3-[(2-Aminoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
PubChem CID
77879312
Structure
Molecular Formula
Synonyms
- CHEBI:132304
- 3-(2-aminoethylthio)-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- 3-[(2-aminoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- Carbapenem biosynthesis intermediate 1
- 3-((2-Aminoethyl)sulfanyl)-7-oxo-1-azabicyclo(3.2.0)heptane-2-carboxylate
Molecular Weight
230.29 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2014-09-23
- Modify:2025-02-01
Description
3-[(2-aminoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid is a beta-lactam that is 7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid carrying an additional (2-aminoethyl)sulfanyl substituent at position 3. An intermediate in the biosynthesis of carbapenem. It has a role as a bacterial metabolite. It is a beta-lactam, an aliphatic sulfide, a monocarboxylic acid, an organic heterobicyclic compound and a primary amino compound.
3-[(2-Aminoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid has been reported in Apis cerana with data available.
Chemical Structure Depiction
3-(2-aminoethylsulfanyl)-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Computed by Lexichem TK 2.7.0 (PubChem release 2021.05.07)
InChI=1S/C9H14N2O3S/c10-1-2-15-6-3-5-4-7(12)11(5)8(6)9(13)14/h5-6,8H,1-4,10H2,(H,13,14)
Computed by InChI 1.0.6 (PubChem release 2021.05.07)
WSFRFSBEAWNRAE-UHFFFAOYSA-N
Computed by InChI 1.0.6 (PubChem release 2021.05.07)
C1C2CC(=O)N2C(C1SCCN)C(=O)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C9H14N2O3S
Computed by PubChem 2.1 (PubChem release 2021.05.07)
- CHEBI:132304
- 3-(2-aminoethylthio)-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- 3-[(2-aminoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- Carbapenem biosynthesis intermediate 1
- 3-((2-Aminoethyl)sulfanyl)-7-oxo-1-azabicyclo(3.2.0)heptane-2-carboxylate
- 3-(2-Aminoethylthio)-7-oxo-1-azabicyclo(3.2.0)heptane-2-carboxylate
- 3-(2-Aminoethylthio)-7-oxo-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
- 3-(2-Aminoethylthio)-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylate
- 3-[(2-Aminoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylate
- 3-((2-Aminoethyl)sulfanyl)-7-oxo-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
- 3-((2-Aminoethyl)sulphanyl)-7-oxo-1-azabicyclo(3.2.0)heptane-2-carboxylate
- 3-((2-Aminoethyl)sulphanyl)-7-oxo-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
- 3-(2-aminoethylsulfanyl)-7-oxo-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
- 3-(2-aminoethylsulfanyl)-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- 3-[(2-Aminoethyl)sulphanyl]-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylate
- 3-[(2-Aminoethyl)sulphanyl]-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- Carbapenem biosynthesis intermediic acid 1
- Q27225525
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
230.29 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
-3.2
Reference
Computed by XLogP3 3.0 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Donor Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Acceptor Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Rotatable Bond Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Exact Mass
Property Value
230.07251349 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
230.07251349 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
109 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Heavy Atom Count
Property Value
15
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
297
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
3
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2019.01.04)
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Same Connectivity Count
Same Parent, Connectivity Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
- ChEBI3-[(2-aminoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acidhttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:132304
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/3-[(2-Aminoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acidhttps://www.wikidata.org/wiki/Q27225525LOTUS Treehttps://lotus.naturalproducts.net/
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.html
- Natural Product Activity and Species Source (NPASS)
- Wikidatacarbapenem biosynthesis intermediate 1https://www.wikidata.org/wiki/Q27225525
- PubChem
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
CONTENTS