Showing metabocard for Acrylate (MMDBc0048213)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-29 21:53:55 UTC
Update Date2024-04-30 20:35:52 UTC
Metabolite IDMMDBc0048213
Metabolite Identification
Common NameAcrylate
Descriptionacrylate, also known as 2-propenoic acid or 2-propenoate, belongs to the class of organic compounds known as acrylic acids. These are organic compounds containing acrylic acid CH2=CHCO2H. The acrylate ion is the anion CH2CHCOO−. acrylate is a weakly acidic compound (based on its pKa). A variety of acrylate-functionalized monomers are known. The reaction with lower alcohols (methanol, ethanol) takes place at 100–120 °C with acidic heterogeneous catalysts (cation exchanger). Acrylates (IUPAC: prop-2-enoates) are the salts, esters, and conjugate bases of acrylic acid and its derivatives. When attacked, DMSP lyase breaks down dimethylsulfoniopropionate (DMSP) into dimethylsulfide (DMS) and acrylate. Modified acrylates are also numerous, include methacrylates (CH2C(CH3)CO2R) and cyanoacrylates (CH2C(CN)CO2R). Acrylate has been suggested to be used by marine phytoplankton as a poisonous defense against predators such as protozoa. Acrylates contain vinyl groups directly attached to the carbonyl carbon.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f66be621340>


  Mrv1533004241518562D          

  5  4  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
    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
  1  2  2  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
M  CHG  1   5  -1
M  END
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3D MOL for #<Metabolite:0x00007f66be621340>

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3D SDF for #<Metabolite:0x00007f66be621340>

  Mrv1533004241518562D          

  5  4  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
    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
  1  2  2  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
M  CHG  1   5  -1
M  END
> <DATABASE_ID>
MMDBc0048213

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)/p-1

> <INCHI_KEY>
NIXOWILDQLNWCW-UHFFFAOYSA-M

> <FORMULA>
C3H3O2

> <MOLECULAR_WEIGHT>
71.056

> <EXACT_MASS>
71.013852917

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
6.046318999375413

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
prop-2-enoate

> <ALOGPS_LOGP>
0.14

> <JCHEM_LOGP>
0.5329472926666666

> <ALOGPS_LOGS>
0.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.715808200933474

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
28.1285

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.09e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acrylate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f66be621340>
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PDB for #<Metabolite:0x00007f66be621340>
HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END

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3D PDB for #<Metabolite:0x00007f66be621340>
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SMILES for #<Metabolite:0x00007f66be621340>
[O-]C(=O)C=C
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INCHI for #<Metabolite:0x00007f66be621340>
InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)/p-1
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Synonyms
ValueSource
2-PropenoateChEBI
2-Propenoic acid, ion(1-)ChEBI
PropenoateChEBI
2-Propenoic acidGenerator
2-Propenoate, ion(1-)Generator
Propenoic acidGenerator
Acrylic acidGenerator
Acrylic acid, aluminum saltMeSH
Vinylformic acidMeSH
Acrylic acid, potassium saltMeSH
Acrylic acid, silver saltMeSH
Acrylic acid, magnesium saltMeSH
Acrylic acid, fe (3+) saltMeSH
Magnesium acrylateMeSH
Acrylic acid, sodium saltMeSH
Acrylic acid, zinc saltMeSH
Acrylic acid, ca (2:1) salt, dihydrateMeSH
HystoacrilMeSH
Acrylic acid, ammonium saltMeSH
Acrylic acid, cobalt (2+) saltMeSH
Acrylic acid, ca (2:1) saltMeSH
Molecular FormulaC3H3O2
Average Mass71.056
Monoisotopic Mass71.013852917
IUPAC Nameprop-2-enoate
Traditional Nameacrylate
CAS Registry Number10344-93-1
SMILES
[O-]C(=O)C=C
InChI Identifier
InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)/p-1
InChI KeyNIXOWILDQLNWCW-UHFFFAOYSA-M