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3-Indolepropionic acid

Names

[ CAS No. ]:
830-96-6

[ Name ]:
3-Indolepropionic acid

[Synonym ]:
3-Indolepropionic acid
MFCD00005660
1H-Indole-3-propanoic acid
3-(1H-Indol-3-yl)propanoic acid
b-(3-Indolyl)propionic acid
Indole-3-propionic acid
EINECS 212-600-1
3-(1H-Indol-3-yl)propionic acid
IPA

Biological Activity

[Description]:

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

[Related Catalog]:

Natural Products >> Saccharides and Glycosides
Research Areas >> Metabolic Disease
Research Areas >> Neurological Disease

[Target]

Human Endogenous Metabolite


[In Vitro]

3-Indolepropionic acid is shown to be a powerful antioxidant and has potential in the treatment for Alzheimer’s disease[1]. 3-Indolepropionic acid is a more potent scavenger of hydroxyl radicals than melatonin. Similar to melatonin but unlike other antioxidants, 3-Indolepropionic acid scavenges radicals without subsequently generating reactive and pro-oxidant intermediate compounds[2]. It is also suggested that indolepropionic acid, a gut microbiota-produced metabolite, is a potential biomarker for the development of type 2 diabetes (T2D) that may mediate its protective effect by preservation of β-cell function[3].

[References]

[1]. Wikoff WR, et al. Metabolomics analysis reveals large effects of gut microflora on mammalian blood metabolites. Proc Natl Acad Sci U S A. 2009 Mar 10;106(10):3698-703.

[2]. Reiter RJ, et al. Reactive oxygen intermediates, molecular damage, and aging. Relation to melatonin. Ann N Y Acad Sci. 1998 Nov 20;854:410-24.

[3]. de Mello VDet al. Indolepropionic acid and novel lipid metabolites are associated with a lower risk of type 2 diabetes in the Finnish Diabetes Prevention Study. Sci Rep. 2017 Apr 11;7:46337. doi: 10.1038/srep46337.


[Related Small Molecules]

3-Methyladenine | Hydrocortisone | Acetylcysteine(N-acetylcysteine) | Retinoic acid | Melatonine | Dinoprostone | Nicotinamide | Adenosine triphosphate | 4-Acetamidophenol | Prostaglandin E1 | Dehydroepiandrosterone | Corticosterone | Progesterone | Docosahexaenoic Acid | NAD+

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
417.6±20.0 °C at 760 mmHg

[ Melting Point ]:
134-135 °C(lit.)

[ Molecular Formula ]:
C11H11NO2

[ Molecular Weight ]:
189.210

[ Flash Point ]:
206.4±21.8 °C

[ Exact Mass ]:
189.078979

[ PSA ]:
53.09000

[ LogP ]:
1.76

[ Vapour density ]:
2.1 (vs air)

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.667

[ Storage condition ]:
−20°C

[ Water Solubility ]:
slightly soluble

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NM1329000
CHEMICAL NAME :
1H-Indole-3-propionic acid
CAS REGISTRY NUMBER :
830-96-6
BEILSTEIN REFERENCE NO. :
0147733
LAST UPDATED :
199701
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C11-H11-N-O2
MOLECULAR WEIGHT :
189.23
WISWESSER LINE NOTATION :
T56 BMJ D2VQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - chronic pulmonary edema Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 34,138,1936

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
S7-S16-S24/25-S26-S36/37-S37/39-S22

[ RIDADR ]:
UN 1987 3/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
NT8050000

[ HS Code ]:
29339990

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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