CHEBI:132289 - 3-[(2-aminoethyl)sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

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ChEBI Name 3-[(2-aminoethyl)sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
ChEBI ID CHEBI:132289
Definition A β-lactam that is 7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid carrying additional (2-aminoethyl)sulfanyl and ethyl substituents at positions 3 and 6 respectively. An intermediate in the biosynthesis of carbapenem.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Gemma Holliday
Supplier Information
Download Molfile XML SDF
Formula C11H18N2O3S
Net Charge 0
Average Mass 258.339
Monoisotopic Mass 258.10381
InChI InChI=1S/C11H18N2O3S/c1-2-6-7-5-8(17-4-3-12)9(11(15)16)13(7)10(6)14/h6-9H,2-5,12H2,1H3,(H,15,16)
InChIKey OJZAYZYCCIMRRC-UHFFFAOYSA-N
SMILES C1(C(N2C1CC(C2C(O)=O)SCCN)=O)CC
Metabolite of Species Details
Streptomyces cattleya (NCBI:txid29303) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-[(2-aminoethyl)sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:132289) has role bacterial metabolite (CHEBI:76969)
3-[(2-aminoethyl)sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:132289) is a β-lactam (CHEBI:35627)
3-[(2-aminoethyl)sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:132289) is a aliphatic sulfide (CHEBI:22327)
3-[(2-aminoethyl)sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:132289) is a monocarboxylic acid (CHEBI:25384)
3-[(2-aminoethyl)sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:132289) is a organic heterobicyclic compound (CHEBI:27171)
3-[(2-aminoethyl)sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CHEBI:132289) is a primary amino compound (CHEBI:50994)
IUPAC Name
3-[(2-aminoethyl)sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Synonyms Sources
3-(2-aminoethylthio)-6-ethyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid ChEBI
carbapenem biosynthesis intermediate 5 SUBMITTER
Manual Xref Database
C20819 KEGG COMPOUND
View more database links
Citation Waiting for Citations Type Source
21263049 PubMed citation SUBMITTER
Last Modified
18 May 2022