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4-Hydroxynonenal

HCID 5283344
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
128946-65-6
표준 SMILES
CCCCCC(O)/C=C/C=O
InChIKey
JVJFIQYAHPMBBX-FNORWQNLSA-N
분자식
C9H16O2
평균 분자량
156.22 g/mol
단동위원소 질량
156.11502975

개요

4-hydroxynon-2-enal is an enal consisting of non-2-ene having an oxo group at the 1-position and a hydroxy group at the 4-position. It has a role as a human metabolite. It is a 4-hydroxynonenal, a hydroxyaldehyde and an enal.

이름 및 식별자

우선 이름
4-Hydroxynonenal
IUPAC
(E)-4-hydroxynon-2-enal
영어명
HNE
분자식
C9H16O2
분자량
156.22

이름 및 동의어

4-Hydroxynonenal75899-68-24-Hydroxy-2-nonenal4-HNE4-Hydroxy-2,3-nonenal(2E)-4-hydroxynon-2-enalK1CVM13F964-hydroxynonen-2-al4-HNE cpdRefChem:912599CHEBI:142593(E)-4-hydroxynon-2-enal
이름 더 보기
HNECcris 17814-hydroxy-2-nonena(E)-4-HYDROXYNONENAL(±)4-Hydroxynon-2-enal4-HNE/4-Hydroxynonenal
trans-4-Hydroxy-2-nonenal(E)-4-hydroxy-2-nonenal(2E)-4-Hydroxy-2-nonenal128946-65-62-Nonenal, 4-hydroxy-, (2E)-4-hydroxy-2E-nonenalDTXSID40403952-NONENAL, 4-HYDROXY-

데이터베이스 식별자

CAS
128946-65-6、29343-52-0、75899-68-2
PubChem CID
5283344
DTXSID
DTXSID4040395
ChEMBL
CHEMBL454280
ChEBI
CHEBI:32585
UNII
K1CVM13F96
Nikkaji
J34.593H、J356.016C

물성

구조 계산 물성

XLogP
1.7
극성 표면적
37.3 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
6
무거운 원자 수
11
형식 전하
0
복잡도
119

실험 및 물리화학적 성질

LipidsFatty Acyls [FA] -> Fatty aldehydes [FA06]
Physical DescriptionSolid

물리화학적 성질

끓는 점
125 · 125-127 °C(Press: 2 Torr)
밀도
0.941 · 0.941±0.06 g/cm3(Predicted)
저장 조건
-70 °C · -70°C
용해도
50 mg/ml; · DMF: >50 mg/ml; DMSO: >50 mg/ml; Ethanol: >50 mg/ml; PBS pH 7.2: >1 mg/ml
산도 계수 (pKa)
13.31 · 13.31±0.20(Predicted)
물리적 상태
무색 오일.
색상
Colorless to light yellow
InChI
InChI=1S/C9H16O2/c1-2-3-4-6-9(11)7-5-8-10/h5,7-9,11H,2-4,6H2,1H3/b7-5+
InChIKey
JVJFIQYAHPMBBX-FNORWQNLSA-N
SMILES
C(=O)/C=C/C(O)CCCCC

안전 및 규제

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

독성 정보

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 · 1건

Uremic toxins such as 4-Hydroxynonenal 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.

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

화학 및 산업

약리 정보

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 Classification · 2건

Reagents with two reactive groups, usually at opposite ends of the molecule, that are capable of reacting with and thereby forming bridges between side chains of amino acids in proteins; the locations of naturally reactive areas within proteins can thereby be identified; may also be used for other macromolecules, like glycoproteins, nucleic acids, or other.

Exogenous and endogenous compounds which inhibit CYSTEINE ENDOPEPTIDASES.

Cellular LocationsExtracellular

용도 및 제조

UsesNaturally produced by the body (endogenous).
응용 분야 · 1건

용도HNE is a lipid peroxidation product derived from oxidized ω-6 polyunsaturated fatty acids such as arachidonic acid. 4-hydroxy Nonenal is widely used as a marker of lipid peroxidation. It exhibits various biological activities such as cytotoxicity, growth inhibiting activity, genotoxicity, and chemotactic activity. HNE inhibits pro-oxidant-induced Ca2+ release from mitochondria at 10-50 μM.[Cayman Chemical]

상·하류 제품 정보

상류 원료

2,3-에폭옥탄알2-Nonen-4-ol, 1-bromo-, (2E)-2-Nonenal, 4-[(tetrahydro-2H-pyran-2-yl)oxy]-, (2E)-

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

안전 데이터

wgk
WGK 3
Hazard Classifications
Eye Irrit. 2Flam. Liq. 2
스토리지 클래스
3 - Flammable liquids
(E)-4-hydroxynon-2-enal dimethyl acetal
Methoxymethylenetriphenylphosphorane
1-옥텐-3-올
N-PENTYLMAGNESIUM BROMIDE
아크롤레인
카프론알데히드
1-브로모펜탄

하류 제품

4-하이드록시노날메르캅투르산

공급사4 곳

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