An internal standard for the quantification of hyocholic acid
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Hyocholic Acid-d4

Item No. 27033

Technical Information
Formal Name
(R)-4-((3R,5R,6R,7S,8S,9S,10R,13R,14S,17R)-3,6,7-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl-2,2,4,4-d4)pentanoic acid
Synonyms
  • HCA-d4
  • γ-MCA-d4
  • γ-Muricholic Acid-d4
Molecular Formula
C24H36D4O5
Formula Weight
Purity
≥99% deuterated forms (d1-d4)
A crystalline solid
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:1): 0.5 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/ml
SMILES
C[C@H](CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)[C@H](O)[C@]4([H])C([2H])([2H])[C@H](O)C([2H])([2H])C[C@]4(C)[C@@]3([H])CC[C@@]21C
InChi Code
InChI=1S/C24H40O5/c1-13(4-7-19(26)27)15-5-6-16-20-17(9-11-23(15,16)2)24(3)10-8-14(25)12-18(24)21(28)22(20)29/h13-18,20-22,25,28-29H,4-12H2,1-3H3,(H,26,27)/t13-,14-,15-,16+,17+,18+,20+,21-,22+,23-,24-/m1/s1/i8D2,12D2
InChi Key
DKPMWHFRUGMUKF-FTLFNZFLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Hyocholic acid-d4 is intended for use as an internal standard for the quantification of hyocholic acid (Item No. 20293) by GC- or LC-MS. Hyocholic acid is a primary bile acid in pigs and other mammals.1 It has also been found in urine samples from patients with cholestasis.2 Hyocholic acid is converted by gut microflora primarily to taurohyocholate and, to a lesser extent, taurocholic acid (Item No. 16215) and tauro-β-muricholic acid (Item No. 20289) in mice.3 Hyocholic acid has low toxicity against human hepatoma HepG2 cells.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lundell, K., and Wikvall, K. Species-specific and age-dependent bile acid composition: Aspects on CYP8B and CYP4A subfamilies in bile acid biosynthesis. Curr. Drug Metab. 9(4), 323-331 (2008).

    2. van Berge Henegouwen, G.P., Brandt, K.H., Eyssen, H., et alSulphated and unsulphated bile acids in serum, bile, and urine of patients with cholestasis. Gut 17(11), 861-869 (1976).

    3. Wang, D.Q.-H., Tazuma, S., Cohen, D.E., et alFeeding natural hydrophilic bile acids inhibits intestinal cholesterol absorption: Studies in the gallstone-susceptible mouse. Am. J. Physiol Gastrointest. Liver Physiol. 285(3), G494-G502 (2003).

    4. Perreault, M., Bialek, A., Trottier, J., et alRole of glucuronidation for hepatic detoxification and urinary elimination of toxic bile acids during biliary obstruction. PLoS One 8(11), e80994 (2013).