Cholan-24-oic acid, 3,7-dihydroxy-, MonosodiuM salt, (3a,5b,7b)-
- Product Name
- Cholan-24-oic acid, 3,7-dihydroxy-, MonosodiuM salt, (3a,5b,7b)-
- CAS No.
- 2898-95-5
- Chemical Name
- Cholan-24-oic acid, 3,7-dihydroxy-, MonosodiuM salt, (3a,5b,7b)-
- Synonyms
- UDCA Na;UCDA sodium;Ursodiol sodium;Ursodeoxycholate sodium;Sodium ursodesoxycholate;Ursodeoxycholic acid sodium;URSODEOXYCHOLIC ACID SODIUM SALT USP/EP/BP;Cholan-24-oic acid, 3,7-dihydroxy-, MonosodiuM salt, (3a,5b,7b)-;Cholan-24-oic acid, 3,7-dihydroxy-, sodium salt (1:1), (3α,5β,7β)-;(3alpha,5beta,7beta)-3,7-Dihydroxycholan-24-oic acid monosodium salt
- CBNumber
- CB82639921
- Molecular Formula
- C24H39NaO4
- Formula Weight
- 414.55383
- MOL File
- 2898-95-5.mol
Cholan-24-oic acid, 3,7-dihydroxy-, MonosodiuM salt, (3a,5b,7b)- Property
- storage temp.
- Store at -20°C
- solubility
- DMF: 5 mg/ml; DMSO: 10 mg/ml; Ethanol: 15 mg/ml
- form
- A crystalline solid
- color
- White to off-white
- InChIKey
- WDFRNBJHDMUMBL-LEMNXDLSNA-M
- SMILES
- [Na+].[C@H]1(O)C[C@]2([H])[C@](C)(CC1)C1C(C3[C@@](CC1)(C)[C@@H]([C@H](C)CCC([O-])=O)CC3)[C@@H](O)C2 |&1:1,4,6,13,17,18,27,r|
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- 15121
- Product name
- Ursodeoxycholic Acid (sodium salt)
- Purity
- ≥98%
- Packaging
- 1g
- Price
- $218
- Updated
- 2023/06/20
- Product number
- 15121
- Product name
- Ursodeoxycholic Acid (sodium salt)
- Purity
- ≥98%
- Packaging
- 5g
- Price
- $774
- Updated
- 2023/06/20
- Product number
- 15121
- Product name
- Ursodeoxycholic Acid (sodium salt)
- Purity
- ≥98%
- Packaging
- 250mg
- Price
- $79
- Updated
- 2023/06/20
- Product number
- 15121
- Product name
- Ursodeoxycholic Acid (sodium salt)
- Purity
- ≥98%
- Packaging
- 500mg
- Price
- $126
- Updated
- 2023/06/20
- Product number
- S080833
- Product name
- SodiumUrsodeoxycholate
- Packaging
- 25g
- Price
- $255
- Updated
- 2021/12/16
Cholan-24-oic acid, 3,7-dihydroxy-, MonosodiuM salt, (3a,5b,7b)- Chemical Properties,Usage,Production
Description
Ursodeoxycholic acid (UDCA) is a secondary bile acid formed via epimerization of chenodeoxycholic acid (CDCA; ). UDCA is also a metabolite of lithocholic acid (LCA; ) in human liver microsomes. It inhibits taurocholic acid uptake in HeLa cells expressing recombinant sodium/taurocholate cotransporting polypeptide (NTCP) with an IC50 value of 3.6 μM. UDCA (50 μM) inhibits apoptosis induced by deoxycholic acid (DCA; Item Nos. 20756 | 18231) or ethanol in primary rat hepatocytes. Dietary administration of UDCA blocks DCA-induced increases in the number of TUNEL-positive hepatocytes in rats. Formulations containing UDCA have been used in the treatment of primary biliary cirrhosis.
Uses
Ursodeoxycholic acid (Ursodeoxycholate) sodium is a secondary bile acid issued from the transformation of (cheno)deoxycholic acid by intestinal bacteria, acting as a key regulator of the intestinal barrier integrity and essential for lipid metabolism. Ursodeoxycholic acid sodium acts as signaling molecule, exerting its effects by interacting with bile acid activated receptors, including G-protein coupled bile acid receptor 5 (TGR5, GPCR19) and the farnesoid X receptor (FXR). Ursodeoxycholic acid sodium can be used for the research of a variety of hepatic and gastrointestinal diseases. Orally active[1][2].
in vivo
Ursodeoxycholic acid (50, 150, and 450 mg/kg; p.o.; daily for 21 days) sodium results in weight loss in C57BL/6J wildtype mice[1].
| Animal Model: | 5 week old C57BL/6J WT mice (male and female)[1] |
| Dosage: | 50, 150, and 450 mg/kg dissolved in corn oil |
| Administration: | Oral gavage; daily for 21 days |
| Result: | Mice in the 50 and 450 mg/kg groups sustained significant weight loss within a week. At 50 mg/kg, this weight loss persisted over the course of the experiment. At 450 mg/kg, initially weight loss was noted during the first and third week of ursodiol administration. At 150 mg/kg, it did not have significantly different weights compared to the untreated mice. |
IC 50
Microbial Metabolite; Human Endogenous Metabolite
References
[1] Winston JA, et al. Secondary bile acid ursodeoxycholic acid alters weight, the gut microbiota, and the bile acid pool in conventional mice. PLoS One. 2021;16(2):e0246161. Published 2021 Feb 18. DOI:10.1371/journal.pone.0246161
[2] Goossens JF, et al. Ursodeoxycholic acid and cancer: From chemoprevention to chemotherapy. Pharmacol Ther. 2019;203:107396. DOI:10.1016/j.pharmthera.2019.107396
Cholan-24-oic acid, 3,7-dihydroxy-, MonosodiuM salt, (3a,5b,7b)- Preparation Products And Raw materials
Raw materials
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