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Merck
CN

H3878

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%

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
0000498366
0000498366
0000487723
0000487723
0000451005

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Chemical genetic screen identifies lithocholic acid as an anti-aging compound that extends yeast chronological life span in a TOR-independent manner, by modulating housekeeping longevity assurance processes
Goldberg A A, et al.
Aging (Albany. NY.), 2(7), 393-393 (2010)
Activation of bile acid signaling improves metabolic phenotypes in high-fat diet-induced obese mice
Pierre J F, et al.
American Journal of Physiology: Gastrointestinal and Liver Physiology, 311(2), G286-G304 (2016)
Individual serum bile acid profiling in rats aids in human risk assessment of drug-induced liver injury due to BSEP inhibition
Cepa S, et al.
Toxicology and Applied Pharmacology, 338(9), 204-213 (2018)
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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