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베타-알라닌

Beta-Alanine

HCID 239
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
107-95-9
표준 SMILES
NCCC(=O)O
InChIKey
UCMIRNVEIXFBKS-UHFFFAOYSA-N
분자식
C3H7NO2
평균 분자량
89.09 g/mol
단동위원소 질량
89.04767847

개요

Beta-alanine is a naturally-occurring beta-amino acid comprising propionic acid with the amino group in the 3-position. It has a role as a neurotransmitter, an inhibitor, an agonist, a human metabolite and a fundamental metabolite. It is a conjugate acid of a beta-alaninate. It is a tautomer of a beta-alanine zwitterion.

이름 및 식별자

우선 이름
Beta-Alanine
IUPAC
3-aminopropanoic acid
현지명
베타-알라닌
영어명
β-Alanine
분자식
C3H7NO2
분자량
89.09

이름 및 동의어

beta-alanine107-95-93-Aminopropanoic acid3-Aminopropionic acidAbufeneBeta Alaninebeta-Aminopropionic acid2-Carboxyethylamineomega-Aminopropionic acid3-AminopropanoateFEMA No. 325211P2JDE17B
이름 더 보기
β-알라닌베타-알라닌베타알라닌β-AlaB-ALANINEH-β-Ala-OHBETA-ALAAnalineBeta alanine powderFEMA 3252
I2-AlanineNSC-7603beta Alanine HydrochlorideDTXSID0030823CHEBI:169583 Aminopropionic AcidRefChem:567109Hydrochloride, beta-Alanine

데이터베이스 식별자

CAS
107-95-9、28854-76-4
PubChem CID
239
DTXSID
DTXSID0030823
ChEMBL
CHEMBL297569
ChEBI
CHEBI:16958
UNII
11P2JDE17B
EC Number
203-536-5
Nikkaji
J4.070C

물성

구조 계산 물성

XLogP
-3
극성 표면적
63.3 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
3
회전 가능 결합 수
2
무거운 원자 수
6
형식 전하
0
복잡도
52.8

실험 및 물리화학적 성질

Chemical ClassesOther Uses -> Biochemical Research
Drugs · 2건

Pharmaceuticals

Pharmaceuticals -> Listed in ZINC15

LogP-3.05
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT, NUTRIENT SUPPLEMENT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility · 3건

545.0 mg/mL

Soluble in water; Insoluble in ether and acetone

Slightly soluble (in ethanol)

Dietary IngredientsBeta-alanine
Melting Point200 °C
Vapor Pressure0.00000005 [mmHg]
Physical Description · 3건

Solid; [Merck Index] White crystalline solid; [Alfa Aesar MSDS]

Solid

Colourless needles;

Ionization Efficiency · 6건

안전 및 규제

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

GHS 분류

GHS Classification · 3건

This chemical does not meet GHS hazard criteria for 98.5% (322 of 327) of all reports.

Not Classified

Aggregated GHS information provided per 327 reports by companies from 5 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 4건

Chemical: .beta.-Alanine

Regulation (EC) No 1831/2003 (amended)

REACH registered substance: β-alanine (EC: 203-536-5)

.beta.-Alanine: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummarySafe when used as a flavoring agent in food; [JECFA] May cause eye irritation; [Alfa Aesar MSDS]
Hazard Classes and CategoriesNot Classified

독성 정보

Health EffectsChronically high levels of beta-alanine are associated with at least 2 inborn errors of metabolism including: GABA-Transaminase Deficiency and Methylmalonate Semialdehyde Dehydrogenase Deficiency.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

안전 데이터

wgk
3
tsca
TSCA listed

화학 및 산업

약리 정보

Tissue LocationsKidney
Cellular LocationsCytoplasm
Metabolite PathwaysAspartate Metabolism

용도 및 제조

Uses · 4건

Used to make pantothenic acid and derivatives and as a buffer in electroplating; [Merck Index] Used as flavoring agent or adjuvant and nutritional supplement; [FDA] An amino acid not found in protein; Used in organic synthesis and biochemical research; [Alfa Aesar MSDS]

Electroplating [Category: Plate]

Use (kg; approx.) in Germany (2009): >1000

This is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.

Use Classification · 3건

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information.beta.-Alanine: ACTIVE
응용 분야 · 4건

개요β-Alanine (or beta-alanine) is a naturally occurring beta amino acid, which is an amino acid in which the amino group is at the β- position from the carboxylate group (i.e., two atoms away. The IUPAC name for β-alanine is 3-amino propanoic acid. Unlike its counterpart α-alanine, β-alanine has no stereocenter. β-Alanine is not used in the biosynthesis of any major proteins or enzymes. It is formed in vivo by the degradation of dihydrouracil and carnosine. It is a component of the naturally occurring peptides carnosine and anserine and also of pantothenic acid (vitamin B5), which itself is a component of coenzyme A. Under normal conditions, β-alanine is metabolized into acetic acid. β-Alanine is the rate-limiting precursor of carnosine, which is to say carnosine levels are limited by the amount of available β-alanine. Supplementation with β-alanine has been shown to increase the concentration of carnosine in muscles, decrease fatigue in athletes and increase total muscular work done.Typically, studies have used supplementing strategies of multiple doses of 400 mg or 800 mg, administered at regular intervals for up to eight hours, over periods ranging from 4 to 10 weeks . After a 10 - week supplementing strategy, the reported increase in intramuscular carnosine content was an average of 80.1% (range 18 to 205%).

관련 반응

553건
반응 기록 만들기
HRID 5684 반응식
HRID 5684반응물로uspto-grants-1993_09
HRID 5690 반응식
HRID 5690반응물로uspto-grants-1993_09
HRID 5896 반응식
HRID 5896반응물로uspto-grants-1993_09
HRID 6438 반응식
HRID 6438반응물로uspto-grants-1993_09
HRID 12008 반응식
HRID 12008반응물로uspto-grants-2010_06
HRID 27128 반응식
HRID 27128반응물로uspto-grants-1980_09
HRID 54161 반응식
HRID 54161반응물로uspto-grants-1997_04
HRID 71632 반응식
HRID 71632반응물로uspto-grants-2014_09
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화합물 노트

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Positive

2.15

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

Dissociation Constants · 2건

10.2

3.63 (at 5 °C)

물리화학적 성질

녹는점
202 °C · 202 °C (dec.)(lit.)
끓는 점
237.1 · 237.1±23.0 °C(Predicted)
밀도
1 · 1,437 g/cm3
굴절률
1.465 · 1.4650 (estimate)
FEMA
3252 · 3252 | BETA-ALANINE
인화점
204 · 204-206°C
저장 조건
Keep in dark place,Inert atmosphere,Room temperature
용해도
2 O: · H2O: 1 M at 20 °C, 투명, 무색
산도 계수 (pKa)
3.55 · 3.55(at 25℃)
물리적 상태
결정성 분말
색상
하얀색
수소이온지수(pH)
6 · 6.0-7.5
냄새
100 %에서 · 100.00%에서. 냄새 없는
냄새 유형
냄새 없는
생물학적 소스
synthetic
수용성
물에 용해됨(550g/L). 알코올에 약간 용해됩니다. 에테르와 아세톤에 불용성.
Merck
14 · 14,205
JECFA Number
1418 · 1418
BRN
906793 · 906793
안정성
안정적인. 건조한 상태로 유지하세요.
화장품 원료 기능
보습제
InChI
1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6)
InChIKey
UCMIRNVEIXFBKS-UHFFFAOYSA-N
SMILES
NCCC(O)=O || NCCC(O)=O
LogP
-0.882 · -0.882 (est)
NIST
Beta-alanine(107-95-9)
EPA
.beta.-Alanine (107-95-9)
화학적 성질 · 1건

This is a secondary amino acid, which is formed in vivo by the degradation of dihydrouracil and carnosine. Because neuronal uptake and neuronal receptor sensitivity to β-alanine have been demonstrated, the compound may be a false transmitter replacing GABA. A rare genetic disorder, hyper-β-alaninemia, has been reported. It is used as a flavor enhancer, flavoring agent, nutrient supplement or adjuvant. β-Alanine has a slightly sweet taste.

rtecs
UA2369200
HS 번호
2922499990
risk_code
36/37/38
hazard_code
Xi
safety_code
24/25-36-26
기존화학 물질
KE-00283
스토리지 클래스
11 - Combustible Solids

출처Reported to occur as a component in amino acids; carnosine, anserine, pantothenic acid

용도β-Alanine is a naturally occurring beta amino acid. β-Alanine is formed in vivo by the degradation of dihydrouracil (D449990) and carnosine. β-Alanine is also the rate-limiting precursor of carnosine, as a result supplementation with β-alanine increases the concentration of carnosine in muscles.

일반 설명An N-blocked form of alanine.

제조 방법

By heating acrylic acid with concentrated aqueous ammonia under pressure, by addition of acrylonitrile to phthalimide or to ammonia; from β-aminopropionitrile, from succinimide by the Hofmann degradation.

상·하류 제품 정보

상류 원료

차아염소산나트륨베타-아미노프로피오니트릴숙신산이미드스타이렌 디비닐 벤젠 공중합체디페닐아민Activated carbon,decolor

하류 제품

N-t-Boc-β-alanine칼슘디베타알라니네이트N-말레오일-β-알라닌(+/-)-펜토텐 산, 칼슘 염 모노수화물H-beta-Ala-OtBu HClEthyl 3-(isopropylamino)propanoate벤프라캅판토텐산칼슘2-[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-N-phenylpentanamideL-알라닌PENTAGASTRIN5-Chloro-1H-indazole-3-carboxylic acidDisperse Blue 148Pamidronic acidN-hydroxyethyl-N-hydroxyalkyl-β-alanineN-(tert-Butoxycarbonyl)-4-piperidone에틸3-(클로로설파닐-프로판-2-일-아미노)프로파노에이트판토텐산3-아미노프로판알

추가 설명

정의ChEBI: A naturally-occurring beta-amino acid comprising propionic acid with the amino group in the 3-position.