Indolepropionamide (IPAM / 3-Indolepropionamide) is a synthetic lipophilic indole derivative engineered as a potent, non-enzymatic free radical scavenger and mitochondrial protective agent. Structurally related to indole-3-propionic acid (IPA) and an inverse of melatonin, IPAM penetrates lipid bilayers to directly neutralize hydroxyl radicals (OH•) and peroxynitrite (ONOO-), halting lipid peroxidation cascades and protecting mitochondrial respiratory chain complexes.
Original price was: $44.00.$30.80Current price is: $30.80.
In stock
| Quantity | Discounted Price |
|---|---|
| 4 - 6 | $42.24 |
| 7 - 9 | $41.36 |
| 10 + | $40.48 |
Indolepropionamide (known chemically as IPAM, 3-Indolepropionamide, or 3-(1H-indol-3-yl)propanamide) is a lipophilic indole derivative and potent non-enzymatic antioxidant. Structurally engineered by replacing the terminal carboxyl group of indole-3-propionic acid (IPA) with a carboxamide functional group, IPAM exhibits enhanced cell membrane permeability and high stability across variable physiological pH ranges.
Unlike conventional antioxidants that can undergo auto-oxidation or generate pro-oxidant radical intermediates upon electron transfer, Indolepropionamide scavenges reactive oxygen species (ROS) and reactive nitrogen species (RNS) through stable addition and hydrogen-donation reactions that yield non-toxic end products. To learn more about different compounds and how they interact with antioxidants in cellular assays, visit our post on Antioxidant Compound Comparisons.
Batch-verified for high analytical purity at Modern Aminos, IPAM (Indolepropionamide) is supplied as a standardized reference material for cell culture and biochemical research. Laboratories investigating mitochondrial bioenergetics, oxidative stress attenuation, and lipid membrane protection evaluate IPAM alongside complementary redox and neuro-protective standards available on the site, such as S-Acetyl-L-Glutathione (SAG), CoQ10, and Methylene Blue.
| Compound Name | Indolepropionamide (IPAM / 3-Indolepropionamide) |
|---|---|
| Quantity / Formats Offered | High-Purity Dry Reference Powder / Solid Unit Material |
| Chemical Structure | Indole Ring with 3-Propionamide Side Chain |
| Synonyms / Alt Names | 3-(1H-Indol-3-yl)propanamide, IPAM, Indole-3-propionamide |
| CAS Number | 5814-93-7 |
| Chemical Formula | C11H12N2O |
| Molecular Weight | 188.23 g/mol |
| IUPAC Name | 3-(1H-indol-3-yl)propanamide |
| InChIKey |
OTVHXWFANORBAK-UHFFFAOYSA-N
|
| SMILES Code | C1=CC=C2C(=C1)C(=CN2)CCC(=O)N |
The biochemical pathways and cellular targets include:
When evaluating research efficacy and published scientific literature for Indolepropionamide (IPAM):
To evaluate antioxidant mechanisms, membrane transport, and radical scavenging efficacy, researchers compare Indolepropionamide against alternative reference standards available at Modern Aminos:
Indolepropionamide (IPAM) is a lipophilic, non-enzymatic free-radical scavenger that intercalates into lipid membranes to neutralize hydroxyl radicals (OH•) and peroxynitrite (ONOO–). In comparative laboratory assays, IPAM differs distinctly from Indole-3-Propionic Acid (IPA) (an ionized PXR receptor ligand), S-Acetyl-L-Glutathione (SAG) (an intracellular GSH donor), and Methylene Blue (a catalytic mitochondrial electron shuttle).
| Compound / Reference | Chemical Class & Structure | Primary Mechanism of Action | Key Distinguishing Feature |
|---|---|---|---|
| Indolepropionamide (IPAM) | Lipophilic Indole-3-Propionamide Derivative | Non-enzymatic scavenging of OH• and ONOO–; halts lipid peroxidation chains | Neutral -CONH2 amide group provides high lipid membrane permeability without generating pro-oxidant intermediates |
| Indole-3-Propionic Acid (IPA) | Indole-3-Monocarboxylic Acid (Tryptophan Metabolite) | Free-radical scavenging + Pregnane X Receptor (PXR) activation | Carboxylate anion (-COO–) at physiological pH; regulates gut mucosal tight junctions (ZO-1, Occludin) via PXR |
| S-Acetyl-L-Glutathione (SAG) | S-Acetylated Tripeptide Thioester | Cell-permeable GSH precursor; cleaved by intracellular esterases | Bypasses extracellular γ-GT cleavage to directly restore intracellular and mitochondrial reduced GSH pools |
| Methylene Blue | Phenothiazine Autoxidizable Electron Cycler | Catalytic electron shuttle bypassing ETC Complexes I/III to reduce Cytochrome c | Acts catalytically to boost Complex IV activity and ATP yield rather than being consumed as a sacrificial scavenger |
Yes, Modern Aminos is a highly trusted vendor for high-purity research chemicals and reference compounds. Every batch of Indolepropionamide (IPAM) undergoes strict third-party analytical testing (including HPLC and Mass Spectrometry) to verify minimum 98%+ chemical purity, correct molecular weight (188.23 g/mol), exact amide structure fidelity, and complete absence of heavy metals or synthesis impurities.
IPAM (Indolepropionamide) is a synthetic amide derivative of indole-3-propionic acid. It is classified chemically as a lipophilic indole derivative and non-enzymatic antioxidant designed for cellular bioenergetics and free-radical research.
IPAM partitions into lipid membranes and intracellular compartments, donating hydrogen atoms to neutralize highly reactive hydroxyl radicals (OH•) and peroxynitrite anions (ONOO–) without forming reactive pro-oxidant intermediates.
IPAM replaces the carboxylic acid group of IPA with a neutral carboxamide group. This structural change enhances lipophilicity and membrane permeability, allowing rapid intracellular uptake across lipid bilayers.
In mitochondrial assays, IPAM quenches excess reactive oxygen species generated during electron transport, protecting mitochondrial inner membrane lipids against peroxidation and preserving membrane potential (ΔΨm).
By neutralizing lipid peroxyl radicals (LOO•) within phospholipid membranes, IPAM halts the self-propagating chain reaction of lipid autoxidation, preventing cell membrane destabilization and MDA/4-HNE byproduct formation.
Modern Aminos uses High-Performance Liquid Chromatography (HPLC) to confirm purity profiles exceeding 98% and Mass Spectrometry (MS) to verify exact molecular mass (188.23 g/mol) and structural identity prior to batch release.
IPAM (Indolepropionamide) reference material should be stored tightly sealed in a cool, dry environment (15°C to 25°C) or refrigerated for long-term preservation. Protect from direct heat, light, and humidity to maintain solid-state chemical stability.
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