Showing metabocard for Dihydroxyacetone (MMDBc0029675)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:37:03 UTC
Update Date2024-10-09 16:34:44 UTC
Metabolite IDMMDBc0029675
Metabolite Identification
Common NameDihydroxyacetone
DescriptionDihydroxyacetone or DHA, also known as glycerone, is a simple carbohydrate (a triose) with formula C3H6O3. It is an intermedate in the process of glycerolipid metabolism. It is converted from glycerol by glycerol dehydrogenase, NAD (EC:1.1.1.6) and converts to glycerone phosphate by dihydroxyacetone kinase (EC:2.7.1.-). (KEGG)
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f46dcaa6570>

      
  Mrv1652305271900092D          

  6  5  0  0  0  0            999 V2000
   -0.1914   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.1270    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
    1.2376    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6666   -0.7145    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f46dcaa6570>

HMDB0001882
     RDKit          3D
Dihydroxyacetone
 12 11  0  0  0  0  0  0  0  0999 V2000
    0.2333    1.4452   -0.2158 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0528    0.2538   -0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3228   -0.2613   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2280    0.7782   -0.2174 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2578   -0.5976    0.1423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4192    0.1258    0.0801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5119   -0.9844   -0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.7663    0.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459    1.3864    0.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2367   -1.3644   -0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2351   -1.1162    1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3136    1.1008    0.2147 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
  2  5  1  0
  5  6  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
  5 10  1  0
  5 11  1  0
  6 12  1  0
M  END
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3D SDF for #<Metabolite:0x00007f46dcaa6570>

      
  Mrv1652305271900092D          

  6  5  0  0  0  0            999 V2000
   -0.1914   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.1270    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
    1.2376    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6666   -0.7145    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029675

> <DATABASE_NAME>
MIME

> <SMILES>
OCC(=O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C3H6O3/c4-1-3(6)2-5/h4-5H,1-2H2

> <INCHI_KEY>
RXKJFZQQPQGTFL-UHFFFAOYSA-N

> <FORMULA>
C3H6O3

> <MOLECULAR_WEIGHT>
90.0779

> <EXACT_MASS>
90.031694058

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
8.104016589966427

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3-dihydroxypropan-2-one

> <ALOGPS_LOGP>
-1.65

> <JCHEM_LOGP>
-1.5282162836666666

> <ALOGPS_LOGS>
0.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.20569157000131

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.491443966912374

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3219094004199308

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
19.599199999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.38e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dihydroxyacetone

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f46dcaa6570>

HMDB0001882
     RDKit          3D
Dihydroxyacetone
 12 11  0  0  0  0  0  0  0  0999 V2000
    0.2333    1.4452   -0.2158 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0528    0.2538   -0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3228   -0.2613   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2280    0.7782   -0.2174 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2578   -0.5976    0.1423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4192    0.1258    0.0801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5119   -0.9844   -0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.7663    0.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459    1.3864    0.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2367   -1.3644   -0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2351   -1.1162    1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3136    1.1008    0.2147 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
  2  5  1  0
  5  6  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
  5 10  1  0
  5 11  1  0
  6 12  1  0
M  END
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PDB for #<Metabolite:0x00007f46dcaa6570>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      -0.357  -1.334   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.976  -2.104   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  O   UNK     0       2.310   0.206   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.644  -2.104   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.978  -1.334   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    6                                                       
CONECT    6    5                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for #<Metabolite:0x00007f46dcaa6570>

COMPND    HMDB0001882
HETATM    1  O1  UNL     1       0.233   1.445  -0.216  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.053   0.254  -0.040  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.323  -0.261  -0.019  1.00  0.00           C  
HETATM    4  O2  UNL     1      -2.228   0.778  -0.217  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.258  -0.598   0.142  1.00  0.00           C  
HETATM    6  O3  UNL     1       2.419   0.126   0.080  1.00  0.00           O  
HETATM    7  H1  UNL     1      -1.512  -0.984  -0.867  1.00  0.00           H  
HETATM    8  H2  UNL     1      -1.540  -0.766   0.961  1.00  0.00           H  
HETATM    9  H3  UNL     1      -2.146   1.386   0.558  1.00  0.00           H  
HETATM   10  H4  UNL     1       1.237  -1.364  -0.686  1.00  0.00           H  
HETATM   11  H5  UNL     1       1.235  -1.116   1.143  1.00  0.00           H  
HETATM   12  H6  UNL     1       2.314   1.101   0.215  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    5
CONECT    3    4    7    8
CONECT    4    9
CONECT    5    6   10   11
CONECT    6   12
END
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SMILES for #<Metabolite:0x00007f46dcaa6570>

OCC(=O)CO
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INCHI for #<Metabolite:0x00007f46dcaa6570>

InChI=1S/C3H6O3/c4-1-3(6)2-5/h4-5H,1-2H2
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Synonyms
ValueSource
1,3-Dihydroxy-2-propanoneChEBI
1,3-DihydroxyacetoneChEBI
1,3-Dihydroxydimethyl ketoneChEBI
1,3-Dihydroxypropan-2-oneChEBI
1,3-DihydroxypropanoneChEBI
1,3-Propanediol-2-oneChEBI
alpha,Alpha'-dihydroxyacetoneChEBI
Bis(hydroxymethyl) ketoneChEBI
DHAChEBI
GlyceroneChEBI
ChromelinKegg
a,Alpha'-dihydroxyacetoneGenerator
Α,alpha'-dihydroxyacetoneGenerator
a,A'-dihydroxyacetoneHMDB
Aliphatic ketoneHMDB
Dihydroxy-acetoneHMDB
DihyxalHMDB
KetochrominHMDB
OtanHMDB
OxantinHMDB
OxatoneHMDB
ProtosolHMDB
SolealHMDB
TriuloseHMDB
ViticolorHMDB
1,3 Dihydroxy 2 propanoneHMDB
Summers brand OF dihydroxyacetoneHMDB
ICN brand OF dihydroxyacetoneHMDB
VitadyeHMDB
Molecular FormulaC3H6O3
Average Mass90.0779
Monoisotopic Mass90.031694058
IUPAC Name1,3-dihydroxypropan-2-one
Traditional Namedihydroxyacetone
CAS Registry Number96-26-4
SMILES
OCC(=O)CO
InChI Identifier
InChI=1S/C3H6O3/c4-1-3(6)2-5/h4-5H,1-2H2
InChI KeyRXKJFZQQPQGTFL-UHFFFAOYSA-N