Misoprostol powder CAS 59122-46-2, high purity pharmaceutical raw compound for lab research

Misoprostol CAS 59122-46-2 99% High-Purity Powder SC-29333 Synthetic Prostaglandin E1 Analogue Gastroprotective

Premium 99% Misoprostol crystalline powder CAS 59122-46-2, synthetic prostaglandin E1 analogue with excellent gastroprotective and uterine contraction effects. In stock for pharmaceutical API and obstetric pharmacology research.
Category: Tags: , , , , , ,
Misoprostol (CAS 59122-46-2) PGE1 Analog | EP1/EP2/EP3/EP4 Agonist, NSAID-Ulcer Prevention & Uterotonic Research Compound

Misoprostol CAS 59122-46-2
Synthetic Prostaglandin E1 (PGE1) Analog & Pan-EP Receptor Agonist

Misoprostol (CAS 59122-46-2) is a synthetic, metabolically stabilized prostaglandin E1 (PGE1) analog and potent agonist at EP1-EP4 prostaglandin receptors (EP3-III Ki 0.319 µM). It protects gastric mucosa and stimulates uterine contraction. Molecular formula C22H38O5, MW 382.54. Research-grade with COA.

PGE1 Analog Prostaglandin EP Receptor NSAID Ulcer Uterotonic Cytotec Gastroprotection Mucosal Defense
Request a Quote Technical Specs
382.54
MW (C22H38O5)
EP3 Ki
0.319 µM
EP1-EP4
Pan-EP agonist

Molecular Information

Name: Misoprostol
CAS: 59122-46-2
Formula: C22H38O5
MW: 382.54 g/mol
Class: Prostaglandin E1 analog
Core: 9-oxo-11α,16-dihydroxy-16-methyl-prost-13E-en-1-oic acid methyl ester
Target: EP1-EP4 prostaglandin receptors
Affinity: EP3-III Ki 0.319 µM
MP: Low-melting solid
Appearance: White to off-white powder
Synonyms: Cytotec / SC-29333
Storage: -20 C
🧪
CAS Number
59122-46-2
⚖️
Molecular Weight
382.54
🎯
Primary Activity
PGE1 Analog
✅
Purity
≥98%

Product Technical Specifications

Complete physicochemical properties and QC parameters for Misoprostol (CAS 59122-46-2)

📋 Physicochemical Properties

  • Product NameMisoprostol
  • IUPAC Core(11α,13E)-(±)-11α,16-dihydroxy-16-methyl-9-oxoprost-13E-en-1-oic acid methyl ester
  • CAS Number59122-46-2
  • SynonymsCytotec; SC-29333
  • Molecular FormulaC22H38O5
  • Molecular Weight382.54 g/mol
  • SourceSynthetic prostaglandin analog
  • AppearanceWhite to off-white powder
  • Melting PointLow-melting solid
  • Water SolubilityLow (~1.6 mg/mL)
  • Organic SolubilityDMSO >50 mg/mL; ethanol >50 mg/mL
  • Compound ClassProstaglandin E1 analog / EP agonist
  • HS Code2937.50

🔬 Quality Control & Handling

  • Purity (HPLC)≥98%
  • FormSolid powder
  • Primary TargetProstaglandin E receptors EP1, EP2, EP3, EP4
  • Pathway ReadoutcAMP modulation; intracellular Ca2+ (uterus); mucus/bicarbonate
  • SelectivitySelective for EP over DP/FP/IP/TP (Ki >100 µM)
  • Storage Condition-20 C, sealed, protect from light
  • Solution StabilityAliquot DMSO/organic stocks; protect from light
  • ShippingBlue ice / cold chain recommended
  • QC DocumentationCOA / HPLC / NMR / MS / MSDS
  • Pack Sizes1g / 5g / 10g / 100g / 1KG
  • Stock StatusIn Stock
  • Use StatementResearch use only; not for human/clinical use

Key Molecular Targets & Pathway Nodes

Misoprostol acts through the G-protein-coupled prostaglandin E (EP) receptor family; the tissue response depends on EP-subtype distribution and coupling (Gs vs Gi).

🧬 EP1 Receptor 🧬 EP2 Receptor 🧬 EP3 Receptor (EP3-III) 🧬 EP4 Receptor 🍽️ Gastric Parietal Cell 🤰 Uterine Smooth Muscle 🛡️ Mucosal / Immune Cells 🔄 Gs / Gi – cAMP Pathways 🔥 Intracellular Ca2+ (uterus) 🧪 DP/FP/IP/TP (low affinity) 🧬 Cyclooxygenase Pathway (upstream) 🩸 Gastric Mucosa

How Misoprostol Works: EP-Receptor Activation Drives Mucosal Protection & Uterine Tone

As a stable PGE1 analog, misoprostol binds EP receptors to protect the stomach and contract the uterus

1

De-esterification to Active Misoprostol Acid

Orally administered misoprostol methyl ester is rapidly de-esterified in vivo to misoprostol acid, the biologically active free acid that engages EP receptors with high affinity and metabolic stability.

2

Gastric Mucosal Protection (EP3-dominant)

In the stomach, EP3 (and EP4) activation on parietal and mucosal cells lowers cAMP in parietal cells, reduces acid secretion, and — via prostaglandin signaling — boosts mucus and bicarbonate, increases mucosal blood flow and tight-junction integrity, countering NSAID-induced ulceration.

3

Uterine Contraction (EP2/EP3/EP4)

In uterine smooth muscle, EP2/EP3/EP4 engagement raises intracellular Ca2+, driving coordinated, rhythmic contractions. This uterotonic effect underlies obstetric and gynecologic research uses (labor induction, miscarriage management, postpartum hemorrhage models).

⚖️ Misoprostol vs Other Prostaglandins

  • Misoprostol (this product)Stable PGE1 analog; EP1-EP4 agonist; oral-active prodrug
  • Natural PGE1Rapidly degraded; poor oral stability
  • Dinoprostone (PGE2)EP2/EP3/EP4 agonist; different kinetic profile
  • Shared MechanismGq/Gs-coupled EP receptors modulate cAMP & Ca2+
  • Key DistinctionMethyl-ester prodrug improves oral bioavailability
  • SelectivitySelective for EP over DP/FP/IP/TP (Ki >100 µM)

♻️ Downstream Biological Consequences

  • Second MessengercAMP ↓ in parietal / ↑ in others
  • IonCa2+ ↑ in uterine smooth muscle
  • TissueIncreased mucus/bicarbonate & mucosal blood flow
  • Smooth MuscleUterine contraction (uterotonic)
  • ImmuneModulates neutrophils, ROS, IL-6, TNF-α
  • BarrierTight-junction & mucosal protection

Research Applications & Models

From the gold-standard mucosal protectant to a uterotonic prostanoid probe, misoprostol spans gastroenterology and reproductive biology.

🛡️

NSAID-Induced Gastric Ulcer Prevention

The canonical use: misoprostol protects gastric mucosa in NSAID users by restoring prostaglandin tone. Standard comparator for mucosal-defense and acid-suppression research.

EP3 / Mucosa
🤰

Uterine Contraction & Obstetric Models

Uterotonic agent studied for labor induction, miscarriage management and postpartum-hemorrhage models via EP2/EP3/EP4 on myometrium.

EP2-EP4 / Uterus
🔥

Inflammation & Immune Modulation

Modulates neutrophil superoxide, ROS, IL-6 and TNF-α in macrophage models; studied in acute-lung-injury and mucosal inflammation.

EP / Immune
🧪

Prostaglandin (EP) Receptor Research

A fiducial EP1-EP4 agonist for binding, cAMP and Ca2+ assays probing prostanoid signaling.

EP1-EP4
🦴

Cartilage & Tissue Repair

Investigated for stimulating cartilage repair and tissue-regenerative prostaglandin pathways.

Tissue Repair
🔬

Cyclooxygenase / PG Pathway

Used to dissect downstream prostaglandin biology independently of COX inhibition.

COX/PG axis

Key Literature & Landmark Publications

The pharmacology, receptor profiling and clinical context of misoprostol.

Cayman receptor pharmacology: misoprostol binds EP1, EP2, EP3-III and EP4 (Ki 35.7, 10.2, 0.319, 5.5 µM respectively).
Landmark reference
Costa SH, Vessey MP. Misoprostol and illegal abortion in Rio de Janeiro, Brazil. Lancet. 1993;341(8855):1258-61.
doi: 10.1016/0140-6736(93)91143-i
Tang OS, Ho PC. Pharmacology of prostaglandins in gynecology. (Prostaglandin E analog review).
Landmark reference
Clinical reference: misoprostol for NSAID-induced gastric ulcer prophylaxis (Cytotec).
Landmark reference
Wright C, et al. Misoprostol in obstetric and uterotonic research models. (EP-receptor studies).
Landmark reference

Available Sizes & Ordering

Research-grade Misoprostol (CAS 59122-46-2) with full QC documentation; standard packs and bulk custom quantities supported.

TierPack SizeStock StatusSuitable ForLead Time
Standard1gIn StockEP-receptor & mucosal-defense assaysCold chain
Medium5gIn StockGastric, uterine & inflammatory modelsCold chain
Large10gIn StockLong-term in vivo & formulation studiesCold chain
Bulk100gIn StockFormulation & process developmentQuote to confirm
Industrial1KGMade to orderPilot/production scale, CMO supplyBatch delivery

💡 Reference sizes shown above; for exact pricing and availability please contact us for a quote. Bulk orders qualify for tiered discounts.

Frequently Asked Questions (FAQ)

What is misoprostol and what does it do?
Misoprostol (CAS 59122-46-2) is a synthetic prostaglandin E1 (PGE1) analog and a potent agonist at all four prostaglandin E receptors (EP1-EP4; EP3-III Ki 0.319 µM). It protects the gastric mucosa and stimulates uterine smooth muscle. Formula C22H38O5, MW 382.54. Marketed as Cytotec.
How does misoprostol protect the stomach?
After de-esterification to misoprostol acid, it binds gastric EP3/EP4 receptors, lowering parietal-cell cAMP and acid secretion while boosting mucus, bicarbonate, mucosal blood flow and tight-junction integrity — countering the ulcerogenic effect of NSAIDs, which suppress endogenous prostaglandins.
Why is misoprostol used for uterine contraction?
On uterine smooth muscle, EP2/EP3/EP4 engagement raises intracellular Ca2+, producing coordinated contractions. This uterotonic property is the basis of its use in labor-induction, miscarriage-management and postpartum-hemorrhage research models.
How potent is misoprostol at prostaglandin receptors?
It binds EP1, EP2, EP3-III and EP4 with Ki values of ~35.7, 10.2, 0.319 and 5.5 µM respectively, and is the most potent at EP3. It is selective for EP over the other prostanoid receptors (DP/FP/IP/TP Ki >100 µM).
How soluble is misoprostol and how should it be prepared?
Misoprostol is highly soluble in DMSO and ethanol (>50 mg/mL) but poorly water-soluble (~1.6 mg/mL). For cell assays dilute DMSO stock into medium keeping final DMSO <=0.1% v/v; protect from light. Store the solid at -20 C, sealed and protected from light; aliquot stocks.
Is QC documentation provided?
Every batch ships with a Certificate of Analysis (COA) including HPLC purity, structural confirmation and MS data. MSDS/SDS and Certificates of Origin are available on request. Sample evaluation is available for qualified institutions — please contact us.

Need Misoprostol (PGE1 Analog) for Your Research?

Research-grade Misoprostol (CAS 59122-46-2) — purity ≥98% HPLC, COA included
The stable EP1-EP4 prostaglandin agonist for mucosal protection, uterotonic and prostanoid-signaling research — request a quote today

Request a Quote →

Related products