CHEBI:9322 - sulbenicillin

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ChEBI Name sulbenicillin
ChEBI ID CHEBI:9322
Definition A penicillin antibiotic having a 6β-[phenyl(sulfo)acetamido] side-chain.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H18N2O7S2
Net Charge 0
Average Mass 414.45300
Monoisotopic Mass 414.056
InChI InChI=1S/C16H18N2O7S2/c1-16(2)11(15(21)22)18-13(20)9(14(18)26-16)17-12(19)10(27(23,24)25)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,17,19)(H,21,22)(H,23,24,25)/t9-,10?,11+,14-/m1/s1
InChIKey JETQIUPBHQNHNZ-OAYJICASSA-N
SMILES [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(c1ccccc1)S(O)(=O)=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 )
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ChEBI Ontology
Outgoing sulbenicillin (CHEBI:9322) is a penicillin (CHEBI:17334)
sulbenicillin (CHEBI:9322) is conjugate acid of sulbenicillin(2−) (CHEBI:52436)
Incoming sulbenicillin(2−) (CHEBI:52436) is conjugate base of sulbenicillin (CHEBI:9322)
sulbenicilloyl group (CHEBI:55459) is substituent group from sulbenicillin (CHEBI:9322)
IUPAC Name
6β-[phenyl(sulfo)acetamido]-2,2-dimethylpenam-3α-carboxylic acid
INNs Sources
sulbenicilina ChemIDplus
sulbenicillin KEGG DRUG
sulbenicilline ChemIDplus
sulbenicillinum ChemIDplus
Synonyms Sources
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[phenyl(sulfo)acetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC
SBPC ChEBI
Sulbenicillin KEGG COMPOUND
Manual Xrefs Databases
C11170 KEGG COMPOUND
D08534 KEGG DRUG
DE1948943 Patent
Sulbenicillin Wikipedia
US3660379 Patent
View more database links
Registry Numbers Types Sources
1186914 Reaxys Registry Number Reaxys
1186914 Beilstein Registry Number Beilstein
41744-40-5 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
11317344 PubMed citation Europe PMC
1384868 PubMed citation Europe PMC
3114912 PubMed citation Europe PMC
4347548 PubMed citation Europe PMC
6176550 PubMed citation Europe PMC
6668759 PubMed citation Europe PMC
Last Modified
22 February 2017