Bovine Metabolome Database: Showing metabocard for 2-Thiouracil (BMDB0062540)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2018-07-17 17:47:35 UTC

Update Date

2020-03-13 17:36:39 UTC

BMDB ID

BMDB0062540

Secondary Accession Numbers

BMDB62540

Metabolite Identification

Common Name

2-Thiouracil

Description

2-Thiouracil belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. 2-Thiouracil is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Mercapto-4-pyrimidinol	ChEBI
2-Mercapto-pyrimidin-4-ol	ChEBI
2-Thio-2,4-(1H,3H)-pyrimidinedione	ChEBI
2-Thioxo-2,3-dihydro-1H-pyrimidin-4-one	ChEBI
4-Hydroxy-2-pyrimidinethiol	ChEBI
2-Thiouracil	ChEBI

Chemical Formula

C₄H₄N₂OS

Average Molecular Weight

128.15

Monoisotopic Molecular Weight

128.004433931

IUPAC Name

2-sulfanylpyrimidin-4-ol

Traditional Name

thiouracil

CAS Registry Number

141-90-2

SMILES

OC1=NC(S)=NC=C1

InChI Identifier

InChI=1S/C4H4N2OS/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)

InChI Key

ZEMGGZBWXRYJHK-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Pyrimidones

Alternative Parents

Substituents

2-thiopyrimidine
Pyrimidinethione
Thiopyrimidine
Pyrimidone
Hydropyrimidine
Heteroaromatic compound
Vinylogous amide
Lactam
Thiourea
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

nucleobase analogue (CHEBI:348530 )
thiocarbonyl compound (CHEBI:348530 )
a small molecule (CPD-11283 )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	0.66	ALOGPS
logP	1.11	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	8.59	ChemAxon
pKa (Strongest Basic)	-0.05	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	46.01 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	32.97 m³·mol⁻¹	ChemAxon
Polarizability	11.72 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	Yes	ChemAxon

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Milk

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Milk	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 28342601	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0245323

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1066108

KEGG Compound ID

C19304

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Thiouracil

METLIN ID

Not Available

PubChem Compound

1586

PDB ID

Not Available

ChEBI ID

348530

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Xi X, Kwok LY, Wang Y, Ma C, Mi Z, Zhang H: Ultra-performance liquid chromatography-quadrupole-time of flight mass spectrometry MS(E)-based untargeted milk metabolomics in dairy cows with subclinical or clinical mastitis. J Dairy Sci. 2017 Jun;100(6):4884-4896. doi: 10.3168/jds.2016-11939. Epub 2017 Mar 23. [PubMed:28342601 ]

Showing metabocard for 2-Thiouracil (BMDB0062540)

Structure for BMDB0062540 (2-Thiouracil)