Anisomycin
[(2R,3S,4S)-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl] acetate
Molecular Identity
Anisomycin
[(2R,3S,4S)-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl] acetate
PubChem CID: 253602
(-)-anisomycin is an antibiotic isolated from various Streptomyces species. It interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system. It has a role as an anticoronaviral agent, an antimicrobial agent, an antiparasitic agent, an antineoplastic agent, a protein synthesis inhibitor, a DNA synthesis inhibitor and a bacterial metabolite. It is an organonitrogen heterocyclic antibiotic and a monohydroxypyrrolidine.
2D Structure
Properties
C14H19NO4
Molecular Formula
265.30
Molecular Weight
g/mol
265.1314
Exact Mass
Da
0.9
XLogP
Drug-like (Lipinski: < 5)
67.8
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
5
H-Bond Acceptors
302
Complexity
SMILES
Canonical SMILES
SMILES: CC(=O)OC1C(CNC1CC2=CC=C(C=C2)OC)OIsomeric SMILES
SMILES: CC(=O)O[C@@H]1[C@H](CN[C@@H]1CC2=CC=C(C=C2)OC)OSynonyms(20)
anisomycin22862-76-6Flagecidin(-)-Anisomycin(2R,3S,4S)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3-yl acetateNSC-76712(2R,3S,4S)-2-(p-Methoxybenzyl)-3,4-pyrrolidinediol 3-acetateNSC767126C74YM2NGI[(2R,3S,4S)-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl] acetate2-(p-Methoxybenzyl)-3,4-pyrrolidinediol 3-acetateDTXSID5040966CHEBI:338412(2R,3S,4S)-2-(p-Methoxyphenylmethyl)-3-acetoxy-4-hydroxypyrrolidine(2R,3S,4S)-2-((4-Methoxyphenyl)methyl)-3,4-pyrrolidinediol 3-acetate
Data from PubChem (NCBI)
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