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Merck
CN

I7017

Sigma-Aldrich

吲哚-3-丙酮酸

≥97%

别名:

3-(3-吲哚基)-2-氧代丙酸, 3-吲哚丙酮酸

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About This Item

经验公式(希尔记法):
C11H9NO3
CAS号:
分子量:
203.19
Beilstein:
172966
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

≥97%

颜色

light yellow

mp

215 °C (dec.) (lit.)

储存温度

−20°C

SMILES字符串

OC(=O)C(=O)Cc1c[nH]c2ccccc12

InChI

1S/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15)

InChI key

RSTKLPZEZYGQPY-UHFFFAOYSA-N

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应用

吲哚-3-丙酮酸可作为:
  • 前体,由含血红素的酶合成色吡咯酸。
  • Biginelli类支架合成中的反应物。

联系

色氨酸的 α-酮类似物

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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Direct formation of chromopyrrolic acid from indole-3-pyruvic acid by StaD, a novel hemoprotein in indolocarbazole biosynthesis
Asamizu, S, et al.
Tetrahedron Letters, 47(4), 473-475 (2006)
L Bacciottini et al.
Pharmacological research communications, 19(11), 803-817 (1987-11-01)
The effects of acute or repeated administration of indole-pyruvic acid (IPA), a keto-analogue of tryptophan (TRP), were studied in various brain areas of rats by measuring the changes of 5-hydroxytryptamine (5-HT) and of norepinephrine (NE) content and metabolism. The analgesic
Nathan D Tivendale et al.
Plant physiology, 159(3), 1055-1063 (2012-05-11)
Seeds of several agriculturally important legumes are rich sources of the only halogenated plant hormone, 4-chloroindole-3-acetic acid. However, the biosynthesis of this auxin is poorly understood. Here, we show that in pea (Pisum sativum) seeds, 4-chloroindole-3-acetic acid is synthesized via
Goutam Chowdhury et al.
Chemical research in toxicology, 22(12), 1905-1912 (2009-10-29)
Aerobic incubation of the tryptophan transamination/oxidation product indole-3-pyruvic acid (I3P) at pH 7.4 and 37 degrees C yielded products with activity as Ah receptor (AHR) agonists. The extracts were fractionated using HPLC and screened for AHR agonist activity. Two compounds
Cyclic ketones and substituted α-keto acids as alternative substrates for novel Biginelli-like scaffold syntheses
Abelman, Matthew M, et al.
Tetrahedron Letters, 44(24), 4559-4562 (2003)

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