Showing metabocard for Formic acid (MMDBc0000042)

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Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:28:15 UTC
Update Date2024-09-28 02:47:10 UTC
Metabolite IDMMDBc0000042
Metabolite Identification
Common NameFormic acid
DescriptionFormic 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. Urinary formate is produced by Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumonia, Enterobacter, Acinetobacter, Proteus mirabilis, Citrobacter frundii, Enterococcus faecalis, Streptococcus group B, Staphylococcus saprophyticus (PMID: 22292465 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f534c116358>

  Mrv1652309032023542D          

  3  2  0  0  0  0            999 V2000
    1.9520   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f534c116358>

HMDB0000142
     RDKit          3D
Formic acid
  5  4  0  0  0  0  0  0  0  0999 V2000
   -0.9559    1.0159   -0.2031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4389   -0.0656    0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177   -0.1380    0.3190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0350   -0.9402    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5121    0.1280   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  3  5  1  0
M  END
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3D SDF for #<Metabolite:0x00007f534c116358>

  Mrv1652309032023542D          

  3  2  0  0  0  0            999 V2000
    1.9520   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000042

> <DATABASE_NAME>
MIME

> <SMILES>
OC=O

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

> <INCHI_KEY>
BDAGIHXWWSANSR-UHFFFAOYSA-N

> <FORMULA>
CH2O2

> <MOLECULAR_WEIGHT>
46.0254

> <EXACT_MASS>
46.005479308

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
3.374057914916533

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
formic acid

> <ALOGPS_LOGP>
-0.47

> <JCHEM_LOGP>
-0.2720444223333333

> <ALOGPS_LOGS>
1.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.2691179843154865

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
8.1532

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.77e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
formic acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f534c116358>

HMDB0000142
     RDKit          3D
Formic acid
  5  4  0  0  0  0  0  0  0  0999 V2000
   -0.9559    1.0159   -0.2031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4389   -0.0656    0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177   -0.1380    0.3190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0350   -0.9402    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5121    0.1280   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  3  5  1  0
M  END
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PDB for #<Metabolite:0x00007f534c116358>

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0       3.644  -2.104   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.977  -1.334   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1                                                            
CONECT    3    1                                                            
MASTER        0    0    0    0    0    0    0    0    3    0    4    0
END
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3D PDB for #<Metabolite:0x00007f534c116358>

COMPND    HMDB0000142
HETATM    1  O1  UNL     1      -0.956   1.016  -0.203  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.439  -0.066   0.117  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.918  -0.138   0.319  1.00  0.00           O  
HETATM    4  H1  UNL     1      -1.035  -0.940   0.238  1.00  0.00           H  
HETATM    5  H2  UNL     1       1.512   0.128  -0.471  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3    5
END
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SMILES for #<Metabolite:0x00007f534c116358>

OC=O
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INCHI for #<Metabolite:0x00007f534c116358>

InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3)
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Synonyms
Molecular FormulaCH2O2
Average Mass46.0254
Monoisotopic Mass46.005479308
IUPAC Nameformic acid
Traditional Nameformic acid
CAS Registry Number64-18-6
SMILES
OC=O
InChI Identifier
InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3)
InChI KeyBDAGIHXWWSANSR-UHFFFAOYSA-N