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Chemical substance record

Clavulanic acid

58001-44-8C8H9NO5199.162 g/mol
Organic/Inorganic Small MoleculeChEBI source record

Antibiotic isolated from Streptomyces clavuligerus. It acts as a suicide inhibitor of bacterial β-lactamase enzymes. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values
CAS number58001-44-8ChEBI ↗
Molecular formulaC8H9NO5ChEBI ↗
Molar mass199.162 g/molChEBI ↗
Monoisotopic mass199.04807 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:48947ChEBI ↗

Cross-source molecular data

PubChem
Molar mass199.16 g/molPubChem ↗
Exact mass199.04807239 DaPubChem ↗
Computed XLogP-1.2PubChem ↗
Topological polar surface area (Ų)87.1PubChem ↗
H-bond donors2PubChem ↗
H-bond acceptors5PubChem ↗
Rotatable bonds2PubChem ↗

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

Copy any identifier
clavulanic acid
(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
HZZVJAQRINQKSD-PBFISZAISA-N
[H][C@@]12CC(=O)N1[C@@H](C(=O)O)/C(=C/CO)O2
InChI=1S/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6-7,10H,2-3H2,(H,12,13)/b4-1-/t6-,7-/m1/s1

Names & synonyms

(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acidacide clavulaniqueacido clavulanicoacidum clavulanicum

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

Classification & relationships

ChEBI ontology
oxapenamChEBI parent class · 64509 ↗
organic heterocyclic compoundorganic molecular entity

Roles recorded in ChEBI

antiviral agentantitubercular agentantimicrobial agentantibacterial agentantiinfective agentantidepressantanxiolytic drugantineoplastic agentvasodilator agentEC 3.5.2.6 (beta-lactamase) 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
Equivalent amount
0.00502104 mol

Uses 199.162 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 · 8 atoms
48.25%
O
Oxygen · 5 atoms
40.17%
N
Nitrogen · 1 atom
7.03%
H
Hydrogen · 9 atoms
4.56%

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
Clavulanic acid, a beta-lactamase inhibitor: biosynthesis and molecular genetics. ↗Applied microbiology and biotechnology · 2000 Oct · PMID 11092620
New reactions in clavulanic acid biosynthesis. ↗Current opinion in chemical biology · 2002 Oct · PMID 12413541
DE2517316 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.
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Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:48947

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

NCBI PubChem · CID 5280980 · 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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