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> Main
CHEBI:42768 - geneticin
Main
ChEBI Ontology
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ChEBI Name
geneticin
ChEBI ID
CHEBI:42768
Definition
An aminoglycoside antibiotic produced by
Micromonospora rhodorangea
. It blocks polypeptide synthesis by inhibiting the elongation step in both prokaryotic and eukaryotic cells.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:42764, CHEBI:33028
Supplier Information
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Formula
C20H40N4O10
Net Charge
0
Average Mass
496.55256
Monoisotopic Mass
496.27444
InChI
InChI=1S/C20H40N4O10/c1-
6(25)
14-
11(27)
10(26)
9(23)
18(32-
14)
33-
15-
7(21)
4-
8(22)
16(12(15)
28)
34-
19-
13(29)
17(24-
3)
20(2,30)
5-
31-
19/h6-
19,24-
30H,4-
5,21-
23H2,1-
3H3/t6?,7-
,8+,9+,10+,11-
,12-
,13+,14+,15+,16-
,17+,18+,19+,20-
/m0/s1
InChIKey
BRZYSWJRSDMWLG-CAXSIQPQSA-N
SMILES
CN[C@@H]
1[C@@H]
(O)
[C@H]
(OC[C@]
1(C)
O)
O[C@H]
1[C@H]
(N)
C[C@H]
(N)
[C@@H]
(O[C@H]
2O[C@H]
(C(C)
O)
[C@@H]
(O)
[C@H]
(O)
[C@H]
2N)
[C@@H]
1O
Roles Classification
Biological Role
(s):
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
coccidiostat
An agent useful in the treatment or prevention of coccidiosis in man or animals.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via
carbohydrate-containing antibiotic
)
Application
(s):
antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
antiparasitic agent
A substance used to treat or prevent parasitic infections.
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
coccidiostat
An agent useful in the treatment or prevention of coccidiosis in man or animals.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
geneticin (
CHEBI:42768
)
has role
antiinfective agent (
CHEBI:35441
)
geneticin (
CHEBI:42768
)
has role
antiparasitic agent (
CHEBI:35442
)
geneticin (
CHEBI:42768
)
has role
antiprotozoal drug (
CHEBI:35820
)
geneticin (
CHEBI:42768
)
has role
coccidiostat (
CHEBI:35818
)
geneticin (
CHEBI:42768
)
is a
aminoglycoside antibiotic (
CHEBI:22507
)
geneticin (
CHEBI:42768
)
is conjugate base of
geneticin cation(4+) (
CHEBI:195256
)
Incoming
geneticin cation(4+) (
CHEBI:195256
)
is conjugate acid of
geneticin (
CHEBI:42768
)
IUPAC Name
(1
R
,2
S
,3
S
,4
R
,6
S
)-
4,6-
diamino-
3-
[3-
deoxy-
4-
C
-
methyl-
3-
(methylamino)-
β-
L
-
arabinopyranosyloxy]-
2-
hydroxycyclohexyl 2-
amino-
2,7-
dideoxy-
D
-
glycero
-
α-
D
-
gluco
-
heptopyranoside
Synonyms
Sources
antibiotic G 418
ChemIDplus
G 418
ChemIDplus
G418
KEGG COMPOUND
GENETICIN
PDBeChem
Geneticin
KEGG COMPOUND
Manual Xrefs
Databases
C17703
KEGG COMPOUND
DB04263
DrugBank
GET
PDBeChem
View more database links
Registry Numbers
Types
Sources
1669188
Beilstein Registry Number
ChemIDplus
49863-47-0
CAS Registry Number
ChemIDplus
Last Modified
28 July 2014