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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:3543 - cephamycin C
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ChEBI Ontology
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ChEBI Name
cephamycin C
ChEBI ID
CHEBI:3543
Definition
One of three naturally occurring cephamycin antibiotics, differing from the A and B forms in its carbamoyloxymethyl substituent at C-3.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C16H22N4O9S
Net Charge
0
Average Mass
446.43200
Monoisotopic Mass
446.11075
InChI
InChI=1S/C16H22N4O9S/c1-
28-
16(19-
9(21)
4-
2-
3-
8(17)
11(22)
23)
13(26)
20-
10(12(24)
25)
7(5-
29-
15(18)
27)
6-
30-
14(16)
20/h8,14H,2-
6,17H2,1H3,(H2,18,27)
(H,19,21)
(H,22,23)
(H,24,25)
/t8-
,14-
,16+/m1/s1
InChIKey
LXWBXEWUSAABOA-VXSYNFHWSA-N
SMILES
[H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@]2(NC(=O)CCC[C@@H](N)C(O)=O)OC)C(O)=O
Roles Classification
Biological Role
(s):
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via
heterocyclic antibiotic
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
cephamycin C (
CHEBI:3543
)
is a
cephamycin (
CHEBI:55429
)
IUPAC Names
3-
[(carbamoyloxy)methyl]-
7α-
methoxy-
7β-
[(5
R
)-
5-
amino-
5-
carboxypentanamido]-
3,4-
didehydrocepham-
4-
carboxylic acid
7-
[(5-
amino-
5-
carboxypentanoyl)amino]-
3-
[(carbamoyloxy)methyl]-
7-
methoxy-
8-
oxo-
5-
thia-
1-
azabicyclo[4.2.0]oct-
2-
ene-
2-
carboxylic acid
Synonyms
Sources
(6
R
,7
S
)-
3-
[[(aminocarbonyl)oxy]methyl]-
7α-
[[(
R
)-
5-
amino-
5-
carboxy-
1-
oxopentyl]amino]-
7-
methoxy-
8-
oxo-
5-
thia-
1-
azabicyclo[4.2.0]oct-
2-
ene-
2-
carboxylic acid
ChEBI
A 16886B
ChemIDplus
A-16886B
ChemIDplus
A16886B
ChEBI
antibiotic 842A
ChEBI
antibiotic A-16886B
ChEBI
antibiotic A-16886I
ChEBI
antibiotic WS-3442C
ChEBI
Cephamycin C
KEGG COMPOUND
cephemimycin
ChEBI
Manual Xref
Database
C06566
KEGG COMPOUND
View more database links
Registry Numbers
Types
Sources
38429-35-5
CAS Registry Number
ChemIDplus
5406186
Beilstein Registry Number
Beilstein
Citation
Type
Source
7419473
PubMed citation
Europe PMC
Last Modified
28 July 2014