Structure via PubChem · Public domain (PubChem)
Puromycin
Sign in to saveAlso known as 3'-(L-alpha-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine, (S)-3'-((2-Amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3'-deoxy-N,N-dimethyladenosine, 9-{3-deoxy-3-[(O-methyl-L-tyrosyl)amino]-beta-D-xylofuranosyl}-N,N-dimethyl-9H-purin-6-amine, Achromycin
chemische Verbindung
Chemical data
- Formula
- C22H29N7O5
- Molecular weight
- 471.5 g/mol
- IUPAC name
- (2S)-2-amino-N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide
- SMILES
- CN(C)C1=NC=NC2=C1N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)NC(=O)[C@H](CC4=CC=C(C=C4)OC)N)O
- InChIKey
- RXWNCPJZOCPEPQ-NVWDDTSBSA-N
- XLogP
- 0
- Polar surface area
- 161 Ų
- H-bond donors
- 4
- H-bond acceptors
- 10
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
9,314 papers- PUROMYCIN INHIBITION OF PROTEIN SYNTHESIS.Pharmacological reviews · 1964
- Selecting Transgenic Mosquito Larvae with Puromycin.Cold Spring Harbor protocols · 2024
- Cell type-specific labeling of newly synthesized proteins by puromycin inactivation.The Journal of biological chemistry · 2023
- Puromycin: action on neuronal mitochondria.Science (New York, N.Y.) · 1968
- Application of puromycin aminonucleoside and adriamycin to induce chronic renal failure in the rat.Contributions to nephrology · 1988
via PubMed
Wikidata facts
- Mass
- 471.223
Show 7 more facts
- found in taxon
- Streptomyces
- chemical formula
- C₂₂H₂₉N₇O₅
- Commons category
- Puromycin
- canonical SMILES
- CN(C)C1=NC=NC2=C1N=CN2C3C(C(C(O3)CO)NC(=O)C(CC4=CC=C(C=C4)OC)N)O
- isomeric SMILES
- CN(C)C1=NC=NC2=C1N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)NC(=O)[C@H](CC4=CC=C(C=C4)OC)N)O
- World Health Organisation international non-proprietary name
- puromycin
- subject has role
- antimicrobial agent
via Wikidata · CC0
Article · Deutsch
Puromycin, auch Purimycin, ist ein aus Streptomyceten (Streptomyces alboniger) isoliertes Nukleosid-Antibiotikum, welches die Protein-Biosynthese hemmt und damit gegen einige Tumoren, Amöben, Trypanosomen und Würmer wirksam ist. Da es auch für den Menschen giftig ist, wird es vor allem bei Experimenten in der Mikrobiologie und der Zellbiologie eingesetzt. Strukturell leitet es sich von Adenosin bzw. von N6,N6-Dimethyladenosin ab.
Abstract from DBpedia / Wikipedia · CC BY-SA