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CHEBI:17334 - penicillin

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ChEBI Name penicillin
ChEBI ID CHEBI:17334
Definition Any member of the group of substituted penams containing two methyl substituents at position 2, a carboxylate substituent at position 3 and a carboxamido group at position 6.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7961, CHEBI:14742, CHEBI:25869
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Formula C9H11N2O4SR
Net Charge 0
Average Mass (excl. R groups) 243.26000
Monoisotopic Mass (excl. R groups) 243.044
SMILES [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC([*])=O)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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 penicillin (CHEBI:17334) has functional parent 6-aminopenicillanic acid (CHEBI:16705)
penicillin (CHEBI:17334) is a penicillanic acids (CHEBI:25865)
penicillin (CHEBI:17334) is conjugate acid of penicillinate anion (CHEBI:51356)
Incoming (2S,5R,6R)-6-[[(2S)-2-amino-2-(4-hydroxyphenyl)-1-oxoethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:95232) is a penicillin (CHEBI:17334)
(2S,5S,6R)-3,3-dimethyl-7-oxo-6-[(1-oxo-2-phenylethyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:94637) is a penicillin (CHEBI:17334)
(2S,5S,6R)-6-[[(2-ethoxy-1-naphthalenyl)-oxomethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:94571) is a penicillin (CHEBI:17334)
(2S,5S,6R)-6-[[2-carboxy-1-oxo-2-(3-thiophenyl)ethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:94447) is a penicillin (CHEBI:17334)
(2S,5S,6R)-6-[[[3-(2-chlorophenyl)-5-methyl-4-isoxazolyl]-oxomethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:94549) is a penicillin (CHEBI:17334)
(3-oxo-1H-2-benzofuran-1-yl) (2S,5S,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (CHEBI:94319) is a penicillin (CHEBI:17334)
(5R,6R)-6-[[[3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl]-oxomethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:91539) is a penicillin (CHEBI:17334)
(5S,6R)-6-[[3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:94407) is a penicillin (CHEBI:17334)
1-ethoxycarbonyloxyethyl (2S,5S,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (CHEBI:94363) is a penicillin (CHEBI:17334)
2,2-dimethylpropanoyloxymethyl (2S,5S,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (CHEBI:94709) is a penicillin (CHEBI:17334)
3,3-dimethyl-6-[[(5-methyl-3-phenyl-4-isoxazolyl)-oxomethyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:94315) is a penicillin (CHEBI:17334)
3,3-dimethyl-7-oxo-6-[(1-oxo-2-phenoxyethyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:94454) is a penicillin (CHEBI:17334)
6β-({5-[(p-aminophenyl)imino]pentylidene}amino)penicillanic acid (CHEBI:73188) is a penicillin (CHEBI:17334)
6β-[(p-hydroxybenzylidene)amino]penicillanic acid (CHEBI:73187) is a penicillin (CHEBI:17334)
6-[(2-amino-1-oxo-2-phenylethyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:94334) is a penicillin (CHEBI:17334)
N-benzoylampicillin (CHEBI:63221) is a penicillin (CHEBI:17334)
amoxicillin (CHEBI:2676) is a penicillin (CHEBI:17334)
ampicillin (CHEBI:28971) is a penicillin (CHEBI:17334)
apalcillin (CHEBI:51691) is a penicillin (CHEBI:17334)
azidocillin (CHEBI:51758) is a penicillin (CHEBI:17334)
azlocillin (CHEBI:2956) is a penicillin (CHEBI:17334)
benzylpenicillin (CHEBI:18208) is a penicillin (CHEBI:17334)
carbenicillin (CHEBI:3393) is a penicillin (CHEBI:17334)
carfecillin (CHEBI:3414) is a penicillin (CHEBI:17334)
carindacillin (CHEBI:52015) is a penicillin (CHEBI:17334)
clometocillin (CHEBI:131732) is a penicillin (CHEBI:17334)
cloxacillin (CHEBI:49566) is a penicillin (CHEBI:17334)
cyclacillin (CHEBI:31444) is a penicillin (CHEBI:17334)
dicloxacillin (CHEBI:4511) is a penicillin (CHEBI:17334)
epicillin (CHEBI:58974) is a penicillin (CHEBI:17334)
flucloxacillin (CHEBI:5098) is a penicillin (CHEBI:17334)
hetacillin (CHEBI:5683) is a penicillin (CHEBI:17334)
isopenicillin N (CHEBI:18165) is a penicillin (CHEBI:17334)
LSM-6045 (CHEBI:94833) is a penicillin (CHEBI:17334)
LSM-6410 (CHEBI:95141) is a penicillin (CHEBI:17334)
mecillinam (CHEBI:51208) is a penicillin (CHEBI:17334)
metampicillin (CHEBI:52060) is a penicillin (CHEBI:17334)
methicillin (CHEBI:6827) is a penicillin (CHEBI:17334)
mezlocillin (CHEBI:6919) is a penicillin (CHEBI:17334)
N,N'-bis(phenylmethyl)ethane-1,2-diamine (5R,6R)-3,3-dimethyl-7-oxo-6-[(1-oxo-2-phenoxyethyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:95334) is a penicillin (CHEBI:17334)
nafcillin (CHEBI:7447) is a penicillin (CHEBI:17334)
oxacillin (CHEBI:7809) is a penicillin (CHEBI:17334)
penicillin allergen (CHEBI:88187) is a penicillin (CHEBI:17334)
Penicillin F (CHEBI:81063) is a penicillin (CHEBI:17334)
Penicillin K (CHEBI:81064) is a penicillin (CHEBI:17334)
penicillin N (CHEBI:18203) is a penicillin (CHEBI:17334)
penicillin O (CHEBI:51207) is a penicillin (CHEBI:17334)
Penicillin T (CHEBI:7965) is a penicillin (CHEBI:17334)
Penicillin X (CHEBI:81065) is a penicillin (CHEBI:17334)
phenethicillin (CHEBI:52427) is a penicillin (CHEBI:17334)
phenoxymethylpenicillin (CHEBI:27446) is a penicillin (CHEBI:17334)
piperacillin (CHEBI:8232) is a penicillin (CHEBI:17334)
pivmecillinam (CHEBI:51210) is a penicillin (CHEBI:17334)
propicillin (CHEBI:52429) is a penicillin (CHEBI:17334)
sulbenicillin (CHEBI:9322) is a penicillin (CHEBI:17334)
temocillin (CHEBI:51817) is a penicillin (CHEBI:17334)
ticarcillin (CHEBI:9587) is a penicillin (CHEBI:17334)
penicillinate anion (CHEBI:51356) is conjugate base of penicillin (CHEBI:17334)
IUPAC Name
penicillins
Synonyms Sources
Penicillin KEGG COMPOUND
penicillins ChEBI
Database Links Databases
C00395 KEGG COMPOUND
Penicillin Wikipedia
View more database links
Citations Waiting for Citations Types Sources
11851248 PubMed citation Europe PMC
12833570 PubMed citation Europe PMC
1502708 PubMed citation Europe PMC
16033609 PubMed citation Europe PMC
7061385 PubMed citation Europe PMC
7798534 PubMed citation Europe PMC
Last Modified
14 April 2016