Milk Composition Database: Showing metabocard for Oxalic acid (BMDB0002329)

Identification Taxonomy Physical properties Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:54:07 UTC

Update Date

2020-05-11 22:30:10 UTC

MCDB ID

BMDB0002329

Secondary Accession Numbers

BMDB02329

Metabolite Identification

Common Name

Oxalic acid

Description

Oxalic acid, also known as oxalate or ethanedioic acid, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Oxalic acid exists as a solid, possibly soluble (in water), and a moderately acidic compound (based on its pKa) molecule. Oxalic acid exists in all living organisms, ranging from bacteria to humans. Oxalic acid is a potentially toxic compound. Oxalic acid has been found to be associated with several diseases known as hemodialysis and uremia; also oxalic acid has been linked to several inborn metabolic disorders including glycolic aciduria, primary hyperoxaluria I, and fumarase deficiency.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Ethandisaeure	ChEBI
Ethane-1,2-dioic acid	ChEBI
Ethanedioic acid	ChEBI
H2Ox	ChEBI
HOOCCOOH	ChEBI
Oxalsaeure	ChEBI
Ethane-1,2-dioate	Generator
Ethanedioate	Generator
Oxalate	Generator
Ammonium oxalate	HMDB
Ethanedioic acid dihydrate	HMDB
Ethanedionate	HMDB
Ethanedionic acid	HMDB
Kyselina stavelova	HMDB
Oxaalzuur	HMDB
Oxalic acid 2-hydrate	HMDB
Oxalic acid anhydrous	HMDB
Oxalic acid diammonium salt	HMDB
Oxalic acid dihydrate	HMDB
Acid, oxalic	HMDB
Aluminum oxalate	HMDB
Chromium (3+) oxalate (3:2)	HMDB
Dipotassium oxalate	HMDB
Iron oxalate	HMDB
Magnesium oxalate	HMDB
Magnesium oxalate (1:1)	HMDB
Oxalate, dilithium	HMDB
Oxalate, disodium	HMDB
Oxalate, monohydrogen monopotassium	HMDB
Oxalate, monopotassium	HMDB
Oxalate, potassium	HMDB
Chromium oxalate	HMDB
Dilithium oxalate	HMDB
Manganese (2+) oxalate (1:1)	HMDB
Monosodium oxalate	HMDB
Oxalate, chromium	HMDB
Oxalate, dipotassium	HMDB
Oxalate, magnesium	HMDB
Oxalate, monosodium	HMDB
Oxalate, potassium chromium	HMDB
Oxalate, sodium	HMDB
Potassium oxalate	HMDB
Potassium oxalate (2:1)	HMDB
Diammonium oxalate	HMDB
Disodium oxalate	HMDB
Oxalate, aluminum	HMDB
Oxalate, diammonium	HMDB
Oxalate, ferric	HMDB
Oxalate, monoammonium	HMDB
Potassium chromium oxalate	HMDB
Chromium (2+) oxalate	HMDB
Ferric oxalate	HMDB
Iron (2+) oxalate (1:1)	HMDB
Iron (3+) oxalate	HMDB
Monoammonium oxalate	HMDB
Monohydrogen monopotassium oxalate	HMDB
Monopotassium oxalate	HMDB
Oxalate, iron	HMDB
Sodium oxalate	HMDB
Oxalic acid	KEGG

Chemical Formula

C₂H₂O₄

Average Molecular Weight

90.0349

Monoisotopic Molecular Weight

89.995308552

IUPAC Name

oxalic acid

Traditional Name

oxalic acid

CAS Registry Number

144-62-7

SMILES

OC(=O)C(O)=O

InChI Identifier

InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)

InChI Key

MUBZPKHOEPUJKR-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha,omega-dicarboxylic acid (CHEBI:16995 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	189.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	220 mg/mL at 25 °C	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.51	ALOGPS
logP	-0.26	ChemAxon
logS	-0.14	ALOGPS
pKa (Strongest Acidic)	1.36	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	14.44 m³·mol⁻¹	ChemAxon
Polarizability	6.23 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	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
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-0002-0900000000-eaa92cf80964dd7d345a	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0002-0900000000-b9206a3a54b5be6f07d9	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-00dj-9500000000-e5db327eab9e8a2f149e	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-00sl-3910000000-75af6e42d4cc12d798f4	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-8aef9a64d926571c2de0	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0002-0900000000-eaa92cf80964dd7d345a	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0002-0900000000-b9206a3a54b5be6f07d9	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00dj-9500000000-e5db327eab9e8a2f149e	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00sl-3910000000-75af6e42d4cc12d798f4	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0002-0900000000-3cee49bf06349fbe625e	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9000000000-f5e8094c68372ab25a63	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00xr-9510000000-28b0e365a156d2091afd	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-00di-9000000000-cb3d53cc3c40c1cbbba7	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0uk9-9000000000-53a009b344e3920ffca1	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-9000000000-2bafb6c472ab1030cd0f	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (Unknown) , Positive	splash10-0006-9000000000-8aef9a64d926571c2de0	2012-08-31	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-d1ff7c94a720b1eecaf2	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-21d33d1d99d80526ee71	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-ac27102ff43446c313d3	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-fe58eaea122c39178fbe	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-3850c6a7016e2874d55b	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-9000000000-32ac4118fe0eb9a5abb2	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-43de084d66dd1bebdeac	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-159ed524013577f6f801	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-d948d5d95ae14e701f57	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-9000000000-8e2d2f7a8acc88f00195	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-d7b47276d03e46ce72a2	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-a1e091bb1f5fa6e9cbc7	2021-09-25	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0002-9000000000-538465f019815d5e1b4a	2014-09-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Not Available	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Not Available	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Not Available	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Not Available	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Not Available	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Not Available	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Not Available	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Not Available	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Not Available	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Not Available	2022-08-20	View Spectrum

Concentrations

Status	Value		Reference	Details
Detected but not Quantified	Not Applicable		PMID: 29197344	details

External Links

HMDB ID

HMDB0002329

DrugBank ID

DB03902

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16995

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Sun HZ, Shi K, Wu XH, Xue MY, Wei ZH, Liu JX, Liu HY: Lactation-related metabolic mechanism investigated based on mammary gland metabolomics and 4 biofluids' metabolomics relationships in dairy cows. BMC Genomics. 2017 Dec 2;18(1):936. doi: 10.1186/s12864-017-4314-1. [PubMed:29197344 ]

Showing metabocard for Oxalic acid (BMDB0002329)

Structure for BMDB0002329 (Oxalic acid)