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Dicloxacillin (Standard)

CAT: 0804-HY-B1459ARSize: 1 EachDry Ice: NoHazardous: No
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Description
Dicloxacillin (Standard) is the analytical standard of Dicloxacillin. This product is intended for research and analytical applications. Dicloxacillin is a β-lactam antibiotic of the penicillin family. Dicloxacillin against Gram-positive bacteria. Dicloxacillin is active against β-lactamase-producing organisms such as Staphylococcus aureus[1].
CAS Number
3116-76-5
UNSPSC
12352005
Target
Antibiotic; Bacterial; Beta-lactamase; Reference Standards
Type
Reference Standards
Related Pathways
Anti-infection; Others
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/dicloxacillin-standard.html
Smiles
O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC(C3=C(C)ON=C3C4=C(Cl)C=CC=C4Cl)=O)N1C2=O)O
Molecular Formula
C19H17Cl2N3O5S
Molecular Weight
470.33
References & Citations
[1]Miranda-Novales G, et al. In vitro activity effects of combinations of cephalothin, dicloxacillin, imipenem, vancomycin and amikacin against methicillin-resistant Staphylococcus spp. strains. Ann Clin Microbiol Antimicrob. 2006 Oct 12;5:25.|[2]Anne Sandberg, et al. Intra- and extracellular activities of dicloxacillin against Staphylococcus aureus in vivo and in vitro. Antimicrob Agents Chemother. 2010 Jun;54 (6) :2391-400.|[3]John Chu, et al. Discovery of MRSA active antibiotics using primary sequence from the human microbiome. Nat Chem Biol. 2016 Dec;12 (12) :1004-1006.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Dicloxacillin

Dicloxacillin is a penicillin that is 6-aminopenicillanic acid in which one of the amino hydrogens is replaced by a 3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]formyl group. It has a role as an antibacterial drug. It is a penicillin and a dichlorobenzene. It is a conjugate acid of a dicloxacillin(1-).

CAS Number3116-76-5
PubChem CID18381
IUPAC Name(2S,5R,6R)-6-[[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Molecular FormulaC19H17Cl2N3O5S
Molecular Weight470.3
XLogP2.9
Topological Polar Surface Area138
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Heavy Atom Count30
Formal Charge0
Complexity746
SMILES
CC1=C(C(=NO1)C2=C(C=CC=C2Cl)Cl)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O
InChI
InChI=1S/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1
InChIKey
YFAGHNZHGGCZAX-JKIFEVAISA-N
Chemical Structure
2D Structure
2D structure of Dicloxacillin
CAS: 3116-76-5
CID: 18381
Formula: C19H17Cl2N3O5S
MW: 470.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight470.3
XLogP32.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass469.0265972
Monoisotopic Mass469.0265972
Topological Polar Surface Area138 Ų
Heavy Atom Count30
Formal Charge0
Complexity746
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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