Tìm theo
Methacycline
Các tên gọi khác (2) :
  • Metacycline
  • Methacyclin
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 914-00-1
ATC: J01AA05
CTHH: C22H22N2O8
PTK: 442.4187
A broad-spectrum semisynthetic antibiotic related to tetracycline but excreted more slowly and maintaining effective blood levels for a more extended period. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C22H22N2O8
Phân tử khối
442.4187
Monoisotopic mass
442.13761569
InChI
InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-6,10,13-15,17,25,27,29,32H,1H2,2-3H3,(H2,23,31)/t10-,13?,14-,15+,17+,22+/m1/s1
InChI Key
InChIKey=IWFHNYCDKMICPE-LKTMJOCVSA-N
IUPAC Name
(4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-5,10,12,12a-tetrahydroxy-6-methylidene-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboxamide
Traditional IUPAC Name
(4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-5,10,12,12a-tetrahydroxy-6-methylidene-1,3,11-trioxo-4,4a,5,5a-tetrahydro-2H-tetracene-2-carboxamide
SMILES
CN(C)[C@H]1[C@@H]2[C@@H](O)[C@@H]3C(=C)C4=C(C(O)=CC=C4)C(=O)C3=C(O)[C@]2(O)C(=O)C(C(N)=O)C1=O
Độ hòa tan
7550 mg/L (at 21 °C)
logP
-0.3
logS
-2.8
pKa (strongest acidic)
2.21
pKa (Strongest Basic)
6.16
PSA
178.46 Å2
Refractivity
111.57 m3·mol-1
Polarizability
42.07 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
9
H Bond Donor Count
5
Physiological Charge
-2
Number of Rings
4
Bioavailability
1
Rule of Five
true
Dược Lực Học : Methacycline is a tetracycline antibiotic. Similar to other tetracyclines, it has a wide spectrum of antimicrobial action. It is active against most Gram-positive bacteria (pneumococci, streptococci, staphylococci) and Gram-negative bacteria (E. coli, salmonella, shigella, etc.), and towards agents causing onithosis, psittacosis, trachoma, and some Protozoa. Like other tetracyclines, the general usefulness of methacycline has been reduced with the onset of bacterial resistance.
Cơ Chế Tác Dụng : A broad-spectrum semisynthetic antibiotic related to tetracycline but excreted more slowly and maintaining effective blood levels for a more extended period. [PubChem] Methacycline, a tetracycline antibiotic, is a protein synthesis inhibitors, inhibiting the binding of aminoacyl-tRNA to the mRNA-ribosome complex. Methacycline inhibits cell growth by inhibiting translation. It binds to the 16S part of the 30S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome. The binding is reversible in nature. Tetracyclines also have been found to inhibit matrix metalloproteinases. This mechanism does not add to their antibiotic effects, but has led to extensive research on chemically modified tetracyclines or CMTs (like incyclinide) for the treatmet of rosacea, acne, and various types of neoplasms.
Dược Động Học :
▧ Absorption :
58% absorbed
▧ Protein binding :
75-78% protein bound
▧ Half Life :
14 hours
Chỉ Định : For the treatment of acute bacterial exacerbations of chronic bronchitis
Tương Tác Thuốc :
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Rondomycin
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00931
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07654
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D04972
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50046500
PharmGKB
http://www.pharmgkb.org/drug/PA164750512
Wikipedia
http://en.wikipedia.org/wiki/Methacycline
... loading
... loading