Showing metabocard for 3-Hydroxypropanal (MMDBc0049986)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-29 22:47:38 UTC
Update Date2022-09-01 02:17:46 UTC
Metabolite IDMMDBc0049986
Metabolite Identification
Common Name3-Hydroxypropanal
Description3-Hydroxypropanal is a broad-spectrum antimicrobial substance termed reuterin produced by Lactobacillus reuteri. L. reuteri resides in the gastrointestinal tract of healthy humans and animals, and is believed to. function as a symbiont in the enteric ecosystem. Synthesis of such an antimicrobial substance by an enteric resident raises a number of interesting questions and possibilities as to the role these residents may play in the health of the host. (PMID 3245697 ). In vivo, glycerol is converted in one enzymatic step into 3-Hydroxypropanal. The 3-Hydroxypropanal -producing Lactobacillus reuteri is used as a probiotic in the health care of humans and animals. 3-Hydroxypropanal forms, together with Hydroxypropanal-hydrate and Hydroxypropanal-dimer, a dynamic, multi-component system (Hydroxypropanal system) used in food preservation, as a precursor for many modern chemicals such as acrolein, acrylic acid, and 1,3-propanediol (1,3-PDO), and for polymer production. 3-Hydroxypropanal can be obtained both through traditional chemistry and bacterial fermentation. To date, 3-HPA has been produced from petrochemical resources as an intermediate in 1,3-PDO production. The biotechnological production of 3-Hydroxypropanal from renewable resources is desirable both for use of 3-Hydroxypropanal in foods and for the production of bulk chemicals. The main challenge will be the efficient production and recovery of pure 3-Hydroxypropanal. (PMID 14669058 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f5abc2355c8>


  Mrv0541 02231219442D          

  5  4  0  0  0  0            999 V2000
   12.0895  -15.7457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6068  -15.7491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0895  -16.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3714  -16.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6537  -16.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  5  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f5abc2355c8>

HMDB0003453
     RDKit          3D
3-Hydroxypropanal
 11 10  0  0  0  0  0  0  0  0999 V2000
   -0.7864    1.7368   -0.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2345    0.6487    0.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4479   -0.5987    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9175   -0.2471   -0.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5212    0.6218    0.3334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2449    0.6480    0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9413   -1.3747   -0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3177   -1.0241    1.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6957    0.3193   -1.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5150   -1.1553   -0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3234    0.4252    1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
  4 10  1  0
  5 11  1  0
M  END
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3D SDF for #<Metabolite:0x00007f5abc2355c8>


  Mrv0541 02231219442D          

  5  4  0  0  0  0            999 V2000
   12.0895  -15.7457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6068  -15.7491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0895  -16.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3714  -16.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6537  -16.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  5  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049986

> <DATABASE_NAME>
MIME

> <SMILES>
OCCC=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H6O2/c4-2-1-3-5/h2,5H,1,3H2

> <INCHI_KEY>
AKXKFZDCRYJKTF-UHFFFAOYSA-N

> <FORMULA>
C3H6O2

> <MOLECULAR_WEIGHT>
74.0785

> <EXACT_MASS>
74.036779436

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
7.262928954718575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxypropanal

> <ALOGPS_LOGP>
-0.74

> <JCHEM_LOGP>
-0.9621972763333333

> <ALOGPS_LOGS>
0.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.597544354273339

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.420195732575397

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4363702124560094

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
18.119899999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.45e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-hydroxypropionaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f5abc2355c8>

HMDB0003453
     RDKit          3D
3-Hydroxypropanal
 11 10  0  0  0  0  0  0  0  0999 V2000
   -0.7864    1.7368   -0.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2345    0.6487    0.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4479   -0.5987    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9175   -0.2471   -0.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5212    0.6218    0.3334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2449    0.6480    0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9413   -1.3747   -0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3177   -1.0241    1.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6957    0.3193   -1.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5150   -1.1553   -0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3234    0.4252    1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
  4 10  1  0
  5 11  1  0
M  END
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PDB for #<Metabolite:0x00007f5abc2355c8>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      22.567 -29.392   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      19.799 -29.398   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      22.567 -30.933   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.227 -31.691   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.887 -30.937   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2    5                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    2    4                                                       
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for #<Metabolite:0x00007f5abc2355c8>

COMPND    HMDB0003453
HETATM    1  O1  UNL     1      -0.786   1.737  -0.144  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.234   0.649   0.178  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.448  -0.599   0.038  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.917  -0.247  -0.544  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.521   0.622   0.333  1.00  0.00           O  
HETATM    6  H1  UNL     1      -2.245   0.648   0.573  1.00  0.00           H  
HETATM    7  H2  UNL     1      -0.941  -1.375  -0.560  1.00  0.00           H  
HETATM    8  H3  UNL     1      -0.318  -1.024   1.068  1.00  0.00           H  
HETATM    9  H4  UNL     1       0.696   0.319  -1.486  1.00  0.00           H  
HETATM   10  H5  UNL     1       1.515  -1.155  -0.750  1.00  0.00           H  
HETATM   11  H6  UNL     1       1.323   0.425   1.295  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    6
CONECT    3    4    7    8
CONECT    4    5    9   10
CONECT    5   11
END
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SMILES for #<Metabolite:0x00007f5abc2355c8>

OCCC=O
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INCHI for #<Metabolite:0x00007f5abc2355c8>

InChI=1S/C3H6O2/c4-2-1-3-5/h2,5H,1,3H2
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Synonyms
ValueSource
3-HydroxypropionaldehydeHMDB, MeSH
3-oxo-1-PropanolHMDB
b-HydroxypropanalHMDB
b-HydroxypropionaldehydeHMDB
beta-HydroxypropanalHMDB
beta-HydroxypropionaldehydeHMDB, MeSH
HydracroleinHMDB
ReuterinHMDB, MeSH
3-HPAMeSH, HMDB
Molecular FormulaC3H6O2
Average Mass74.0785
Monoisotopic Mass74.036779436
IUPAC Name3-hydroxypropanal
Traditional Nameβ-hydroxypropionaldehyde
CAS Registry Number2134-29-4
SMILES
OCCC=O
InChI Identifier
InChI=1S/C3H6O2/c4-2-1-3-5/h2,5H,1,3H2
InChI KeyAKXKFZDCRYJKTF-UHFFFAOYSA-N