Tìm theo
Clavulanate
Các tên gọi khác (10 ) :
  • (2R,3Z,5R)-3-(2-HYDROXYETHYLIDENE)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (Z)-(2R,5R)-3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
  • Acide clavulanique
  • Acido clavulanico
  • Acidum clavulanicum
  • Antibiotic mm 14151
  • Clavulanate
  • Clavulanic Acid
  • Clavulansaeure
  • MM 14151
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 58001-44-8
ĐG : Aidarex Pharmacuticals LLC , http://www.aidarex.com
CTHH: C8H9NO5
PTK: 199.1608
Clavulanic acid and its salts and esters. The acid is a suicide inhibitor of bacterial beta-lactamase enzymes from Streptomyces clavuligerus. Administered alone, it has only weak antibacterial activity against most organisms, but given in combination with beta-lactam antibiotics prevents antibiotic inactivation by microbial lactamase. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C8H9NO5
Phân tử khối
199.1608
Monoisotopic mass
199.048072403
InChI
InChI=1S/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6-7,10H,2-3H2,(H,12,13)/b4-1-/t6-,7-/m1/s1
InChI Key
InChIKey=HZZVJAQRINQKSD-PBFISZAISA-N
IUPAC Name
(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional IUPAC Name
clavulanate
SMILES
[H][C@@]12CC(=O)N1[C@@H](C(O)=O)\C(O2)=C\CO
Độ tan chảy
117.5-118 °C
Độ hòa tan
300 mg/mL (potassium salt)
logP
-1.5
logS
0.23
pKa (strongest acidic)
3.32
pKa (Strongest Basic)
-2.6
PSA
87.07 Å2
Refractivity
44.25 m3·mol-1
Polarizability
18.13 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
5
H Bond Donor Count
2
Physiological Charge
-1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Dược Lực Học : Clavulanic acid, produced by the fermentation of Streptomyces Clavuligerus, is a beta-lactam structurally related to the penicillins. Clavulanic acid is used in conjunction with amoxicillin for the treatment of bronchitis and urinary tract, skin, and soft tissue infections caused by beta-lactamase producing organisms.
Cơ Chế Tác Dụng : Clavulanic acid and its salts and esters. The acid is a suicide inhibitor of bacterial beta-lactamase enzymes from Streptomyces clavuligerus. Administered alone, it has only weak antibacterial activity against most organisms, but given in combination with beta-lactam antibiotics prevents antibiotic inactivation by microbial lactamase. [PubChem] Clavulanic acid competitively and irreversibly inhibits a wide variety of beta-lactamases, commonly found in microorganisms resistant to penicillins and cephalosporins. Binding and irreversibly inhibiting the beta-lactamase results in a restauration of the antimicrobial activity of beta-lactam antibiotics against lactamase-secreting-resistant bacteria. By inactivating beta-lactamase (the bacterial resistance protein), the accompanying penicillin/cephalosporin drugs may be made more potent as well.
Dược Động Học :
▧ Absorption :
75%
▧ Protein binding :
Low (22 to 30%)
▧ Metabolism :
Hepatic
▧ Half Life :
1.0 hour
Độc Tính : Gastrointestinal symptoms including stomach and abdominal pain, vomiting, and diarrhea. Rash, hyperactivity, or drowsiness have also been observed in a small number of patients
Chỉ Định : For use with Amoxicillin, clavulanic acid is suitable for the treatment of infections with Staph. aureus and Bacteroides fragilis, or with beta-lactamase producing H. influenzae and E. coli.
Tương Tác Thuốc :
Dữ Kiện Thương Mại
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00766
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5280980
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508845
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C06662
ChemSpider
http://www.chemspider.com/Chemical-Structure.4444466.html
PharmGKB
http://www.pharmgkb.org/drug/PA164742987
Wikipedia
http://en.wikipedia.org/wiki/Clavulanate
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