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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:15776 - cephalosporin C
Main
ChEBI Ontology
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ChEBI Name
cephalosporin C
ChEBI ID
CHEBI:15776
Definition
A cephalosporin antibiotic carrying a 3-acetoxymethyl substituent and a 6-oxo-
N
6
-
L
-lysino group at position 7.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:3539, CHEBI:13953, CHEBI:23065
Supplier Information
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Formula
C16H21N3O8S
Net Charge
0
Average Mass
415.41800
Monoisotopic Mass
415.10494
InChI
InChI=1S/C16H21N3O8S/c1-
7(20)
27-
5-
8-
6-
28-
14-
11(13(22)
19(14)
12(8)
16(25)
26)
18-
10(21)
4-
2-
3-
9(17)
15(23)
24/h9,11,14H,2-
6,17H2,1H3,(H,18,21)
(H,23,24)
(H,25,26)
/t9-
,11-
,14-
/m1/s1
InChIKey
HOKIDJSKDBPKTQ-GLXFQSAKSA-N
SMILES
[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CCC[C@@H](N)C(O)=O)C(O)=O
Roles Classification
Biological Role
(s):
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
drug allergen
Any drug which causes the onset of an allergic reaction.
(via
cephalosporin
)
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via
heterocyclic antibiotic
)
Application
(s):
drug allergen
Any drug which causes the onset of an allergic reaction.
(via
cephalosporin
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
cephalosporin C (
CHEBI:15776
)
has functional parent
cephalosporanic acid (
CHEBI:23064
)
cephalosporin C (
CHEBI:15776
)
has role
fungal metabolite (
CHEBI:76946
)
cephalosporin C (
CHEBI:15776
)
is a
cephalosporin (
CHEBI:23066
)
cephalosporin C (
CHEBI:15776
)
is conjugate acid of
cephalosporin C(1−) (
CHEBI:57511
)
Incoming
deacetoxycephalosporin C (
CHEBI:18229
)
has functional parent
cephalosporin C (
CHEBI:15776
)
cephalosporin C(1−) (
CHEBI:57511
)
is conjugate base of
cephalosporin C (
CHEBI:15776
)
IUPAC Name
(6
R
,7
R
)-
3-
[(acetyloxy)methyl]-
7-
{[(5
R
)-
5-
amino-
5-
carboxypentanoyl]amino}-
8-
oxo-
5-
thia-
1-
azabicyclo[4.2.0]oct-
2-
ene-
2-
carboxylic acid
Synonyms
Sources
7-(5-Amino-5-carboxyvaleramido)cephalosporanic acid
ChemIDplus
Cephalosporin C
KEGG COMPOUND
Manual Xrefs
Databases
C00916
KEGG COMPOUND
Cephalosporin_C
Wikipedia
CSC
PDBeChem
CSC
MetaCyc
DB03313
DrugBank
HMDB0060450
HMDB
View more database links
Registry Numbers
Types
Sources
61-24-5
CAS Registry Number
KEGG COMPOUND
61-24-5
CAS Registry Number
ChemIDplus
65348
Reaxys Registry Number
Reaxys
65348
Beilstein Registry Number
Beilstein
Citations
Types
Sources
13315229
PubMed citation
Europe PMC
14370161
PubMed citation
Europe PMC
18279889
PubMed citation
Europe PMC
19787461
PubMed citation
Europe PMC
20171092
PubMed citation
Europe PMC
20391764
PubMed citation
Europe PMC
2083978
PubMed citation
Europe PMC
21219942
PubMed citation
Europe PMC
21866341
PubMed citation
Europe PMC
22068491
PubMed citation
Europe PMC
23053347
PubMed citation
Europe PMC
23334835
PubMed citation
Europe PMC
23828600
PubMed citation
Europe PMC
9131470
PubMed citation
Europe PMC
Last Modified
24 November 2014