Indole-3-pyrubate

Modify Date: 2024-01-02 12:46:42

Indole-3-pyrubate structure	Common Name	Indole-3-pyrubate
	CAS Number	392-12-1	Molecular Weight	203.194
	Density	1.4±0.1 g/cm3	Boiling Point	445.2±28.0 °C at 760 mmHg
	Molecular Formula	C₁₁H₉NO₃	Melting Point	215 °C (dec.)(lit.)
	MSDS	Chinese USA	Flash Point	223.0±24.0 °C
	Symbol	GHS07	Signal Word	Warning

Use of Indole-3-pyrubate

Indole-3-pyruvic acid, a keto analogue of tryptophan, is an orally active AHR agonist. Indole-3-pyruvic acid has antioxidant properties, and can be used in the research of inflammation, anxiety[1][2][3].

Name	3-(indol-3-yl)pyruvic acid
Synonym	More Synonyms

Description	Indole-3-pyruvic acid, a keto analogue of tryptophan, is an orally active AHR agonist. Indole-3-pyruvic acid has antioxidant properties, and can be used in the research of inflammation, anxiety[1][2][3].
Related Catalog	Signaling Pathways >> Immunology/Inflammation >> Aryl Hydrocarbon Receptor Research Areas >> Inflammation/Immunology Research Areas >> Neurological Disease
Target	Microbial Metabolite
In Vitro	Indole-3-pyruvic acid (50 and 250 μM, 24 h) activates AHR in HepG2 cells[1]. Indole-3-pyruvic acid (50 μM, 4 days) does not inhibit Th1 cell differentiation but promotes Tr1 differentiation[1]. Indole-3-pyruvic acid (1 mM, 24 h) reduces UVB-induced cytotoxicity in HaCaT cells[1]. Indole-3-pyruvic acid (25 mM, 6 h) reduces the levels of COX-2 in HaCaT cells[2]. RT-PCR[2] Cell Line: HaCaT cells Concentration: 5-25 mM Incubation Time: 6 h Result: Inhibited UVB-stimulated mRNA expression of IL-1β, IL-6, and cyclooxygenase 2 (Cox-2).
In Vivo	Indole-3-pyruvic acid (oral administration, fed in MF chow (0.1%) for 5 d) activates AHR in BALB/c mice[1]. Indole-3-pyruvic acid (oral administration, fed in MF chow (0.1%) for 5 wk) abrogates chronic inflammation in a T cell-mediated colitis model[1]. Indole-3-pyruvic acid (100 μM, dose at skin) protects against UVB-induced skin damage in HR-1 hairless mice[2]. Indole-3-pyruvic acid (intraperitoneal injection, 100-200 mg/kg) increases the time spent in the open arms of the elevated plus maze in mice[3]. Animal Model: BALB/c mice[1] Dosage: Fed in MF chow.0.1% for 5 d Administration: Oral administration Result: Up-regulated the expression of Cyp1a1 (a biomarker for AHR activation) in the colon. Animal Model: T cell–mediated colitis model of SCID mice[1] Dosage: Fed in MF chow.0.1% for 5 wk Administration: Oral administration Result: Suppressed diarrhea and improved colon inflammation. Down-regulated the expression of Th1 and proinflammatory cytokines and upregulated the expression of IL-10 in the colon. Animal Model: HR-1 Hairless Mice[2] Dosage: 100 μM Administration: Dose at skin Result: Enhanced the epidermal thickness. Attenuated UVB-induced necrosis observed in upper layer of dermis.
References	[1]. Reiji Aoki, et al. Indole-3-Pyruvic Acid, an Aryl Hydrocarbon Receptor Activator, Suppresses Experimental Colitis in Mice. J Immunol. 2018 Dec 15;201(12):3683-3693. [2]. Reiji Aoki, et al. Protective effect of indole-3-pyruvate against ultraviolet b-induced damage to cultured HaCaT keratinocytes and the skin of hairless mice. PLoS One. 2014 May 8;9(5):e96804. [3]. I P Lapin, et al. Anxiolytic effect of indole-3-pyruvic acid (IPA) in mice. Pharmacol Res. 1993 Sep;28(2):129-34.

Density	1.4±0.1 g/cm3
Boiling Point	445.2±28.0 °C at 760 mmHg
Melting Point	215 °C (dec.)(lit.)
Molecular Formula	C₁₁H₉NO₃
Molecular Weight	203.194
Flash Point	223.0±24.0 °C
Exact Mass	203.058243
PSA	70.16000
LogP	0.46
Vapour Pressure	0.0±1.1 mmHg at 25°C
Index of Refraction	1.685
Storage condition	2-8°C

Indole-3-pyrubate MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NM1880000

CHEMICAL NAME :: Indole-3-pyruvic acid

CAS REGISTRY NUMBER :: 392-12-1

BEILSTEIN REFERENCE NO. :: 0172966

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C11-H9-N-O3

MOLECULAR WEIGHT :: 203.21

WISWESSER LINE NOTATION :: T56 BMJ D1VVQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 500 ug/plate

REFERENCE :: JNCIAM Journal of the National Cancer Institute. (Washington, DC) V.1-60, 1940-78. For publisher information, see JJIND8. Volume(issue)/page/year: 57,921,1976

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi:Irritant;
Risk Phrases	R36/37/38
Safety Phrases	S26-S36-S24/25
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	NM1880000
HS Code	2918300090

Precursor 9
CAS#:73-22-3 L(-)-Tryptophan CAS#:54753-57-0 4-(1'H-indol-3'... CAS#:54-12-6 DL-Tryptophan CAS#:79189-76-7 Tryptophan,N-(c...
CAS#:871023-09-5 2-imino-3-(1H-i... CAS#:1912-33-0 Methyl 2-(1H-in... CAS#:153-94-6 D-tryptophan CAS#:328-50-7 2-Ketoglutaric acid
CAS#:32817-17-7 indol-3-yl-pyru...
DownStream 10
CAS#:487-89-8 Indole-3-carbox... CAS#:87-51-4 3-Indoleacetic acid CAS#:127-17-3 Pyruvic acid CAS#:153-94-6 D-tryptophan
CAS#:73-22-3 L(-)-Tryptophan CAS#:832-97-3 DL-INDOLE-3-LAC... CAS#:771-50-6 1H-Indole-3-car... CAS#:879-37-8 Indole-3-acetamide
CAS#:3050-37-1 indole-3-glycol... CAS#:150044-68-1 3,4-bis(1H-indo...

HS Code	2918300090
Summary	2918300090 other carboxylic acids with aldehyde or ketone function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

Structural insight into the inhibition of human kynurenine aminotransferase I/glutamine transaminase K.

J. Med. Chem. 52 , 2786-93, (2009)

Human kynurenine aminotransferase I (hKAT I) catalyzes the formation of kynurenic acid, a neuroactive compound. Here, we report three high-resolution crystal structures (1.50-1.55 A) of hKAT I that ar...

A novel thiol-reductase activity of Arabidopsis YUC6 confers drought tolerance independently of auxin biosynthesis.

Nat. Commun. 6 , 8041, (2015)

YUCCA (YUC) proteins constitute a family of flavin monooxygenases (FMOs), with an important role in auxin (IAA) biosynthesis. Here we report that Arabidopsis plants overexpressing YUC6 display enhance...

Coordination of auxin and ethylene biosynthesis by the aminotransferase VAS1.

Nat. Chem. Biol. 9(4) , 244-6, (2013)

We identify an Arabidopsis pyridoxal-phosphate-dependent aminotransferase, VAS1, whose loss-of-function simultaneously increases amounts of the phytohormone auxin and the ethylene precursor 1-aminocyc...

MFCD00005640

1H-Indole-3-propanoic acid, α-oxo-

3-(1H-Indol-3-yl)-2-oxopropanoic acid

Indole pyruvic acid

EINECS 206-874-1

Indole-3-pyrubate

Indole-3-pyruvic acid

INDOLE-3-PYRUVATE

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: Indole-3-pyruvic acid
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Stocking Period: Inquiry
Contact: Ms Wang

Get all suppliers and price by the below link:

Indole-3-pyrubate suppliers

Price: ￥1014/1g

Reference only. check more Indole-3-pyrubate price

Indole-3-pyrubate

Use of Indole-3-pyrubate

Names