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Ertapenem sodium

CAT: 1568-C11224-1gSize: 1 gDry Ice: NoHazardous: No
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CAT#:1568-C11224-1gSize:1 g
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
153773-82-1
Synonyms
MK826
Target
Antibiotics
Applications
Microbiology
Smiles
CC1C2C (C (=O) N2C (=C1SC3CC (NC3) C (=O) NC4=CC=CC (=C4) C (=O) O) C (=O) [O-]) C (C) O.[Na+]
Molecular Formula
C22H24N3NaO7S
Additionnal Information
Ertapenem Sodium (MK826) is the sodium salt of ertapenem, a long-acting, broad-spectrum antibiotic of β-lactam subclass.
Storage Conditions
3 years -20°C powder

Chemical Information

Ertapenem Sodium

Ertapenem Sodium is the sodium salt of ertapenem, a 1-beta-methyl carbapenem and a broad-spectrum beta-lactam antibiotic with bactericidal activity. Ertapenem binds to penicillin binding proteins (PBPs) located on the bacterial cell wall, in particular PBPs 2 and 3, thereby inhibiting the final transpeptidation step in the synthesis of peptidoglycan, an essential component of the bacterial cell wall. Inhibition of peptidoglycan synthesis results in weakening and lysis of the cell wall and cell death. In vitro, this agent has shown activity against Gram-positive and Gram-negative aerobic and anaerobic bacteria. Erapenem is resistant to hydrolysis by a variety of beta-lactamases, including penicillinases, cephalosporinases and extended-spectrum beta-lactamases.

CAS Number153773-82-1
PubChem CID23674512
IUPAC Namesodium 3-[[(2S,4S)-4-[[(4R,5S,6S)-2-carboxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]sulfanyl]pyrrolidine-2-carbonyl]amino]benzoate
Molecular FormulaC22H24N3NaO7S
Molecular Weight497.5
Topological Polar Surface Area184
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Heavy Atom Count34
Formal Charge0
Complexity900
SMILES
C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)C(=O)NC4=CC=CC(=C4)C(=O)[O-])C(=O)O)[C@@H](C)O.[Na+]
InChI
InChI=1S/C22H25N3O7S.Na/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30;/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32);/q;+1/p-1/t9-,10-,13+,14+,15-,16-;/m1./s1
InChIKey
ZXNAQFZBWUNWJM-HRXMHBOMSA-M
Chemical Structure
2D Structure
2D structure of Ertapenem Sodium
CAS: 153773-82-1
CID: 23674512
Formula: C22H24N3NaO7S
MW: 497.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight497.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Exact Mass497.12326557
Monoisotopic Mass497.12326557
Topological Polar Surface Area184 Ų
Heavy Atom Count34
Formal Charge0
Complexity900
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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