202af87cea2d1f7184ab	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0le9-1964000000-5eb7d6777170e1ad5fa0	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0002-0931000000-b07fcc4ac1e6701d32c8	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0fr2-0930000000-181f7b697b591cf8080b	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-06tu-9500000000-ebe398c88f74bb51e702	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (6 TMS) - 70eV, Positive	splash10-03fr-6121297000-698854fa2453487a1d69	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_6_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("Gluconic acid,6TBDMS,#1" TMS) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-06vj-1900000000-78e4a5d92be678c068e4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-03ds-5900000000-f5d8284baa473ce9d77f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-014i-9500000000-7c5b20eef98d0e3d6cbb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0002-0900000000-b2632ca9154cc5e44438	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-002b-5900000000-4a3066f9dfd6653682fb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-004i-9000000000-50f63dfd017a8380a47c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-056r-9000000000-91ccf7c8949c1c9d852a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-0a6r-9000000000-6e40f1cebd8b460016b3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0002-0900000000-b2632ca9154cc5e44438	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-002b-5900000000-cf9b480ac397acfebc71	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9000000000-eca61f6a9c0f1d06e84d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-056r-9000000000-91ccf7c8949c1c9d852a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a6r-9000000000-6e40f1cebd8b460016b3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0a6r-9000000000-3950065b412843471434	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-0a6r-7900000000-5bb7335ada119405f6ad	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-056r-5900000000-717fb7f30be3f6d61d46	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-002b-6900000000-a8da6e6791f61d154360	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-052b-9500000000-a346a36e3dd0bea4abcc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-056r-9000000000-6e1dd3cd14f2b116fa7c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-2900000000-42150530e3232b66059b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9500000000-763d7b03787732284c19	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0bvi-9100000000-040569af699927ca6859	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-05ic-9800000000-3571d4f2ff79bc0d7fa0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052r-9400000000-3cb207fadbe1fcae5cb7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9100000000-8c900935a94065d0938b	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,1H] 2D NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Feces
Kidney perfusate
Milk
Plasma
Serum

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Feces	Detected but not Quantified	Not Applicable	Not Available	Ovine	17249687	details
Kidney perfusate	Detected but not Quantified	Not Applicable	Not Available	Porcine	25502759	details
Milk	Detected but not Quantified	Not Applicable	Not Available	Bovine	23438684	details
Milk	Detected but not Quantified	Not Applicable	Not Available	Bovine	25108860	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Ovine	17249687	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Caprine	24214495	details