Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:52427 - phenethicillin
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
phenethicillin
ChEBI ID
CHEBI:52427
Definition
A penicillin in which the substituent at position 6 of the penam ring is a 2-phenoxypropanamido group.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Wikipedia
License
Read full article at Wikipedia
Formula
C17H20N2O5S
Net Charge
0
Average Mass
364.41600
Monoisotopic Mass
364.10929
InChI
InChI=1S/C17H20N2O5S/c1-
9(24-
10-
7-
5-
4-
6-
8-
10)
13(20)
18-
11-
14(21)
19-
12(16(22)
23)
17(2,3)
25-
15(11)
19/h4-
9,11-
12,15H,1-
3H3,(H,18,20)
(H,22,23)
/t9?,11-
,12+,15-
/m1/s1
InChIKey
NONJJLVGHLVQQM-JHXYUMNGSA-N
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C)Oc1ccccc1)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 allergen
)
(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
phenethicillin (
CHEBI:52427
)
is a
penicillin (
CHEBI:17334
)
phenethicillin (
CHEBI:52427
)
is a
penicillin allergen (
CHEBI:88187
)
phenethicillin (
CHEBI:52427
)
is conjugate acid of
phenethicillin(1−) (
CHEBI:52428
)
Incoming
phenethicillin(1−) (
CHEBI:52428
)
is conjugate base of
phenethicillin (
CHEBI:52427
)
phenethicilloyl group (
CHEBI:58982
)
is substituent group from
phenethicillin (
CHEBI:52427
)
IUPAC Name
6β-(2-phenoxypropanamido)-2,2-dimethylpenam-3α-carboxylic acid
INNs
Sources
Feneticilina
ChemIDplus
Pheneticilline
ChemIDplus
Pheneticillinum
ChemIDplus
Synonyms
Sources
(2
S
,5
R
,6
R
)-
3,3-
dimethyl-
7-
oxo-
6-
[(2-
phenoxypropanoyl)amino]-
4-
thia-
1-
azabicyclo[3.2.0]heptane-
2-
carboxylic acid
IUPAC
penicillin B
ChEBI
Pheneticillin
ChemIDplus
phenoxypropylpenicillin
ChEBI
Manual Xrefs
Databases
2124
DrugCentral
LSM-15176
LINCS
Pheneticillin
Wikipedia
View more database links
Registry Numbers
Types
Sources
1091754
Reaxys Registry Number
Reaxys
147-55-7
CAS Registry Number
ChemIDplus
Citation
Type
Source
1701026
PubMed citation
Europe PMC
Last Modified
11 March 2019