Chemical substance record

Uracil

66-22-8C₄H₄N₂O₂112.088 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A common and naturally occurring pyrimidine nucleobase in which the pyrimidine ring is substituted with two oxo groups at positions 2 and 4. Found in RNA, it base pairs with adenine and replaces thymine during DNA transcription. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	66-22-8	ChEBI ↗
Molecular formula	C₄H₄N₂O₂	ChEBI ↗
Molar mass	112.088 g/mol	ChEBI ↗
Monoisotopic mass	112.02728 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:17568	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	112.09 g/mol	PubChem ↗
Exact mass	112.027277375 Da	PubChem ↗
Computed XLogP	-1.1	PubChem ↗
Topological polar surface area (Å²)	58.2	PubChem ↗
H-bond donors	2	PubChem ↗
H-bond acceptors	2	PubChem ↗
Rotatable bonds	0	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

uracil

IUPAC name

pyrimidine-2,4(1H,3H)-dione

InChIKey

ISAKRJDGNUQOIC-UHFFFAOYSA-N

SMILES

O=c1ccnc(=O)n1

InChI

InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)

Names & synonyms

pyrimidine-2,4(1H,3H)-dione

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

pyrimidine nucleobaseChEBI parent class · 26432 ↗pyrimidoneChEBI parent class · 38337 ↗

organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

antineoplastic agentprodrugallergenmouse metaboliteSaccharomyces cerevisiae metaboliteEscherichia coli metabolitehuman metaboliteDaphnia magna metabolite

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00892156 mol

Uses 112.088 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 4 atoms

42.86%

O

Oxygen · 2 atoms

28.55%

N

Nitrogen · 2 atoms

24.99%

H

Hydrogen · 4 atoms

3.60%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Chimeras between single-stranded DNA-binding proteins from Escherichia coli and Mycobacterium tuberculosis reveal that their C-terminal domains interact with uracil DNA glycosylases. ↗The Journal of biological chemistry · 2001 May 18 · PMID 11279060

Complexes of the uracil-DNA glycosylase inhibitor protein, Ugi, with Mycobacterium smegmatis and Mycobacterium tuberculosis uracil-DNA glycosylases. ↗Microbiology (Reading, England) · 2003 Jul · PMID 12855717

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:17568

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 1174 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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