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Merck
CN

H3878

Sigma-Aldrich

Hyodeoxycholic acid

≥98%, Bile acid

Synonym(s):

3α,6α-Dihydroxy-5β-cholan-24-oic acid

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About This Item

Empirical Formula (Hill Notation):
C24H40O4
CAS Number:
83-49-8
Molecular Weight:
392.57
EC Number:
201-483-2
MDL number:
MFCD00003681
UNSPSC Code:
12352106
PubChem Substance ID:
24895601
NACRES:
NA.77

Key Documents

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Product Name

Hyodeoxycholic acid, ≥98%

Quality Level

200

Assay

≥98%

mp

200-201 °C (lit.)

SMILES string

C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3C[C@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

1S/C24H40O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16+,17-,18+,19+,20+,21+,23-,24-/m1/s1

InChI key

DGABKXLVXPYZII-SIBKNCMHSA-N

Gene Information

human ... NR1H2(7376), NR1H3(10062)

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General description

Hyodeoxycholic acid is a naturally occurring secondary bile acid. It is produced by the gut flora in the small intestine. Hyodeoxycholic acid is obtained from chenodeoxycholic acid during enterohepatic circulation of bile in rats.

Application

Hyodeoxycholic acid has been used:
  • as a standard for serum bile acid profiling by liquid chromatography-mass spectrometry (LC-MS) method in rat cells.
  • as a component of the growth medium to study its effect as an anti-aging small molecule on the chronological life span (CLS) of the pex5Δ (Δ) strain.
  • as a standard for analyzing bile acid composition and total bile acids in mice cells.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000487723
0000487723
0000451005
0000451005
0000438753

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Hang Zeng et al.
British journal of pharmacology, 174(8), 672-688 (2017-01-28)
Currently, ursodeoxycholic acid and obeticholic acid are the only two FDA-approved drugs for cholestatic liver diseases. Thus, new therapeutic approaches need to be developed. Here we have evaluated the anti-cholestasis effects of Schisandrol B (SolB), a bioactive compound isolated from
Karolina E Zaborska et al.
PloS one, 13(7), e0200908-e0200908 (2018-07-31)
Bile acids are critical contributors to the regulation of whole body glucose homeostasis; however, the mechanisms remain incompletely defined. While the hydrophilic bile acid subtype, ursodeoxycholic acid, has been shown to attenuate hepatic endoplasmic reticulum (ER) stress and thereby improve
On the Formation of Hyodeoxycholic Acid in the Rat BILE ACIDS AND STEROIDS 154
Einarsson K
The Journal of Biological Chemistry, 241(3), 534-539 (1966)
On the formation of hyodeoxycholic acid in the rat. Bile acids and steroids 154.
K Einarsson
The Journal of biological chemistry, 241(3), 534-539 (1966-02-10)
H Wietholtz et al.
Journal of hepatology, 24(6), 713-718 (1996-06-01)
Rifampin was shown to relieve pruritus in cholestatic liver diseases. There has been much speculation about the origin of pruritus, but it has not yet been comprehensively explained. The role of bile acids in producing pruritus is obscure and still
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