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> Main
CHEBI:17939 - puromycin
Main
ChEBI Ontology
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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
Supplier Information
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Wikipedia
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Read full article at Wikipedia
Formula
C22H29N7O5
Net Charge
0
Average Mass
471.50984
Monoisotopic Mass
471.22302
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-
9
H
-
purin-
6-
amine
ChEBI
Achromycin
ChemIDplus
Puromycin
KEGG COMPOUND
Manual Xrefs
Databases
C00001507
KNApSAcK
C01610
KEGG COMPOUND
D05653
KEGG DRUG
DB08437
DrugBank
LSM-2788
LINCS
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
Types
Sources
13945541
PubMed citation
Europe PMC
15843471
PubMed citation
Europe PMC
18322149
PubMed citation
Europe PMC
323854
PubMed citation
Europe PMC
Last Modified
25 February 2016