A secondary bile acid
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Labeled Version(s)
41156Allolithocholic Acid-d4
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Allolithocholic Acid

Item No. 38158

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3α,5α)-3-hydroxy-cholan-24-oic acid
CAS Number
2276-94-0
Synonyms
  • 3α-hydroxy-5α-Cholanoic Acid
  • allo-LCA
Molecular Formula
C24H40O3
Formula Weight
376.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly solubleEthanol: Slightly solubleMethanol: Slightly soluble
SMILES
C[C@H](CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@H](O)CC[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
InChi Key
SMEROWZSTRWXGI-NWFSOSCSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    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).