Benzenepropanoic acid

HCID 107CAS 501-52-0
部分構造検索類似構造を探す

基本情報

標準SMILES
O=C(O)CCc1ccccc1
InChIKey
XMIIGOLPHOKFCH-UHFFFAOYSA-N
分子式
C9H10O2
平均分子量
150.17 g/mol
単同位体質量
150.06807956

概要

3-phenylpropionic acid is a monocarboxylic acid that is propionic acid substituted at position 3 by a phenyl group. It has a role as an antifungal agent, a plant metabolite and a human metabolite. It is a member of benzenes and a monocarboxylic acid. It is functionally related to a propionic acid. It is a conjugate acid of a 3-phenylpropionate.

名称と識別子

優先名称
Benzenepropanoic acid
IUPAC
3-phenylpropanoic acid
現地名
ヒドロケイ皮酸
英語名
3-Phenylpropionic acid
分子式
C9H10O2
分子量
150.17

名称と別名

hydrocinnamic acid3-phenylpropionic acid501-52-0Benzenepropanoic acidDihydrocinnamic acidBenzenepropionic acid3-Phenyl propionic acid3-Phenyl-propionic acidFEMA No. 2889DTXSID20470645Q445IN5CUNSC-9272
名称をさらに表示
3-フェニルプロピオン酸β-フェニルプロピオン酸3-フェニルプロパン酸フェニルプロピオン酸ジヒドロけい皮酸ベンジル酢酸ベンゼンプロピオン酸ベンゼンプロパン酸ヒドロ肉けい酸3-フェニルプロピオニックアシド3-フェニルプロピオン酸(β-〃)3‐フェニルプロピオン酸ヒドロ桂皮酸3-フェニルプロピオン酸, 99%ヒドロけい皮酸HYDROXYCINNAMIC ACIDFEMA 2889hydrocinnamicNSC 9272Hydrocinamic acid
DTXCID0027064CHEBI:28631RefChem:789007207-924-53-Phenylpropanoic acidBenzylacetic acidBETA-PHENYLPROPIONIC ACIDPhenylpropanoic acid

データベース識別子

CAS
501-52-0
PubChem CID
107
DTXSID
DTXSID2047064
ChEMBL
CHEMBL851
ChEBI
CHEBI:28631
UNII
5Q445IN5CU
EC Number
207-924-5
Nikkaji
J2.601H

物性

構造計算による物性

XLogP
1.8
極性表面積
37.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
3
重原子数
11

実験および物理化学的性質

Chemical ClassesOther Classes -> Organic Acids
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesAngular frequency
FragrancesFragrance Ingredient (3-Phenylpropionic acid) -> IFRA transparency List
LogP · 2 件

1.84

1.91

Food Additives · 2 件

FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Food

物理化学的性質

融点
45 · 45-48 °C (lit.)
沸点
280 °C · 280 °C (lit.)
比重(密度)
1.071 g/mL · 1.071 g/mL at 25 °C (lit.)
蒸気圧
0.356 Pa · 0.356Pa at 25℃
FEMA
2889 · 2889 | 3-PHENYLPROPIONIC ACID
屈折率
1.5408 · 1.5408 (estimate)

化学的性質

化学的特性3-Phenylpropionic acid has a faint, sweet odor, somewhat balsamic and coumarin-like with a mildly sweet-sour, vanilla-like taste.

安全と法規制

GHS分類

GHS Classification · 3 件

This chemical does not meet GHS hazard criteria for 95.6% (238 of 249) of all reports.

Not Classified

Aggregated GHS information provided per 249 reports by companies from 8 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 4 件

Chemical: Benzenepropanoic acid

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 21-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/33212

3-Phenylpropionic acid: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryIntraperitoneal LD50 (mouse) = 1,202 mg/kg; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Alfa Aesar MSDS] See Cinnamic aldehyde.
Hazard Classes and CategoriesNot Classified

安全データ

wgk
3
tsca
TSCA listed
rtecs
DA8600000
hs_code
29163900
risk_code
36/37/38
化審法
(3)-1751

化学と産業

薬理情報

Tissue LocationsKidney
Cellular LocationsCytoplasm

用途と製造

UsesUsed as flavoring agent or adjuvant; [FDA]
Use Classification · 6 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationBenzenepropanoic acid: ACTIVE
応用分野 · 4 件

解説3-phenylpropionic acid．C9H10O2(150.18)．C6H5CH2CH2COOH．ヒドロケイ皮酸は，ケイ皮酸を還元するか，プロピルベンゼンやフェニルプロパノールを酸化すると得られる．柱状晶．融点47～48 ℃，沸点280 ℃．d048"1.071．Ka 2.2×10－5(25 ℃)．アルコール類，ベンゼン，クロロホルムなどに可溶．カルボキシペプチダーゼCNの阻害剤として作用する．森北出版「化学辞典（第2版）

天然物の起源Reported found in raspberry, guava fruit, Vitis vinifera L., papaya, strawberry fruit, cinnamon, cassia leaf, cheddar cheese, cocoa, beer, cognac, white wine, red wine, special wine, rose apple, mushroom, cloudberry, Boletus edulis, fresh mango, licorice and labdanum.

使用Used in the compositions for the treatment of blood disorders using α-methylhydrocinnamic acid.Hydrocinnamic acid was used in the synthesis of three medium-chain acyl-Coenzyme A′s i.e. 3-phenylpropionyl-CoA from mixed anhydrides of fatty acids.

一般的な説明Hydrocinnamic acid forms complexes with uranium(VI) and has been investigated in aqueous solution by attenuated total reflection fourier transform infrared spectroscopy. Hydrocinnamic acids are the major rhizospheric compounds with known growth regulatory activity.

調製方法

製造方法By reduction of cinnamic acid using sodium amalgam.

純化方法Crystallise the acid from *benzene, CHCl3 or pet ether (b 40-60o). Dry it in a vacuum. [Beilstein 9 H 508.]

上流・下流製品情報

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国药集团化学试剂有限公司86-21-63210123 · [email protected]
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上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

補足説明

定義本品は、次の化学式で表される芳香族化合物である。

定義ChEBI: A monocarboxylic acid that is propionic acid substituted at position 3 by a phenyl group.

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