(-)-anisomycin (CHEBI:338412)

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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

Supplier Information	ChemicalBook:CB5363672, eMolecules:477983, ZINC000000000954

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Formula

C14H19NO4

Net Charge

Average Mass

265.30500

Monoisotopic Mass

265.13141

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. anticoronaviral agent Any antiviral agent which inhibits the activity of coronaviruses. 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.

ChEBI Ontology
Outgoing	(−)-anisomycin (CHEBI:338412) has role anticoronaviral agent (CHEBI:149553) (−)-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

Citations

Last Modified

23 April 2020