Ursodiol

CAS No:
128-13-2

Molecular Formula：

C24H40O4

Molecular Weight：

392.572

Storage:

Store at -20℃

Synonyms:

Ursodeoxycholic acid
UDCA
Ursodeoxycholate
3α,7β-Dihydroxy-5β-cholan-24-oic acid
(3α,5β,7β)-3,7-dihydroxycholan-24-oic acid
724L30Y2QR
CHEBI:9907
CHEMBL1551
MFCD00003680
A05AA02

IUPAC Name:

(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid

InChIKey:

RUDATBOHQWOJDD-UZVSRGJWSA-N

InChI:

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

SMILES:

C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C

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Technical Data

Solubility	DMSO : ≥ 33 mg/mL (84.06 mM)
Purity	98% min

Description

Ursodiol, also known as Ursodeoxycholic acid, is a synthetically-derived form of ursodiol, a bile acid produced by the liver and secreted and stored in the gallbladder. Also produced by the Chinese black bear liver, ursodiol has been used in the treatment of liver disease for centuries. This agent dissolves or prevents cholesterol gallstones by blocking hepatic cholesterol production and decreasing bile cholesterol. Ursodiol also reduces the absorption of cholesterol from the intestinal tract.

Safety Information

GHS

Pictogram:

GHS07

Signal Word:

Warning

Hazard Statements:

H315 (95.5%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (95.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements:

Prevention
P264 Wash thoroughly after handling.
P264+P265 Wash thoroughly after handling. Do not touch eyes.
P280 Wear protective gloves / protective clothing / eye protection / face protection.

Response
P302+P352 IF ON SKIN: Wash with plenty of soap and water.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P332+P317 If skin irritation occurs: Get medical help.
P337+P317 If eye irritation persists: Get medical help.
P362+P364Take off contaminated clothing and wash it before reuse.

References

[1]. Jackson H, et al. Influence of ursodeoxycholic acid on the mortality and malignancy associated with primary biliary cirrhosis: a population-based cohort study. Hepatology. 2007 Oct;46(4):1131-7.

[2]. Kumar D, et al. Use of ursodeoxycholic acid in liver diseases. J Gastroenterol Hepatol. 2001 Jan;16(1):3-14.

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