700159 | Hyocholic acid

3α,6α,7α-trihydroxy-5ß-cholanic acid


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Hyocholic acid

Hyocholic acid

3α,6α,7α-trihydroxy-5ß-cholanic acid

Hyocholic acid (HCA) is found in trace amounts in humans, but it’s a primary bile acid (BA) in pigs (roughly about 76% of the BA pool in pigs). 

It’s commonly referred to as:

  • - Iocholic acid
  • - Hyocholate
  • - α-Hyocholic acid
  • - Hyocholsaure

This compound is a trihydroxy-5β-cholanic acid in which there are three hydroxy substituents at positions 3α, 6α, and 7α. The enzyme that catalyzes the 6-hydroxylation process of chenodeoxycholic acid in pigs is the cytochrome P450 CYP4A21.

Having a third hydroxyl group at 6α-position is what differs Hyocholic acid from the primary bile cholic and chenodeoxycholic acids. Hyocholic acids are different from muricholic acids, as well, since they are 6β-hydroxylated. So, Hyocholic acid is a C24-steroid, a 6α-hydroxy steroid, and a 7α-hydroxy steroid.

Hyocholic acid is present at very low concentrations in human blood and urine. However, it’s often found in patients with cholestasis, and it’s usually increased after sleeve gastrectomy to manage obesity. 

Hyocholic acid is also known to improve glucose metabolism and aids glucose homeostasis through a TGR5 and FXR signaling mechanism. It shows exceptional resistance to spontaneous diabetic phenotypes in pig and mouse models.

According to recent studies, Hyocholic acid has low toxicity against human hepatoma HepG2 cells.

In addition, Hyocholic acid is widely used as an internal standard for the quantitation of human fecal bile acids. This is a valuable method for the quantitative investigation of fecal bile acids, which is crucial to sterol balance studies.

Discover whether Hyocholic acid can serve as a diagnostic marker of metabolic disorders with the best quality Hyocholic acid from Avanti Polar Lipids.

Hygroscopic
No
Light Sensitive
No
Molecular Formula
C24H40 O5
Percent Composition
C 70.55%, H 9.87%, O 19.58%
Purity
>99%
Stability
1 year
Storage Temperature
-20°C
CAS Number
547-75-1
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
408.571
Exact Mass
408.288
Synonyms
λ-Muricholic acid

Ronda OAHO, van Dijk TH, Verkade HJ, Groen AK. Measurement of Intestinal and Peripheral Cholesterol Fluxes by a Dual-Tracer Balance Method. Curr Protoc Mouse Biol. 2016 Dec 1;6(4):408-434. doi: 10.1002/cpmo.16. PMID: 27906461.

PubMed ID: 27906461