Showing metabocard for Ethyl salicylate (MMDBc0047700)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:38:38 UTC
Update Date2022-09-01 01:47:45 UTC
Metabolite IDMMDBc0047700
Metabolite Identification
Common NameEthyl salicylate
DescriptionEthyl salicylate, also known as fema 2458 or mesotol, belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group. Ethyl salicylate is a sweet, balsam, and floral tasting compound. Ethyl salicylate has been detected, but not quantified, in several different foods, such as evergreen blackberries, alcoholic beverages, black elderberries, garden tomato, and fruits. Ethyl salicylate is the ester formed by the condensation of salicylic acid and ethanol. It is a clear liquid that is sparingly soluble in water, but soluble in alcohol and ether. It has a pleasant odor resembling wintergreen and is used in perfumery and artificial flavors.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f1240d12028>


  Mrv1652309272007302D          

 12 12  0  0  0  0            999 V2000
    6.7285   -6.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3090   -5.3973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0187   -6.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3090   -6.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0187   -7.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -6.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3090   -7.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -7.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4591   -6.6561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1725   -6.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7250   -5.4102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8856   -6.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  2  0  0  0  0
  6  8  2  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  1  3  1  0  0  0  0
  1  9  1  0  0  0  0
  1 11  2  0  0  0  0
 10 12  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f1240d12028>

HMDB0029817
     RDKit          3D
Ethyl salicylate
 22 22  0  0  0  0  0  0  0  0999 V2000
   -3.7288    0.7159   -0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395   -0.4520    0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100    0.0297   -0.0143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4268   -0.8246    0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416   -2.0016    0.5153 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8999   -0.2583    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0435    1.0733   -0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2774    1.6882   -0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4011    0.9359    0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642   -0.3907    0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0110   -1.0134    0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9897   -2.3539    0.7843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7802    0.3907   -0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5261    1.0413   -1.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5289    1.5843    0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9421   -1.1806   -0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1085   -0.9543    0.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1641    1.7114   -0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3336    2.7443   -0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3622    1.4443    0.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1657   -0.9703    0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2202   -2.9594    0.8741 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11  6  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 12 22  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f1240d12028>


  Mrv1652309272007302D          

 12 12  0  0  0  0            999 V2000
    6.7285   -6.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3090   -5.3973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0187   -6.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3090   -6.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0187   -7.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -6.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3090   -7.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -7.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4591   -6.6561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1725   -6.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7250   -5.4102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8856   -6.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  2  0  0  0  0
  6  8  2  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  1  3  1  0  0  0  0
  1  9  1  0  0  0  0
  1 11  2  0  0  0  0
 10 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047700

> <DATABASE_NAME>
MIME

> <SMILES>
CCOC(=O)C1=C(O)C=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O3/c1-2-12-9(11)7-5-3-4-6-8(7)10/h3-6,10H,2H2,1H3

> <INCHI_KEY>
GYCKQBWUSACYIF-UHFFFAOYSA-N

> <FORMULA>
C9H10O3

> <MOLECULAR_WEIGHT>
166.1739

> <EXACT_MASS>
166.062994186

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
16.814798029269195

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 2-hydroxybenzoate

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
2.6799654129999997

> <ALOGPS_LOGS>
-1.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.719866888350952

> <JCHEM_PKA_STRONGEST_BASIC>
-4.287609642358409

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
44.81280000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.07e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl salicylate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f1240d12028>

HMDB0029817
     RDKit          3D
Ethyl salicylate
 22 22  0  0  0  0  0  0  0  0999 V2000
   -3.7288    0.7159   -0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395   -0.4520    0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100    0.0297   -0.0143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4268   -0.8246    0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416   -2.0016    0.5153 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8999   -0.2583    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0435    1.0733   -0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2774    1.6882   -0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4011    0.9359    0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2642   -0.3907    0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0110   -1.0134    0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9897   -2.3539    0.7843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7802    0.3907   -0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5261    1.0413   -1.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5289    1.5843    0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9421   -1.1806   -0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1085   -0.9543    0.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1641    1.7114   -0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3336    2.7443   -0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3622    1.4443    0.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1657   -0.9703    0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2202   -2.9594    0.8741 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11  6  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 12 22  1  0
M  END
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PDB for #<Metabolite:0x00007f1240d12028>

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      12.560 -11.636   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.910 -10.075   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.235 -12.417   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.910 -11.636   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.235 -13.978   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.580 -12.417   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.910 -14.759   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.580 -13.978   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.924 -12.425   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      15.255 -11.657   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      12.553 -10.099   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      16.586 -12.426   0.000  0.00  0.00           C+0
CONECT    1    3    9   11                                                  
CONECT    2    4                                                            
CONECT    3    4    5    1                                                  
CONECT    4    2    3    6                                                  
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    8                                                       
CONECT    8    6    7                                                       
CONECT    9   10    1                                                       
CONECT   10    9   12                                                       
CONECT   11    1                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for #<Metabolite:0x00007f1240d12028>

COMPND    HMDB0029817
HETATM    1  C1  UNL     1      -3.729   0.716  -0.327  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.839  -0.452   0.008  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.510   0.030  -0.014  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.427  -0.825   0.260  1.00  0.00           C  
HETATM    5  O2  UNL     1      -0.742  -2.002   0.515  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.900  -0.258   0.218  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.043   1.073  -0.085  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.277   1.688  -0.146  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.401   0.936   0.108  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.264  -0.391   0.410  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.011  -1.013   0.471  1.00  0.00           C  
HETATM   12  O3  UNL     1       1.990  -2.354   0.784  1.00  0.00           O  
HETATM   13  H1  UNL     1      -4.780   0.391  -0.262  1.00  0.00           H  
HETATM   14  H2  UNL     1      -3.526   1.041  -1.368  1.00  0.00           H  
HETATM   15  H3  UNL     1      -3.529   1.584   0.358  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.942  -1.181  -0.838  1.00  0.00           H  
HETATM   17  H5  UNL     1      -3.108  -0.954   0.937  1.00  0.00           H  
HETATM   18  H6  UNL     1       0.164   1.711  -0.295  1.00  0.00           H  
HETATM   19  H7  UNL     1       2.334   2.744  -0.390  1.00  0.00           H  
HETATM   20  H8  UNL     1       4.362   1.444   0.054  1.00  0.00           H  
HETATM   21  H9  UNL     1       4.166  -0.970   0.608  1.00  0.00           H  
HETATM   22  H10 UNL     1       1.220  -2.959   0.874  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   16   17
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   11
CONECT    7    8   18
CONECT    8    9    9   19
CONECT    9   10   20
CONECT   10   11   11   21
CONECT   11   12
CONECT   12   22
END
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SMILES for #<Metabolite:0x00007f1240d12028>

CCOC(=O)C1=C(O)C=CC=C1
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INCHI for #<Metabolite:0x00007f1240d12028>

InChI=1S/C9H10O3/c1-2-12-9(11)7-5-3-4-6-8(7)10/h3-6,10H,2H2,1H3
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Synonyms
ValueSource
Ethyl salicylic acidGenerator
2-Hydroxybenzoic acid ethyl esterHMDB
2-Hydroxyethylbenzoic acidHMDB
Benzoic acid, 2-hydroxy-, ethyl esterHMDB
Benzoic acid, hydroxy-, ethyl esterHMDB
Ethyl 2-hydroxybenzoateHMDB
Ethyl hydroxybenzoateHMDB
Ethyl O-hydroxybenzoateHMDB
Ethyl salicyclateHMDB
FEMA 2458HMDB
MesotolHMDB
Methyl 2-hydroxybenzoateHMDB
Methyl salicylateHMDB
O-(Ethoxycarbonyl)phenolHMDB
Sal etherHMDB
Sal ethylHMDB
Salicyclic acid, ethyl esterHMDB
Salicylic acid, ethyl esterHMDB
Salicylic etherHMDB
Salicylic ethyl esterHMDB
SalotanHMDB
SalstanHMDB
Ethyl 2-hydroxybenzoic acidGenerator, HMDB
Ethyl salicylateMeSH
2-CarboethoxyphenolHMDB
2-EthoxycarbonylphenolHMDB
Ethyl o-hydroxybenzoateHMDB
o-(Ethoxycarbonyl)phenolHMDB
o-Hydroxybenzoic acid ethyl esterHMDB
Molecular FormulaC9H10O3
Average Mass166.1739
Monoisotopic Mass166.062994186
IUPAC Nameethyl 2-hydroxybenzoate
Traditional Nameethyl salicylate
CAS Registry NumberNot Available
SMILES
CCOC(=O)C1=C(O)C=CC=C1
InChI Identifier
InChI=1S/C9H10O3/c1-2-12-9(11)7-5-3-4-6-8(7)10/h3-6,10H,2H2,1H3
InChI KeyGYCKQBWUSACYIF-UHFFFAOYSA-N