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3D molecular model of MK-2866

Calculated reference model · not an experimental or batch-certified structure. All 28 atoms shown.

Model data & sources
  • Heavy atoms only; hydrogens are omitted from the reference display.
  • Source-defined stereochemistry is checked against the calculated coordinates; no energy-minimum, crystal or solution-structure claim is made.
  • Reference molecular species only; batch identity, purity, counterions and excipients are not certified.
Formula
C19H14F3N3O3
Method
RDKit ETKDGv3 / MMFF94s calculated reference conformer

MK-2866

By Kimera ChemsSelective Modulators

MK-2866 (Ostarine) Research Standard

MK-2866, also indexed as ostarine and enobosarm (CAS 841205-47-8), is a nonsteroidal arylpropionamide selective androgen receptor modulator, supplied as a reference standard for androgen receptor pharmacology and analytical method development. It is the most thoroughly characterised arylpropionamide in the analytical literature, and consequently the usual reference point when a method is being validated across the class.[1,3]

Mechanism of Action & Research Context

The molecular target is the androgen receptor (AR, NR3C4), a ligand-activated nuclear hormone receptor that functions as a transcription factor.

  • Metabolism characterised both ways. In liver S9 incubations the principal routes are monohydroxylation, nitro-reduction, dephenylation and demethylation. Published in vivo metabolite profiles add glucuronide, sulfate and carboxylated conjugates, a phase II layer the in vitro system does not reproduce.[1]

  • The parent compound is the practical analyte. The intact molecule dominates after in vitro incubation, which is why validated methods target the parent rather than a metabolite.[1]

  • Detectable at trace level in keratinised matrix. Hair analysis has quantified ostarine at 3–21 pg/mg, alongside ligandrol at 14–42 pg/mg and andarine at 0.1–0.7 pg/mg — a nearly three-order-of-magnitude spread across three SARMs in the same matrix.[2]

  • Distinct genomic and non-genomic routes. Nonsteroidal SARMs and endogenous androgens engage AR through different signalling arms and assemble different AR/cofactor complexes at androgen-responsive enhancers, so the two ligand types are not interchangeable in mechanistic work.[4]

  • Coregulator recruitment and dimerisation. A SARM can drive AR transcriptional activity while producing markedly less AR homodimerisation than DHT and recruiting only a restricted subset of cofactors, with p160 coactivators SRC1, TIF2 and NCoA3 notably absent in yeast two-hybrid assays. Differential coregulator recruitment is the leading mechanistic account of tissue selectivity.[5]

Research Applications

Primary fields of in vitro and preclinical laboratory investigation include:

  • Metabolite identification across S9, microsomal and in vivo systems.[1]

  • Trace-level method development in urine, blood and hair.[2,3]

  • Cross-matrix validation where one compound must anchor a method spanning several matrices.[2,3]

  • AR binding and transactivation assays with nuclear-receptor counter-screens.[4,5]

Analytical Documentation

Purity and identity vary by manufacturing lot. Kimera Chems does not publish a single fixed purity figure for this item; refer to the batch-specific Certificate of Analysis (COA) issued for the lot received, which reflects third-party analytical testing for that lot.

References

  1. de Rijke E, Essers ML, Rijk JCW, et al. Selective androgen receptor modulators: in vitro and in vivo metabolism and analysis. Food Addit Contam Part A. 2013;30(9):1517–1526. doi:10.1080/19440049.2013.810346
  2. Kintz P, Gheddar L, Ameline A, Raul JS. Perspectives in evaluating selective androgen receptor modulators in human hair: a short communication. Ther Drug Monit. 2021;43(2):298–300. doi:10.1097/FTD.0000000000000859
  3. Stacchini C, Botrè F, Comunità F, et al. Simultaneous detection of different chemical classes of selective androgen receptor modulators in urine by liquid chromatography-mass spectrometry-based techniques. J Pharm Biomed Anal. 2021;195:113849. doi:10.1016/j.jpba.2020.113849
  4. Narayanan R, Coss CC, Yepuru M, et al. Steroidal androgens and nonsteroidal, tissue-selective androgen receptor modulator, S-22, regulate androgen receptor function through distinct genomic and nongenomic signaling pathways. Mol Endocrinol. 2008;22(11):2448–2465. doi:10.1210/me.2008-0160
  5. Furuya K, Yamamoto N, Ohyabu Y, et al. Mechanism of the tissue-specific action of the selective androgen receptor modulator S-101479. Biol Pharm Bull. 2013;36(3):442–451. doi:10.1248/bpb.b12-00885

Storage & Handling

Store at controlled room temperature. Keep tightly closed. Liquid formats: do not refrigerate or freeze. Cold storage may cause the solution to cloud or precipitate. If this occurs, return to room temperature and mix until clear.

Storage guidance is a house recommendation. Analytical documentation is per-lot release testing.

Related Research Compounds

Research Use Only Disclaimer: This product is labeled and sold "For Research Use Only — NOT FOR HUMAN CONSUMPTION." It is not a drug, dietary supplement, food, cosmetic, or medical device, and it is not approved by the FDA or any other regulator for human or veterinary use. It is supplied to approved account holders as a research chemical for laboratory use and must be handled in accordance with applicable law.

Kimera Chems

Compounds That Survive Scrutiny

Research use only. Not for human or veterinary use.