Showing metabocard for Methacrylic acid (MMDBc0060408)

Microbial
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2023-02-14 16:59:37 UTC
Update Date2025-10-07 16:04:20 UTC
Metabolite IDMMDBc0060408
Metabolite Identification
Common NameMethacrylic acid
DescriptionMethacrylic acid is a carboxylic acid and a key metabolite in the chemical class of methacrylate compounds. Its chemical structure features a methacryloyl group, characterized by a double bond between the carbon atoms adjacent to the carboxylic acid functional group. This unique structure allows methacrylic acid to participate in various polymerization reactions, forming copolymers and hydrogels that have applications in drug delivery and biomedical devices. For instance, methacrylic acid is utilized in the synthesis of poly(methacrylic acid) hydrogels, which have shown potential for anti-inflammatory applications (PMID:40976290 ). Additionally, it is involved in the development of antibacterial coatings for medical devices, enhancing their functionality by enabling the simultaneous release of therapeutic agents (PMID:40971671 ). The versatility of methacrylic acid is further highlighted in studies exploring its use alongside other functional monomers to optimize binding energies for various applications (PMID:41022492 ). Overall, methacrylic acid serves as a critical building block in the synthesis of advanced materials with significant implications in healthcare and biochemistry.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f9ac016f3e8>


  Mrv1572004251604582D          

  6  5  0  0  0  0            999 V2000
    0.8250    1.4289    0.0000 C   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
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
M  CHG  1   6  -1
M  END
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3D MOL for #<Metabolite:0x00007f9ac016f3e8>

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3D SDF for #<Metabolite:0x00007f9ac016f3e8>

  Mrv1572004251604582D          

  6  5  0  0  0  0            999 V2000
    0.8250    1.4289    0.0000 C   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
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
M  CHG  1   6  -1
M  END
> <DATABASE_ID>
MMDBc0060408

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H6O2/c1-3(2)4(5)6/h1H2,2H3,(H,5,6)/p-1

> <INCHI_KEY>
CERQOIWHTDAKMF-UHFFFAOYSA-M

> <FORMULA>
C4H5O2

> <MOLECULAR_WEIGHT>
85.083

> <EXACT_MASS>
85.029502981

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
7.971278012527783

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methylprop-2-enoate

> <ALOGPS_LOGP>
0.43

> <JCHEM_LOGP>
0.9284977819999999

> <ALOGPS_LOGS>
-0.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.850525670894635

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
32.485600000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.76e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methacrylate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f9ac016f3e8>
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PDB for #<Metabolite:0x00007f9ac016f3e8>
HEADER    PROTEIN                                 25-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-16         0                                  
HETATM    1  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+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       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
CONECT    1    3                                                            
CONECT    2    3                                                            
CONECT    3    1    2    4                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END

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3D PDB for #<Metabolite:0x00007f9ac016f3e8>
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SMILES for #<Metabolite:0x00007f9ac016f3e8>
CC(=C)C([O-])=O
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INCHI for #<Metabolite:0x00007f9ac016f3e8>
InChI=1S/C4H6O2/c1-3(2)4(5)6/h1H2,2H3,(H,5,6)/p-1
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Synonyms
ValueSource
2-Methyl-2-propenoateChEBI
2-Methyl-2-propenoic acid, ion(1-)ChEBI
Methacrylate anionChEBI
Methacrylate(1-)ChEBI
2-Methyl-2-propenoic acidGenerator
2-Methyl-2-propenoate, ion(1-)Generator
Methacrylic acid anionGenerator
Methacrylic acid(1-)Generator
Methacrylic acidGenerator
2-Methylprop-2-enoic acidGenerator
Molecular FormulaC4H5O2
Average Mass85.083
Monoisotopic Mass85.029502981
IUPAC Name2-methylprop-2-enoate
Traditional Namemethacrylate
CAS Registry NumberNot Available
SMILES
CC(=C)C([O-])=O
InChI Identifier
InChI=1S/C4H6O2/c1-3(2)4(5)6/h1H2,2H3,(H,5,6)/p-1
InChI KeyCERQOIWHTDAKMF-UHFFFAOYSA-M