Stereochemistry | ABSOLUTE |
Molecular Formula | C27H31FN4O8 |
Molecular Weight | 558.5554 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CC3=C(F)C=C(NC(=O)CN4CCCC4)C(O)=C3C(=O)C1=C(O)[C@]5(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]5([H])C2
InChI
InChIKey=HLFSMUUOKPBTSM-ISIOAQNYSA-N
InChI=1S/C27H31FN4O8/c1-31(2)20-13-8-11-7-12-14(28)9-15(30-16(33)10-32-5-3-4-6-32)21(34)18(12)22(35)17(11)24(37)27(13,40)25(38)19(23(20)36)26(29)39/h9,11,13,20,34,36-37,40H,3-8,10H2,1-2H3,(H2,29,39)(H,30,33)/t11-,13-,20-,27-/m0/s1
Molecular Formula | C27H31FN4O8 |
Molecular Weight | 558.5554 |
Charge | 0 |
Count |
MOL RATIO
1 MOL RATIO (average) |
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Eravacycline, known as Xerava by Tetraphase Pharmaceuticals, is a fully synthetic fluorocycline antibiotic of the tetracycline class with activity against clinically significant gram-negative, gram-positive aerobic, and facultative bacteria. This includes most of those bacteria resistant to cephalosporins, fluoroquinolones, β-lactam/β-lactamase inhibitors, multidrug-resistant strains, and carbapenem-resistant Enterobacteriaceae, and the majority of anaerobic pathogens. It was first approved by the FDA on August 27, 2018. Eravacycline disrupts bacterial protein synthesis by binding to the 30S ribosomal subunit thus preventing the incorporation of amino acid residues into elongating peptide chains.
Originator
Approval Year
Doses
AEs
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
---|---|---|
Drug as perpetrator
Drug as victim
Tox targets
Sourcing
PubMed
Patents
Sample Use Guides
Administer XERAVA for injection 1 mg/kg by intravenous infusion over
approximately 60 minutes every 12 hours for a total duration of 4 to
14 days. (2.1)
• Severe Hepatic Impairment (Child Pugh C): 1 mg/kg XERAVA
every 12 hours on Day 1, then 1 mg/kg every 24 hours starting on Day 2 for a total duration of 4 to 14 days. (2.2)
• Concomitant Use of a Strong Cytochrome P450 Isoenzymes (CYP)3A
Inducer: 1.5 mg/kg XERAVA every 12 hours for a total duration of 4 to
14 days. (2.3)
For injection: 50 mg of eravacycline (equivalent to 63.5 mg eravacy
cline dihydrochloride) as a lyophilized powder in a single-dose vial for
reconstitution and further dilution.
Route of Administration:
Intravenous
In vitro activity data from Tetraphase Pharmaceuticals studies on the following groups of combined bacterial species:
Enterobacteriaceae, 5975 isolates, MIC90 0.5 mcg/mL, ECOV 1 ug/mL
All Enterococcus spp., 1403 isolates, MIC90 0.06 ug/mL, ECOV 0.25 ug/mL
All Viridans Group Streptococcus, 414 isolates, MIC90 0.06 ug/mL, ECOV 0.12 ug/mL
Anaerobes, 1190 isolates, MIC90 1 ug/mL, ECOV 1 ug/mL