4-Hydroxyphenylpyruvic Acid (HCID 979)

概要

4-hydroxyphenylpyruvic acid is a 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group. It has a role as a human metabolite. It is a member of phenols and a 2-oxo monocarboxylic acid. It is functionally related to a pyruvic acid. It is a conjugate acid of a 3-(4-hydroxyphenyl)pyruvate.

名称と識別子

優先名称: 4-Hydroxyphenylpyruvic Acid
IUPAC: 3-(4-hydroxyphenyl)-2-oxopropanoic acid
現地名: 4-ヒドロキシフェニルピルビン酸
英語名: 4-Hydroxyphenylpyruvic acid
分子式: C9H8O4
分子量: 180.16

名称と別名

4-Hydroxyphenylpyruvic acid156-39-83-(4-Hydroxyphenyl)-2-oxopropanoic acidp-Hydroxyphenylpyruvic acid(P-HYDROXYPHENYL)PYRUVIC ACID3-(p-Hydroxyphenyl)pyruvic acid(4-hydroxyphenyl)pyruvic acid3-(p-Hydroxyphenyl)-2-oxopropanoic acidBenzenepropanoic acid, 4-hydroxy-alpha-oxo-4-Hydroxy alpha-oxobenzenepropanoic acid0YP1694WNQCHEBI:15999

名称をさらに表示

4-ヒドロキシフェニルピルビン酸(p-ヒドロキシフェニル)ピルビン酸(4-ヒドロキシフェニル)ピルビン酸α-オキソ-4-ヒドロキシベンゼンプロピオン酸2-オキソ-3-(4-ヒドロキシフェニル)プロパン酸テスタシドp-ヒドロキシフェニルピルビン酸3-(4-ヒドロキシフェニル)ピルビン酸2-オキソ-3-(4-ヒドロキシフェニル)プロピオン酸3-(4-ヒドロキシフェニル)-2-オキソプロパン酸Hydroxyphenylpyruvic acid3-(4-Hydroxyphenyl)pyruvateTyrosine metabolismTAUTOMERASE4-Hydrixyphenyruvic acidp-hydroxyphenyl-pyruvicaci

DTXSID80166017RefChem:99392para-hydroxyphenylpyruvic acidDTXCID9088508205-852-93-hydroxy-2-oxo-3-phenylpropanoic acidTestacid4-hydroxyphenylpyruvate

データベース識別子

CAS: 156-39-8
PubChem CID: 979
DTXSID: DTXSID80166017
ChEMBL: CHEMBL607712
ChEBI: CHEBI:15999
UNII: 0YP1694WNQ
EC Number: 205-852-9
Nikkaji: J101.877I

物性

構造計算による物性

XLogP: 0.9
極性表面積: 74.6 Å²
水素結合供与体数: 2
水素結合受容体数: 4
回転可能結合数: 3
重原子数: 13
形式電荷: 0
複雑度: 204

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesAngular frequency

Melting Point219 - 220 °C

Physical DescriptionSolid

Collision Cross Section · 2 件

145.75 Å² [M-H]- [CCS Type: DT; Method: stepped-field]

147.1 Å² [M-H]-

物理化学的性質

融点: 219 · 219-220 °C (dec.) (lit.)
沸点: 272.96 °C · 272.96°C (rough estimate)
比重(密度): 1.2933 · 1.2933 (rough estimate)
屈折率: 1.45 · 1.4500 (estimate)
貯蔵温度: Inert atmosphere,Room Temperature
溶解性: 50 mg/mL · エタノール：可溶50mg/mL
外見: 結晶性
酸解離定数(Pka): 2.5 · 2.50±0.54(Predicted)
色: オフホワイトからタン
水溶解度: わずかに溶ける
BRN: 2691632 · 2691632
安定性: 吸湿性
InChI: 1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)
InChIKey: KKADPXVIOXHVKN-UHFFFAOYSA-N
SMILES: OC(=O)C(=O)Cc1ccc(O)cc1
CAS データベース: 156 · 156-39-8(CAS DataBase Reference)
NISTの化学物質情報: 4 · Benzenepropanoic acid, 4-hydroxy-«alpha»-oxo-(156-39-8)

化学的性質

化学的特性grey to orange-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

wgk: 3
rtecs: UZ1000000
hs_code: 29189900
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-37/39
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Tissue LocationsPlacenta

Cellular LocationsCytoplasm

Metabolite PathwaysAlkaptonuria

応用分野 · 3 件

用途p-ヒドロキシフェニルピルビン酸の検出、定量。

使用4-Hydroxyphenylpyruvic Acid is general organic reagent used in the synthesis of latifolicinin A analogs as inhibitors of breast cancer. Also used in the preparation of amperometric biosensors for β-triketone herbicides based on hydroxyphenylpyruvate.

一般的な説明4-hydroxyphenylpyruvic acid can be determined in pork meat and Iberian ham samples by a sensitive method of multiple reaction monitoring (MRM) by mass spectrometry.

調製方法 · 1 件

純化方法p-Hydroxyphenylpyruvic acid [156-39-8] M 180.2, m 220o(dec), pKEst ~2.3. Crystallise it three times from 0.1M HCl/EtOH (4:1, v/v) immediately before use [Rose & Powell Biochem J 87 541 1963], or from Et2O. The 3,4-dinitrophenylhydrazone has m 178o. [Beilstein 10 IV 3630.]