Tìm theo
Ouabain
Các tên gọi khác (9 ) :
  • 3-(alpha-L-Rhamnopyranosyloxy)-1beta,5beta,11alpha,14,19-pentahydroxy-5beta-card-20(22)-enolide
  • G-Strophanthin
  • Ouabagenin L-Rhamnoside
  • Ouabagenin-L-rhamnosid
  • Ouabain
  • Ouabain anhydrous
  • Ouabaine
  • Oubain
  • Strodival
enzyme inhibitors, cardiotonic agents
Thuốc Gốc
Small Molecule
CAS: 630-60-4
ATC: C01AC01
CTHH: C29H44O12
PTK: 584.6525
A cardioactive glycoside consisting of rhamnose and ouabagenin, obtained from the seeds of Strophanthus gratus and other plants of the Apocynaceae; used like digitalis. It is commonly used in cell biological studies as an inhibitor of the NA(+)-K(+)-exchanging ATPase. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C29H44O12
Phân tử khối
584.6525
Monoisotopic mass
584.283276872
InChI
InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1
InChI Key
InChIKey=LPMXVESGRSUGHW-HBYQJFLCSA-N
IUPAC Name
4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2,5-dihydrofuran-2-one
Traditional IUPAC Name
ouabain
SMILES
[H][C@@]12CC[C@]3(O)C[C@H](C[C@@H](O)[C@]3(CO)[C@@]1([H])[C@H](O)C[C@]1(C)[C@H](CC[C@]21O)C1=CC(=O)OC1)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
Độ tan chảy
200 °C
Độ hòa tan
1.03E+004 mg/L
logP
-2.00
logS
-2.1
pKa (strongest acidic)
7.18
pKa (Strongest Basic)
-2.9
PSA
206.6 Å2
Refractivity
140.83 m3·mol-1
Polarizability
59.93 Å3
Rotatable Bond Count
4
H Bond Acceptor Count
11
H Bond Donor Count
8
Physiological Charge
0
Number of Rings
6
Bioavailability
0
Dược Lực Học : Ouabain, a cardiac glycoside similar to digitoxin, is used to treat congestive heart failure and supraventricular arrhythmias due to reentry mechanisms, and to control ventricular rate in the treatment of chronic atrial fibrillation.
Cơ Chế Tác Dụng : A cardioactive glycoside consisting of rhamnose and ouabagenin, obtained from the seeds of Strophanthus gratus and other plants of the Apocynaceae; used like digitalis. It is commonly used in cell biological studies as an inhibitor of the NA(+)-K(+)-exchanging ATPase. [PubChem] Ouabain inhibits the Na-K-ATPase membrane pump, resulting in an increase in intracellular sodium and calcium concentrations. Increased intracellular concentrations of calcium may promote activation of contractile proteins (e.g., actin, myosin). Ouabain also acts on the electrical activity of the heart, increasing the slope of phase 4 depolarization, shortening the action potential duration, and decreasing the maximal diastolic potential.
Dược Động Học :

▧ Protein binding :
60%
Chỉ Định : For the treatment of atrial fibrillation and flutter and heart failure
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Strodival
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01092
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=439501
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505479
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C01443
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00112
ChemSpider
http://www.chemspider.com/Chemical-Structure.388599.html
PharmGKB
http://www.pharmgkb.org/drug/PA163522138
Wikipedia
http://en.wikipedia.org/wiki/Ouabain
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