Tìm theo
Apramycin
Các tên gọi khác (1) :
  • Nebramycin II
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 37321-09-8
CTHH: C21H41N5O11
PTK: 539.5771
Apramycin is an aminoglycoside antibiotic and has a bactericidal action against many gram-negative bacteria. Apramycin is a structurally unique antibiotic that contains a bicyclic sugar moiety and a monosubstituted deoxystreptamine. It is not approved for use in humans.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C21H41N5O11
Phân tử khối
539.5771
Monoisotopic mass
539.280257179
InChI
InChI=1S/C21H41N5O11/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31/h5-21,26-32H,2-4,22-25H2,1H3/t5-,6+,7-,8+,9-,10-,11+,12+,13+,14-,15-,16-,17-,18+,19+,20-,21-/m1/s1
InChI Key
InChIKey=XZNUGFQTQHRASN-XQENGBIVSA-N
IUPAC Name
(2R,3R,4S,5S,6S)-2-{[(2R,3S,4R,4aR,6S,7R,8aS)-7-amino-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy}-4-hydroxy-3-(methylamino)-octahydropyrano[3,2-b]pyran-2-yl]oxy}-5-amino-6-(hydroxymethyl)oxane-3,4-diol
Traditional IUPAC Name
apramycin
SMILES
CN[C@H]1[C@@H](O)[C@H]2O[C@H](O[C@@H]3[C@@H](N)C[C@@H](N)[C@H](O)[C@H]3O)[C@H](N)C[C@@H]2O[C@@H]1O[C@H]1O[C@H](CO)[C@@H](N)[C@H](O)[C@H]1O
Độ hòa tan
5.33e+01 g/l
logP
-6.5
logS
-1
pKa (strongest acidic)
12.29
pKa (Strongest Basic)
9.73
PSA
283.64 Å2
Refractivity
120.91 m3·mol-1
Polarizability
54.29 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
16
H Bond Donor Count
11
Physiological Charge
5
Number of Rings
4
Bioavailability
0
MDDR-Like Rule
true
pKa
8.5
Cơ Chế Tác Dụng : Apramycin is an aminoglycoside antibiotic and has a bactericidal action against many gram-negative bacteria. Apramycin is a structurally unique antibiotic that contains a bicyclic sugar moiety and a monosubstituted deoxystreptamine. It is not approved for use in humans. Apramycin stands out among aminoglycosides for its mechanism of action which is based on blocking translocation and its ability to bind also to the eukaryotic decoding site despite differences in key residues required for apramycin recognition by the bacterial target. The drug binds in the deep groove of the RNA which forms a continuously stacked helix comprising non-canonical C.A and G.A base pairs and a bulged-out adenine. The binding mode of apramycin at the human decoding-site RNA is distinct from aminoglycoside recognition of the bacterial target, suggesting a molecular basis for the actions of apramycin in eukaryotes and bacteria.
Chỉ Định : For the treatment of bacterial infections in animals.
Tương Tác Thuốc :
  • Tacrolimus Additive renal impairment may occur during concomitant therapy with aminoglycosides such as Apramycin. Use caution during concomitant therapy.
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB04626
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=3081545
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46509143
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C01555
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D02322
Wikipedia
http://en.wikipedia.org/wiki/Apramycin
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