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H3878

Sigma-Aldrich

Hyodeoxycholic acid

≥98%

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

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.

also commonly purchased with this product

Product No.
Description
Pricing

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
Joseph F Pierre et al.
American journal of physiology. Gastrointestinal and liver physiology, 311(2), G286-G304 (2016-06-25)
The metabolic benefits induced by gastric bypass, currently the most effective treatment for morbid obesity, are associated with bile acid (BA) delivery to the distal intestine. However, mechanistic insights into BA signaling in the mediation of metabolic benefits remain an
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)
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)
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