α-オキソ-1H-インドール-3-プロピオン酸

Indole-3-pyruvic acid

HCID 803CAS 392-12-1
部分構造検索類似構造を探す

基本情報

標準SMILES
O=C(O)C(=O)Cc1c[nH]c2ccccc12
InChIKey
RSTKLPZEZYGQPY-UHFFFAOYSA-N
分子式
C11H9NO3
平均分子量
203.19 g/mol
単同位体質量
203.05824315

概要

3-(indol-3-yl)pyruvic acid is a 2-oxo monocarboxylic acid that is pyruvic acid substituted by a 1H-indol-3-yl group at position 3. It has been found in Lycopersicon esculentum. It has a role as a Saccharomyces cerevisiae metabolite and a plant metabolite. It is an indol-3-yl carboxylic acid and a 2-oxo monocarboxylic acid. It is functionally related to a pyruvic acid. It is a conjugate acid of a 3-(indol-3-yl)pyruvate.

名称と識別子

優先名称
Indole-3-pyruvic acid
IUPAC
3-(1H-indol-3-yl)-2-oxopropanoic acid
現地名
α-オキソ-1H-インドール-3-プロピオン酸
英語名
3-(3-Indolyl)-2-oxopropanoic acid
分子式
C11H9NO3
分子量
203.19

名称と別名

Indole-3-pyruvic acid392-12-1indolepyruvateindol-3-yl pyruvic acidDTXSID30420531H-Indole-3-propanoic acid, alpha-oxo-alpha-Oxo-1H-indole-3-propanoic acid4QM0LT13A8NSC-88874DTXCID10220533-(1H-indol-3-yl)-2-oxidanylidene-propanoic acidRefChem:790954
名称をさらに表示
3-(1H-インドール-3-イル)ピルビン酸インドール-3-ピルビン酸インドールピルビン酸α-オキソ-1H-インドール-3-プロピオン酸3-(1H-インドール-3-イル)-2-オキソプロパン酸2-オキソ-3-(1H-インドール-3-イル)プロピオン酸α-オキソ-1H-インドール-3-プロパン酸2-(1H-インドール-3-イルメチル)グリオキシル酸indole-3-pyruvicIndole-3-pyrubateTIMTEC-BB SBB003515INDOLE PYRUVIC ACID3-INDOLEPYRUVIC ACIDb-Indolepyruvic acid
206-874-13-(1H-Indol-3-yl)-2-oxopropanoic acidIndole-3-pyruvate3-Indolylpyruvic acidIndolepyruvic acid3-(indol-3-yl)pyruvic acidIndolyl-3-pyruvate3-(3-Indolyl)-2-oxopropanoic acid

データベース識別子

CAS
392-12-1
PubChem CID
803
DTXSID
DTXSID3042053
ChEMBL
CHEMBL485012
ChEBI
CHEBI:29750
UNII
4QM0LT13A8
EC Number
206-874-1
Nikkaji
J39.033J

物性

構造計算による物性

XLogP
1.3
極性表面積
70.2 Ų
水素結合供与体数
2
水素結合受容体数
3
回転可能結合数
3
重原子数
15

実験および物理化学的性質

Collision Cross Section · 4 件

141.6 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID3042053]

138.82 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

137.6 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

137.8 Ų [M-H]-

物理化学的性質

融点
215 °C · 215 °C (dec.)(lit.)
沸点
341.49 °C · 341.49°C (rough estimate)
比重(密度)
1.2621 · 1.2621 (rough estimate)
屈折率
1.495 · 1.4950 (estimate)
貯蔵温度
-20 °C · -20°C
溶解性
DMSO（微量）、メタノール（微量）

化学的性質

化学的特性light beige to light brown powder

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

F
8-10-23
wgk
3
rtecs
NM1880000
hs_code
2933998090
risk_code
36/37/38
hazard_code
Xi

化学と産業

薬理情報

MeSH Pharmacological Classification · 3 件

Drugs used to prevent SEIZURES or reduce their severity.

Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here.

Substances that eliminate free radicals. Among other effects, they protect PANCREATIC ISLETS against damage by CYTOKINES and prevent myocardial and pulmonary REPERFUSION INJURY.

応用分野

使用Indole-3-pyruvic acid can be used:As a precursor for the synthesis of chromopyrrolic acid by a heme-containing enzyme.As a reactant in the Biginelli-like scaffold syntheses.

調製方法 · 1 件

純化方法Recrystallise the acid from Me2CO/*C6H6, EtOAc/CHCl3, Me2CO/AcOH (crystals have 1 molecule of AcOH) and dioxane/*C6H6 (with 0.5 molecule of dioxane) [Shaw et al. J Org Chem 23 1171 1958, Kaper & Veldstra Biochim Biophys Acta 30 401 1958]. The ethyl ester has m 133o (from Et2O), and its 2,4-dinitro-phenylhydrazone has m 255o (from Me2CO). [Baker J Chem Soc 461 1946.] The oxime has m 157o(dec, from EtOAc/Et2O) and pK2 0 3.40 [Ahmad & Spenser Canad J Chem 39 1340 1961]. [Beilstein 22 II 250, 22 III/IV 3080, 22/6 V 324.]

上流・下流製品情報

下流製品

サプライヤー50 社

上海康恩博医药科技有限公司17510465506 · [email protected]
上海策嵘生物科技有限公司[email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
南京修合医药科技有限公司19848384152 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]

補足説明

定義ChEBI: A 2-oxo monocarboxylic acid that is pyruvic acid substituted by a 1H-indol-3-yl group at position 3. It has been found in Lycopersicon esculentum

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