Showing metabocard for Levulinic acid (MMDBc0000537)

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Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:40:00 UTC
Update Date2024-09-28 02:11:28 UTC
Metabolite IDMMDBc0000537
Metabolite Identification
Common NameLevulinic acid
DescriptionLevulinic acid is a crystalline keto acid prepared from levulose, inulin, starch, etc., by boiling them with dilute hydrochloric or sulfuric acids.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fb809402fb8>

  Mrv1652305271900192D          

  8  7  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   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
    0.5230    1.9520    0.0000 O   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
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fb809402fb8>

HMDB0000720
     RDKit          3D
Levulinic acid
 16 15  0  0  0  0  0  0  0  0999 V2000
   -2.4782    0.6087    0.5722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1102    0.0894    0.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479   -0.0612    1.9636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365   -0.2264   -0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1129   -0.7407    0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8609    0.2314    0.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4431    1.3633    1.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1179   -0.1542    1.3538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    1.3864    1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5838    1.0844   -0.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483   -0.1877    0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1194    0.7048   -0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7056   -1.0247   -0.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9796   -1.6545    0.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700   -1.0570   -0.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7952   -0.3621    0.6187 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  4 12  1  0
  4 13  1  0
  5 14  1  0
  5 15  1  0
  8 16  1  0
M  END
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3D SDF for #<Metabolite:0x00007fb809402fb8>

  Mrv1652305271900192D          

  8  7  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   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
    0.5230    1.9520    0.0000 O   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
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000537

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8)

> <INCHI_KEY>
JOOXCMJARBKPKM-UHFFFAOYSA-N

> <FORMULA>
C5H8O3

> <MOLECULAR_WEIGHT>
116.1152

> <EXACT_MASS>
116.047344122

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.226704374068705

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-oxopentanoic acid

> <ALOGPS_LOGP>
-0.14

> <JCHEM_LOGP>
-0.06885744466666677

> <ALOGPS_LOGS>
0.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.60659045342587

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.321649025460527

> <JCHEM_PKA_STRONGEST_BASIC>
-7.2827110371620964

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
27.0881

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
levulinic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fb809402fb8>

HMDB0000720
     RDKit          3D
Levulinic acid
 16 15  0  0  0  0  0  0  0  0999 V2000
   -2.4782    0.6087    0.5722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1102    0.0894    0.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479   -0.0612    1.9636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365   -0.2264   -0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1129   -0.7407    0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8609    0.2314    0.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4431    1.3633    1.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1179   -0.1542    1.3538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    1.3864    1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5838    1.0844   -0.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483   -0.1877    0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1194    0.7048   -0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7056   -1.0247   -0.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9796   -1.6545    0.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700   -1.0570   -0.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7952   -0.3621    0.6187 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  4 12  1  0
  4 13  1  0
  5 14  1  0
  5 15  1  0
  8 16  1  0
M  END
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PDB for #<Metabolite:0x00007fb809402fb8>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.976   3.644   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for #<Metabolite:0x00007fb809402fb8>

COMPND    HMDB0000720
HETATM    1  C1  UNL     1      -2.478   0.609   0.572  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.110   0.089   0.822  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.748  -0.061   1.964  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.237  -0.226  -0.324  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.113  -0.741   0.093  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.861   0.231   0.921  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.443   1.363   1.253  1.00  0.00           O  
HETATM    8  O3  UNL     1       3.118  -0.154   1.354  1.00  0.00           O  
HETATM    9  H1  UNL     1      -2.750   1.386   1.318  1.00  0.00           H  
HETATM   10  H2  UNL     1      -2.584   1.084  -0.422  1.00  0.00           H  
HETATM   11  H3  UNL     1      -3.248  -0.188   0.662  1.00  0.00           H  
HETATM   12  H4  UNL     1      -0.119   0.705  -0.916  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.706  -1.025  -0.947  1.00  0.00           H  
HETATM   14  H6  UNL     1       0.980  -1.655   0.722  1.00  0.00           H  
HETATM   15  H7  UNL     1       1.670  -1.057  -0.811  1.00  0.00           H  
HETATM   16  H8  UNL     1       3.795  -0.362   0.619  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    3    4
CONECT    4    5   12   13
CONECT    5    6   14   15
CONECT    6    7    7    8
CONECT    8   16
END
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SMILES for #<Metabolite:0x00007fb809402fb8>

CC(=O)CCC(O)=O
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INCHI for #<Metabolite:0x00007fb809402fb8>

InChI=1S/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8)
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Synonyms
Molecular FormulaC5H8O3
Average Mass116.1152
Monoisotopic Mass116.047344122
IUPAC Name4-oxopentanoic acid
Traditional Namelevulinic acid
CAS Registry NumberNot Available
SMILES
CC(=O)CCC(O)=O
InChI Identifier
InChI=1S/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8)
InChI KeyJOOXCMJARBKPKM-UHFFFAOYSA-N