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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:18165 - isopenicillin N
Main
ChEBI Ontology
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ChEBI Name
isopenicillin N
ChEBI ID
CHEBI:18165
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:43447, CHEBI:6036, CHEBI:14472
Supplier Information
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Formula
C14H21N3O6S
Net Charge
0
Average Mass
359.39916
Monoisotopic Mass
359.11511
InChI
InChI=1S/C14H21N3O6S/c1-
14(2)
9(13(22)
23)
17-
10(19)
8(11(17)
24-
14)
16-
7(18)
5-
3-
4-
6(15)
12(20)
21/h6,8-
9,11H,3-
5,15H2,1-
2H3,(H,16,18)
(H,20,21)
(H,22,23)
/t6-
,8+,9-
,11+/m0/s1
InChIKey
MIFYHUACUWQUKT-GTQWGBSQSA-N
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)CCC[C@H](N)C(O)=O)C(O)=O
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):
allergen
A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
(via
penicillin
)
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
isopenicillin N (
CHEBI:18165
)
is a
penicillin (
CHEBI:17334
)
isopenicillin N (
CHEBI:18165
)
is conjugate acid of
isopenicillin N(1−) (
CHEBI:58399
)
Incoming
isopenicillin N(1−) (
CHEBI:58399
)
is conjugate base of
isopenicillin N (
CHEBI:18165
)
IUPAC Name
6β-[(5
S
)-5-amino-5-carboxypentanamido]-2,2-dimethylpenam-3α-carboxylic acid
Synonyms
Sources
(2
S
,5
R
,6
R
)-
6-
[(5
S
)-
5-
amino-
5-
carboxypentanamido]-
3,3-
dimethyl-
7-
oxo-
4-
thia-
1-
azabicyclo[3.2.0]heptane-
2-
carboxylic acid
IUPAC
Isopenicillin N
KEGG COMPOUND
ISOPENICILLIN N
PDBeChem
Manual Xrefs
Databases
C00000778
KNApSAcK
C05557
KEGG COMPOUND
DB03550
DrugBank
IP1
PDBeChem
View more database links
Registry Number
Type
Source
5311821
Beilstein Registry Number
Beilstein
Last Modified
28 July 2014