CHEBI:17939 - puromycin

Main ChEBI Ontology Automatic Xrefs
ChEBI Name puromycin
ChEBI ID CHEBI:17939
Definition An aminonucleoside antibiotic, derived from the Streptomyces alboniger bacterium, that causes premature chain termination during translation taking place in the ribosome.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8641, CHEBI:45182, CHEBI:14970, CHEBI:26402
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Formula C22H29N7O5
Net Charge 0
Average Mass 471.50984
InChI InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16+,18+,22+/m0/s1
InChIKey RXWNCPJZOCPEPQ-NVWDDTSBSA-N
SMILES COc1ccc(C[C@H](N)C(=O)N[C@@H]2[C@@H](CO)O[C@H]([C@@H]2O)n2cnc3c(ncnc23)N(C)C)cc1
Roles Classification
Biological Role(s): nucleoside antibiotic

(via puromycins )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
EC 3.4.11.14 (cytosol alanyl aminopeptidase) inhibitor
An EC 3.4.11.* (aminopeptidase) inhibitor that interferes with the action of cytosol alanyl aminopeptidase (EC 3.4.11.14).
EC 3.4.14.2 (dipeptidyl-peptidase II) inhibitor
An EC 3.4.14.* (dipeptidyl- and tripeptidyl-peptidases) inhibitor that interferes with the action of dipeptidyl-peptidase II (EC 3.4.14.2).
Application(s): antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing puromycin (CHEBI:17939) has role antiinfective agent (CHEBI:35441)
puromycin (CHEBI:17939) has role antimicrobial agent (CHEBI:33281)
puromycin (CHEBI:17939) has role antineoplastic agent (CHEBI:35610)
puromycin (CHEBI:17939) has role EC 3.4.11.14 (cytosol alanyl aminopeptidase) inhibitor (CHEBI:76891)
puromycin (CHEBI:17939) has role EC 3.4.14.2 (dipeptidyl-peptidase II) inhibitor (CHEBI:76893)
puromycin (CHEBI:17939) has role nucleoside antibiotic (CHEBI:25605)
puromycin (CHEBI:17939) has role protein synthesis inhibitor (CHEBI:48001)
puromycin (CHEBI:17939) is a puromycins (CHEBI:26404)
puromycin (CHEBI:17939) is conjugate base of puromycin(1+) (CHEBI:60255)
Incoming puromycin 5'-phosphate (CHEBI:26403) has functional parent puromycin (CHEBI:17939)
puromycin(1+) (CHEBI:60255) is conjugate acid of puromycin (CHEBI:17939)
IUPAC Name
3'-deoxy-N,N-dimethyl-3'-(O-methyl-L-tyrosinamido)adenosine
INNs Sources
puromicina ChemIDplus
puromycin ChemIDplus
puromycine ChemIDplus
puromycinum ChemIDplus
Synonyms Sources
(S)-3'-((2-Amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3'-deoxy-N,N-dimethyladenosine ChemIDplus
3'-(L-alpha-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine ChemIDplus
3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-diemthyladenosine ChEBI
9-{3-deoxy-3-[(O-methyl-L-tyrosyl)amino]-β-D-xylofuranosyl}-N,N-dimethyl-9H-purin-6-amine ChEBI
Achromycin ChemIDplus
Puromycin KEGG COMPOUND
Database Links Databases
C00001507 KNApSAcK
C01610 KEGG COMPOUND
D05653 KEGG DRUG
DB08437 DrugBank
Puromycin Wikipedia
View more database links
Registry Numbers Types Sources
53-79-2 CAS Registry Number KEGG COMPOUND
53-79-2 CAS Registry Number ChemIDplus
70234 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
13945541 PubMed citation CiteXplore
15843471 PubMed citation CiteXplore
18322149 PubMed citation CiteXplore
323854 PubMed citation CiteXplore
Last Modified
28 July 2014