Chemical substance record

Nabumetone

42924-53-8C₁₅H₁₆O₂228.291 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A methyl ketone that is 2-butanone in which one of the methyl hydrogens at position 4 is replaced by a 6-methoxy-2-naphthyl group. A prodrug that is converted to the active metabolite, 6-methoxy-2-naphthylacetic acid, following oral administration. It is shown to have a slightly lower risk of gastrointestinal side effects than most other non-steroidal anti-inflammatory drugs. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	42924-53-8	ChEBI ↗
Molecular formula	C₁₅H₁₆O₂	ChEBI ↗
Molar mass	228.291 g/mol	ChEBI ↗
Monoisotopic mass	228.11503 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:7443	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	228.29 g/mol	PubChem ↗
Exact mass	228.115029749 Da	PubChem ↗
Computed XLogP	3.1	PubChem ↗
Topological polar surface area (Å²)	26.3	PubChem ↗
H-bond donors	0	PubChem ↗
H-bond acceptors	2	PubChem ↗
Rotatable bonds	4	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

nabumetone

IUPAC name

4-(6-methoxynaphthalen-2-yl)butan-2-one

InChIKey

BLXXJMDCKKHMKV-UHFFFAOYSA-N

SMILES

COc1ccc2cc(CCC(C)=O)ccc2c1

InChI

InChI=1S/C15H16O2/c1-11(16)3-4-12-5-6-14-10-15(17-2)8-7-13(14)9-12/h5-10H,3-4H2,1-2H3

Names & synonyms

nabumetonanabumetonumRelafen

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

Classification & relationships

ChEBI ontology

methoxynaphthaleneChEBI parent class · 48851 ↗methyl ketoneChEBI parent class · 51867 ↗

ether ketone organic molecular entity

Roles recorded in ChEBI

non-steroidal anti-inflammatory drugnon-narcotic analgesicantirheumatic drugprodrugcyclooxygenase 2 inhibitor

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

0.00438037 mol

Uses 228.291 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 · 15 atoms

78.92%

O

Oxygen · 2 atoms

14.02%

H

Hydrogen · 16 atoms

7.06%

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

In vitro characterization of the cytochrome P450 isoforms involved in the metabolism of 6-methoxy-2-napthylacetic acid, an active metabolite of the prodrug nabumetone. ↗Biological & pharmaceutical bulletin · 2011 · PMID 21532165

[Determination of nabumetone and 6-methoxy-2-naphthylacetic acid in plasma using HPLC with UV and MS detection]. ↗Ceska a Slovenska farmacie : casopis Ceske farmaceuticke spolecnosti a Slovenske farmaceuticke spolecnosti · 2011 Feb · PMID 21650014

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:7443

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

Additional molecular descriptorsNCBI PubChem · CID 4409 · 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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