User:Mr. Ibrahem/Ursodeoxycholic acid

Mr. Ibrahem/Ursodeoxycholic acid
Clinical data
Trade namesActigall, Urso, others
SynonymsUrsodiol
AHFS/Drugs.comMonograph
MedlinePlusa699047
License data
Pregnancy
category
Routes of
administration
By mouth[2]
Legal status
Legal status
Identifiers
  • 3α,7β-dihydroxy-5β-cholan-24-oic acid
    OR
    (R)-4-((3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-
    10,13-dimethylhexadecahydro-
    1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
Chemical and physical data
FormulaC24H40O4
Molar mass392.56
3D model (JSmol)
Melting point203 °C (397 °F)
  • O=C(O)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]4[C@H]2[C@@H](O)C[C@@H]3C[C@H](O)CC[C@@]34C)C
  • InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20+,22+,23+,24-/m1/s1 checkY
  • Key:RUDATBOHQWOJDD-UZVSRGJWSA-N checkY
  (verify)

Ursodeoxycholic acid (UDCA), also known as ursodiol, is a naturally occurring bile acid, used for several conditions of the liver and bile ducts.[4] This includes treatment of primary biliary cirrhosis and to prevent or breakdown gallstones.[4] It is taken by mouth.[2]

Common side effects include diarrhea and pale stool.[2] Other side effects may include abdominal pain, vomiting, and a rash.[2] Following use in a small number of pregnancies, it appears to be relatively safe.[5] Ursodeoxycholic acid normally occurs in people in small amounts.[4] It is believed to work in part by blocking the release and uptake of cholesterol.[4]

Ursodeoxycholic acid was approved for medical use in the United States in 1987.[4] It was first clearly identified in bear bile in 1927, though had been used for centuries in traditional Chinese medicine.[6][7] It is available as a generic medication.[4] In the United Kingdom 100 tablets of 500 mg costs the NHS about £50 as of 2021 while this amount in the United States costs about 180 USD.[2][8]

References

change
  1. 1.0 1.1 "Ursodiol Use During Pregnancy". Drugs.com. 4 November 2019. Archived from the original on 20 February 2020. Retrieved 20 February 2020.
  2. 2.0 2.1 2.2 2.3 2.4 2.5 2.6 BNF (80 ed.). BMJ Group and the Pharmaceutical Press. September 2020 – March 2021. p. 96. ISBN 978-0-85711-369-6.{{cite book}}: CS1 maint: date format (link)
  3. "Ursodeoxycholic acid 300mg Tablets - Summary of Product Characteristics (SmPC)". (emc). 10 July 2019. Archived from the original on 13 August 2020. Retrieved 29 April 2020.
  4. 4.0 4.1 4.2 4.3 4.4 4.5 4.6 "Ursodiol Monograph for Professionals". Drugs.com. Archived from the original on 7 May 2021. Retrieved 13 September 2021.
  5. "Ursodiol Use During Pregnancy". Drugs.com. Archived from the original on 20 February 2020. Retrieved 13 September 2021.
  6. Sneader, Walter (23 June 2005). Drug Discovery: A History. John Wiley & Sons. p. 273. ISBN 978-0-471-89979-2. Archived from the original on 22 September 2021. Retrieved 13 September 2021.
  7. Chivian, Eric; Bernstein, Aaron (2 June 2008). Sustaining Life: How Human Health Depends on Biodiversity. Oxford University Press. p. 227. ISBN 978-0-19-972120-7. Archived from the original on 22 September 2021. Retrieved 13 September 2021.
  8. "Ursodiol Prices, Coupons & Patient Assistance Programs". Drugs.com. Archived from the original on 16 January 2021. Retrieved 13 September 2021.