Livestock Metabolome Database: Showing metabocard for Formic acid (LMDB00060)

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

Record Information

Version

1.0

Creation Date

2016-07-13 19:41:30 UTC

Update Date

2021-04-30 20:57:57 UTC

Lmdb

LMDB00060

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Formic acid

Description

Formic acid is the simplest carboxylic acid. Formate is an intermediate in normal metabolism. It takes part in the metabolism of one-carbon compounds and its carbon may appear in methyl groups undergoing transmethylation. It is eventually oxidized to carbon dioxide. Formate is typically produced as a byproduct in the production of acetate. It is responsible for both metabolic acidosis and disrupting mitochondrial electron transport and energy production by inhibiting cytochrome oxidase activity, the terminal electron acceptor of the electron transport chain. Cell death from cytochrome oxidase inhibition by formate is believed to result partly from depletion of ATP, reducing energy concentrations so that essential cell functions cannot be maintained. Furthermore, inhibition of cytochrome oxidase by formate may also cause cell death by increased production of cytotoxic reactive oxygen species (ROS) secondary to the blockade of the electron transport chain. In nature, formic acid is found in the stings and bites of many insects of the order Hymenoptera, including bees and ants. The principal use of formic acid is as a preservative and antibacterial agent in livestock feed. When sprayed on fresh hay or other silage, it arrests certain decay processes and causes the feed to retain its nutritive value longer.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Acide formique	ChEBI
Ameisensaeure	ChEBI
Aminic acid	ChEBI
Bilorin	ChEBI
Formylic acid	ChEBI
H-COOH	ChEBI
HCO2H	ChEBI
HCOOH	ChEBI
Hydrogen carboxylic acid	ChEBI
Methanoic acid	ChEBI
Methoic acid	ChEBI
Aminate	Generator
Formylate	Generator
Hydrogen carboxylate	Generator
Methanoate	Generator
Methoate	Generator
Formate	Generator
Add-F	HMDB
Ameisensaure	HMDB
Collo-bueglatt	HMDB
Collo-didax	HMDB
Formira	HMDB
Formisoton	HMDB
Methanoic acid monomer	HMDB
Myrmicyl	HMDB
Sodium formate	HMDB
Sybest	HMDB
Wonderbond hardener m 600l	HMDB
Calcium formate	HMDB
Cobalt(II) formate dihydrate	HMDB
Formic acid, aluminum salt	HMDB
Formic acid, copper salt	HMDB
Formic acid, cromium (+3) salt	HMDB
Lithium formate	HMDB
Ammonium formate	HMDB
Formic acid, ammonium (4:1) salt	HMDB
Formic acid, ammonium salt	HMDB
Formic acid, calcium salt	HMDB
Formic acid, copper (+2) salt	HMDB
Formic acid, lead (+2) salt	HMDB
Formic acid, lead salt	HMDB
Formic acid, nickel salt	HMDB
Formic acid, potassium salt	HMDB
Formic acid, strontium salt	HMDB
Mafusol	HMDB
Ammonium tetraformate	HMDB
Formic acid, 14C-labeled	HMDB
Formic acid, cobalt (+2) salt	HMDB
Formic acid, copper, ammonium salt	HMDB
Formic acid, sodium salt	HMDB
Formic acid, sodium salt, 14C-labeled	HMDB
Formic acid, ammonium (2:1) salt	HMDB
Formic acid, cadmium salt	HMDB
Formic acid, cesium salt	HMDB
Formic acid, copper, nickel salt	HMDB
Formic acid, cromium (+3), sodium (4:1:1) salt	HMDB
Formic acid, lithium salt	HMDB
Formic acid, magnesium salt	HMDB
Formic acid, nickel (+2) salt	HMDB
Formic acid, rubidium salt	HMDB
Formic acid, sodium salt, 13C-labeled	HMDB
Formic acid, thallium (+1) salt	HMDB
Formic acid, zinc salt	HMDB
Nickel formate dihydrate	HMDB
Aluminum formate	HMDB
Potassium formate	HMDB
Strontium formate	HMDB
Lead formate	HMDB
Nickel formate	HMDB
Chromic formate	HMDB
Cobaltous formate	HMDB
Cupric formate	HMDB
Magnesium formate	HMDB
Zinc formate	HMDB

Chemical Formula

CH₂O₂

Average Molecular Weight

46.0254

Monoisotopic Molecular Weight

46.005479308

IUPAC Name

formic acid

Traditional Name

formic acid

CAS Registry Number

64-18-6

SMILES

OC=O

InChI Identifier

InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3)

InChI Key

BDAGIHXWWSANSR-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acids

Direct Parent

Carboxylic acids

Alternative Parents

Substituents

Monocarboxylic 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

monocarboxylic acid (CHEBI:30751 )
Straight chain fatty acids (C00058 )
Saturated fatty acids (C00058 )

Ontology

Status

Detected and 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	-0.47	ALOGPS
logP	-0.27	ChemAxon
logS	1.02	ALOGPS
pKa (Strongest Acidic)	4.27	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	8.15 m³·mol⁻¹	ChemAxon
Polarizability	3.37 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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9000000000-5d27bb312e37a2c8994f	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0fmi-9200000000-2a89ba98485194acd75a	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_1_1) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QqQ 4V, positive	splash10-0002-9000000000-a8fbddf8ca4197b30013	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QqQ 5V, positive	splash10-0002-9000000000-98310116f8a2d6a969ce	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QqQ 6V, positive	splash10-0002-9000000000-ec8753fd9790a3cf0be8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QqQ 7V, positive	splash10-0002-9000000000-121d1a025b72a70e412a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QqQ 8V, positive	splash10-0002-9000000000-5f1955dee7ab988e86dd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QqQ 9V, positive	splash10-0002-9000000000-f8e14272296ee06d19f4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-092f816e62c8d2f5d56e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-092f816e62c8d2f5d56e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9000000000-092f816e62c8d2f5d56e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-eb2207f7400e9144fff7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-eb2207f7400e9144fff7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-eb2207f7400e9144fff7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-d948d5d95ae14e701f57	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-d948d5d95ae14e701f57	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-d948d5d95ae14e701f57	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-92190863fc6ae28a8789	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-92190863fc6ae28a8789	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9000000000-348f481062f48991a0aa	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-004j-9000000000-2e63b0c1e2e417b0d747	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	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
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
Ruminal Fluid
Serum
Urine

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Feces	Detected but not Quantified	Not Applicable	Not Available	Equine	E. E. Escalona, J...	details
Kidney perfusate	Detected but not Quantified	Not Applicable	Not Available	Porcine	25502759	details
Milk	Detected but not Quantified	Not Applicable	Not Available	Bovine	25087032	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Equine	E. E. Escalona, J...	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Ovine	24937646	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Bovine	24440255	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Porcine	22673149	details
Ruminal Fluid	Detected and Quantified	258 uM	Not Available	Bovine	Burim NA, Qendrim...	details
Ruminal Fluid	Detected and Quantified	320 uM	Not Available	Bovine	Burim NA, Qendrim...	details
Ruminal Fluid	Detected and Quantified	321 uM	Not Available	Bovine	Burim NA, Qendrim...	details
Ruminal Fluid	Detected and Quantified	337 uM	Not Available	Bovine	Burim NA, Qendrim...	details
Ruminal Fluid	Detected and Quantified	158.8 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	159.7 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	162.9 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	275.7 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	160 +/- 45 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	160 +/- 46 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	160 +/- 46 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	163 +/- 33 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	276 +/- 104 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	329 +/- 12 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	105 +/- 28 uM	Not Available	Bovine	22706048	details
Ruminal Fluid	Detected and Quantified	154 +/- 16 uM	Not Available	Bovine	22706048	details
Ruminal Fluid	Detected and Quantified	75.6 +/- 15 uM	Not Available	Bovine	22706048	details
Ruminal Fluid	Detected and Quantified	556 +/- 99 uM	Not Available	Caprine	22706048	details
Serum	Detected and Quantified	43.2996 +/- 19.7786 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	25.0907 +/- 6.364 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	26.9 +/- 9.6 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	33.5217 +/- 27.9321 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	26.0843 +/- 5.5782 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	43.6486 +/- 20.1209 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	29.4667 +/- 11.2476 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	21.4571 +/- 4.5253 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	33.7675 +/- 30.8114 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	28.1693 +/- 8.6389 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	22.1381 +/- 4.7252 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	41.8711 +/- 23.5563 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	30.1098 +/- 6.672 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	39.1206 +/- 42.8544 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	21.8714 +/- 5.6527 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	31.9894 +/- 5.1432 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	34.275 +/- 10.4423 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	26.7588 +/- 21.213 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Porcine	21942754	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Porcine	18989615	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Porcine	21584308	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	23394630	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	25372282	details
Serum	Detected and Quantified	21.8634 +/- 3.3106 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	27.0148 +/- 7.3888 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	25372282	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	25372282	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Porcine	21761043	details
Serum	Detected and Quantified	33.2515 +/- 8.0999 uM	Normal	Ovine	Goldansaz et al.,...	details
Urine	Detected but not Quantified	Not Applicable	Not Available	Equine	E. E. Escalona, J...	details
Urine	Detected but not Quantified	Not Applicable	Not Available	Bovine	22059599	details
Urine	Detected but not Quantified	Not Applicable	Not Available	Porcine	21761043	details