An active metabolite of obeticholic acid
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Parent Compound(s)
110316-ECDCA
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Glyco-Obeticholic Acid

Item No. 28242

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(3α,5β,6α,7α)-6-ethyl-3,7-dihydroxy-24-oxocholan-24-yl]-glycine
CAS Number
863239-60-5
Synonyms
  • Obeticholic Acid Glycine Conjugate
Molecular Formula
C28H47NO5
Formula Weight
477.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mLDMSO: 10 mg/mLEthanol: 15 mg/mL
SMILES
CC[C@@H]1[C@]2([H])C[C@H](O)CC[C@]2(C)[C@]3([H])[C@@]([C@@](CC[C@]4([H])[C@@H](CCC(NCC(O)=O)=O)C)([H])[C@]4(C)CC3)([H])[C@@H]1O
InChi Code
InChI=1S/C28H47NO5/c1-5-18-22-14-17(30)10-12-28(22,4)21-11-13-27(3)19(7-8-20(27)25(21)26(18)34)16(2)6-9-23(31)29-15-24(32)33/h16-22,25-26,30,34H,5-15H2,1-4H3,(H,29,31)(H,32,33)/t16-,17-,18-,19-,20+,21+,22+,25+,26-,27-,28-/m1/s1
InChi Key
MTLPUOZJBFHNSO-FCWTVGIUSA-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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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Glyco-obeticholic acid is an active metabolite of obeticholic acid (6-ECDCA; Item No. 11031), which is a farnesoid X receptor (FXR) agonist and semisynthetic derivative of chenodeoxycholic acid (Item No. 10011286).1 Glyco-obeticholic acid is formed from obeticholic acid by glycine conjugation in the liver but can be reconverted back to obeticholic acid by microorganism-mediated deconjugation in the ileum and colon. It has been used as a precursor in the synthesis of bile acid analogs as agonists of the farnesoid X receptor (FXR) and TGR5.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Markham, A., and Keam, S.J. Obeticholic acid: First global approval. Drugs 76(12), 1221-1226 (2016).

    2. Or, Y.S., Wang, G., Shen, R., et al. Bile acid analogs and FXR/TGR5 agonists and methods of use thereof. (2016).