NAFARELIN

Nafarelin is a GnRH agonist suppressing gonadotropin release to treat endometriosis and precocious puberty. Side effects include hot flashes, mood changes, and decreased bone density.

SKU: db602d3615ae Category: Tag:

Product Description


Mechanism of Action

NAFARELIN (ID 26802) exhibits a multi‑vector biochemical action pattern, influencing enzymatic cascades, receptor‑mediated signalling, intracellular ion behaviour, mitochondrial oxidative dynamics and transcriptional regulatory networks. Its structural characteristics suggest interaction with catalytic residues, allosteric pockets and regulatory scaffolds, enabling modulation of phosphorylation circuits, second‑messenger systems (cAMP, Ca²⁺, IP₃), ROS generation, membrane polarization and metabolic‑flux channeling.

Depending on biological context, NAFARELIN may alter mitochondrial membrane potential, redox buffering capacity, calcium sequestration, cytoskeletal integrity, vesicle trafficking efficiency and transcription‑factor activation, resulting in broad mechanistic adaptability across experimental systems.

Benefits and Advantages

This compound is highly valued in advanced biochemical and pharmacological research frameworks, including:

  • High‑resolution receptor–ligand mapping and affinity prediction
  • Enzyme‑kinetic profiling and catalytic‑pathway deconstruction
  • Mitochondrial‑stress testing, ATP‑flux analysis and ROS‑equilibrium studies
  • Integrated multi‑omics research: transcriptomics, metabolomics, proteomics, phosphoproteomics
  • Cytoskeletal modelling involving actin/tubulin regulation
  • Apoptosis, autophagy, necroptosis and ferroptosis signalling investigations
  • Structure–activity relationship (SAR) exploration and molecular optimisation
  • Pharmacodynamic simulations for mechanistic threshold and dose‑response studies

Side Effects and Risks

Possible laboratory‑observed risks include:

  • Redox imbalance with elevated ROS levels
  • Mitochondrial overactivation or respiratory‑chain suppression
  • Ion‑channel dysregulation affecting Na⁺/K⁺/Ca²⁺ flow
  • Cross‑activation or inhibition of unintended receptor systems
  • Cytoskeletal destabilisation and impaired membrane integrity
  • Dose‑dependent cytotoxicity or induction of apoptotic/autophagic pathways
  • Transcriptional instability and activation of inflammatory cascades (NF‑κB, JNK, p38)

Strict biosafety handling, controlled dosing and regulated environmental conditions are required for all experimental use. Not intended for human or veterinary application.

Datasheet


Molecular Formula

C66H83N17O13

Molecular Weight

1322.5 g/mol

CAS Number

76932-56-4

Storage Condition

Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light.

Solubility

Solubility depends on solvent and conditions (e.g., pH). Please contact us for solvent-specific guidance.

Purity

Purity information is available upon request (COA).

Synonym

NAFARELIN; 76932-56-4; Nafareline; Nafarelina; Nafarelinum

IUPAC/Chemical Name

(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-naphthalen-2-yl-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide

InChl Key

RWHUEXWOYVBUCI-ITQXDASVSA-N

InChl Code

InChI=1S/C66H83N17O13/c1-36(2)25-48(58(89)76-47(13-7-23-71-66(68)69)65(96)83-24-8-14-54(83)64(95)73-33-55(67)86)77-60(91)50(28-38-15-18-39-9-3-4-10-40(39)26-38)78-59(90)49(27-37-16-19-43(85)20-17-37)79-63(94)53(34-84)82-61(92)51(29-41-31-72-45-12-6-5-11-44(41)45)80-62(93)52(30-42-32-70-35-74-42)81-57(88)46-21-22-56(87)75-46/h3-6,9-12,15-20,26,31-32,35-36,46-54,72,84-85H,7-8,13-14,21-25,27-30,33-34H2,1-2H3,(H2,67,86)(H,70,74)(H,73,95)(H,75,87)(H,76,89)(H,77,91)(H,78,90)(H,79,94)(H,80,93)(H,81,88)(H,82,92)(H4,68,69,71)/t46-,47-,48-,49-,50+,51-,52-,53-,54-/m0/s1

References

https://pubchem.ncbi.nlm.nih.gov/compound/25077405;

3D Conformer.

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