Chemical substance record

(-)-anisomycin

22862-76-6C₁₄H₁₉NO₄265.309 g/mol

Organic/Inorganic Small MoleculeChEBI source record

An antibiotic isolated from various Streptomyces species. It interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	22862-76-6	ChEBI ↗
Molecular formula	C₁₄H₁₉NO₄	ChEBI ↗
Molar mass	265.309 g/mol	ChEBI ↗
Monoisotopic mass	265.13141 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:338412	ChEBI ↗

Names & structural identifiers

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Source preferred name

(-)-anisomycin

IUPAC name

(2R,3S,4S)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3-yl acetate

InChIKey

YKJYKKNCCRKFSL-RDBSUJKOSA-N

SMILES

[H][C@]1(Cc2ccc(OC)cc2)NC[C@H](O)[C@H]1OC(C)=O

InChI

InChI=1S/C14H19NO4/c1-9(16)19-14-12(15-8-13(14)17)7-10-3-5-11(18-2)6-4-10/h3-6,12-15,17H,7-8H2,1-2H3/t12-,13+,14+/m1/s1

Names & synonyms

(2R,3S,4S)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3-yl acetate

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

Classification & relationships

ChEBI ontology

organonitrogen heterocyclic antibioticChEBI parent class · 25558 ↗monohydroxypyrrolidineChEBI parent class · 46777 ↗

organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

anticoronaviral agentantimicrobial agentantiparasitic agentantineoplastic agentprotein synthesis inhibitorDNA synthesis inhibitorbacterial 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

0.00376919 mol

Uses 265.309 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 · 14 atoms

63.38%

O

Oxygen · 4 atoms

24.12%

H

Hydrogen · 19 atoms

7.22%

N

Nitrogen · 1 atom

5.28%

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

Solid-phase synthesis and anti-infective activity of a combinatorial library based on the natural product anisomycin. ↗Bioorganic & medicinal chemistry letters · 2005 Sep 15 · PMID 16005213

In vivo toxicological evaluation of Anisomycin. ↗Toxicology letters · 2012 Jan 5 · PMID 22004851

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:338412

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

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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