Indole-3-Propionic Acid | IPA | SHP-622 | CAS#830-96-6 | Beta-Amyloid Protein Neurotoxicity Inhibitor

MedKoo Cat#: 528306 | Name: Indole-3-propionic acid

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Indole-3-propionic acid, also known as IPA and SHP-622, is a beta-amyloid protein neurotoxicity inhibitor potentially for the treatment of Friedreich's ataxia. The administration of IPA significantly decreased the level of 4-hydroxy-2-nonenal, a marker of lipid peroxidation, in ischemic hippocampal homogenates compared with that in the vehicle-treated ischemic groups at various times after ischemia/reperfusion. In addition, immunostaining for 8-hydroxy-2'-deoxyguanosine showed DNA damage in pyramidal neurons in the ischemic CA1 was significantly lower in the IPA-treated ischemic groups than in the vehicle-treated ischemic groups. IPA may be used as a pharmacological agent to protect against iron-induced oxidative damage to membranes and, potentially, against carcinogenesis.

Chemical Structure

Indole-3-propionic acid

CAS#830-96-6

Theoretical Analysis

MedKoo Cat#: 528306

Name: Indole-3-propionic acid

CAS#: 830-96-6

Chemical Formula: C11H11NO2

Exact Mass: 189.0790

Molecular Weight: 189.21

Elemental Analysis: C, 69.83; H, 5.86; N, 7.40; O, 16.91

Price and Availability

Size	Price	Availability	Quantity
5g	USD 200.00
10g	USD 350.00	2 Weeks

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Synonym

Indole-3-propionic acid; Indole 3 propionic acid; IPA; OX-1; OX 1; OX1; SHP-622; SHP 622; SHP622; VP-20629; VP20629; VP 20629

IUPAC/Chemical Name

3-(1H-indol-3-yl)propanoic acid

InChi Key

GOLXRNDWAUTYKT-UHFFFAOYSA-N

InChi Code

InChI=1S/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14)

SMILES Code

O=C(O)CCC1=CNC2=C1C=CC=C2

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

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Product Data

Product Data

Instruction

View handling instruction

Biological target:

3-Indolepropionic acid is shown to be a powerful antioxidant and has potential in the treatment for Alzheimer’s disease.

In vitro activity:

It was found that IPA (indole-3-propionic acid) pretreatment effectively improved the inhibition of the receptor protein PXR and inflammatory proteins TLR4, MyD88, and NF-κB and inhibited the maturation of the ensuing gene IL-1β and the NLRP3 inflammasome (Figure 3E). These results suggest that IPA also alleviates inflammation by PXR activation in muscle cells, causing the inhibition of the NF-κB signaling pathway and the secretion of proinflammatory cytokines. Reference: Int J Mol Sci. 2021 Nov 18;22(22):12435. https://pubmed.ncbi.nlm.nih.gov/34830317/

In vivo activity:

In addition, recipients of IPA (indole-3-propionic acid)-treated feces showed a higher 5-day survival rate and a lower level of proinflammatory cytokines (IL-1β, P < 0.021; TNF-α, P = 0.026) than those of saline-treated feces recipients. These findings suggest that the protective effect of IPA against sepsis was transferrable by gut microbiota. Reference: Microbiol Spectr. 2022 Jun 29;10(3):e0012522. https://pubmed.ncbi.nlm.nih.gov/35658593/

	Solvent	mg/mL	mM
Solubility
	DMF	30.0	158.55
	DMSO	55.7	294.20
	Ethanol	30.0	158.55
	Wate	1.0	5.29

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 189.21 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Du L, Qi R, Wang J, Liu Z, Wu Z. Indole-3-Propionic Acid, a Functional Metabolite of Clostridium sporogenes, Promotes Muscle Tissue Development and Reduces Muscle Cell Inflammation. Int J Mol Sci. 2021 Nov 18;22(22):12435. doi: 10.3390/ijms222212435. PMID: 34830317; PMCID: PMC8619491. 2. Yisireyili M, Takeshita K, Saito S, Murohara T, Niwa T. Indole-3-propionic acid suppresses indoxyl sulfate-induced expression of fibrotic and inflammatory genes in proximal tubular cells. Nagoya J Med Sci. 2017 Nov;79(4):477-486. doi: 10.18999/nagjms.79.4.477. PMID: 29238104; PMCID: PMC5719207. 3. Fang H, Fang M, Wang Y, Zhang H, Li J, Chen J, Wu Q, He L, Xu J, Deng J, Liu M, Deng Y, Chen C. Indole-3-Propionic Acid as a Potential Therapeutic Agent for Sepsis-Induced Gut Microbiota Disturbance. Microbiol Spectr. 2022 Jun 29;10(3):e0012522. doi: 10.1128/spectrum.00125-22. Epub 2022 Jun 6. PMID: 35658593; PMCID: PMC9241804. 4. Liu F, Sun C, Chen Y, Du F, Yang Y, Wu G. Indole-3-propionic Acid-aggravated CCl4-induced Liver Fibrosis via the TGF-β1/Smads Signaling Pathway. J Clin Transl Hepatol. 2021 Dec 28;9(6):917-930. doi: 10.14218/JCTH.2021.00032. Epub 2021 May 17. PMID: 34966655; PMCID: PMC8666369.

In vitro protocol:

In vivo protocol:

1. Fang H, Fang M, Wang Y, Zhang H, Li J, Chen J, Wu Q, He L, Xu J, Deng J, Liu M, Deng Y, Chen C. Indole-3-Propionic Acid as a Potential Therapeutic Agent for Sepsis-Induced Gut Microbiota Disturbance. Microbiol Spectr. 2022 Jun 29;10(3):e0012522. doi: 10.1128/spectrum.00125-22. Epub 2022 Jun 6. PMID: 35658593; PMCID: PMC9241804. 2. Liu F, Sun C, Chen Y, Du F, Yang Y, Wu G. Indole-3-propionic Acid-aggravated CCl4-induced Liver Fibrosis via the TGF-β1/Smads Signaling Pathway. J Clin Transl Hepatol. 2021 Dec 28;9(6):917-930. doi: 10.14218/JCTH.2021.00032. Epub 2021 May 17. PMID: 34966655; PMCID: PMC8666369.

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