MiMeDB: Showing metabocard for Ethyl salicylate (MMDBc0047700)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:38:38 UTC

Update Date

2024-04-30 20:28:54 UTC

Metabolite ID

MMDBc0047700

Metabolite Identification

Common Name

Ethyl salicylate

Description

Ethyl 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

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

Synonyms

Value	Source
Ethyl salicylic acid	Generator
2-Hydroxybenzoic acid ethyl ester	HMDB
2-Hydroxyethylbenzoic acid	HMDB
Benzoic acid, 2-hydroxy-, ethyl ester	HMDB
Benzoic acid, hydroxy-, ethyl ester	HMDB
Ethyl 2-hydroxybenzoate	HMDB
Ethyl hydroxybenzoate	HMDB
Ethyl O-hydroxybenzoate	HMDB
Ethyl salicyclate	HMDB
FEMA 2458	HMDB
Mesotol	HMDB
Methyl 2-hydroxybenzoate	HMDB
Methyl salicylate	HMDB
O-(Ethoxycarbonyl)phenol	HMDB
Sal ether	HMDB
Sal ethyl	HMDB
Salicyclic acid, ethyl ester	HMDB
Salicylic acid, ethyl ester	HMDB
Salicylic ether	HMDB
Salicylic ethyl ester	HMDB
Salotan	HMDB
Salstan	HMDB
Ethyl 2-hydroxybenzoic acid	Generator, HMDB
Ethyl salicylate	MeSH
2-Carboethoxyphenol	HMDB
2-Ethoxycarbonylphenol	HMDB
Ethyl o-hydroxybenzoate	HMDB
o-(Ethoxycarbonyl)phenol	HMDB
o-Hydroxybenzoic acid ethyl ester	HMDB

Molecular Formula

C₉H₁₀O₃

Average Mass

166.1739

Monoisotopic Mass

166.062994186

IUPAC Name

ethyl 2-hydroxybenzoate

Traditional Name

ethyl salicylate

CAS Registry Number

Not 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 Key

GYCKQBWUSACYIF-UHFFFAOYSA-N

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

o-Hydroxybenzoic acid esters

Alternative Parents

Substituents

O-hydroxybenzoic acid ester
Salicylic acid or derivatives
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Liquid

Predicted Properties

Property	Value	Source
Water Solubility	3.07 g/L	ALOGPS
logP	2.76	ALOGPS
logP	2.68	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	9.72	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	44.81 m³·mol⁻¹	ChemAxon
Polarizability	16.81 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00di-5900000000-f5eb6e8bd07e0d734060	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00xu-8900000000-86cbf27957a874eacf48	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00di-6900000000-8e32263351a87a3cac48	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00di-5900000000-f5eb6e8bd07e0d734060	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00xu-8900000000-86cbf27957a874eacf48	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00di-6900000000-8e32263351a87a3cac48	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-3900000000-76416e68288f87d1b2fb	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0006-3910000000-3ab2317224cf5004c30d	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-c9c4fa6ec7edfa49b61d	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00xr-1900000000-ab4e08dfd3db7c5f59f3	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uk9-9300000000-2532177974c69b27ce91	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-2900000000-040861e4eb1b3cfbb0ae	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014l-5900000000-b6232bbfa2f557c2f19e	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-9c55ed111643f19b1e96	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-1900000000-7f718c27c84b2f6b4fdb	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9400000000-903c0dea5a38deb54126	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-a52f07348114f58d4ae0	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-1900000000-94ae43f33f856090e94c	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dl-7900000000-b68bae8ef0f425dfe6f5	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006x-9300000000-9bb5545b3b4131fca7c8	2021-09-24	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00di-6900000000-fbc256a2ef3e0b3ff3bb	2015-03-01	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		2015-03-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		2015-03-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-30	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Plant	Fruit	Solanum lycopersicum	FooDB	31437929
Plant	Leaf essential oil	Sambucus nigra	FooDB	31437929
Plant	Juice	Rubus	FooDB	31437929
Plant	Fruit	Solanum lycopersicum var. cerasiforme	FooDB	31437929
Plant	Fruit	Solanum lycopersicum	FooDB	31437929
Plant	Fruit	Solanum lycopersicum var. lycopersicum	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	17314143

External Links

HMDB ID

HMDB0029817

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001028

KNApSAcK ID

C00030767

Chemspider ID

21105897

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ethyl salicylate

METLIN ID

Not Available

PubChem Compound

8365

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Robinson AL, Ebeler SE, Heymann H, Boss PK, Solomon PS, Trengove RD: Interactions between wine volatile compounds and grape and wine matrix components influence aroma compound headspace partitioning. J Agric Food Chem. 2009 Nov 11;57(21):10313-22. doi: 10.1021/jf902586n. [PubMed:19845354 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Ethyl salicylate (MMDBc0047700)

MOL for #<Metabolite:0x00007feca62814b0>

3D MOL for #<Metabolite:0x00007feca62814b0>

3D SDF for #<Metabolite:0x00007feca62814b0>

3D-SDF for #<Metabolite:0x00007feca62814b0>

PDB for #<Metabolite:0x00007feca62814b0>

3D PDB for #<Metabolite:0x00007feca62814b0>

SMILES for #<Metabolite:0x00007feca62814b0>

INCHI for #<Metabolite:0x00007feca62814b0>

Structure for #<Metabolite:0x00007feca62814b0>

3D Structure for #<Metabolite:0x00007feca62814b0>