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

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:03:25 UTC

Update Date

2022-09-01 02:28:14 UTC

Metabolite ID

MMDBc0054275

Metabolite Identification

Common Name

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

Description

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

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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	Thermotogae	1
Bacteria	Actinobacteria	41	Human ; Cattle ; Human feces
Bacteria	Proteobacteria	191	Pig ; Cattle ; Turkey ; Human ; Human feces; Chicken ; Sheep
Bacteria	Firmicutes	126	Human feces; Human ; Catfish ; Cattle
Bacteria	Bacteroidetes	7	Human ; Human feces
Archaea/Archaea	Crenarchaeota	1
Bacteria	Chloroflexi	6
Bacteria	Chlamydiae	3	Human ; Sheep ; Cat
Bacteria	Chlorobi	7
Bacteria	Deinococcus-thermus	4
Bacteria	Dictyoglomi	2
Bacteria	Fusobacteria	1	Human ; Human feces
Bacteria	Cyanobacteria	13
Bacteria	Aquificae	3
Bacteria	Acidobacteria	1
Bacteria	Spirochaetes	7	Pig ; Human
Archaea	Euryarchaeota	2
Bacteria	Planctomycetes	1
Bacteria	nah	1
Bacteria	Verrucomicrobia	1	Human ; Human feces
Bacteria	Gemmatimonadetes	1

Exposure Sources

Source Type	Source Sub-type	Species	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

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:0x00007fecf43e62a8>

3D MOL for #<Metabolite:0x00007fecf43e62a8>

3D SDF for #<Metabolite:0x00007fecf43e62a8>

3D-SDF for #<Metabolite:0x00007fecf43e62a8>

PDB for #<Metabolite:0x00007fecf43e62a8>

3D PDB for #<Metabolite:0x00007fecf43e62a8>

SMILES for #<Metabolite:0x00007fecf43e62a8>

INCHI for #<Metabolite:0x00007fecf43e62a8>

Structure for #<Metabolite:0x00007fecf43e62a8>

3D Structure for #<Metabolite:0x00007fecf43e62a8>