Showing metabocard for Ethyl formate (MMDBc0033633)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:56:45 UTC
Update Date2024-09-29 03:21:54 UTC
Metabolite IDMMDBc0033633
Metabolite Identification
Common NameEthyl formate
DescriptionEthyl formate, also known as areginal or ethyl methanoate, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Ethyl formate is an alcohol, bitter, and cognac tasting compound. Ethyl formate has been detected, but not quantified, in several different foods, such as citrus, pineapples, apples, fruits, and pomes. This could make ethyl formate a potential biomarker for the consumption of these foods. It occurs naturally in the body of ants and in the stingers of bees. Ethyl formate has the characteristic smell of rum and is also partially responsible for the flavor of raspberries. The U.S. National Institute for Occupational Safety and Health (NIOSH) also considers a time-weighted average of 100 ppm over an eight-hour period as the recommended exposure limit. Ethyl formate is an ester formed when ethanol (an alcohol) reacts with formic acid (a carboxylic acid). According to the U.S Occupational Safety and Health Administration (OSHA), ethyl formate can irritate eyes, skin, mucous membranes, and the respiratory system of humans and other animals; it is also a central nervous system depressant. Ethyl formate has been identified in dust clouds in an area of the Milky Way galaxy called Sagittarius B2 and it is among 50 molecular species identified using the 30 metre IRAM radiotelescope. In industry, it is used as a solvent for cellulose nitrate, cellulose acetate, oils, and greases.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f46eeae06c8>


  Mrv1652305271900112D          

  5  4  0  0  0  0            999 V2000
   -4.3537    3.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6392    3.3002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9246    3.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2102    3.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3537    4.5378    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  1  0  0  0  0
  1  5  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f46eeae06c8>

HMDB0031229
     RDKit          3D
Ethyl formate
 11 10  0  0  0  0  0  0  0  0999 V2000
   -1.1516    0.3383   -0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987   -0.6626    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8506   -0.0934    0.8863 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7716    0.2814   -0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4679    0.1002   -1.2619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4720    1.1733   -0.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9503    0.8010    0.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5851   -0.1369   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9996   -0.9191    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2712   -1.6029   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7385    0.7207    0.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  1  6  1  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  2 10  1  0
  4 11  1  0
M  END
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3D SDF for #<Metabolite:0x00007f46eeae06c8>


  Mrv1652305271900112D          

  5  4  0  0  0  0            999 V2000
   -4.3537    3.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6392    3.3002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9246    3.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2102    3.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3537    4.5378    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  1  0  0  0  0
  1  5  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033633

> <DATABASE_NAME>
MIME

> <SMILES>
CCOC=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H6O2/c1-2-5-3-4/h3H,2H2,1H3

> <INCHI_KEY>
WBJINCZRORDGAQ-UHFFFAOYSA-N

> <FORMULA>
C3H6O2

> <MOLECULAR_WEIGHT>
74.0785

> <EXACT_MASS>
74.036779436

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
7.320130895070666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl formate

> <ALOGPS_LOGP>
0.38

> <JCHEM_LOGP>
0.23065758833333322

> <ALOGPS_LOGS>
0.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.815865490869983

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
17.670900000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.05e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl formate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f46eeae06c8>

HMDB0031229
     RDKit          3D
Ethyl formate
 11 10  0  0  0  0  0  0  0  0999 V2000
   -1.1516    0.3383   -0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987   -0.6626    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8506   -0.0934    0.8863 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7716    0.2814   -0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4679    0.1002   -1.2619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4720    1.1733   -0.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9503    0.8010    0.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5851   -0.1369   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9996   -0.9191    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2712   -1.6029   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7385    0.7207    0.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  1  6  1  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  2 10  1  0
  4 11  1  0
M  END
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PDB for #<Metabolite:0x00007f46eeae06c8>

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      -8.127   6.931   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.793   6.160   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.459   6.931   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.126   6.160   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -8.127   8.471   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    1                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for #<Metabolite:0x00007f46eeae06c8>

COMPND    HMDB0031229
HETATM    1  C1  UNL     1      -1.152   0.338  -0.287  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.399  -0.663   0.555  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.851  -0.093   0.886  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.772   0.281  -0.059  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.468   0.100  -1.262  1.00  0.00           O  
HETATM    6  H1  UNL     1      -0.472   1.173  -0.543  1.00  0.00           H  
HETATM    7  H2  UNL     1      -1.950   0.801   0.346  1.00  0.00           H  
HETATM    8  H3  UNL     1      -1.585  -0.137  -1.194  1.00  0.00           H  
HETATM    9  H4  UNL     1      -1.000  -0.919   1.442  1.00  0.00           H  
HETATM   10  H5  UNL     1      -0.271  -1.603  -0.033  1.00  0.00           H  
HETATM   11  H6  UNL     1       2.739   0.721   0.149  1.00  0.00           H  
CONECT    1    2    6    7    8
CONECT    2    3    9   10
CONECT    3    4
CONECT    4    5    5   11
END
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SMILES for #<Metabolite:0x00007f46eeae06c8>

CCOC=O
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INCHI for #<Metabolite:0x00007f46eeae06c8>

InChI=1S/C3H6O2/c1-2-5-3-4/h3H,2H2,1H3
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Synonyms
ValueSource
AethylformiatChEBI
AreginalChEBI
Carboxylic acid oxaethaneChEBI
Ethyl formic esterChEBI
Ethyl methanoateChEBI
Ethyle (formiate d')ChEBI
EthylformiaatChEBI
Formiato de etiloChEBI
Formic acid, ethyl esterChEBI
Formic etherChEBI
Carboxylate oxaethaneGenerator
Ethyl methanoic acidGenerator
Ethyle (formiic acid d')Generator
Formate, ethyl esterGenerator
Ethyl formic acidGenerator
Ethyl ester OF formic acidHMDB
Ethylformic esterHMDB
Formic acid ethyl esterHMDB
Molecular FormulaC3H6O2
Average Mass74.0785
Monoisotopic Mass74.036779436
IUPAC Nameethyl formate
Traditional Nameethyl formate
CAS Registry Number109-94-4
SMILES
CCOC=O
InChI Identifier
InChI=1S/C3H6O2/c1-2-5-3-4/h3H,2H2,1H3
InChI KeyWBJINCZRORDGAQ-UHFFFAOYSA-N