Showing metabocard for propane-1,3-diol (MMDBc0000284)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-28 00:02:19 UTC
Update Date2022-08-31 00:16:50 UTC
Metabolite IDMMDBc0000284
Metabolite Identification
Common Namepropane-1,3-diol
Description1,3-Propanediol, also known as (HOCH2)2ch2 or 2-deoxyglycerol, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). It is mainly used as a building block in the production of polymers such as polytrimethylene terephthalate.1,3-Propanediol can be formulated into a variety of industrial products including composites, adhesives, laminates, coatings, moldings, aliphatic polyesters, copolyesters. 1,3-Propanediol is an extremely weak basic (essentially neutral) compound (based on its pKa). Conversion from glycerol (a by-product of biodiesel production) using Clostridium diolis bacteria and Enterobacteriaceae.1,3-Propanediol does not appear to pose a significant hazard via inhalation of either the vapor or a vapor/aerosol mixture. 1,3-Propanediol is the organic compound with the formula CH2(CH2OH)2. This three-carbon diol is a colorless viscous liquid that is miscible with water. The aldehyde is subsequently hydrogenated to give 1,3-propanediol. Two other routes involve bioprocessing by certain micro-organisms:Conversion from corn syrup effected by a genetically modified strain of E. coli by DuPont Tate & Lyle BioProducts (See: bioseparation of 1,3-propanediol). An estimated 120,000 tons were produced in 2007". According to DuPont, the Bio-PDO process uses 40% less energy than conventional processes, Because of DuPont and Tate & Lyle's success in developing a renewable Bio-PDO process, the American Chemical Society awarded the Bio-PDO research teams the "2007 Heroes of Chemistry" award. An alternative route involves the hydroformylation of ethylene oxide to afford 3-hydroxypropionaldehyde.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f124086a318>


  Mrv0541 02231216272D          

  5  4  0  0  0  0            999 V2000
    2.4750   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
  4  5  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f124086a318>

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3D SDF for #<Metabolite:0x00007f124086a318>

  Mrv0541 02231216272D          

  5  4  0  0  0  0            999 V2000
    2.4750   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
  4  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000284

> <DATABASE_NAME>
MIME

> <SMILES>
OCCCO

> <INCHI_IDENTIFIER>
InChI=1S/C3H8O2/c4-2-1-3-5/h4-5H,1-3H2

> <INCHI_KEY>
YPFDHNVEDLHUCE-UHFFFAOYSA-N

> <FORMULA>
C3H8O2

> <MOLECULAR_WEIGHT>
76.0944

> <EXACT_MASS>
76.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
8.154905089871434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
propane-1,3-diol

> <ALOGPS_LOGP>
-1.18

> <JCHEM_LOGP>
-1.1487193416666668

> <ALOGPS_LOGS>
1.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.301568215730207

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.599171219017617

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4050519886982684

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
19.418999999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.59e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propanediol

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f124086a318>
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PDB for #<Metabolite:0x00007f124086a318>
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       4.620  -2.667   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END

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3D PDB for #<Metabolite:0x00007f124086a318>
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SMILES for #<Metabolite:0x00007f124086a318>
OCCCO
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INCHI for #<Metabolite:0x00007f124086a318>
InChI=1S/C3H8O2/c4-2-1-3-5/h4-5H,1-3H2
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Synonyms
ValueSource
(HOCH2)2ch2ChEBI
1,3-DihydroxypropaneChEBI
1,3-PROPANDIOLChEBI
1,3-Propylene glycolChEBI
1,3-PropylenediolChEBI
2-(Hydroxymethyl)ethanolChEBI
2-DeoxyglycerolChEBI
beta-Propylene glycolChEBI
CH2(CH2OH)2ChEBI
HO(CH2)3ohChEBI
HOCH2CH2CH2OHChEBI
Omega-propanediolChEBI
Trimethylene glycolChEBI
b-Propylene glycolGenerator
Β-propylene glycolGenerator
1,3-PropanediolChEBI
Molecular FormulaC3H8O2
Average Mass76.0944
Monoisotopic Mass76.0524295
IUPAC Namepropane-1,3-diol
Traditional Namepropanediol
CAS Registry Number504-63-2
SMILES
OCCCO
InChI Identifier
InChI=1S/C3H8O2/c4-2-1-3-5/h4-5H,1-3H2
InChI KeyYPFDHNVEDLHUCE-UHFFFAOYSA-N