Showing metabocard for Propionic acid (MMDBc0000080)

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Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:29:39 UTC
Update Date2024-09-28 01:32:20 UTC
Metabolite IDMMDBc0000080
Metabolite Identification
Common NamePropionic acid
DescriptionPropionic acid (PA) is widely used as an antifungal agent in food. It is present naturally at low levels in dairy products and occurs ubiquitously, together with other short-chain fatty acids (SCFA), in the gastro-intestinal tract of humans and other mammals as an end-product of the microbial digestion of carbohydrates. It has significant physiological activity in animals. PA is irritant but produces no acute systemic effects and has no demonstrable genotoxic potential. (PMID 1628870 ) Propionic aciduria is one of the most frequent organic acidurias, a disease that comprise many various disorders. The outcome of patients born with Propionic aciduria (genetic disorder) is poor intellectual development patterns, with 60% having an IQ less than 75 and requiring special education. Successful liver and/or renal transplantations, in a few patients, have resulted in better quality of life but have not necessarily prevented neurological and various visceral complications. These results emphasize the need for permanent metabolic follow-up whatever the therapeutic strategy. (PMID 15868474 ) Decreased early mortality, less severe symptoms at diagnosis, and more favorable short-term neurodevelopmental outcome were recorded in patients identified through expanded newborn screening. (PMID 16763906 ). Propionic acid is a metabolite of Bacteroides, Clostridium, Dialister, Megasphaera, Phascolarctobacterium, Propionibacterium, Propionigenum, Salmonella, Selenomonas and Veillonella (https://www.mdpi.com/2311-5637/3/2/21).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f53b9cd4a60>

  Mrv1652305012020142D          

  5  4  0  0  0  0            999 V2000
    1.0718   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3571   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f53b9cd4a60>

HMDB0000237
     RDKit          3D
Propionic acid
 11 10  0  0  0  0  0  0  0  0999 V2000
   -1.2061    0.4416    0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637   -0.4295   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9790   -0.5157    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921   -1.5750    1.0130 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7435    0.6312    0.5768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9205   -0.2615    0.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6412    1.0762   -0.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7611    1.0658    0.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5582   -1.4426   -0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1302   -0.0061   -1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060    1.0158   -0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  1  6  1  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  2 10  1  0
  5 11  1  0
M  END
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3D SDF for #<Metabolite:0x00007f53b9cd4a60>

  Mrv1652305012020142D          

  5  4  0  0  0  0            999 V2000
    1.0718   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3571   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000080

> <DATABASE_NAME>
MIME

> <SMILES>
CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)

> <INCHI_KEY>
XBDQKXXYIPTUBI-UHFFFAOYSA-N

> <FORMULA>
C3H6O2

> <MOLECULAR_WEIGHT>
74.0785

> <EXACT_MASS>
74.036779436

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
7.24434341571555

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
propanoic acid

> <ALOGPS_LOGP>
0.31

> <JCHEM_LOGP>
0.47719013266666654

> <ALOGPS_LOGS>
0.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.7546711681673255

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
17.2706

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.52e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propanoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f53b9cd4a60>

HMDB0000237
     RDKit          3D
Propionic acid
 11 10  0  0  0  0  0  0  0  0999 V2000
   -1.2061    0.4416    0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637   -0.4295   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9790   -0.5157    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921   -1.5750    1.0130 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7435    0.6312    0.5768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9205   -0.2615    0.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6412    1.0762   -0.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7611    1.0658    0.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5582   -1.4426   -0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1302   -0.0061   -1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060    1.0158   -0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  1  6  1  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  2 10  1  0
  5 11  1  0
M  END
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PDB for #<Metabolite:0x00007f53b9cd4a60>

HEADER    PROTEIN                                 01-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-MAY-20         0                                  
HETATM    1  C   UNK     0       2.001  -0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.667  -1.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.000  -1.155   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -0.667   1.155   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for #<Metabolite:0x00007f53b9cd4a60>

COMPND    HMDB0000237
HETATM    1  C1  UNL     1      -1.206   0.442   0.152  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.164  -0.430  -0.550  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.979  -0.516   0.415  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.192  -1.575   1.013  1.00  0.00           O  
HETATM    5  O2  UNL     1       1.743   0.631   0.577  1.00  0.00           O  
HETATM    6  H1  UNL     1      -1.920  -0.262   0.597  1.00  0.00           H  
HETATM    7  H2  UNL     1      -1.641   1.076  -0.614  1.00  0.00           H  
HETATM    8  H3  UNL     1      -0.761   1.066   0.928  1.00  0.00           H  
HETATM    9  H4  UNL     1      -0.558  -1.443  -0.768  1.00  0.00           H  
HETATM   10  H5  UNL     1       0.130  -0.006  -1.528  1.00  0.00           H  
HETATM   11  H6  UNL     1       2.206   1.016  -0.221  1.00  0.00           H  
CONECT    1    2    6    7    8
CONECT    2    3    9   10
CONECT    3    4    4    5
CONECT    5   11
END
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SMILES for #<Metabolite:0x00007f53b9cd4a60>

CCC(O)=O
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INCHI for #<Metabolite:0x00007f53b9cd4a60>

InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)
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Synonyms
Molecular FormulaC3H6O2
Average Mass74.0785
Monoisotopic Mass74.036779436
IUPAC Namepropanoic acid
Traditional Namepropanoic acid
CAS Registry Number79-09-4
SMILES
CCC(O)=O
InChI Identifier
InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)
InChI KeyXBDQKXXYIPTUBI-UHFFFAOYSA-N