Tìm theo
Arbekacin
Các tên gọi khác (6 ) :
  • ABK
  • Arbekacina
  • Arbekacine
  • Arbekacinum
  • Habekacin
  • Haberacin
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 51025-85-5
ATC: J01GB12
CTHH: C22H44N6O10
PTK: 552.619
An semisynthetic aminoglycoside antibiotic. Often used for treatment of multi-resistant bacterial infection such as methicillin-resistant Staphylococcus aureus (MRSA). Amikacin is also nephrotoxic and ototoxic.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C22H44N6O10
Phân tử khối
552.619
Monoisotopic mass
552.311891658
InChI
InChI=1S/C22H44N6O10/c23-4-3-12(30)20(34)28-11-5-10(26)18(37-21-9(25)2-1-8(6-24)35-21)17(33)19(11)38-22-16(32)14(27)15(31)13(7-29)36-22/h8-19,21-22,29-33H,1-7,23-27H2,(H,28,34)/t8-,9+,10-,11+,12-,13+,14-,15+,16+,17-,18+,19-,21+,22+/m0/s1
InChI Key
InChIKey=MKKYBZZTJQGVCD-XTCKQBCOSA-N
IUPAC Name
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-{[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2R,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy}-3-hydroxycyclohexyl]-2-hydroxybutanamide
Traditional IUPAC Name
arbekacin
SMILES
NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)CC[C@H]2N)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O
Độ tan chảy
178
Độ hòa tan
4.10e+01 g/l
logP
-6.9
logS
-1.1
pKa (strongest acidic)
12.49
pKa (Strongest Basic)
9.99
PSA
297.27 Å2
Refractivity
129.08 m3·mol-1
Polarizability
56.65 Å3
Rotatable Bond Count
10
H Bond Acceptor Count
15
H Bond Donor Count
11
Physiological Charge
5
Number of Rings
3
Bioavailability
0
MDDR-Like Rule
true
Dược Lực Học : Aminoglycosides, such as Arbekacin, work by binding to the bacterial 30S ribosomal subunit, causing misreading of t-RNA which consequently, leaves the bacterium unable to synthesize proteins vital to its growth. Energy is needed for aminoglycoside uptake into the bacterial cell. Anaerobes have less energy available for this uptake, so aminoglycosides are less active against anaerobes. Aminoglycosides are useful primarily in infections involving aerobic, gram-negative bacteria, such as Pseudomonas, Acinetobacter, and Enterobacter.
Cơ Chế Tác Dụng : An semisynthetic aminoglycoside antibiotic. Often used for treatment of multi-resistant bacterial infection such as methicillin-resistant Staphylococcus aureus (MRSA). Amikacin is also nephrotoxic and ototoxic. Aminoglycosides, such as Arbekacin, inhibit protein synthesis in susceptible bacteria by irreversibly binding to bacterial 30S and 16S ribosomal subunits. Specifically Arbekacin binds to four nucleotides of 16S rRNA and a single amino acid of protein S12. This interferes with decoding site in the vicinity of nucleotide 1400 in 16S rRNA of 30S subunit. This region interacts with the wobble base in the anticodon of tRNA. This leads to misreading of mRNA so incorrect amino acids are inserted into the polypeptide leading to nonfunctional or toxic peptides and the breakup of polysomes into nonfunctional monosomes.
Dược Động Học :
▧ Absorption :
Aminoglycosides are not well absorbed from the gastrointestinal tract. Their absorption is markedly improved by parenteral administration.
▧ Protein binding :
3-12%
▧ Half Life :
3 hours
Độc Tính : Ototoxicity and nephrotoxicity are the most serious adverse effects of aminoglycoside therapy and are more likely to occur in patients with a history of renal impairment or who are receiving other ototoxic and/or nephrotoxic drugs. Normal duration of IM or IV aminoglycoside therapy is 7-10 days. Although a longer duration may be necessary in some cases, toxicity is more likely to occur when aminoglycoside treatment is continued for longer than 10 days.
Chỉ Định : Arbekacin is used for the short term treatment of multi-resistant bacterial infections, such as methicillin-resistant Staphylococcus aureus (MRSA).
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB06696
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D07462
PharmGKB
http://www.pharmgkb.org/drug/PA165958370
Wikipedia
http://en.wikipedia.org/wiki/Arbekacin
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