Phenylacetate

HCID 4409936

基本情報

標準SMILES
O=C([O-])Cc1ccccc1
InChIKey
WLJVXDMOQOGPHL-UHFFFAOYSA-M
分子式
C8H7O2-
平均分子量
135.14 g/mol
単同位体質量
135.04460446

名称と識別子

優先名称
Phenylacetate
IUPAC
2-phenylacetate

名称と別名

phenylacetate2-phenylethanoateCHEBI:18401RefChem:9290432-phenylacetateBenzeneacetatephenylacetate anionphenylacetate(1-)phenylacetic acid anionBDBM36183WLJVXDMOQOGPHL-UHFFFAOYSA-Mc0211
名称をさらに表示
AKOS024258138NS00010314AB01275449-01Q27103051

データベース識別子

PubChem CID
4409936
ChEBI
CHEBI:18401
Nikkaji
J1.455.714H

物性

構造計算による物性

XLogP
2.1
極性表面積
40.1 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
1
重原子数
10

安全と法規制

毒性情報

TreatmentKidney dialysis is usually needed to relieve the symptoms of uremic syndrome until normal kidney function can be restored.
Health EffectsChronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease.
Exposure RoutesEndogenous, Ingestion, Dermal (contact)
Toxicity Summary · 1 件

Uremic toxins such as phenylacetic acid are actively transported into the kidneys via organic ion transporters (especially OAT3). Increased levels of uremic toxins can stimulate the production of reactive oxygen species. This seems to be mediated by the direct binding or inhibition by uremic toxins of the enzyme NADPH oxidase (especially NOX4 which is abundant in the kidneys and heart) (A7868). Reactive oxygen species can induce several different DNA methyltransferases (DNMTs) which are involved in the silencing of a protein known as KLOTHO. KLOTHO has been identified as having important roles in anti-aging, mineral metabolism, and vitamin D metabolism. A number of studies have indicated that KLOTHO mRNA and protein levels are reduced during acute or chronic kidney diseases in response to high local levels of reactive oxygen species (A7869)

Signs and Symptoms · 1 件

As a uremic toxin, this compound can cause uremic syndrome. Uremic syndrome may affect any part of the body and can cause nausea, vomiting, loss of appetite, and weight loss. It can also cause changes in mental status, such as confusion, reduced awareness, agitation, psychosis, seizures, and coma. Abnormal bleeding, such as bleeding spontaneously or profusely from a very minor injury can also occur. Heart problems, such as an irregular heartbeat, inflammation in the sac that surrounds the heart (pericarditis), and increased pressure on the heart can be seen in patients with uremic syndrome. Shortness of breath from fluid buildup in the space between the lungs and the chest wall (pleural effusion) can also be present.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

化学と産業

薬理情報

Metabolism/MetabolitesUremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. Most uremic toxins are metabolic waste products and are normally excreted in the urine or feces.
MeSH Pharmacological ClassificationAntimetabolites that are useful in cancer chemotherapy.

用途と製造

UsesNaturally produced by the body (endogenous).

関連反応

10 件

化合物ノート

読み込み中…