Structure via PubChem · Public domain (PubChem)
anisomycin
Sign in to saveAlso known as 2-p-Methoxyphenylmethyl-3-acetoxy-4-hydroxypyrrolidine, 2-(p-Methoxybenzyl)-3,4-pyrrolidinediol 3-acetate, 1,4,5-Trideoxy-1,4-imino-5-(p-methoxyphenyl)-D-xylo-pentitol 3-acetate
Anisomycin, also known as flagecidin, is an antibiotic produced by Streptomyces griseolus which inhibits eukaryotic protein synthesis. Partial inhibition of DNA synthesis occurs at anisomycin concentrations that effect 95% inhibition of protein synthesis. Anisomycin can activate stress-activated protein kinases, MAP kinase and other signal transduction pathways.
In the Vinony graph
Vinony's link graph records 12 inbound references to anisomycin, and connects out to antibiotic, Wayback Machine and digital object identifier.
It is catalogued under topics including 4-Methoxyphenyl compounds, Acetate esters and Chembox image size set.
Vinony links it to 7 Wikipedia language editions.
Chemical data
- Formula
- C14H19NO4
- Molecular weight
- 265.3 g/mol
- IUPAC name
- [(2R,3S,4S)-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl] acetate
- SMILES
- CC(=O)O[C@@H]1[C@H](CN[C@@H]1CC2=CC=C(C=C2)OC)O
- InChIKey
- YKJYKKNCCRKFSL-RDBSUJKOSA-N
- XLogP
- 0.9
- Polar surface area
- 67.8 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 265.131
Show 6 more facts
- chemical formula
- C₁₄H₁₉NO₄
- isomeric SMILES
- CC(=O)O[C@@H]1[C@H](CN[C@@H]1CC2=CC=C(C=C2)OC)O
- canonical SMILES
- CC(=O)OC1C(CNC1CC2=CC=C(C=C2)OC)O
- subject has role
- DNA polymerase inhibitors
- Commons category
- Anisomycin
- found in taxon
- Streptomyces
via Wikidata · CC0
~3 min read
Encyclopedic overview
5 sectionsContents
- Pharmacology
- Biosynthesis
- Other uses
- See also
- References
Anisomycin, also known as flagecidin, is an antibiotic produced by Streptomyces griseolus which inhibits eukaryotic protein synthesis. Partial inhibition of DNA synthesis occurs at anisomycin concentrations that effect 95% inhibition of protein synthesis. Anisomycin can activate stress-activated protein kinases, MAP kinase and other signal transduction pathways.
==Pharmacology== Anisomycin interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system.
Excerpted from Wikipedia’s “anisomycin” article, available under the CC BY-SA 4.0 licence.