A secondary bile acid produced by gut microbiota
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3-Epideoxycholic Acid

Item No. 34984

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,5β,12α)-3,12-dihydroxy-cholan-24-oic acid
CAS Number
570-63-8
Synonyms
  • 3β-DCA
  • 3β-Deoxycholic acid
  • EDCA
  • 3β-Hydroxydeoxycholic acid
Molecular Formula
C24H40O4
Formula Weight
392.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: soluble
SMILES
C[C@@]12[C@](CC[C@]2([H])[C@H](C)CCC(O)=O)([H])[C@@]3([H])[C@@](C[C@@H]1O)([H])[C@@]4([C@](C[C@H](CC4)O)([H])CC3)C
InChi Code
InChI=1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/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
KXGVEGMKQFWNSR-OFYXWCICSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    3-Epideoxycholic acid is a secondary bile acid formed via epimerization of deoxycholic acid (DCA; Item Nos. 20756 | 18231) by gut microbiota.1 It has reduced detergent activity and is less active than DCA in inhibiting growth in a panel of seven gut bacteria species. 3-Epideoxycholic acid (10 and 20 µM) increases the growth of Caco-2 colon cancer cells but to a lesser extent than DCA.2 It increases the levels of Foxp3+CD4+ regulatory T cells (Tregs) in a co-culture of naïve T cells and dendritic cells.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Devlin, A.S., and Fischbach, M.A. A biosynthetic pathway for a prominent class of microbiota-derived bile acids. Nat. Chem. Biol. 11(9), 685-690 (2018).

    2. Milovic, V., Teller, I.C., Faust, D., et al. Effects of deoxycholate on human colon cancer cells: Apoptosis or proliferation. Eur. J. Clin. Invest. 32(1), 29-34 (2002).

    3. Campbell, C., McKenney, P.T., Konstantinovsky, D., et al. Bacterial metabolism of bile acids promotes generation of peripheral regulatory T cells. Nature 58(7809), 475-479 (2020).