Showing metabocard for 3-isopropenyl-6-oxoheptanoic acid (MMDBc0055386)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-17 19:50:49 UTC
Update Date2025-10-07 16:09:05 UTC
Metabolite IDMMDBc0055386
Metabolite Identification
Common Name3-isopropenyl-6-oxoheptanoic acid
Description3-isopropenyl-6-oxoheptanoic acid is a carboxylic acid and a metabolite involved in various chemical pathways. Its chemical structure features a heptanoic acid backbone with an isopropenyl group at the 3-position and a keto group at the 6-position, which contributes to its reactivity and interaction with other molecules. This compound has been studied for its kinetics and mechanisms of oxidation, particularly by hydroxyl radicals (OH) and ozone (O3), highlighting its potential role in atmospheric chemistry and environmental processes (PMID:29444406 ). Additionally, its formation through photolysis, specifically the Norrish type II isomerization of precursor compounds, indicates its relevance in photochemical reactions (PMID:24245507 ). These studies suggest that 3-isopropenyl-6-oxoheptanoic acid may participate in complex biochemical interactions and transformations, although its specific biological functions remain to be fully elucidated.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00005643236e2dc0>


  Mrv1652306172221502D          

 13 12  0  0  0  0            999 V2000
    0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    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
    1.5395    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11  8  2  0  0  0  0
 12 10  2  0  0  0  0
 13 10  1  0  0  0  0
M  CHG  1  13  -1
M  END
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3D MOL for #<Metabolite:0x00005643236e2dc0>

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3D SDF for #<Metabolite:0x00005643236e2dc0>

  Mrv1652306172221502D          

 13 12  0  0  0  0            999 V2000
    0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    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
    1.5395    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11  8  2  0  0  0  0
 12 10  2  0  0  0  0
 13 10  1  0  0  0  0
M  CHG  1  13  -1
M  END
> <DATABASE_ID>
MMDBc0055386

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=C)C(CCC(C)=O)CC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O3/c1-7(2)9(6-10(12)13)5-4-8(3)11/h9H,1,4-6H2,2-3H3,(H,12,13)/p-1

> <INCHI_KEY>
NJOIWWRMLFSDTM-UHFFFAOYSA-M

> <FORMULA>
C10H15O3

> <MOLECULAR_WEIGHT>
183.228

> <EXACT_MASS>
183.102667923

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
19.425920227678517

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-oxo-3-(prop-1-en-2-yl)heptanoate

> <JCHEM_LOGP>
1.4912409319999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.56494182653873

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.758086322766009

> <JCHEM_PKA_STRONGEST_BASIC>
-7.271346662313848

> <JCHEM_POLAR_SURFACE_AREA>
57.2

> <JCHEM_REFRACTIVITY>
60.6029

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-isopropenyl-6-oxoheptanoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00005643236e2dc0>
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PDB for #<Metabolite:0x00005643236e2dc0>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       1.540   3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.207   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.208   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.874   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.875  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.875  -1.540   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O-1
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    8                                                            
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    9   10                                                       
CONECT    7    1    2    9                                                  
CONECT    8    3    4   11                                                  
CONECT    9    5    6    7                                                  
CONECT   10    6   12   13                                                  
CONECT   11    8                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

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3D PDB for #<Metabolite:0x00005643236e2dc0>
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SMILES for #<Metabolite:0x00005643236e2dc0>
CC(=C)C(CCC(C)=O)CC([O-])=O
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INCHI for #<Metabolite:0x00005643236e2dc0>
InChI=1S/C10H16O3/c1-7(2)9(6-10(12)13)5-4-8(3)11/h9H,1,4-6H2,2-3H3,(H,12,13)/p-1
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Synonyms
ValueSource
3-Isopropenyl-6-oxoheptanoic acidGenerator
Molecular FormulaC10H15O3
Average Mass183.228
Monoisotopic Mass183.102667923
IUPAC Name6-oxo-3-(prop-1-en-2-yl)heptanoate
Traditional Name3-isopropenyl-6-oxoheptanoate
CAS Registry NumberNot Available
SMILES
CC(=C)C(CCC(C)=O)CC([O-])=O
InChI Identifier
InChI=1S/C10H16O3/c1-7(2)9(6-10(12)13)5-4-8(3)11/h9H,1,4-6H2,2-3H3,(H,12,13)/p-1
InChI KeyNJOIWWRMLFSDTM-UHFFFAOYSA-M