Tìm theo
Tauroursodeoxycholic acid
Các tên gọi khác (2) :
  • Tauroursodeoxycholate
  • TUDCA
antiviral agents, cholagogues and choleretics, cholesterol absorption inhibitors
Thuốc Gốc
Small Molecule
CAS: 14605-22-2
CTHH: C26H45NO6S
PTK: 499.704
Tauroursodeoxycholic acid is the more hydrophilic form of ursodeoxycholic acid, which is the more abundant naturally produced bile acid in humans. Tauroursodeoxycholic acid, on the other hand, is produced abundantly in bears and has been used for centuries as a natural remedy in some Asian countries. It is approved in Italy and Turkey for the treatment of cholesterol gallstones and is an investigational drug in China, Unites States, and Italy. Tauroursodeoxycholic acid is being investigated for use in several conditions such as Primary Biliary Cirrhosis (PBC), insulin resistance, amyloidosis, Cystic Fibrosis, Cholestasis, and Amyotrophic Lateral Sclerosis. The only completed clinical trial thus far is a phase III clinical trial comparing tauroursodeoxycholic acid and ursofalk in PBC adult patients, but as of June 2013 no results of this trial have been published.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C26H45NO6S
Phân tử khối
499.704
Monoisotopic mass
499.296758867
InChI
InChI=1/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16?,17-,18+,19?,20-,21-,22-,24-,25-,26+/s2
InChI Key
InChIKey=BHTRKEVKTKCXOH-CNHNFURNNA-N
IUPAC Name
2-{4-[(1S,2S,5R,7S,9S,10R,11S,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanamido}ethane-1-sulfonic acid
Traditional IUPAC Name
2-{4-[(1S,2S,5R,7S,9S,10R,11S,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanamido}ethanesulfonic acid
SMILES
[H][C@@]12CCC(C(C)CCC(=O)NCCS(O)(=O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)C[C@]2([H])C[C@H](O)CC[C@]12C
Độ hòa tan
7.48e-03 g/l
logP
0.81
logS
-4.8
pKa (strongest acidic)
-0.99
pKa (Strongest Basic)
0.18
PSA
123.93 Å2
Refractivity
130.68 m3·mol-1
Polarizability
56.2 Å3
Rotatable Bond Count
7
H Bond Acceptor Count
6
H Bond Donor Count
4
Physiological Charge
-1
Number of Rings
4
Bioavailability
1
Rule of Five
true
MDDR-Like Rule
true
Cơ Chế Tác Dụng : Tauroursodeoxycholic acid is the more hydrophilic form of ursodeoxycholic acid, which is the more abundant naturally produced bile acid in humans. Tauroursodeoxycholic acid, on the other hand, is produced abundantly in bears and has been used for centuries as a natural remedy in some Asian countries. It is approved in Italy and Turkey for the treatment of cholesterol gallstones and is an investigational drug in China, Unites States, and Italy. Tauroursodeoxycholic acid is being investigated for use in several conditions such as Primary Biliary Cirrhosis (PBC), insulin resistance, amyloidosis, Cystic Fibrosis, Cholestasis, and Amyotrophic Lateral Sclerosis. The only completed clinical trial thus far is a phase III clinical trial comparing tauroursodeoxycholic acid and ursofalk in PBC adult patients, but as of June 2013 no results of this trial have been published. Tauroursodeoxycholic acid is the more hydrophilic form of ursodeoxycholic acid, which is naturally produced in the body. In patients with properly functioning gallbladders, both of these bile acids inhibit liver cholesterol secretion and synthesis as well as intestinal cholesterol absorption allowing for the promotion of cholesterol gallstone dissolution. The mechanism of action of tauroursodeoxycholic acid in the other conditions is still being investigated.
Chỉ Định : Used in the treatment of cholesterol gallstones. Tauroursodeoxycholic acid is also being investigated for use in several conditions such as Primary Biliary Cirrhosis (PBC), insulin resistance, amyloidosis, Cystic Fibrosis, Cholestasis, and Amyotrophic Lateral Sclerosis.
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty : Teofarma
    Sản phẩm biệt dược : Tauro
  • Công ty : Bio-Gen
    Sản phẩm biệt dược : Taurolite
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB08834
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C16868
Wikipedia
http://en.wikipedia.org/wiki/Tauroursodeoxycholic_acid
Drugs.com
http://www.drugs.com/international/tauroursodeoxycholic-acid.html
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