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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

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.

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Sigma-Aldrich

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Sigma-Aldrich

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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
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
C Cohen-Solal et al.
Biochimica et biophysica acta, 1257(2), 189-197 (1995-07-13)
The effects of hyodeoxycholic (HDCA) and alpha-hyocholic acids (alpha-HCA), on cholesterol, bile acid and lipoprotein metabolism, were studied in hamsters. The animals were fed a low cholesterol control diet supplemented with 0.1% HDCA or alpha-HCA for 3 weeks. In both
A Radominska-Pandya et al.
Biochimica et biophysica acta, 1394(2-3), 199-208 (1998-10-31)
While UDP-glucuronosyltransferases (UGTs) are known to be expressed at high levels in human liver, relatively little is known about extrahepatic expression. In the present study, UGT2B family isoforms involved in the glucuronidation of steroid hormones and bile acids have been
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