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Merck
CN

SML3096

Sigma-Aldrich

Obeticholic acid

≥98% (HPLC), FXR agonist, powder

别名:

(3α,5β, 6α,7α)-6-ethyl-3,7-dihydroxy-cholan-24-oic acid, 6-ECDCA, 6a-Ethyl-Chenodeoxycholic Acid, OCA

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关于此项目

经验公式(希尔记法):
C26H44O4
化学文摘社编号:
分子量:
420.63
MDL编号:
UNSPSC代码:
12352106
NACRES:
NA.77
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产品名称

Obeticholic acid, ≥98% (HPLC)

质量水平

方案

≥98% (HPLC)

表单

powder

旋光性

[α]/D +4 to +6°, c = 1.0 in methanol

颜色

white to beige

溶解性

DMSO: 2 mg/mL, clear

储存温度

2-8°C

SMILES字符串

C[C@@H]([C@@]1([H])CC[C@@]([H])([C@@]2([C@@H]([C@@H]([C@@]3(C[C@@H](CC[C@@]3([C@]2(CC4)[H])C)O)[H])CC)O)[H])[C@@]14C)CCC(O)=O

InChI

1S/C26H44O4/c1-5-17-21-14-16(27)10-12-26(21,4)20-11-13-25(3)18(15(2)6-9-22(28)29)7-8-19(25)23(20)24(17)30/h15-21,23-24,27,30H,5-14H2,1-4H3,(H,28,29)/t15-,16-,17-,18-,19+,20+,21+,23+,24-,25-,26-/m1/s1

InChI key

ZXERDUOLZKYMJM-ZWECCWDJSA-N

生化/生理作用

Obeticholic acid (6-ECDCA) is a is a semi-synthetic bile acid analogue used to treat used to treat primary biliary cholangitis. Obeticholic acid is an orally available, potent and selective FXR agonist that exhibits anticholeretic and anti-inflammation effects.
orally available, potent and selective FXR agonist that exhibits anticholeretic and anti-inflammation effects

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Roberto Pellicciari et al.
Journal of medicinal chemistry, 45(17), 3569-3572 (2002-08-09)
A series of 6alpha-alkyl-substituted analogues of chenodeoxycholic acid (CDCA) were synthesized and evaluated as potential farnesoid X receptor (FXR) ligands. Among them, 6alpha-ethyl-chenodeoxycholic acid (6-ECDCA) was shown to be a very potent and selective FXR agonist (EC(50) = 99 nM)
Botao Gao et al.
Tissue engineering and regenerative medicine, 18(2), 217-224 (2021-02-01)
Ballooned hepatocytes (BH) are a key histological hallmark of nonalcoholic steatohepatitis (NASH), yet their consequences for liver-specific functions are unknown. In our previous study, an experimental model of human induced-BHs (iBH) has been successfully developed based on cell sheet technology. This
Lulu Sun et al.
Nature reviews. Gastroenterology & hepatology, 18(5), 335-347 (2021-02-12)
Farnesoid X receptor (FXR) is a ligand-activated transcription factor involved in the control of bile acid (BA) synthesis and enterohepatic circulation. FXR can influence glucose and lipid homeostasis. Hepatic FXR activation by obeticholic acid is currently used to treat primary

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