α-オキソ-1H-インドール-3-プロピオン酸
Indole-3-pyruvic acid
基本情報
- CAS
392-12-1- 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 acid1H-Indole-3-propanoic acid, alpha-oxo-alpha-Oxo-1H-indole-3-propanoic acidDTXSID30420534QM0LT13A8NSC-888743-(1H-indol-3-yl)-2-oxidanylidene-propanoic acidDTXCID1022053RefChem: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-pyruvateIndolepyruvic acid3-Indolylpyruvic acid3-(indol-3-yl)pyruvic acidIndolyl-3-pyruvate3-(3-Indolyl)-2-oxopropanoic acid
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
- 形式電荷
- 0
- 複雑度
- 277
実験および物理化学的性質
Collision Cross Section
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）
- 外見
- 個体
- 酸解離定数(Pka)
- 2.61 · 2.61±0.54(Predicted)
- 色
- ライトイエロー
- BRN
- 172966 · 172966
- 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)
- InChIKey
- RSTKLPZEZYGQPY-UHFFFAOYSA-N
- SMILES
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
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
- safety_code
- 26-36-24/25
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
MeSH Pharmacological Classification
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
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
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
関連反応
48 件
化合物ノート
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