CHEBI:51817 - temocillin

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ChEBI Name temocillin
ChEBI ID CHEBI:51817
Definition A penicillin compound having a 6α-methoxy and 6β-[2-carboxy(thiophen-3-yl)acetamido side-groups.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H18N2O7S2
Net Charge 0
Average Mass 414.45540
Monoisotopic Mass 414.05554
InChI InChI=1S/C16H18N2O7S2/c1-15(2)9(12(22)23)18-13(24)16(25-3,14(18)27-15)17-10(19)8(11(20)21)7-4-5-26-6-7/h4-6,8-9,14H,1-3H3,(H,17,19)(H,20,21)(H,22,23)/t8?,9-,14+,16-/m0/s1
InChIKey BVCKFLJARNKCSS-DWPRYXJFSA-N
SMILES [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@]2(NC(=O)C([H])(C(O)=O)c1ccsc1)OC)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): 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 temocillin (CHEBI:51817) is a penicillin (CHEBI:17334)
temocillin (CHEBI:51817) is conjugate acid of temocillin(2−) (CHEBI:52438)
Incoming temocillin(2−) (CHEBI:52438) is conjugate base of temocillin (CHEBI:51817)
IUPAC Name
6β-[carboxy(thiophen-3-yl)acetamido]-6-methoxy-2,2-dimethylpenam-3α-carboxylic acid
INNs Sources
temocillin ChemIDplus
temocillina ChemIDplus
temocilline ChemIDplus
temocillinum ChemIDplus
Synonyms Sources
(2S,5R,6S)-6-[2-carboxy(thiophen-3-yl)acetamido]-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC
(2S,5R,6S)-6-{[carboxy(3-thienyl)acetyl]amino}-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC
(2S,5R,6S)-6-{[carboxy(thiophen-3-yl)acetyl]amino}-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC
N-((2S,5R,6S)-2-carboxy-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-3-thiophenemalonamic acid ChemIDplus
Manual Xrefs Databases
2587 DrugCentral
D06064 KEGG DRUG
DE2600866 Patent
View more database links
Registry Numbers Types Sources
1094670 Reaxys Registry Number Reaxys
66148-78-5 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
29017833 PubMed citation Europe PMC
Last Modified
15 March 2018