CHEBI:338412 - (−)-anisomycin

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ChEBI Name (−)-anisomycin
ChEBI ID CHEBI:338412
ChEBI ASCII Name (-)-anisomycin
Definition An antibiotic isolated from various Streptomyces species. It interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:40748, CHEBI:2737
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Formula C14H19NO4
Net Charge 0
Average Mass 265.30500
Monoisotopic Mass 265.131
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
InChIKey YKJYKKNCCRKFSL-RDBSUJKOSA-N
SMILES COc1ccc(C[C@H]2NC[C@H](O)[C@H]2OC(C)=O)cc1
Roles Classification
Biological Role(s): DNA synthesis inhibitor
Any substance that inhibits the synthesis of DNA.
protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
Application(s): antiparasitic agent
A substance used to treat or prevent parasitic infections.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing (−)-anisomycin (CHEBI:338412) has role antimicrobial agent (CHEBI:33281)
(−)-anisomycin (CHEBI:338412) has role antineoplastic agent (CHEBI:35610)
(−)-anisomycin (CHEBI:338412) has role antiparasitic agent (CHEBI:35442)
(−)-anisomycin (CHEBI:338412) has role bacterial metabolite (CHEBI:76969)
(−)-anisomycin (CHEBI:338412) has role DNA synthesis inhibitor (CHEBI:59517)
(−)-anisomycin (CHEBI:338412) has role protein synthesis inhibitor (CHEBI:48001)
(−)-anisomycin (CHEBI:338412) is a monohydroxypyrrolidine (CHEBI:46777)
(−)-anisomycin (CHEBI:338412) is a organonitrogen heterocyclic antibiotic (CHEBI:25558)
IUPAC Name
(2R,3S,4S)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3-yl acetate
Synonyms Sources
1,4,5-Trideoxy-1,4-imino-5-(p-methoxyphenyl)-D-xylo-pentitol 3-acetate ChemIDplus
2-(p-Methoxybenzyl)-3,4-pyrrolidinediol 3-acetate ChemIDplus
2-p-Methoxyphenylmethyl-3-acetoxy-4-hydroxypyrrolidine ChemIDplus
Anisomycin KEGG COMPOUND
Manual Xrefs Databases
Anisomycin Wikipedia
ANM PDBeChem
C11281 KEGG COMPOUND
DB07374 DrugBank
LSM-4047 LINCS
View more database links
Registry Numbers Types Sources
20705 Beilstein Registry Number Beilstein
20705 Reaxys Registry Number Reaxys
22862-76-6 CAS Registry Number KEGG COMPOUND
22862-76-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
16005213 PubMed citation ChEMBL
22004851 PubMed citation Europe PMC
23192275 PubMed citation Europe PMC
23525555 PubMed citation Europe PMC
23582782 PubMed citation Europe PMC
24333448 PubMed citation Europe PMC
6834379 PubMed citation ChEMBL
Last Modified
25 February 2016