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3-Epideoxycholic Acid

(Synonyms: Β-去氧胆酸) 目录号 : GC49850

A secondary bile acid and an epimer of deoxycholic acid

3-Epideoxycholic Acid Chemical Structure

Cas No.:570-63-8

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1 mg
¥872.00
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5 mg
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10 mg
¥6,979.00
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25 mg
¥15,275.00
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产品描述

3-Epideoxycholic acid (EDCA) is a secondary bile acid and an epimer of deoxycholic acid .1 EDCA has been used as a steroidal host compound for the enantioselective purification of (2R,3S)-3-methyl-2-pentanol from its racemates via enclathration.2 Fecal levels of EDCA are decreased in patients with pediatric non-alcoholic fatty liver disease (NAFLD).1

1.Yu, J., Zhang, H., Chen, L., et al.Disease-associated gut microbiota reduces the profile of secondary bile acids in pediatric nonalcoholic fatty liver diseaseFront. Cell. Infect. Microbiol.11698852(2021) 2.Kato, K., Aburaya, K., Miyake, Y., et al.Excellent enantio-selective enclathration of (2R,3S)-3-methyl-2-pentanol in channel-like cavity of 3-epideoxycholic acid, interpreted by the four-location model for chiral recognitionChem. Commun. (Camb.)232872-2873(2003)

Chemical Properties

Cas No. 570-63-8 SDF Download SDF
别名 Β-去氧胆酸
Canonical SMILES C[C@@]12[C@](CC[C@]2([H])[C@H](C)CCC(O)=O)([H])[C@@]3([H])[C@@](C[C@@H]1O)([H])[C@@]4([C@](C[C@H](CC4)O)([H])CC3)C
分子式 C24H40O4 分子量 392.6
溶解度 Methanol: soluble 储存条件 -20°C
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1 mg 5 mg 10 mg
1 mM 2.5471 mL 12.7356 mL 25.4712 mL
5 mM 0.5094 mL 2.5471 mL 5.0942 mL
10 mM 0.2547 mL 1.2736 mL 2.5471 mL
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Research Update

Excellent enantio-selective enclathration of (2R,3S)-3-methyl-2-pentanol in channel-like cavity of 3-Epideoxycholic Acid, interpreted by the four-location model for chiral recognition

Chem Commun (Camb) 2003 Dec 7;(23):2872-3.PMID:14680217DOI:10.1039/b309755b

Pure (2R,3S)-3-methyl-2-pentanol is resolved from the racemates by a steroidal host; the interpretation of the recognition mechanism based on the crystal structure reveals that CH/O interaction between the host and guest plays a decisive role in enantio-selective enclathration of the small aliphatic secondary alcohol.