ChemicalBook > CAS DataBase List > Cholan-24-oic acid, 3,7-dihydroxy-, MonosodiuM salt, (3a,5b,7b)-

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
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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|
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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.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
15121
Product name
Ursodeoxycholic Acid (sodium salt)
Purity
≥98%
Packaging
1g
Price
$218
Updated
2023/06/20
Cayman Chemical
Product number
15121
Product name
Ursodeoxycholic Acid (sodium salt)
Purity
≥98%
Packaging
5g
Price
$774
Updated
2023/06/20
Cayman Chemical
Product number
15121
Product name
Ursodeoxycholic Acid (sodium salt)
Purity
≥98%
Packaging
250mg
Price
$79
Updated
2023/06/20
Cayman Chemical
Product number
15121
Product name
Ursodeoxycholic Acid (sodium salt)
Purity
≥98%
Packaging
500mg
Price
$126
Updated
2023/06/20
TRC
Product number
S080833
Product name
SodiumUrsodeoxycholate
Packaging
25g
Price
$255
Updated
2021/12/16
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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

Preparation Products

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Cholan-24-oic acid, 3,7-dihydroxy-, MonosodiuM salt, (3a,5b,7b)- Suppliers

Nanjing Chemlin Chemical Co., Ltd
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2898-95-5, Cholan-24-oic acid, 3,7-dihydroxy-, MonosodiuM salt, (3a,5b,7b)-Related Search:


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