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Enoxacin (hydrate)

CAT: 0804-HY-B0268A-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0268A-01Size:100 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Enoxacin hydrate (Enoxacin sesquihydrate), a fluoroquinolone, interferes with DNA replication and inhibits bacterial DNA gyrase (IC50=126 μg/ml) and topoisomerase IV (IC50=26.5 μg/ml) . Enoxacin hydrate is a miRNA processing activator and enhances siRNA-mediated mRNA degradation and promotes the biogenesis of endogenous miRNAs. Enoxacin hydrate has potent activities against gram-positive and -negative bacteria. Enoxacin hydrate is a cancer-specific growth inhibitor that acts by enhancing TAR RNA-binding protein 2 (TRBP) -mediated microRNA processing[1][2][3][4].
CAS Number
84294-96-2
Product Name Alternative
Enoxacin (sesquihydrate) ; AT-2266 (hydrate) ; CI-919 (hydrate)
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Antibiotic; Bacterial; DNA/RNA Synthesis; MicroRNA
Type
Reference compound
Related Pathways
Anti-infection; Cell Cycle/DNA Damage; Epigenetics
Applications
COVID-19-immunoregulation
Field of Research
Infection; Cancer
Assay Protocol
https://www.medchemexpress.com/Enoxacin-hydrate.html
Purity
98.51
Solubility
1M NaOH : 100 mg/mL (ultrasonic; adjust pH to 11 with NaOH) |DMSO : 2.78 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL
Smiles
O=C(C1=CN(CC)C2=C(C=C(F)C(N3CCNCC3)=N2)C1=O)O.[1.5H2O]
Molecular Formula
C15H17FN4O3.3/2H2O
Molecular Weight
347.34
Precautions
H302, H315, H319, H335
References & Citations
[1]Chin, N.-X. and H.C. Neu, In vitro activity of enoxacin, a quinolone carboxylic acid, compared with those of norfloxacin, new beta-lactams, aminoglycosides, and trimethoprim. Antimicrobial agents and chemotherapy, 1983. 24 (5) : p. 754-763.|[2]Sonia Melo, et al.Small molecule enoxacin is a cancer-specific growth inhibitor that acts by enhancing TAR RNA-binding protein 2-mediated microRNA processing. Proc Natl Acad Sci U S A. 2011 Mar 15;108 (11) :4394-9.|[3]M Takei, et al. Target preference of 15 quinolones against Staphylococcus aureus, based on antibacterial activities and target inhibition. Antimicrob Agents Chemother. 2001 Dec;45 (12) :3544-7.|[4]Ge Shan, et al. A small molecule enhances RNA interference and promotes microRNA processing. Nat Biotechnol. 2008 Aug;26 (8) :933-40.|[5]Rengen Fan, et al. Small molecules with big roles in microRNA chemical biology and microRNA-targeted therapeutics. RNA Biol. 2019 Jun;16 (6) :707-718.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture and light)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
Quinolone

Chemical Information

1,8-Naphthyridine-3-carboxylic acid, 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-, hydrate (2:3)
CAS Number84294-96-2
PubChem CID24840537
IUPAC Namebis(1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid);trihydrate
Molecular FormulaC30H40F2N8O9
Molecular Weight694.7
Topological Polar Surface Area175
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count19
Rotatable Bond Count6
Heavy Atom Count49
Formal Charge0
Complexity521
SMILES
CCN1C=C(C(=O)C2=CC(=C(N=C21)N3CCNCC3)F)C(=O)O.CCN1C=C(C(=O)C2=CC(=C(N=C21)N3CCNCC3)F)C(=O)O.O.O.O
InChI
InChI=1S/2C15H17FN4O3.3H2O/c2*1-2-19-8-10(15(22)23)12(21)9-7-11(16)14(18-13(9)19)20-5-3-17-4-6-20;;;/h2*7-8,17H,2-6H2,1H3,(H,22,23);3*1H2
InChIKey
DKNNITGJCMPHKE-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 1,8-Naphthyridine-3-carboxylic acid, 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-, hydrate (2:3)
CAS: 84294-96-2
CID: 24840537
Formula: C30H40F2N8O9
MW: 694.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight694.7
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count19
Rotatable Bond Count6
Exact Mass694.28863121
Monoisotopic Mass694.28863121
Topological Polar Surface Area175 Ų
Heavy Atom Count49
Formal Charge0
Complexity521
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count5
Compound Is CanonicalizedYes

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