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 414.056
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): 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 Beilstein Registry Number Beilstein
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