(−)-anisomycin

CHEBI:338412 ·resolve ·ANTIVIRAL ·EXACT SEEDED

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

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:25558 CHEBI:25558
CHEBI:46777 CHEBI:46777

Chemical structure

Computed structure properties
Molecular formula	C14H19NO4
Charge	0
Average mass	265.309 Da
Monoisotopic mass	265.13141 Da
Source	ChEBI
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

Also called

(2R,3S,4S)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3-yl acetate (EXACT_SYNONYM)— chebi
1,4,5-Trideoxy-1,4-imino-5-(p-methoxyphenyl)-D-xylo-pentitol 3-acetate (EXACT_SYNONYM)— chebi
2-(p-Methoxybenzyl)-3,4-pyrrolidinediol 3-acetate (EXACT_SYNONYM)— chebi
2-p-Methoxyphenylmethyl-3-acetoxy-4-hydroxypyrrolidine (EXACT_SYNONYM)— chebi
Anisomycin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:22862-76-6
drugbank:DB07374
kegg.compound:C11281
lincs.smallmolecule:LSM-4047
pdb-ccd:ANM
reaxys:20705
wikipedia.en:Anisomycin

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:149553 CHEBI:149553
CHEBI:33281 CHEBI:33281

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:338412`	(−)-anisomycin	`antibioticmech:chebi-0bda73c132`	2026-08-30

Mechanism summary

Mode of action: MULTIPLE host shared target — Assigned from ChEBI roles CHEBI:48001 (protein synthesis inhibitor), CHEBI:59517 (DNA synthesis inhibitor), which map to NUCLEIC_ACID_SYNTHESIS_INHIBITION, PROTEIN_SYNTHESIS_INHIBITION. ChEBI asserts these roles on the compound; a curator should decide whether one is primary. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.