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CHEBI:51817 - temocillin

ChEBI IDCHEBI:51817
ChEBI Nametemocillin
Stars
DefinitionA penicillin compound having a 6α-methoxy and 6β-[2-carboxy(thiophen-3-yl)acetamido side-groups.
Last Modified15 March 2018
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC16H18N2O7S2
Net Charge0
Average Mass414.461
Monoisotopic Mass414.05554
SMILES[H]C(C(=O)O)(C(=O)N[C@]1(OC)C(=O)N2[C@@H](C(=O)O)C(C)(C)S[C@@]21[H])c1ccsc1
InChIInChI=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
InChIKeyBVCKFLJARNKCSS-DWPRYXJFSA-N
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
temocillin (CHEBI:51817) is a penicillin (CHEBI:17334)
temocillin (CHEBI:51817) is conjugate acid of temocillin(2−) (CHEBI:52438)
Incoming Relation(s)
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  Source
temocillinaChemIDplus
temocillineChemIDplus
temocillinumChemIDplus
temocillinChemIDplus
Synonyms  Source
(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 acidIUPAC
(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 acidIUPAC
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 acidChemIDplus
(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 acidIUPAC
Manual XrefsDatabases
D06064KEGG DRUG
DE2600866Patent
2587DrugCentral
Registry NumbersSources
Reaxys:1094670Reaxys
CAS:66148-78-5ChemIDplus
Citations