MiMeDB: Showing metabocard for 4-methyl-5-(2-phosphooxyethyl)-thiazole (MMDBc0054275)

Microbial

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:03:25 UTC

Update Date

2025-10-07 16:08:27 UTC

Metabolite ID

MMDBc0054275

Metabolite Identification

Common Name

4-methyl-5-(2-phosphooxyethyl)-thiazole

Description

4-methyl-5-(2-phosphooxyethyl)-thiazole is a thiazole derivative, which belongs to the class of heterocyclic compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1572001271616342D          

 13 13  0  0  0  0            999 V2000
   -1.3596    0.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3596   -0.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6921   -1.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9471   -1.8577    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7721   -1.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0270   -1.0730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0924   -0.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2639   -0.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0485    0.2437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2201    1.0507    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.3916    1.8577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0270    0.8792    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.4131    1.2222    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
M  CHG  2  12  -1  13  -1
M  END
> <DATABASE_ID>
MMDBc0054275

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=C(CCOP([O-])([O-])=O)SC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C6H10NO4PS/c1-5-6(13-4-7-5)2-3-11-12(8,9)10/h4H,2-3H2,1H3,(H2,8,9,10)/p-2

> <INCHI_KEY>
OCYMERZCMYJQQO-UHFFFAOYSA-L

> <FORMULA>
C6H8NO4PS

> <MOLECULAR_WEIGHT>
221.17

> <EXACT_MASS>
220.992263073

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
18.674500851462177

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(4-methyl-1,3-thiazol-5-yl)ethyl phosphate

> <ALOGPS_LOGP>
0.57

> <JCHEM_LOGP>
-0.5138435736709189

> <ALOGPS_LOGS>
-1.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.694128920504482

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6125248307260023

> <JCHEM_PKA_STRONGEST_BASIC>
2.575390139930011

> <JCHEM_POLAR_SURFACE_AREA>
85.31

> <JCHEM_REFRACTIVITY>
45.9528

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-methyl-1,3-thiazol-5-yl)ethyl phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-JAN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-JAN-16         0                                  
HETATM    1  C   UNK     0      -2.538   0.442   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.538  -1.098   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.292  -2.003   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0      -1.768  -3.468   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0      -3.308  -3.468   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -3.784  -2.003   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.172  -1.527   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.493  -0.021   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.957   0.455   0.000  0.00  0.00           O+0
HETATM   10  P   UNK     0       2.278   1.961   0.000  0.00  0.00           P+0
HETATM   11  O   UNK     0       2.598   3.468   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.784   1.641   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0       0.771   2.281   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2                                                       
CONECT    7    3    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

Synonyms

Value	Source
4-Methyl-5-(2-phosphonatooxyethyl)thiazole	ChEBI
4-Methyl-5-(2-phosphonatooxyethyl)thiazole dianion	ChEBI
4-Methyl-5-(2-phosphooxyethyl)-thiazole	ChEBI
4-Methyl-5-(2-phosphonooxyethyl)-thiazole	ChEBI
2-(4-Methyl-1,3-thiazol-5-yl)ethyl phosphoric acid	Generator

Molecular Formula

C₆H₈NO₄PS

Average Mass

221.17

Monoisotopic Mass

220.992263073

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC1=C(CCOP([O-])([O-])=O)SC=N1

InChI Identifier

InChI=1S/C6H10NO4PS/c1-5-6(13-4-7-5)2-3-11-12(8,9)10/h4H,2-3H2,1H3,(H2,8,9,10)/p-2

InChI Key

OCYMERZCMYJQQO-UHFFFAOYSA-L

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
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Heteroaromatic compound
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organophosphate oxoanion (CHEBI:58296 )
a thiazole (THZ-P )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	10.6 g/L	ALOGPS
logP	0.57	ALOGPS
logP	-0.51	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.61	ChemAxon
pKa (Strongest Basic)	2.58	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	85.31 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	45.95 m³·mol⁻¹	ChemAxon
Polarizability	18.67 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Microbial Pathways

Pathways

This table shows at most 5 pathways. For the full list of associated pathways:

See All Associated Bacterial Pathways

Name	SMPDB/PathBank	Species

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0019945	2-Methyl-4-amino-5-hydroxymethylpyrimidine diphosphate	Thiamine monophosphate	Thiamine biosynthetic bifunctional enzyme	Thiamine biosynthesis	PathBank	31602464
MMDBr0019946	5-(2-Hydroxyethyl)-4-methylthiazole	4-methyl-5-(2-phosphooxyethyl)-thiazole	Thiamine biosynthetic bifunctional enzyme	Thiamine biosynthesis	PathBank	31602464

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
Eukaryota/Fungi	Ascomycota	2
Archaea/Archaea	Euryarchaeota	26
Bacteria/Eubacteria	Thermotogae	1
Bacteria/Eubacteria	Actinobacteria	41	Human ; Cattle ; Human feces
Bacteria/Eubacteria	Proteobacteria	186	Pig ; Cattle ; Turkey ; Human ; Human feces; Chicken ; Sheep
Bacteria/Eubacteria	Firmicutes	126	Human feces; Human ; Catfish ; Cattle
Bacteria/Eubacteria	Bacteroidetes	7	Human ; Human feces
Archaea/Archaea	Crenarchaeota	1
Bacteria/Eubacteria	Chloroflexi	6
Bacteria/Eubacteria	Chlamydiae	3	Human ; Sheep ; Cat
Bacteria/Eubacteria	Chlorobi	7
Bacteria/Eubacteria	Deinococcus-thermus	4
Bacteria/Eubacteria	Dictyoglomi	2
Bacteria	Proteobacteria	5	Pig ; Cattle ; Turkey ; Human ; Human feces; Chicken ; Sheep
Bacteria/Eubacteria	Fusobacteria	1	Human ; Human feces
Bacteria/Eubacteria	Cyanobacteria	13
Bacteria/Eubacteria	Aquificae	3
Bacteria/Eubacteria	Acidobacteria	1
Bacteria/Eubacteria	Spirochaetes	7	Pig ; Human
Archaea	Euryarchaeota	2
Bacteria/Eubacteria	Planctomycetes	1
Bacteria	nah	1
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces
Bacteria/Eubacteria	Gemmatimonadetes	1

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

58296

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 4-methyl-5-(2-phosphooxyethyl)-thiazole (MMDBc0054275)

MOL for #<Metabolite:0x0000564f9fc49358>

3D MOL for #<Metabolite:0x0000564f9fc49358>

3D SDF for #<Metabolite:0x0000564f9fc49358>

3D-SDF for #<Metabolite:0x0000564f9fc49358>

PDB for #<Metabolite:0x0000564f9fc49358>

3D PDB for #<Metabolite:0x0000564f9fc49358>

SMILES for #<Metabolite:0x0000564f9fc49358>

INCHI for #<Metabolite:0x0000564f9fc49358>

Structure for #<Metabolite:0x0000564f9fc49358>

3D Structure for #<Metabolite:0x0000564f9fc49358>