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Indole-3-acetate

HCID 801
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
1596-90-3
표준 SMILES
O=C([O-])Cc1c[nH]c2ccccc12
InChIKey
SEOVTRFCIGRIMH-UHFFFAOYSA-M
분자식
C10H8NO2-
평균 분자량
174.18 g/mol
단동위원소 질량
174.0555035

개요

Indole-3-acetate is an indol-3-yl carboxylic acid anion that is the conjugate base of indole-3-acetic acid. It has a role as a Saccharomyces cerevisiae metabolite, a plant metabolite and a human metabolite. It is a conjugate base of an indole-3-acetic acid.

이름 및 식별자

우선 이름
Indole-3-acetate
IUPAC
2-(1H-indol-3-yl)acetate

이름 및 동의어

indole-3-acetate1H-indol-3-ylacetate(1H-indol-3-yl)acetate(indol-3-yl)acetateCHEBI:30854RefChem:10873482-(1H-indol-3-yl)acetate3-indoleacetate93672-51-62-(indol-3-yl)ethanoateIndole-3-acetic acid, 16BDBM92694
이름 더 보기
DTXSID60274285STK372805AKOS005447098NCGC00340564-01AB01333784-02Q271041601596-90-3

데이터베이스 식별자

CAS
1596-90-3、93672-51-6
PubChem CID
801
DTXSID
DTXSID60274285
ChEBI
CHEBI:30854
Nikkaji
J754.931H

물성

구조 계산 물성

XLogP
2.1
극성 표면적
55.9 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
1
무거운 원자 수
13
형식 전하
-1
복잡도
200

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

독성 정보

Treatment · 1건

Chronic Exposure: Kidney dialysis is usually needed to relieve the symptoms of uremic syndrome until normal kidney function can be restored. Acute Exposure: EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice.

Health Effects · 1건

Indoleacetic acid is listed in its MSDS as potentially mutagenic to mammalian somatic cells. It is also identified as a potential skin, eye, and respiratory irritant, and users are warned not to ingest it. Acute exposure to Indoleacetic acid can lead to some mild skin and eye irritation. Chronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. Chronically high levels of Indoleacetic acid are associated with the inborn error of metabolism known as Hartnup disease.

Exposure RoutesEndogenous, Ingestion, Dermal (contact)
Toxicity Summary · 1건

Uremic toxins such as indole-3-acetic 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 · 1건

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.

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

Indoleacetic acid (IAA) is a breakdown product of tryptophan metabolism and is often produced by the action of bacteria in the mammalian gut. Some endogenous production of IAA in mammalian tissues also occurs. It may be produced by the decarboxylation of tryptamine or the oxidative deamination of tryptophan.

용도 및 제조

UsesNaturally produced by the body (endogenous). Also a plant growth hormone (auxin).

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).