An internal standard for the quantification of allolithocholic acid
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Unlabeled Version(s)
38158Allolithocholic Acid
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Allolithocholic Acid-d4

Item No. 41156

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3α,5α)-3-hydroxy-cholan-24-oic-2,2,4,4-d4 acid
Synonyms
  • 3α-hydroxy-5α-Cholanoic Acid-d4
  • allo-LCA-d4
Molecular Formula
C24H36D4O3
Formula Weight
380.6
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Sparingly soluble: 1-10 mg/ml
SMILES
C[C@H](CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[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/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16+,17-,18+,19-,20+,21+,23+,24-/m1/s1/i10D2,14D2
InChi Key
SMEROWZSTRWXGI-AIGJOBEASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Allolithocholic acid-d4 is intended for use as an internal standard for the quantification of allolithocholic acid (Item No. 38158) by GC- or LC-MS. Allolithocholic acid is a secondary allomonohydroxy bile acid.1 It activates large-conductance calcium-activated potassium channels (BK/KCas; EC50 = 44.21 µM in Xenopus oocytes expressing the rat channel). Fecal levels of allolithocholic acid are increased in patients with colorectal cancer.2 Allolithocholic acid has also been found in the urine of infants with biliary atresia.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bukiya, A.N., McMillan, J., Parrill, A.L., et al. Structural determinants of monohydroxylated bile acids to activate β1 subunit-containing BK channels. J. Lipid Res. 49(11), 2441-2451 (2008).

    2. Tadano, T., Kanoh, M., Kondoh, H., et al. Kinetic analysis of bile acids in the feces of colorectal cancer patients by gas chromatography-mass spectrometry (GC-MS). Rinsho Byori. 55(5), 417-427 (2007).

    3. Makino, I., Sjövall, J., Norman, A., et al. Excretion of 3β-hydroxy-5-cholenoic and 3ɑ-hydroxy-5ɑ-cholanoic acids in urine of infants with biliary atresia. FEBS Lett. 15(2), 161-164 (1971).