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ChEBI
> Main
CHEBI:29013 - fusidic acid
Main
ChEBI Ontology
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ChEBI Name
fusidic acid
ChEBI ID
CHEBI:29013
Definition
A steroid antibiotic that is isolated from the fermentation broth of
Fusidium coccineum
.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:42742, CHEBI:5201, CHEBI:24133
Supplier Information
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Molfile
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Find compounds which resemble this structure
Take structure to the Advanced Search
Wikipedia
License
Read full article at Wikipedia
Formula
C31H48O6
Net Charge
0
Average Mass
516.70920
Monoisotopic Mass
516.34509
InChI
InChI=1S/C31H48O6/c1-
17(2)
9-
8-
10-
20(28(35)
36)
26-
22-
15-
24(34)
27-
29(5)
13-
12-
23(33)
18(3)
21(29)
11-
14-
30(27,6)
31(22,7)
16-
25(26)
37-
19(4)
32/h9,18,21-
25,27,33-
34H,8,10-
16H2,1-
7H3,(H,35,36)
/b26-
20-
/t18-
,21-
,22-
,23+,24+,25-
,27-
,29-
,30-
,31-
/m0/s1
InChIKey
IECPWNUMDGFDKC-MZJAQBGESA-N
SMILES
[H]
[C@@]
12CC[C@@]
3(C)
[C@@]
([H]
)
([C@H]
(O)
C[C@@]
4([H]
)
\C([C@H]
(C[C@]
34C)
OC(C)
=O)
=C(/CCC=C(C)
C)
C(O)
=O)
[C@@]
1(C)
CC[C@@H]
(O)
[C@H]
2C
Metabolite of Species
Details
Escherichia coli
(NCBI:txid562)
See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in
Escherichia coli
.
EC 2.7.1.33 (pantothenate kinase) inhibitor
An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of pantothenate kinase (EC 2.7.1.33).
protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via
carbocyclic antibiotic
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
fusidic acid (
CHEBI:29013
)
has parent hydride
5α-cholestane (
CHEBI:35515
)
fusidic acid (
CHEBI:29013
)
has role
Escherichia coli
metabolite (
CHEBI:76971
)
fusidic acid (
CHEBI:29013
)
has role
EC 2.7.1.33 (pantothenate kinase) inhibitor (
CHEBI:77194
)
fusidic acid (
CHEBI:29013
)
has role
protein synthesis inhibitor (
CHEBI:48001
)
fusidic acid (
CHEBI:29013
)
is a
α,β-unsaturated monocarboxylic acid (
CHEBI:79020
)
fusidic acid (
CHEBI:29013
)
is a
11α-hydroxy steroid (
CHEBI:19129
)
fusidic acid (
CHEBI:29013
)
is a
3α-hydroxy steroid (
CHEBI:36835
)
fusidic acid (
CHEBI:29013
)
is a
steroid acid (
CHEBI:47891
)
fusidic acid (
CHEBI:29013
)
is a
steroid antibiotic (
CHEBI:26761
)
fusidic acid (
CHEBI:29013
)
is a
sterol ester (
CHEBI:35915
)
fusidic acid (
CHEBI:29013
)
is conjugate acid of
fusidate (
CHEBI:71321
)
Incoming
fusidate (
CHEBI:71321
)
is conjugate base of
fusidic acid (
CHEBI:29013
)
IUPAC Name
(2
Z
)-
2-
[(17
Z
)-
16β-
acetoxy-
3α,11α-
dihydroxy-
4α,8α,10,14β-
tetramethyl-
5α,9β,13α-
gonan-
17-
ylidene]-
6-
methylhept-
5-
enoic acid
Synonyms
Sources
fucidic acid
ChEBI
Fucidin acid
ChemIDplus
Fusidic acid
KEGG COMPOUND
Fusidine
ChemIDplus
Ramycin
ChemIDplus
Manual Xrefs
Databases
1261
DrugCentral
1776
VSDB
C00023903
KNApSAcK
C06694
KEGG COMPOUND
CPD0-1606
MetaCyc
D04281
KEGG DRUG
DB02703
DrugBank
FUA
PDBeChem
Fusidic_acid
Wikipedia
HMDB0015570
HMDB
LMPR0106040001
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
2197692
Reaxys Registry Number
Reaxys
2197692
Beilstein Registry Number
Beilstein
5672885
Beilstein Registry Number
Beilstein
6990-06-3
CAS Registry Number
ChemIDplus
Citations
Types
Sources
11412963
PubMed citation
Europe PMC
12937375
PubMed citation
Europe PMC
13899435
PubMed citation
Europe PMC
13996455
PubMed citation
Europe PMC
15843024
PubMed citation
Europe PMC
17082187
PubMed citation
Europe PMC
20797618
PubMed citation
Europe PMC
22066960
PubMed citation
Europe PMC
22100514
PubMed citation
Europe PMC
22197537
PubMed citation
Europe PMC
22290345
PubMed citation
Europe PMC
22308410
PubMed citation
Europe PMC
22354299
PubMed citation
Europe PMC
22612900
PubMed citation
Europe PMC
22645663
PubMed citation
Europe PMC
22888356
PubMed citation
Europe PMC
23102978
PubMed citation
Europe PMC
23114758
PubMed citation
Europe PMC
23147726
PubMed citation
Europe PMC
8624493
PubMed citation
Europe PMC
Last Modified
22 February 2017