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3-Indolepropionic acid

CAS No.
830-96-6
Chemical Name:
3-Indolepropionic acid
Synonyms
PROPAN-2-OL;INDOLE-3-PROPIONIC ACID;3-(1H-INDOL-3-YL)PROPANOIC ACID;ISOPROPANE;ISOPROPYL ALCOHO;ISOPROPANOL ALCOHOL;INDOLEPROPIONIC ACID;2-PPROPANOL;FEMA 2929;ISOPROPANO
CBNumber:
CB1183728
Molecular Formula:
C11H11NO2
Molecular Weight:
189.21
MDL Number:
MFCD00005660
MOL File:
830-96-6.mol
MSDS File:
SDS
Last updated:2023-09-06 17:45:48

3-Indolepropionic acid Properties

Melting point ~133 °C
Boiling point 82 °C(lit.)
Density 0.960 g/mL at 20 °C
vapor density 2.1 (vs air)
vapor pressure 33 mm Hg ( 20 °C)
refractive index n20/D 1.377(lit.)
Flash point 53 °F
storage temp. Sealed in dry,Room Temperature
solubility ethanol: soluble50mg/mL, clear, yellow to orange
pka 4.77±0.10(Predicted)
form crystalline
color light yellow
Water Solubility slightly soluble
BRN 147733
CAS DataBase Reference 830-96-6(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII JF49U1Q7KN
NIST Chemistry Reference Indole-3-propionic acid(830-96-6)
EPA Substance Registry System 1H-Indole-3-propanoic acid (830-96-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi
Risk Statements  22-36/37/38
Safety Statements  26-37/39
WGK Germany  3
RTECS  NM1329000
8-10-23
TSCA  Yes
HS Code  29339990
Toxicity LDLo intraperitoneal in mouse: 100mg/kg
NFPA 704
0
2 0

3-Indolepropionic acid price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 57410 Indole-3-propionic acid ≥97.0% (T) 830-96-6 25g $116 2024-03-01 Buy
Sigma-Aldrich 57410 Indole-3-propionic acid ≥97.0% (T) 830-96-6 100g $208 2024-03-01 Buy
Sigma-Aldrich 220027 3-Indolepropionic acid ReagentPlus , 99% 830-96-6 1g $30.7 2024-03-01 Buy
Sigma-Aldrich 57400 Indole-3-propionic acid ≥99.0% (T) 830-96-6 5G $109 2024-03-01 Buy
Sigma-Aldrich 220027 3-Indolepropionic acid ReagentPlus , 99% 830-96-6 10g $89.7 2024-03-01 Buy
Product number Packaging Price Buy
57410 25g $116 Buy
57410 100g $208 Buy
220027 1g $30.7 Buy
57400 5G $109 Buy
220027 10g $89.7 Buy

3-Indolepropionic acid Chemical Properties,Uses,Production

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.

Chemical Properties

pale yellow to yellow crystalline powder

Uses

Reactant for preparation of:

  • Fluorescent analogues of strigolactones
  • Anti-tumor agents
  • Melanocortin receptors ligands
  • Immunosuppressive agents
  • Iinhibitors of hepatitis C virus
  • Histamine H4 receptor agonists
  • NR2B/NMDA receptor antagonists
  • CB1 antagonist for the treatment of obesity
  • Antibacterial agents
  • Inhibitor of TGF-β receptor binding
Indole-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.

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.

Definition

ChEBI: An indol-3-yl carboxylic acid that is propionic acid substituted by a 1H-indol-3-yl group at position 3.

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 3159, 1984 DOI: 10.1016/S0040-4039(01)90997-9

General Description

3-Indolepropionic acid is an effective inhibitor of aggregation of misfolded β-amyloid protein (Abeta). Three-component one-pot procedure has been reported to assemble 3-indolepropionic acids.

Biochem/physiol Actions

Studied as an adjunct to improve perfusion after liver transplant.

Purification Methods

Recrystallise it from EtOH/water [James & Ware J Phys Chem 89 5450 1985]. The picrate has m 143-144o, and the methyl ester crystallises from *C6H6 or MeOH with m 81-83o. [Beilstein 22 III/IV 1113, 22/3 V 114.]

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View Lastest Price from 3-Indolepropionic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-Indolepropionic acid pictures 2023-09-06 3-Indolepropionic acid
830-96-6
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
3-Indolepropionic acid pictures 2023-06-15 3-Indolepropionic acid
830-96-6
US $196.00 / KG 1KG 98% 1-20mt Baoji Guokang Bio-Technology Co., Ltd.
3-Indolepropionic acid pictures 2023-01-06 3-Indolepropionic acid
830-96-6
US $0.00-0.00 / KG 1KG 98.0% 500kg/month WUHAN FORTUNA CHEMICAL CO., LTD
2-HYDROXYPROPANE 3-(1H-INDOL-3-YL)-PROPIONIC ACID 3-(3-INDOLYL)PROPANOIC ACID 3-(3-INDOLYL)-PROPIONIC ACID AKOS BBS-00006584 AKOS BBS-00004245 3-INDOLEPROPIONIC ACID DIMETHYLCARBINOL INDOLE 3-PROPANOIC ACID ISO-PROPYL RUBBING ALCOHOL LABOTEST-BB LT00044477 RUBBING ALCOHOL TIMTEC-BB SBB000276 SEC-PROPYL ALCOHOL beta-indolepropionicacid Indolyl-3-propionicacid Ipa (auxin) ISO-PRORYL ALCOHOL(IPA) ALCOHOL ISOPROPYL USP ANYHDROUS ISO PRORYL ALCOHOL ISO PROPYLE ALCOHOL Ethyl #niso-nicotinate INDOLE-3-PROPIONIC ACID PLANT CELL*CULTU RE TESTED 3-(3-INDOLYL)-PROPIONIC ACID PESTANAL, 2 Indole-3-PropionicAcid(Ipa)98%Min Indole-3-PropionicAcidForBiochemistry INDOL33YLPROPIONICACID 3-(Indol-3-yl)propanoic acid IPA (Isopropyl Alcohol), 70% v/v ISOPROPYL LACOHOL ISO PROPYL ALCOHOL ( IPA ) 3-(indol-3-yl)propionic acid 1h-indole-3-propanoicacid 1H-Indole-3-propionic acid 1h-indole-3-propionicacid 3-(2-Carboxyethyl)-1H-indole 3-(3-Indole)propionic acid 3-(3-Indoly)propionicacid 3-Indolylpropionicacid IPA, 3-Indole propionic acid 3-Indolepropionic acid, 99% 10GR 3-(1H-Indazol-1-yl)propanoic acid 3-Indole propionic acid (IPA) Indole-3-propionic acid,3-(3-Indolyl)propanoic acid, 3-(3-Indolyl)propionic acid, IPA 3-Indolepropionic ac beta-(3-Indolyl)propionic acid beta-Indole-3-propionic acid beta-Indolepropionic acid 3-(3-Indolyl)propanoic acid, Indole-3-propionic acid, IPA 3-(3-Indolyl)propanoic acid, 3-(3-Indolyl)propionic acid, IPA 2-Propanol : Water 31:69 with 0.1% buffer, 2-Propanol solution N-Term LC Solvent System B 3-Indolepropionic acid ,99% 3-(3-IP) NSC 3252 NSC 47831 2-Propanol : Water 31:69 with 0.1% buffer 3-Indolepropionic acid Vetec(TM) reagent grade, 99%