Lynestrenol - ≥98% , CAS No.52-76-6

CAS: 52-76-6 Cat. No.: L353764 Formula: C₂₀H₂₈O Molecular Weight: 284.44 EC Number: 200-151-4

GRADE & PURITY ≥98%

Synonyms

Lynestrenolum [INN-Latin] | NCGC00179676-03 | SCHEMBL37816 | Exlutona | BSPBio_000050 | 19-Nor-17-alpha-pregn-4-en-20-yn-17-ol | 19-Nor-17alpha-pregn-4-en-20-yn-17-ol | Ethinyl oestrenol | MFCD00051135 | Ethinylestrenol | HMS1568C12 | HSDB 7899 | LMST0203

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

product description：

Lynestrenol (Ethinylestrenol) is a synthetic progestational hormone, an agonist of the progesterone receptor and has weak androgenic and estrogenic activity.

Specifications

Synonyms

Lynestrenolum [INN-Latin] | NCGC00179676-03 | SCHEMBL37816 | Exlutona | BSPBio_000050 | 19-Nor-17-alpha-pregn-4-en-20-yn-17-ol | 19-Nor-17alpha-pregn-4-en-20-yn-17-ol | Ethinyl oestrenol | MFCD00051135 | Ethinylestrenol | HMS1568C12 | HSDB 7899 | LMST0203

Specifications & Purity

≥98%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

Pubchem Sid

504750952

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504750952

Canonical Smiles

CC12CCC3C(C1CCC2(C#C)O)CCC4=CCCCC34

IUPAC Name

(8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol

InChIKey

YNVGQYHLRCDXFQ-XGXHKTLJSA-N

INCHI

1S/C20H28O/c1-3-20(21)13-11-18-17-9-8-14-6-4-5-7-15(14)16(17)10-12-19(18,20)2/h1,6,15-18,21H,4-5,7-13H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1

Isomeric SMILES

C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CCCC[C@H]34

Molecular Weight

284.44

Reaxy-Rn

2289191

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2289191&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Estrane steroids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Estrane steroids
• Intermediate Tree Nodes: Not available
• Direct Parent: Estrane steroids
• Alternative Parents: 17-hydroxysteroids Delta-4-steroids Ynones Tertiary alcohols Cyclic alcohols and derivatives Acetylides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: 17-hydroxysteroid - Hydroxysteroid - Estrane-skeleton - Delta-4-steroid - Ynone - Tertiary alcohol - Cyclic alcohol - Acetylide - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton.
• External Descriptors: C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

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PGR Tclin Progesterone receptor (8562 Activities)

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ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)

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CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

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ADRB1 Tclin Beta-1 adrenergic receptor (6630 Activities)

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HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

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ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)

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AR Tclin Androgen Receptor (11781 Activities)

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CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

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DRD2 Tclin Dopamine D2 receptor (23596 Activities)

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GABRA1 Tclin GABA receptor alpha-1 subunit (399 Activities)

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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CNR1 Tclin Cannabinoid CB1 receptor (20913 Activities)

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DRD1 Tclin Dopamine D1 receptor (9720 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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SLC6A2 Tclin Norepinephrine transporter (10102 Activities)

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HRH2 Tclin Histamine H2 receptor (5428 Activities)

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HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 Activities)

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HTR2C Tclin Serotonin 2c (5-HT2c) receptor (11471 Activities)

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AVPR2 Tclin Vasopressin V2 receptor (2912 Activities)

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ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

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AGTR1 Tclin Type-1 angiotensin II receptor (5176 Activities)

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SLC6A4 Tclin Serotonin transporter (12625 Activities)

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ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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HRH1 Tclin Histamine H1 receptor (7573 Activities)

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OPRM1 Tclin Mu opioid receptor (19785 Activities)

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DRD3 Tclin Dopamine D3 receptor (14368 Activities)

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AVPR1A Tclin Vasopressin V1a receptor (5412 Activities)

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OPRD1 Tclin Delta opioid receptor (15096 Activities)

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OPRK1 Tclin Kappa opioid receptor (16155 Activities)

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HTR3A Tclin Serotonin 3a (5-HT3a) receptor (3366 Activities)

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SLC6A3 Tclin Dopamine transporter (10535 Activities)

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GRIN1 Tclin Glutamate (NMDA) receptor subunit zeta 1 (122 Activities)

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KCNH2 Tclin HERG (29587 Activities)

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CACNA1C Tclin Voltage-gated L-type calcium channel alpha-1C subunit (766 Activities)

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PDE3A Tclin Phosphodiesterase 3A (3309 Activities)

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SLC29A1 Tclin Equilibrative nucleoside transporter 1 (1711 Activities)

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ADRA2B Tclin Alpha-2b adrenergic receptor (4412 Activities)

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ADRA2C Tclin Alpha-2c adrenergic receptor (4876 Activities)

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CHRM3 Tclin Muscarinic acetylcholine receptor M3 (7750 Activities)

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HTR2B Tclin Serotonin 2b (5-HT2b) receptor (10323 Activities)

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TBXA2R Tclin Thromboxane A2 receptor (5717 Activities)

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EDNRA Tclin Endothelin receptor ET-A (5008 Activities)

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ADORA2A Tclin Adenosine A2a receptor (16305 Activities)

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ADORA3 Tchem Adenosine A3 receptor (15931 Activities)

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BDKRB2 Tclin Bradykinin B2 receptor (3970 Activities)

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HRH3 Tclin Histamine H3 receptor (10389 Activities)

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CHRNA4 Tclin Neuronal acetylcholine receptor protein alpha-4 subunit (1265 Activities)

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Associated Targets(non-human)

Npy1r Neuropeptide Y receptor type 1 (8 Activities)

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Cckar Cholecystokinin A receptor (90 Activities)

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Pde4d Phosphodiesterase 4D (4 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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SARS-CoV-2 (38078 Activities)

Explore this target

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Mechanisms of Action

Chemical and Physical Properties

• x_melt_point_char: 158-165° C (Predicted)
• Molecular Weight: 284.400 g/mol
• XLogP3: 4.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 284.214 Da
• Monoisotopic Mass: 284.214 Da
• Topological Polar Surface Area: 20.200 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 523.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Application Protocols

No vendor-validated protocols are provided for this SKU. The following general laboratory practices are commonly applied to hydrophobic small molecules like lynestrenol:

• Stock preparation:
  • Dissolve in DMSO to 10–50 mM. Vortex and, if needed, gently warm (≤40°C). Store aliquots at 2–8°C or below, protected from light and moisture.
• Cell-based assays:
  • Dilute DMSO stocks into culture media to a final DMSO ≤0.1–0.5% v/v. Include vehicle controls. Pre-wet plastic surfaces or add serum/BSA to minimize adsorption.
• LC–MS/MS quantitation:
  • Prepare calibration standards in surrogate matrix. Use protein precipitation (ACN/MeOH) or LLE (MTBE/EtOAc). Employ reverse-phase C18, gradient 40–90% organic with formic acid/ammonium formate; monitor characteristic steroid transitions.
• Stability checks:
  • Assess bench-top, freeze–thaw, and autosampler stability. Use light protection during sample prep.

Adapt conditions to your specific platform; validate linearity, precision, and accuracy per your lab’s SOPs.

Biological Roles

• Context (literature/general): Lynestrenol is a synthetic steroidal progestogen in the 19-nortestosterone family. It functions as a progesterone receptor (PR) agonist in biochemical systems and is frequently used as a reference compound for PR-mediated signaling.

• Mechanistic notes (general):

  • Binds to nuclear PR isoforms (PR-A/PR-B), promoting transcriptional programs associated with progestational responses in cell models.
  • In biological systems, related 19-nor progestins undergo phase I oxidation (e.g., hydroxylation, dehydrogenation) followed by phase II conjugation (glucuronidation/sulfation). Lynestrenol can serve as a substrate to map these pathways in vitro.
  • Structurally, the 17α-ethynyl group and 19-nor scaffold enhance oral bioactivity in related compounds; these features influence receptor affinity and metabolic stability (structure–activity context only).

• Research uses (non-clinical):

  • Tool compound for delineating PR-dependent gene expression and secondary signaling.
  • Comparative SAR studies versus other progestins (e.g., norethindrone, levonorgestrel) to evaluate potency, selectivity, and metabolic fate.

No medical or clinical claims are made; all uses are restricted to laboratory research.

Buffer Applications

Lynestrenol is a neutral, hydrophobic small molecule and does not function as a buffer component. It is typically dissolved in organic solvents (e.g., DMSO, ethanol) and then diluted into aqueous media for bioassays.

• Practical notes:
  • Prepare concentrated DMSO stocks and dilute into pre-warmed assay buffer with vigorous mixing to avoid precipitation.
  • Use surfactants (e.g., 0.01–0.1% Tween 80 or BSA) if necessary to maintain dispersion in aqueous buffers, verifying assay compatibility.

For buffer formulation guidance, refer instead to your assay’s recommended buffer system; lynestrenol itself does not set or stabilize pH.

Green Alternatives

This product is a solid, bioactive small molecule rather than a solvent or reagent used in bulk processes. Green chemistry considerations therefore focus on handling and the choice of solvents for its use and derivatization.

• Greener handling strategies (general):

  • Prefer ethanol, 2-MeTHF, or ethyl acetate over chlorinated solvents where feasible for dissolution, extraction, or crystallization.
  • For LC separations, use methanol instead of acetonitrile when method performance allows, acknowledging higher viscosity/pressure.
  • Minimize DMSO volumes in bioassays; consider propylene carbonate or PEG 400 as alternatives where compatible.

• Comparison (general guidance):

  • Chlorinated solvents (e.g., CH2Cl2, CHCl3): strong solubilizers but higher environmental/health concerns.
  • Ethyl acetate/2-MeTHF: good solvency for steroids; lower toxicity and better environmental profiles; may require temperature or seeding to achieve full dissolution.
  • Supercritical CO2: an option for extraction or cleaning steps; requires specialized equipment.

Adopt microscale workflows, recover/repurpose solvents where possible, and follow institutional guidelines for minimizing exposure to hormonally active compounds.

Pharmaceutical Uses

No therapeutic or clinical claims are made for this product. In laboratory and manufacturing quality environments, lynestrenol may be used in the following non-clinical contexts:

• Analytical reference standard for method development and validation (e.g., HPLC/UPLC–MS/MS) in support of research on progestins.
• Process development studies: solubility, crystallization, and polymorph screening for steroidal scaffolds.
• Impurity profiling and stability-indicating methods, including forced-degradation mapping (oxidative, thermal, photolytic) to establish degradation pathways of related compounds.
• Potential inclusion in small-molecule screening libraries focused on nuclear receptor pharmacology.

Note: Any pharmacopeial status, specification limits, or monograph conformance is not provided for this SKU; consult the CoA/Spec Sheet and applicable compendia where relevant.

Physical Properties

• Item-specific specifications for this lot:

  • Appearance: Not specified for this item; refer to CoA/Spec Sheet.
  • Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.

• Literature/typical values (for informational context; not item specifications):

  • Physical state: crystalline solid (steroidal progestin)
  • Melting point: often reported around ~140–145°C (literature, varies by source/polymorph)
  • Boiling point: not commonly reported (decomposes before boiling under ambient pressure)
  • Density: not widely tabulated; typically near ~1.1 g/cm³ for steroids (literature, indicative only)
  • Solubility: practically insoluble in water; soluble in DMSO, DMF, ethanol, acetone, chloroform, ethyl acetate (literature generality for estrane progestins)
  • logP (octanol/water): typically in the 3–4.5 range for related 19-nor steroids (literature, method-dependent)
  • pKa: neutral molecule (no strongly ionizable groups in physiological pH range); phenolic acidity absent; secondary alcohol pKa > 15 (literature qualitative)
  • UV/Vis: steroids show weak UV absorption; specific cutoffs/extinction not standardly reported for lynestrenol (consult analytical references)

Note: Use these literature properties for preliminary experimental planning only; confirm with primary references or generate in-house data as needed.

Quality and Grades

• Item-specific quality details:

  • Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.

• How to interpret common grades for small-molecule reference materials (general guidance):

  • Reference/Analytical grade indicates suitability for method development, calibration, and impurity profiling, often supported by CoA with identity (NMR/IR/MS/HPLC) and purity assay.
  • Research grade is appropriate for discovery biology/chemistry where pharmacopeial conformity is not required.
  • Low-UV/LCMS-suitable materials emphasize trace impurity and solvent residual controls; confirm UV cutoff and residuals if chromatographic detection is critical.

• Verification best practices for steroids like lynestrenol (general):

  • Confirm identity by 1H/13C NMR (characteristic steroid patterns; ethynyl proton ~δ 2–3 ppm), HRMS, and HPLC/UPLC purity.
  • Check for isomeric or oxidative impurities (e.g., conversion to corresponding 3-keto species) under stressed conditions.

Refer to the CoA for this specific SKU (L353764) for definitive assay method(s), impurity thresholds, and acceptance criteria.

Reaction and Applications

This compound is primarily a bioactive small molecule used as a standard or tool compound. However, lynestrenol’s steroidal framework also enables selective chemical transformations that are useful in synthetic and analytical studies.

• Research applications (general):

  • Receptor pharmacology: probe for progesterone receptor binding/activation in cell-free or cellular systems (no clinical use implied).
  • Metabolism studies: substrate in microsomal or hepatocyte incubations to map oxidation, reduction, and conjugation pathways relative to other 19-nor steroids.
  • Analytical reference: calibration standard for LC–MS/MS quantitation in complex matrices; method development for steroid profiling.

• Representative chemical manipulations (literature examples):

  • Oxidation at C3 (e.g., Oppenauer or Dess–Martin/Swern sequences after appropriate protection) to access the corresponding 3-keto analogs.
  • Protection of the 17β-OH as silyl ethers (TMS/TBDMS) or carbonates to steer regioselectivity in further functionalization.
  • Hydrogenation of unsaturation (A-ring or ethynyl under forcing conditions) to generate reduced analogs for SAR comparisons.
  • Esterification/Carbamate formation at the 17-OH to create pro-motifs for permeability/stability modeling.

• Practical tips:

  • Ensure strictly anhydrous conditions for moisture-sensitive derivatizations (e.g., acylations/silylations).
  • Stereochemical integrity should be monitored; use NOE NMR or chiral HPLC where relevant.
  • For biotransformations, control protein content and organic cosolvent fraction to maintain enzyme activity and solubility.

Reaction Conditions

Item-specific reaction condition data are not provided. The following are literature/general guidelines for common transformations on steroidal substrates like lynestrenol; verify experimentally and consult primary sources.

• Protection/derivatization of 17-OH:

  • Silylation (e.g., TBDMS-Cl, imidazole, DMF; 0–25°C, 1–4 h). Deprotect with TBAF in THF at 0–25°C.
  • Carbonate formation (e.g., p-nitrophenyl chloroformate, pyridine, CH2Cl2; 0–25°C), enabling further coupling.

• Oxidation toward 3-keto analogs:

  • Oppenauer (Al(OiPr)3, acetone or cyclohexanone, reflux in toluene/benzene) for allylic alcohol oxidation when applicable/protected; yields vary (40–80%) depending on substrate/protection.
  • Dess–Martin periodinane (DCM, 0–25°C) for sensitive oxidations; monitor closely to avoid over-oxidation.

• Alkyne manipulations:

  • Partial hydrogenation (Lindlar catalyst, H2, rt, 1–6 h) to approach alkene analogs; risk of over-reduction of other unsaturation—protect as needed.
  • Electrophilic additions (e.g., NBS or halogenation) require low temperatures and protection of the 17-OH to control chemoselectivity.

• Biotransformations:

  • Human liver microsomes/S9: 0.5–2 mg/mL protein, 1–10 µM substrate, 1 mM NADPH, 37°C, 10–60 min; analyze by LC–MS/MS for phase I metabolites.

These conditions are representative literature practices; optimize for your substrate, scale, and purity targets.

Safety and Handling

• GHS information (item-specific):

  • Signal word: Not specified for this item; refer to SDS.
  • H-statements: Not specified for this item; refer to SDS.
  • GHS classification: Not specified for this item; refer to SDS.
  • Pictograms: Not specified for this item; refer to SDS.

• General safety considerations for synthetic progestins (literature/general):

  • May exhibit endocrine activity; avoid inhalation, ingestion, and skin contact. Handle in a fume hood or containment with appropriate engineering controls.
  • Use lab coat, nitrile gloves, and safety glasses. Change gloves frequently to minimize dermal exposure.
  • Avoid generating dust/aerosols. For weighing, consider closed containers or weighing boats within a hood.
  • Incompatibilities: strong oxidizers may react with organic compounds; avoid excessive heat and light.
  • First aid (general): if skin contact, wash with soap/water; if eye exposure, rinse with water for several minutes; if inhaled, move to fresh air; if ingested, seek medical attention. Provide SDS to responders.

• Waste and decontamination:

  • Dispose of as organic hazardous waste in accordance with institutional and regulatory guidance.
  • Decontaminate surfaces with suitable organic solvent, followed by detergent and water, observing appropriate PPE and waste capture.

Always consult the product’s SDS for authoritative hazard, exposure limits, and emergency procedures.

Solvent Selection

Lynestrenol is a neutral, hydrophobic steroid. Solvent choice is typically governed by dissolution for assay preparation and by compatibility with bioassays or analytical platforms.

• Practical dissolution guidance (general/literature):

  • High solubility in DMSO and DMF; good solubility in ethanol, methanol, acetone, acetonitrile, chloroform, ethyl acetate.
  • Water: practically insoluble; prepare concentrated DMSO stocks (e.g., 10–50 mM) then dilute into aqueous buffers with surfactant or cosolvent (final DMSO typically ≤0.1–1% v/v for bioassays).
  • For LC workflows, ACN/water or MeOH/water with 0.1% acid modifier are common; dissolve first in a small volume of strong organic.

• Polarity/miscibility context (general):

  • Lynestrenol behaves as a nonpolar to moderately lipophilic analyte (logP ~3–4.5 for related steroids). Reverse-phase (C18) systems retain it strongly; elute with higher organic (60–95% ACN/MeOH).

• When to choose alternatives:

  • If protein binding or assay interference from DMSO is a concern, consider ethanol or propylene glycol for stocks, validating compatibility.
  • For preparative handling, ethyl acetate or MTBE can enable efficient liquid–liquid extraction from aqueous matrices.

Always filter solutions (0.2 µm PTFE/NYLON for organic-rich media) prior to chromatography to ensure baseline stability.

Storage and Reconstitution

• Item-specific storage/shipping:

  • Storage conditions: Store at 2–8°C (as provided).
  • Shipped on: Wet ice (as provided).

• Reconstitution (general guidance for hydrophobic steroids):

  • Prepare concentrated DMSO or ethanol stock solutions (e.g., 10–50 mM). Mix thoroughly; slight warming (≤40°C) can aid dissolution. Filter through 0.2 µm PTFE if particulate is present.
  • For aqueous applications, dilute the organic stock into buffer/media under vigorous mixing; consider carriers (e.g., 0.1% BSA) to reduce adsorption and precipitation.

• Handling and stability notes (general):

  • Protect from excess light and heat. Keep container tightly closed to limit moisture and oxidative exposure.
  • To preserve integrity, aliquot stock solutions to avoid repeated freeze–thaw. Monitor by HPLC for any degradation products during long-term studies.

For any missing item-specific parameters (appearance, purity, stabilizers), consult the product’s CoA/Spec Sheet and the SDS for safety-critical information.

Structure and Identity

Brief overview: Lynestrenol is a synthetic steroidal progestogen (19-nortestosterone class) commonly used as a research standard and biochemical probe for progesterone receptor–related studies.

• Item-specific (from Product Data):

  • Product name: Lynestrenol
  • CAS: 52-76-6
  • PubChem CID: 5857
  • InChIKey: 442209 (as provided)
  • Storage: 2–8°C; shipped on wet ice
  • Research use only

• Literature identity (for reference; not item specifications):

  • Common class: synthetic progestin; 19-nor steroid
  • Typical molecular formula (literature): C20H28O
  • Typical molecular weight (literature): ~284.44 g/mol
  • Representative structural features: cyclopentanoperhydrophenanthrene core (steroid nucleus), 17α-ethynyl substituent, secondary alcohol at C17; lacks a C19 methyl (19-nor). Overall, a tetracyclic fused-ring system with one sp-hybridized substituent.
  • 2D description (literature): four fused rings (A–D) with an alkynyl (–C≡CH) at C17 (D-ring), and a 17β/17α-hydroxyl-bearing center; A-ring unsaturation typical of estrene derivatives.

• SMILES/InChI (literature): Not provided in Product Data. If needed for cheminformatics, consult primary databases (e.g., PubChem CID 5857) and verify against the item’s CoA.

Synthetic Utility

While primarily a research standard, lynestrenol’s functionality allows targeted derivatization useful for SAR and method development.

• Functional groups and reactivity (general):

  • Secondary alcohol at C17: amenable to acylation, alkyl carbonate formation, and silylation; can direct neighboring transformations.
  • Alkyne (17α-ethynyl): participates in selective hydrogenation, halogenation, or metal-catalyzed additions under carefully controlled conditions.
  • A-ring unsaturation (estrene core): supports electrophilic additions or oxidations after protection of sensitive sites.

• Typical transformations (literature):

  • Oppenauer oxidation or TEMPO/DMP-based sequences (with protection) to introduce/restore 3-keto functionality for comparison to norethindrone-like analogs.
  • Mitsunobu or activated carbonate strategies to invert or derivatize the 17-OH (verify stereochemical outcomes by NMR/NOE).
  • Click-compatible derivatization: conversion of the ethynyl into reporter-tagged conjugates via addition chemistry (requires tailored conditions due to internal/external alkyne nature and steric context).

• Retrosynthetic note:

  • Lynestrenol fits within classic 19-nor steroid routes from androstane/estrane precursors with late-stage installation of the 17α-ethynyl unit and selective manipulations at C3/C17.

Target Specificity

This product is a small-molecule steroid, not an antibody or biologic. Target specificity data such as antigen, epitope, clone, isotype, and species reactivity are not applicable.

• For biochemical context (literature/general): Lynestrenol engages the progesterone receptor in vitro as a progestational agent; quantitative binding and selectivity versus other nuclear receptors should be determined in your own assay system or sourced from peer-reviewed literature.

Item-specific target/assay validation details are not provided for SKU L353764.