TRETINOIN

Tretinoin (all‑trans retinoic acid) regulates gene transcription by activating retinoic acid receptors. Used in acne and acute promyelocytic leukemia. Side effects include dermatitis, photosensitivity, teratogenicity, and differentiation syndrome.

SKU: ed686e27f1bb Category: Tag:

Product Description


Mechanism of Action

TRETINOIN (ID 27730) demonstrates a multi‑layer biochemical interaction architecture integrating high‑bandwidth signalling interference, catalytic‑domain perturbation, mitochondrial‑network recalibration, ion‑flux redistribution, cytoskeletal restructuring, membrane‑potential modulation and transcription‑factor pathway realignment. Its molecular conformation enables docking to catalytic residues, allosteric nodes, transmembrane helices, nucleotide‑binding pockets, redox‑buffer centres and polymeric scaffolding complexes, providing system‑wide influence across metabolic, electrophysiological, structural and genomic domains.

At the signalling stratum, TRETINOIN may reshape phosphorylation landscapes, alter the propagation kinetics of ERK, MAPK, JNK and p38 pathways, modulate PI3K–AKT survival gating, adjust G‑protein coupling efficiency, redistribute Ca²⁺ microdomains, influence IP₃/DAG signalling geometry, and redefine cAMP‑PKA amplitude. Mitochondrial effects include ETC‑complex rebalancing, ATP/ADP cycle remapping, ROS‑threshold displacement, membrane‑potential polarity modulation and cross‑organelle stress signalling.

High‑Precision Research Applications

  • Kinome‑scale cascade interference mapping & catalytic‑pathway reconstruction
  • High‑resolution docking, ligand‑meta‑stability tracking & conformational‑flow modelling
  • UPR/ER‑stress, mitophagy and organelle cross‑talk quantification
  • Multi‑omics regulatory‑network reconstruction (RNA‑seq, metabolomics, phosphoproteomics, proteomics)
  • Cytoskeletal mechanics including actin/tubulin turnover and force‑distribution modelling
  • Cell‑fate simulations across apoptosis, necroptosis, ferroptosis & parthanatos pathways
  • AI‑enhanced SAR/QSAR optimisation engines for predictive compound modelling

Toxicodynamics & Cellular Hazard Spectrum

  • Acute ROS surge and antioxidant‑buffer saturation
  • Mitochondrial fragmentation or ETC‑axis collapse
  • Severe Na⁺/K⁺/Ca²⁺ ion‑homeostasis destabilisation
  • Cytoskeletal depolymerisation & structural‑integrity failure
  • Membrane‑tension breakdown & lipid‑bilayer thinning
  • Hyperactivation of inflammatory master regulators (NF‑κB, STAT, IRF families)
  • Activation of multiple programmed‑cell‑death pathways
  • Epigenetic drift including methylation and acetylation instability

For expert laboratory use only — not intended for biological or therapeutic exposure.

Datasheet


Molecular Formula

C20H28O2

Molecular Weight

300.4 g/mol

CAS Number

302-79-4

Storage Condition

Tretinoin Gel, USP: store below 30 °C (86 dg F). Tretinoin Cream, USP: store below 27 °C (80 °F).

Solubility

less than 1 mg/mL at 77 °F (NTP, 1992)

Purity

Purity information is available upon request (COA).

Synonym

Retinoic acid; tretinoin; 302-79-4; all-trans-Retinoic acid; Vitamin A acid

IUPAC/Chemical Name

(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid

InChl Key

SHGAZHPCJJPHSC-YCNIQYBTSA-N

InChl Code

InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+

References

https://pubchem.ncbi.nlm.nih.gov/compound/444795;

3D Conformer.

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