Showing metabocard for Acetic acid (MMDBc0000011)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:24:41 UTC
Update Date2024-04-30 19:30:51 UTC
Metabolite IDMMDBc0000011
Metabolite Identification
Common NameAcetic acid
DescriptionAcetic acid is one of the simplest carboxylic acids. It is an important chemical reagent and industrial chemical that is used in the production of plastic soft drink bottles, photographic film; and polyvinyl acetate for wood glue, as well as many synthetic fibres and fabrics. In households diluted acetic acid is often used as a cleaning agent. In the food industry acetic acid is used as an acidity regulator. The acetyl group, derived from acetic acid, is fundamental to the biochemistry of virtually all forms of life. When bound to coenzyme A it is central to the metabolism of carbohydrates and fats. However, the concentration of free acetic acid in cells is kept at a low level to avoid disrupting the control of the pH of the cell contents. Acetic acid is produced and excreted by certain bacteria, notably the Acetobacter genus and Clostridium acetobutylicum. These bacteria are found universally in foodstuffs, water, and soil, and acetic acid is produced naturally as fruits and some other foods spoil. Acetic acid is also a component of the vaginal lubrication of humans and other primates, where it appears to serve as a mild antibacterial agent. Acetic acid is found to be associated with phenylketonuria, which is an inborn error of metabolism. Urinary acetic acid is produced by Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumonia, Enterobacter, Acinetobacter, Proteus mirabilis, Citrobacter frundii, Enterococcus faecalis, Streptococcus group B, Staphylococcus saprophyticus (PMID: 22292465 ). Concentrations greater than 30 uM/mM creatinine indicate a urinary tract infection, which typically indicates the presence of E. coli or Klebshiella pneumonia. (PMID: 24909875 ) Acetic acid is also found in Akkermansia, Bacteroidetes, Bifidobacterium, Prevotella and Ruminococcus (PMID: 20444704 ; PMID: 22292465 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fa4ec8ed670>


  Mrv1652303182019222D          

  4  3  0  0  0  0            999 V2000
   -0.0074   -0.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0095    0.6669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -0.6669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fa4ec8ed670>

HMDB0000042
     RDKit          3D
Acetic acid
  8  7  0  0  0  0  0  0  0  0999 V2000
   -0.8628   -0.1331    0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4641    0.4946   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007    1.6760   -0.3431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5981   -0.2845    0.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4550   -0.0792   -0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3826    0.4429    0.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7899   -1.1957    0.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273   -0.9209   -0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  1  5  1  0
  1  6  1  0
  1  7  1  0
  4  8  1  0
M  END
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3D SDF for #<Metabolite:0x00007fa4ec8ed670>


  Mrv1652303182019222D          

  4  3  0  0  0  0            999 V2000
   -0.0074   -0.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0095    0.6669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -0.6669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000011

> <DATABASE_NAME>
MIME

> <SMILES>
CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)

> <INCHI_KEY>
QTBSBXVTEAMEQO-UHFFFAOYSA-N

> <FORMULA>
C2H4O2

> <MOLECULAR_WEIGHT>
60.052

> <EXACT_MASS>
60.021129372

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
5.338057886014139

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
acetic acid

> <ALOGPS_LOGP>
-0.12

> <JCHEM_LOGP>
-0.2233457143333334

> <ALOGPS_LOGS>
0.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.543439679000835

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
12.643699999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.23e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetic acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fa4ec8ed670>

HMDB0000042
     RDKit          3D
Acetic acid
  8  7  0  0  0  0  0  0  0  0999 V2000
   -0.8628   -0.1331    0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4641    0.4946   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007    1.6760   -0.3431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5981   -0.2845    0.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4550   -0.0792   -0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3826    0.4429    0.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7899   -1.1957    0.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273   -0.9209   -0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  1  5  1  0
  1  6  1  0
  1  7  1  0
  4  8  1  0
M  END
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PDB for #<Metabolite:0x00007fa4ec8ed670>

HEADER    PROTEIN                                 18-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-MAR-20         0                                  
HETATM    1  C   UNK     0      -0.014  -0.451   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -1.197   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.018   1.245   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.334  -1.245   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1                                                            
MASTER        0    0    0    0    0    0    0    0    4    0    6    0
END
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3D PDB for #<Metabolite:0x00007fa4ec8ed670>

COMPND    HMDB0000042
HETATM    1  C1  UNL     1      -0.863  -0.133   0.168  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.464   0.495  -0.025  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.601   1.676  -0.343  1.00  0.00           O  
HETATM    4  O2  UNL     1       1.598  -0.285   0.162  1.00  0.00           O  
HETATM    5  H1  UNL     1      -1.455  -0.079  -0.785  1.00  0.00           H  
HETATM    6  H2  UNL     1      -1.383   0.443   0.988  1.00  0.00           H  
HETATM    7  H3  UNL     1      -0.790  -1.196   0.447  1.00  0.00           H  
HETATM    8  H4  UNL     1       1.827  -0.921  -0.613  1.00  0.00           H  
CONECT    1    2    5    6    7
CONECT    2    3    3    4
CONECT    4    8
END
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SMILES for #<Metabolite:0x00007fa4ec8ed670>

CC(O)=O
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INCHI for #<Metabolite:0x00007fa4ec8ed670>

InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)
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Synonyms
ValueSource
Acide acetiqueChEBI
AcOHChEBI
CH3-COOHChEBI
CH3CO2HChEBI
e 260ChEBI
e-260ChEBI
e260ChEBI
EssigsaeureChEBI
Ethanoic acidChEBI
Ethoic acidChEBI
Ethylic acidChEBI
HOAcChEBI
INS no. 260ChEBI
MeCO2hChEBI
MeCOOHChEBI
Methanecarboxylic acidChEBI
Glacial acetic acidKegg
AcetasolKegg
EthanoateGenerator
EthoateGenerator
EthylateGenerator
MethanecarboxylateGenerator
Glacial acetateGenerator
AcetateGenerator
Kyselina octovaHMDB
VinegarHMDB
Vinegar acidHMDB
Acid, aceticHMDB
Acetic acid glacialHMDB
Acid glacial, aceticHMDB
Acid, glacial aceticHMDB
Acetic acid, glacialHMDB
Glacial, acetic acidHMDB
Molecular FormulaC2H4O2
Average Mass60.052
Monoisotopic Mass60.021129372
IUPAC Nameacetic acid
Traditional Nameacetic acid
CAS Registry Number64-19-7
SMILES
CC(O)=O
InChI Identifier
InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)
InChI KeyQTBSBXVTEAMEQO-UHFFFAOYSA-N