Tìm theo
Mupirocin
Các tên gọi khác (8 ) :
  • 9-[(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S)-3- [(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl] oxan-2-yl]-3-methylbut-2-enoyl]oxynonanoic acid
  • Bactroban
  • Centany
  • Mupirocina
  • Mupirocine
  • Mupirocinum
  • Pseudomonic acid
  • Pseudomonic acid a
Thuốc điều trị bệnh da liễu
Thuốc Gốc
Small Molecule
CAS: 12650-69-0
ATC: D06AX09, R01AX06
ĐG : A-S Medication Solutions LLC , http://orders.a-smeds.com
CTHH: C26H44O9
PTK: 500.6222
Mupirocin (pseudomonic acid A, or Bactroban or Centany) is an antibiotic originally isolated from Pseudomonas fluorescens. It is used topically, and is primarily effective against Gram-positive bacteria. Mupirocin is bacteriostatic at low concentrations and bactericidal at high concentrations. Mupirocin has a unique mechanism of action, which is selective binding to bacterial isoleucyl-tRNA synthetase, which halts the incorporation of isoleucine into bacterial proteins. Because this mechanism of action is not shared with any other antibiotic, mupirocin has few problems of antibiotic cross-resistance.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C26H44O9
Phân tử khối
500.6222
Monoisotopic mass
500.298533006
InChI
InChI=1S/C26H44O9/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27/h13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29)/b16-13+/t17-,18-,19-,20-,21-,24+,25-,26-/m0/s1
InChI Key
InChIKey=MINDHVHHQZYEEK-HBBNESRFSA-N
IUPAC Name
9-{[(2E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-{[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl}oxan-2-yl]-3-methylbut-2-enoyl]oxy}nonanoic acid
Traditional IUPAC Name
mupirocin
SMILES
C[C@H](O)[C@H](C)[C@@H]1O[C@H]1C[C@H]1CO[C@@H](C\C(C)=C\C(=O)OCCCCCCCCC(O)=O)[C@H](O)[C@@H]1O
Độ tan chảy
77-78 °C
Độ hòa tan
2.65e-02 g/l
logP
2.45
logS
-4.3
pKa (strongest acidic)
4.83
pKa (Strongest Basic)
-2.7
PSA
146.05 Å2
Refractivity
129.39 m3·mol-1
Polarizability
55.5 Å3
Rotatable Bond Count
17
H Bond Acceptor Count
8
H Bond Donor Count
4
Physiological Charge
-1
Number of Rings
2
Bioavailability
0
Dược Lực Học : Mupirocin, an antibiotic produced from Pseudomonas fluorescens, is structurally unrelated to any other topical or systemic antibiotics. Mupirocin is used to treat infection caused by Staphylococcus aureus and beta-hemolytic streptococci including Streptococcus pyogenes. This antibiotic has little, if any, potential for cross-resistance with other antibiotics.
Cơ Chế Tác Dụng : Mupirocin (pseudomonic acid A, or Bactroban or Centany) is an antibiotic originally isolated from Pseudomonas fluorescens. It is used topically, and is primarily effective against Gram-positive bacteria. Mupirocin is bacteriostatic at low concentrations and bactericidal at high concentrations. Mupirocin has a unique mechanism of action, which is selective binding to bacterial isoleucyl-tRNA synthetase, which halts the incorporation of isoleucine into bacterial proteins. Because this mechanism of action is not shared with any other antibiotic, mupirocin has few problems of antibiotic cross-resistance. Mupirocin reversibly binds to bacterial isoleucyl-tRNA synthetase, an enzyme which promotes the conversion of isoleucine and tRNA to isoleucyl-tRNA. Prevention of this enzymes from functioning properly results in the inhibition of bacterial protein and RNA synthesis.
Dược Động Học :
▧ Absorption :
No measurable systemic absorption
▧ Protein binding :
97%
▧ Metabolism :
Hepatic. Following intravenous or oral administration, mupirocin is rapidly metabolized. The principal metabolite is monic acid, which has no antibacterial activity.
▧ Route of Elimination :
Following the application of Centany (mupirocin ointment),2% to a 400 cm2 area on the back of 23 healthy volunteers once daily for 7 days, the mean (range) cumulative urinary excretion of monic acid over 24 hrs following the last administration was 1.25% (0.2% to 3.0%) of the administered dose of mupirocin.
▧ Half Life :
20 to 40 minutes
Chỉ Định : For the treatment of Staphylococci nasal carriers.
Liều Lượng & Cách Dùng : Cream - Topical
Ointment - Topical
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00410
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=446596
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505594
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C11758
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D01076
ChemSpider
http://www.chemspider.com/Chemical-Structure.393914.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0062-1610-01
PharmGKB
http://www.pharmgkb.org/drug/PA164764568
Wikipedia
http://en.wikipedia.org/wiki/Mupirocin
RxList
http://www.rxlist.com/cgi/generic/mupi.htm
Drugs.com
http://www.drugs.com/cdi/mupirocin-cream.html
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