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2-하이드록시-N,N,N-트리메틸에탄아미늄

Choline

HCID 305
새 노트새 반응견적 요청하기
인쇄 미리보기

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

기본 정보

CAS
139741-81-4
표준 SMILES
C[N+](C)(C)CCO
InChIKey
OEYIOHPDSNJKLS-UHFFFAOYSA-N
분자식
C5H14NO+
평균 분자량
104.17 g/mol
단동위원소 질량
104.10699049

개요

Choline is a choline that is the parent compound of the cholines class, consisting of ethanolamine having three methyl substituents attached to the amino function. It has a role as a neurotransmitter, a nutrient, an allergen, a mouse metabolite, a Saccharomyces cerevisiae metabolite, a plant metabolite, an Escherichia coli metabolite, a human metabolite and a Daphnia magna metabolite.

이름 및 식별자

우선 이름
Choline
IUPAC
2-hydroxyethyl(trimethyl)azanium
현지명
2-하이드록시-N,N,N-트리메틸에탄아미늄
영어명
CHOLINE
분자식
C5H14NO
분자량
104.17

이름 및 동의어

cholineCholine ionBilineurine62-49-7Choline cation2-Hydroxy-N,N,N-trimethylethanaminiumCholinum(2-Hydroxyethyl)trimethylammoniumEthanaminium, 2-hydroxy-N,N,N-trimethyl-vitamin Jtrimethylethanolamine2-hydroxyethyl(trimethyl)azanium
이름 더 보기
콜린2-하이드록시-N,N,N-트리메틸에탄아미늄L-Choline2,4,6-TRIS(4-FLUOROPHENYL)PYRYLIUM TETRAFLUOROBORATESincalincholineionCholine(8CI)CHOLINE, BASE
N-trimethylethanolamine(2-hydroxyethyl)trimethylazaniumN91BDP6H0XN,N,N-trimethylethanol-ammoniumCHEBI:15354DTXSID8043789GabazolamineGaboxetine

데이터베이스 식별자

CAS
139741-81-4、5413-08-1、62-49-7
PubChem CID
305
DTXSID
DTXSID8043789
ChEMBL
CHEMBL920
ChEBI

물성

구조 계산 물성보충 중

XLogP
-0.4
극성 표면적
20.2 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
2
무거운 원자 수
7
형식 전하
1
복잡도
46.5

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Vitamins and Derivatives
Drugs · 3건

Pharmaceuticals -> Brochodilators

Pharmaceuticals

Pharmaceuticals -> Listed in ZINC15

SolubilitySoluble
Dietary IngredientsCholine
Melting Point · 2건

244-247 °C (as chloride salt)

302 - 303 °C (chloride salt)

Physical Description · 2건

50% Aqueous solution: Dark brown cloudy liquid; [Sigma-Aldrich MSDS]

Solid

Collision Cross Section · 6건

117.7 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID9047467]

117.6 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

117.8 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

119 Ų [M]+ [CCS Type: DT; Method: stepped-field]

117 Ų [M]+ [CCS Type: TW; Method: calibrated with polyalanine]

117.4 Ų [M+H]+

안전 및 규제

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

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 1.3% (2 of 149) of reports.

Danger

H225 (70.5%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P203, P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P270, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P308+P316, P316, P317, P318, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 149 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 4건

Chemical: Ethanaminium, 2-hydroxy-N,N,N-trimethyl-

Regulation (EC) No 178/2002 (amended)

Status: Active Update: 25-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25288

Ethanaminium, 2-hydroxy-N,N,N-trimethyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationIMAP assessments - Ethanaminium, 2-hydroxy-N,N,N-trimethyl-: Environment tier I assessment
Hazards Summary50% Aqueous solution: Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesFlam. Liq. 2 (70.5%)

독성 정보

Adverse EffectsDermatotoxin - Skin burns.

안전 데이터

화학 및 산업

약리 정보

Pharmacodynamics · 1건

This compound is needed for good nerve conduction throughout the CNS (central nervous system) as it is a precursor to acetylcholine (ACh). Choline is also needed for gallbladder regulation, liver function and lecithin (a key lipid) formation. Choline also aids in fat and cholesterol metabolism and prevents excessive fat build up in the liver. Choline has been used to mitigate the effects of Parkinsonism and tardive dyskinesia. Choline deficiencies may result in excessive build-up of fat in the liver, high blood pressure, gastric ulcers, kidney and liver dysfunction and stunted growth.

Mechanism of Action · 1건

Choline is a major part of the polar head group of phosphatidylcholine. Phosphatidylcholine's role in the maintenance of cell membrane integrity is vital to all of the basic biological processes: information flow, intracellular communication and bioenergetics. Inadequate choline intake would negatively affect all these processes. Choline is also a major part of another membrane phospholipid, sphingomyelin, also important for the maintenance of cell structure and function. It is noteworthy and not surprising that choline deficiency in cell culture causes apoptosis or programmed cell death. This appears to be due to abnormalities in cell membrane phosphatidylcholine content and an increase in ceramide, a precursor, as well as a metabolite, of sphingomyelin. Ceramide accumulation, which is caused by choline deficiency, appears to activate Caspase, a type of enzyme that mediates apoptosis. Betaine or trimethylglycine is derived from choline via an oxidation reaction. Betaine is one of the factors that maintains low levels of homocysteine by resynthesizing L-methionine from homocysteine. Elevated homocysteine levels are a significant risk factor for atherosclerosis, as well as other cardiovascular and neurological disorders. Acetylcholine is one of the major neurotransmitters and requires choline for its synthesis. Adequate acetylcholine levels in the brain are believed to be protective against certain types of dementia, including Alzheimer's disease.

Metabolism/MetabolitesCholine has known human metabolites that include Trimethylazanium and acetaldehyde.
MeSH Pharmacological Classification · 2건

Endogenous factors or drugs that increase the transport and metabolism of LIPIDS including the synthesis of LIPOPROTEINS by the LIVER and their uptake by extrahepatic tissues.

관련 반응

33건
반응 기록 만들기
HRID 219505 반응식
HRID 219505반응물로uspto-grants-2012_06
HRID 235795 반응식
HRID 235795생성물로uspto-grants-1987_02
HRID 235796 반응식
HRID 235796반응물로uspto-grants-1987_02
HRID 436720 반응식
HRID 436720생성물로uspto-grants-1977_06
HRID 483076 반응식
HRID 483076반응물로uspto-grants-1986_03
HRID 522490 반응식
HRID 522490반응물로uspto-grants-2016_05
HRID 544638 반응식
HRID 544638촉매로uspto-grants-1984_05
HRID 677242 반응식
HRID 677242생성물로반응물로Training data from https://doi.org/10.1039/C8SC04228D (3/10)
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화합물 노트

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
더보기
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CHEBI:15354
UNII
N91BDP6H0X
EC Number
200-535-1
Nikkaji
J4.822D

물리화학적 성질

녹는점
232 · 232-233 °C (decomp)
끓는 점
195.35 °C · 195.35°C (rough estimate)
밀도
1.09 g/mL · 1.09 g/mL at 20 °C
굴절률
20 · n20/D 1.418
저장 조건
2 · 2-8°C
용해도
2 H5)2O, · Easily soluble (water), soluble (ethanol), slightly soluble (amyl alcohol), insoluble ((C2H5)2O, CHCl3)
산도 계수 (pKa)
13.9 · 13.9(at 25℃)
EPA
Choline (62-49-7)

화학적 성질

Viscous, alkaline liquid. Soluble in water and alcohol. Amounts are expressed in milligrams of choline.

wgk
1
tsca
TSCA listed
ridadr
UN 3286 3/PG 2
risk_code
34
hazard_code
C
safety_code
26-36/37/39-45
포장분류
II
위험 등급
8
기존화학 물질
KE-20908
F 고인화성물질
8-9-23

Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms.

Tissue LocationsBasal Ganglia
Cellular LocationsCytoplasm
Metabolite PathwaysCystathionine Beta-Synthase Deficiency

용도 및 제조

Uses · 2건

An essential nutrient in plants and animals for biosynthesis of cell membrane components (phospholipids); Found in eggs, meats, peanuts, and wheat germ; Used as a nutrient, dietary supplement, and ionic liquid solvent; [Merck Index]

Use (kg; approx.) in Germany (2009): >750

General Manufacturing InformationEthanaminium, 2-hydroxy-N,N,N-trimethyl-: ACTIVE

응용 분야

용도Choline is a substance grouped as a member of the vitamin b complex, although not a vitamin by definition. it is water soluble and is important in nerve function and fat metabolism. it occurs in egg yolk, beef liver, and grains.

상·하류 제품 정보

상류 원료

에틸렌옥사이드염화 암모늄포르말린

하류 제품

(2-Bromoethyl)trimethylammonium bromide1,2-디올레오일-SN-글리세로-3-포스포콜린Ethanaminium, 2-(acetyloxy)-N,N,N-trimethyl-, hydroxide (1:1)(2-요오도에틸)트리메틸암모늄요오다이드

추가 설명

정의ChEBI: A choline that is the parent compound of the cholines class, consisting of ethanolamine having three methyl substituents attached to the amino function.