API reference

Ertapenem sodium

CAS number
153773-82-1
Molecular formula
C22H24N3NaO7S
Molecular weight
497.5 g/mol
Ertapenem sodium — 2D structure
2D structure (PubChem)

About this molecule

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.

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

IUPAC name
sodium 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
InChIKey
ZXNAQFZBWUNWJM-HRXMHBOMSA-M
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+]
PubChem CID
23674512

Also known as

Ertapenem sodium · Ertapenem sodium salt · Invanz · Invanz (TN) · Ertapenem sodium (USAN) · MK-826 · Ertapenem Sodium?

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