Chemical Property of 3-Indolepropionic acid
Chemical Property:
- Appearance/Colour:pale yellow to yellow crystalline powder
- Vapor Pressure:33 mm Hg ( 20 °C)
- Melting Point:134-135 °C(lit.)
- Refractive Index:n20/D 1.377(lit.)
- Boiling Point:417.6 °C at 760 mmHg
- PKA:4.77±0.10(Predicted)
- Flash Point:206.4 °C
- PSA：53.09000
- Density:1.297 g/cm3
- LogP:2.18510
- Storage Temp.:−20°C
- Solubility.:ethanol: soluble50mg/mL, clear, yellow to orange
- Water Solubility.:slightly soluble
- XLogP3:1.8
- Hydrogen Bond Donor Count:2
- Hydrogen Bond Acceptor Count:2
- Rotatable Bond Count:3
- Exact Mass:189.078978594
- Heavy Atom Count:14
- Complexity:217
- Purity/Quality:
-
99% *data from raw suppliers
3-Indolepropionic acid
*data from reagent suppliers
Safty Information:
- Pictogram(s):
Xi
- Hazard Codes:Xi
- Statements:
11-36-67-36/37/38-22-10
- Safety Statements:
7-16-24/25-26-36/37-37/39-22
- MSDS Files:
-
SDS file from LookChem
Useful:
- Canonical SMILES:C1=CC=C2C(=C1)C(=CN2)CCC(=O)O
- Recent ClinicalTrials:Safety and Pharmacology Study of VP 20629 in Adults With Friedreich's Ataxia
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Description
Indole-3-propionic acid is a bacterial metabolite that has antioxidant and neuroprotective activities. It scavenges ABTS radicals in a cell-free assay when used at concentrations ranging from 50 to 150 μM and decreases hydrogen peroxide-induced malondialdehyde (MDA) levels in rat striatal membranes (IC50 = 180 μM). Indole-3-propionic acid also decreases increases in MDA levels induced by amyloid β (1-42) in PC12 cells. It decreases ischemia-induced increases in cell death of pyramidal neurons and levels of 4-hydroxy nonenal (HNE; ) and glial fibrillary acidic protein (GFAP) in the hippocampal CA1 region in gerbils when administered at a dose of 10 mg/kg per day.
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Uses
3-Indolepropionic acid is a deamination product of Tryptophan (T947200) that protects the hippocampus (studied in gerbils) from ischemic damage and oxidative stress. It’s ability to protect the neurons in this way is attributed to its potent antioxidative effects. 3-Indolepropionic acid is also hypothesized to have protective effects on the thyroid gland. Reactant for preparation of:Fluorescent analogues of strigolactonesAnti-tumor agentsMelanocortin receptors ligandsImmunosuppressive agentsIinhibitors of hepatitis C virusHistamine H4 receptor agonistsNR2B/NMDA receptor antagonistsCB1 antagonist for the treatment of obesityAntibacterial agentsInhibitor of TGF-β receptor bindingIndole-3-propionic acid may be used in the synthesis of oxindole-3-propionic acid via reaction with N-bromosuccinimide in acetic acid followed by treatment with H2/Pd catalyst.
