I3125
Indole-3-propionic acid
crystalline
Synonym(s):
3-(3-Indolyl)propanoic acid, 3-(3-Indolyl)propionic acid, IPA, NSC 3252, NSC 47831
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About This Item
Empirical Formula (Hill Notation):
C11H11NO2
CAS Number:
Molecular Weight:
189.21
EC Number:
212-600-1
UNSPSC Code:
12352100
MDL number:
Beilstein/REAXYS Number:
147733
form
crystalline
color
light yellow
storage temp.
−20°C
SMILES string
OC(=O)CCc1c[nH]c2ccccc12
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)
InChI key
GOLXRNDWAUTYKT-UHFFFAOYSA-N
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Biochem/physiol Actions
Studied as an adjunct to improve perfusion after liver transplant.
Was studied as an adjunct to improve perfusion after liver transplant.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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K L Borden et al.
European journal of biochemistry, 202(2), 459-470 (1991-12-05)
The antirepressor indole 3-propanoate has been shown by X-ray crystallography to bind in a different orientation compared with the natural corepressor for the tryp repressor, L-tryptophan (Lawson, C.L. & Sigler, P. B. (1988) Nature 333, 869-871). This suggests a simple
Indole-3-propionic acid attenuates neuronal damage and oxidative stress in the ischemic hippocampus.
In Koo Hwang et al.
Journal of neuroscience research, 87(9), 2126-2137 (2009-02-25)
Tryptophan-derived indole compounds have been widely investigated as antioxidants and as free-radical scavengers. Indole-3-propionic acid (IPA), one of these compounds, is a deamination product of tryptophan. In the present study, we used Mongolian gerbils to investigate IPA's neuroprotective effects against
Burkhard Poeggeler et al.
PloS one, 5(4), e10206-e10206 (2010-04-28)
Aging is a multi-factorial process, however, it is generally accepted that reactive oxygen species (ROS) are significant contributors. Mitochondria are important players in the aging process because they produce most of the cellular ROS. Despite the strength of the free-radical
Andrew W Woodward et al.
Plant physiology, 144(2), 976-987 (2007-04-24)
The ubiquitin-like protein RELATED TO UBIQUITIN (RUB) is conjugated to CULLIN (CUL) proteins to modulate the activity of Skp1-Cullin-F-box (SCF) ubiquitylation complexes. RUB conjugation to specific target proteins is necessary for the development of many organisms, including Arabidopsis (Arabidopsis thaliana).
M Karbownik et al.
Journal of bioenergetics and biomembranes, 33(1), 73-78 (2001-07-20)
Chromium (Cr) is a well established carcinogen, with Cr(III) accounting for much of the intracellular oxidative damage that this transition metal induces. Indole-3-propionic acid (IPA), a melatonin-related molecule, is a reported antioxidant and free radical scavenger. Concentration (1, 10, 100
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