H3878

Sigma-Aldrich

Hyodeoxycholic acid

≥98%

Synonym(s):
3α,6α-Dihydroxy-5β-cholan-24-oic acid
Empirical Formula (Hill Notation):
C24H40O4
CAS Number:
Molecular Weight:
392.57
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

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.

Packaging

5 g in poly bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

H J Eyssen et al.
Applied and environmental microbiology, 65(7), 3158-3163 (1999-07-02)
From the rat intestinal microflora we isolated a gram-positive rod, termed HDCA-1, that is a member of a not previously described genomic species and that is able to transform the 3alpha,6beta, 7beta-trihydroxy bile acid beta-muricholic acid into hyodeoxycholic acid (3alpha,6alpha-dihydroxy...
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...
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)
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)
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)

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