Showing metabocard for Ethyl acetate (MMDBc0033038)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:32:06 UTC
Update Date2024-04-30 19:59:09 UTC
Metabolite IDMMDBc0033038
Metabolite Identification
Common NameEthyl acetate
DescriptionEthyl acetate, also known as 1-acetoxyethane or acetic ester, 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 acetate exists in all eukaryotes, ranging from yeast to humans. Ethyl acetate is a sweet, anise, and balsam tasting compound. Ethyl acetate is found, on average, in the highest concentration within a few different foods, such as milk (cow), pineapples, and sweet oranges and in a lower concentration in safflowers. Ethyl acetate has also been detected, but not quantified, in several different foods, such as alcoholic beverages, oxheart cabbages, agaves, chervils, ryes, and peach. It is used in artificial fruit essences. In the field of entomology, ethyl acetate is an effective asphyxiant for use in insect collecting and study. Because it is not hygroscopic, ethyl acetate also keeps the insect soft enough to allow proper mounting suitable for a collection. In a killing jar charged with ethyl acetate, the vapors will kill the collected (usually adult) insect quickly without destroying it. In organic and in natural products chemistry ethyl acetate is often used as a solvent for reactions or extractions. Ethyl acetate is a potentially toxic compound. Ethyl acetate, with regard to humans, has been found to be associated with several diseases such as perillyl alcohol administration for cancer treatment, crohn's disease, nonalcoholic fatty liver disease, and pervasive developmental disorder not otherwise specified; ethyl acetate has also been linked to the inborn metabolic disorder celiac disease.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fe2d5738948>


  Mrv1652303202019022D          

  6  5  0  0  0  0            999 V2000
  -10.0179    4.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3034    4.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5889    4.0661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8744    4.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1600    4.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3034    5.3036    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
  4  5  1  0  0  0  0
  2  6  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fe2d5738948>

HMDB0031217
     RDKit          3D
Ethyl acetate
 14 13  0  0  0  0  0  0  0  0999 V2000
   -1.8559    0.6021    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2588   -0.7619    0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1228   -0.6037    0.5704 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9741   -0.0635   -0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049    0.0714   -0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4924    0.2873   -1.4566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616    0.5363   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0745    1.3826   -0.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4962    0.8962    0.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625   -1.4682   -0.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6871   -1.1771    1.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9893   -0.8262   -0.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8703    0.9312   -0.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428    0.1936    1.0600 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  1  0
  4  6  2  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  5 12  1  0
  5 13  1  0
  5 14  1  0
M  END
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3D SDF for #<Metabolite:0x00007fe2d5738948>


  Mrv1652303202019022D          

  6  5  0  0  0  0            999 V2000
  -10.0179    4.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3034    4.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5889    4.0661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8744    4.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1600    4.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3034    5.3036    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
  4  5  1  0  0  0  0
  2  6  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033038

> <DATABASE_NAME>
MIME

> <SMILES>
CCOC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H8O2/c1-3-6-4(2)5/h3H2,1-2H3

> <INCHI_KEY>
XEKOWRVHYACXOJ-UHFFFAOYSA-N

> <FORMULA>
C4H8O2

> <MOLECULAR_WEIGHT>
88.1051

> <EXACT_MASS>
88.0524295

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
9.282047002265692

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl acetate

> <ALOGPS_LOGP>
0.74

> <JCHEM_LOGP>
0.2793562963333335

> <ALOGPS_LOGS>
0.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.993208384115184

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
22.1614

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.23e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl acetate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fe2d5738948>

HMDB0031217
     RDKit          3D
Ethyl acetate
 14 13  0  0  0  0  0  0  0  0999 V2000
   -1.8559    0.6021    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2588   -0.7619    0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1228   -0.6037    0.5704 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9741   -0.0635   -0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049    0.0714   -0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4924    0.2873   -1.4566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616    0.5363   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0745    1.3826   -0.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4962    0.8962    0.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625   -1.4682   -0.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6871   -1.1771    1.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9893   -0.8262   -0.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8703    0.9312   -0.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428    0.1936    1.0600 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  1  0
  4  6  2  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  5 12  1  0
  5 13  1  0
  5 14  1  0
M  END
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PDB for #<Metabolite:0x00007fe2d5738948>

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0     -18.700   7.590   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -17.366   8.360   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0     -16.033   7.590   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0     -14.699   8.360   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.365   7.590   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0     -17.366   9.900   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    2                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for #<Metabolite:0x00007fe2d5738948>

COMPND    HMDB0031217
HETATM    1  C1  UNL     1      -1.856   0.602   0.041  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.259  -0.762   0.320  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.123  -0.604   0.570  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.974  -0.064  -0.368  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.405   0.071  -0.037  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.492   0.287  -1.457  1.00  0.00           O  
HETATM    7  H1  UNL     1      -2.562   0.536  -0.820  1.00  0.00           H  
HETATM    8  H2  UNL     1      -1.074   1.383  -0.112  1.00  0.00           H  
HETATM    9  H3  UNL     1      -2.496   0.896   0.912  1.00  0.00           H  
HETATM   10  H4  UNL     1      -1.463  -1.468  -0.520  1.00  0.00           H  
HETATM   11  H5  UNL     1      -1.687  -1.177   1.278  1.00  0.00           H  
HETATM   12  H6  UNL     1       2.989  -0.826  -0.338  1.00  0.00           H  
HETATM   13  H7  UNL     1       2.870   0.931  -0.531  1.00  0.00           H  
HETATM   14  H8  UNL     1       2.543   0.194   1.060  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3   10   11
CONECT    3    4
CONECT    4    5    6    6
CONECT    5   12   13   14
END
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SMILES for #<Metabolite:0x00007fe2d5738948>

CCOC(C)=O
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INCHI for #<Metabolite:0x00007fe2d5738948>

InChI=1S/C4H8O2/c1-3-6-4(2)5/h3H2,1-2H3
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Synonyms
ValueSource
1-AcetoxyethaneChEBI
Acetic acid ethyl esterChEBI
Acetic acid, ethyl esterChEBI
Acetic esterChEBI
AcetoxyethaneChEBI
Acetyl esterChEBI
AcOEtChEBI
CH3-CO-O-CH3ChEBI
EssigesterChEBI
EssigsaeureethylesterChEBI
Ethyl acetic esterChEBI
Ethyl ethanoateChEBI
EthylacetatChEBI
EthylazetatChEBI
EtOAcChEBI
Vinegar naphthaChEBI
Acetate ethyl esterGenerator
Acetate, ethyl esterGenerator
Ethyl ethanoic acidGenerator
Ethyl acetic acidGenerator
Acetic etherHMDB
Acetic-acid-ethylesterHMDB
AcetidinHMDB
DibutylamineHMDB
Ethyl ester OF acetic acidHMDB
Molecular FormulaC4H8O2
Average Mass88.1051
Monoisotopic Mass88.0524295
IUPAC Nameethyl acetate
Traditional Nameethyl acetate
CAS Registry Number141-78-6
SMILES
CCOC(C)=O
InChI Identifier
InChI=1S/C4H8O2/c1-3-6-4(2)5/h3H2,1-2H3
InChI KeyXEKOWRVHYACXOJ-UHFFFAOYSA-N