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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:49:44 UTC

Update Date

2023-02-21 17:22:07 UTC

HMDB ID

HMDB0032424

Secondary Accession Numbers

HMDB32424

Metabolite Identification

Common Name

2-(4-Methyl-5-thiazolyl)ethyl propionate

Description

2-(4-Methyl-5-thiazolyl)ethyl propionate, also known as 5-thiazoleethanol, 4-methyl-, 5-propanoate, belongs to the class of organic compounds known as 4,5-disubstituted thiazoles. 4,5-disubstituted thiazoles are compounds containing a thiazole ring substituted at positions 4 and 5 only. Based on a literature review very few articles have been published on 2-(4-Methyl-5-thiazolyl)ethyl propionate.

Structure

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

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.502   7.929   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.227  10.061   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.831   8.699   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.166   8.699   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.832   7.929   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.167   6.077   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.907   8.555   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.500   7.929   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.165   7.929   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       9.937   7.411   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       2.165   6.389   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.499   8.699   0.000  0.00  0.00           O+0
HETATM   13  S   UNK     0       7.661   6.397   0.000  0.00  0.00           S+0
CONECT    1    3                                                            
CONECT    2    7                                                            
CONECT    3    1    9                                                       
CONECT    4    5    8                                                       
CONECT    5    4   12                                                       
CONECT    6   10   13                                                       
CONECT    7    2    8   10                                                  
CONECT    8    4    7   13                                                  
CONECT    9    3   11   12                                                  
CONECT   10    6    7                                                       
CONECT   11    9                                                            
CONECT   12    5    9                                                       
CONECT   13    6    8                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0032424
HETATM    1  C1  UNL     1      -4.342   0.922  -0.204  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.562   0.075   0.787  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.105   0.089   0.495  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.431   1.073   0.919  1.00  0.00           O  
HETATM    5  O2  UNL     1      -1.445  -0.889  -0.198  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.062  -0.892  -0.485  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.778  -0.882   0.774  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.219  -0.884   0.327  1.00  0.00           C  
HETATM    9  S1  UNL     1       3.355  -2.155   0.283  1.00  0.00           S  
HETATM   10  C7  UNL     1       4.684  -1.287  -0.350  1.00  0.00           C  
HETATM   11  N1  UNL     1       4.186  -0.071  -0.494  1.00  0.00           N  
HETATM   12  C8  UNL     1       2.951   0.165  -0.164  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.310   1.538  -0.295  1.00  0.00           C  
HETATM   14  H1  UNL     1      -5.207   0.356  -0.643  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.709   1.238  -1.048  1.00  0.00           H  
HETATM   16  H3  UNL     1      -4.672   1.832   0.332  1.00  0.00           H  
HETATM   17  H4  UNL     1      -3.740   0.445   1.839  1.00  0.00           H  
HETATM   18  H5  UNL     1      -3.988  -0.946   0.750  1.00  0.00           H  
HETATM   19  H6  UNL     1       0.133  -1.886  -0.980  1.00  0.00           H  
HETATM   20  H7  UNL     1       0.244  -0.091  -1.154  1.00  0.00           H  
HETATM   21  H8  UNL     1       0.599  -1.803   1.366  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.626   0.039   1.352  1.00  0.00           H  
HETATM   23  H10 UNL     1       5.711  -1.642  -0.585  1.00  0.00           H  
HETATM   24  H11 UNL     1       1.842   1.677  -1.281  1.00  0.00           H  
HETATM   25  H12 UNL     1       1.535   1.662   0.483  1.00  0.00           H  
HETATM   26  H13 UNL     1       3.090   2.318  -0.116  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   19   20
CONECT    7    8   21   22
CONECT    8    9   12   12
CONECT    9   10
CONECT   10   11   11   23
CONECT   11   12
CONECT   12   13
CONECT   13   24   25   26
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(4-Methyl-5-thiazolyl)ethyl propionic acid	Generator
5-Thiazoleethanol, 4-methyl-, 5-propanoate	HMDB
2-(4-Methyl-1,3-thiazol-5-yl)ethyl propanoic acid	HMDB

Chemical Formula

C₉H₁₃NO₂S

Average Molecular Weight

199.27

Monoisotopic Molecular Weight

199.066699355

IUPAC Name

2-(4-methyl-1,3-thiazol-5-yl)ethyl propanoate

Traditional Name

2-(4-methyl-1,3-thiazol-5-yl)ethyl propanoate

CAS Registry Number

324742-96-3

SMILES

CCC(=O)OCCC1=C(C)N=CS1

InChI Identifier

InChI=1S/C9H13NO2S/c1-3-9(11)12-5-4-8-7(2)10-6-13-8/h6H,3-5H2,1-2H3

InChI Key

KXYXTLJGFPUWOE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4,5-disubstituted thiazoles. 4,5-Disubstituted thiazoles are compounds containing a thiazole ring substituted at positions 4 and 5 only.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Thiazoles

Direct Parent

4,5-disubstituted thiazoles

Alternative Parents

Substituents

4,5-disubstituted 1,3-thiazole
Heteroaromatic compound
Carboxylic acid ester
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0032424)
Cytoplasm (HMDB: HMDB0032424)

Source

Endogenous

Endogenous (HMDB: HMDB0032424)

Exogenous

Food

Food (HMDB: HMDB0032424)

Exogenous (HMDB: HMDB0032424)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.56 g/L	ALOGPS
logP	2.3	ALOGPS
logP	1.56	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Basic)	2.52	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.19 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	51.1 m³·mol⁻¹	ChemAxon
Polarizability	21.24 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	143.459	31661259
DarkChem	[M-H]-	139.565	31661259
DeepCCS	[M+H]+	143.685	30932474
DeepCCS	[M-H]-	141.296	30932474
DeepCCS	[M-2H]-	176.762	30932474
DeepCCS	[M+Na]+	151.958	30932474
AllCCS	[M+H]+	143.0	32859911
AllCCS	[M+H-H2O]+	139.1	32859911
AllCCS	[M+NH4]+	146.7	32859911
AllCCS	[M+Na]+	147.7	32859911
AllCCS	[M-H]-	145.8	32859911
AllCCS	[M+Na-2H]-	146.9	32859911
AllCCS	[M+HCOO]-	148.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.99 minutes	32390414
Predicted by Siyang on May 30, 2022	10.5776 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.3 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1388.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	311.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	127.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	64.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	289.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	389.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	239.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	837.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	279.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1154.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	257.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	204.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	374.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	276.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	118.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(4-Methyl-5-thiazolyl)ethyl propionate	CCC(=O)OCCC1=C(C)N=CS1	2081.3	Standard polar	33892256
2-(4-Methyl-5-thiazolyl)ethyl propionate	CCC(=O)OCCC1=C(C)N=CS1	1417.6	Standard non polar	33892256
2-(4-Methyl-5-thiazolyl)ethyl propionate	CCC(=O)OCCC1=C(C)N=CS1	1522.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate GC-MS (Non-derivatized) - 70eV, Positive	splash10-01t9-9600000000-b2f2a033f48be5b00728	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate 10V, Positive-QTOF	splash10-0udi-5690000000-02d54cf1b154110565e1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate 20V, Positive-QTOF	splash10-056r-6910000000-e1216959c4be1fcd2d47	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate 40V, Positive-QTOF	splash10-0a6r-9300000000-d7f63eff1c29527600bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate 10V, Negative-QTOF	splash10-052b-7900000000-0521af08878c9e8afd4c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate 20V, Negative-QTOF	splash10-05fr-9200000000-91a10a5c6612fa834f12	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate 40V, Negative-QTOF	splash10-0ab9-9000000000-07cd56384442786aa316	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate 10V, Positive-QTOF	splash10-0fbc-0930000000-c746eadd1c9603ab3b81	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate 20V, Positive-QTOF	splash10-03dl-1900000000-de61159c37bdc1d6d872	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate 40V, Positive-QTOF	splash10-03fr-4900000000-69bcc9b7de19101bd455	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate 10V, Negative-QTOF	splash10-0006-1900000000-1f8fdef247d2adc17f59	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate 20V, Negative-QTOF	splash10-074i-9700000000-b2bea0fab0248fbd1e02	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Methyl-5-thiazolyl)ethyl propionate 40V, Negative-QTOF	splash10-0bt9-9400000000-3857ed2c959f0eca842e	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB009867

KNApSAcK ID

Not Available

Chemspider ID

21105956

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

29933357

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for 2-(4-Methyl-5-thiazolyl)ethyl propionate (HMDB0032424)

MOL for HMDB0032424 (2-(4-Methyl-5-thiazolyl)ethyl propionate)

3D MOL for HMDB0032424 (2-(4-Methyl-5-thiazolyl)ethyl propionate)

3D SDF for HMDB0032424 (2-(4-Methyl-5-thiazolyl)ethyl propionate)

3D-SDF for HMDB0032424 (2-(4-Methyl-5-thiazolyl)ethyl propionate)

PDB for HMDB0032424 (2-(4-Methyl-5-thiazolyl)ethyl propionate)

3D PDB for HMDB0032424 (2-(4-Methyl-5-thiazolyl)ethyl propionate)

SMILES for HMDB0032424 (2-(4-Methyl-5-thiazolyl)ethyl propionate)

INCHI for HMDB0032424 (2-(4-Methyl-5-thiazolyl)ethyl propionate)

Structure for HMDB0032424 (2-(4-Methyl-5-thiazolyl)ethyl propionate)

3D Structure for HMDB0032424 (2-(4-Methyl-5-thiazolyl)ethyl propionate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra