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감마-아미노-N-부티르 산

Gamma-Aminobutyric Acid

HCID 119
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인쇄 미리보기

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

기본 정보

CAS
56-12-2
표준 SMILES
NCCCC(=O)O
InChIKey
BTCSSZJGUNDROE-UHFFFAOYSA-N
분자식
C4H9NO2
평균 분자량
103.12 g/mol
단동위원소 질량
103.06332853

개요

Gamma-aminobutyric acid is a gamma-amino acid that is butanoic acid with the amino substituent located at C-4. It has a role as a neurotransmitter, a signalling molecule, a Saccharomyces cerevisiae metabolite and a human metabolite. It is a monocarboxylic acid and a gamma-amino acid. It is functionally related to a butyric acid. It is a conjugate acid of a gamma-aminobutyrate. It is a tautomer of a gamma-aminobutyric acid zwitterion.

이름 및 식별자

우선 이름
Gamma-Aminobutyric Acid
IUPAC
4-aminobutanoic acid
현지명
감마-아미노-N-부티르 산
영어명
4-Aminobutyric acid
분자식
C4H9NO2
분자량
103.12

이름 및 동의어

gamma-aminobutyric acidGABA56-12-2Piperidic acidPiperidinic acidAminalonGaballonMielomadeGamarexGammalonGammarGammasol
이름 더 보기
감마-아미노-N-부티르산감마-아미노-N-부티르산아미노부티릭애씨드4-아미노부탄산4-AMINOBUTANOIC ACIDgammaγ-Aminobutyric acidY-Aminobutyric acid56-12-6H-GABA-OHaminobutyric
butanoic acid, 4-amino-GammaloneButyric acid, 4-amino-gamma-Aminobutanoic acidImmu-Ggamma-amino-n-butyric acidGammageeGamulin

데이터베이스 식별자

CAS
56-12-2
PubChem CID
119
DTXSID
DTXSID6035106
ChEMBL
CHEMBL96
ChEBI
CHEBI:16865
UNII
2ACZ6IPC6I
Nikkaji
J1.375G

물성

구조 계산 물성보충 중

XLogP
-3.2
극성 표면적
63.3 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
3
회전 가능 결합 수
3
무거운 원자 수
7
형식 전하
0
복잡도
62.7

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Amino fatty acids [FA0110]
CosmeticsHair conditioning
LogP-3.17
Flavoring AgentsEU Flavoring substances
Solubility · 2건

1300.0 mg/mL

1.2 [ug/mL] (The mean of the results at pH 7.4)

Melting Point203 °C
Physical DescriptionSolid
Ionization Efficiency · 6건

Negative

-1.52

10.5

Agilent XCT

Electrospray ionization

ammonia (10nM)

Dissociation Constants10.6

물리화학적 성질

안전 및 규제

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

유해성 정보

Regulatory Information · 3건

Chemical: Butanoic acid, 4-amino-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

gamma-Aminobutyric acid: 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

독성 정보

Health Effects · 1건

Chronically high levels of GABA are associated with at least 5 inborn errors of metabolism including: D-2-Hydroxyglutaric Aciduria, 4-Hydroxybutyric Aciduria/Succinic Semialdehyde Dehydrogenase Deficiency, GABA-Transaminase Deficiency, Homocarnosinosis and Succinic semialdehyde dehydrogenase deficiency.

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

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
ES6300000
HS 번호
29224995
risk_code
36/37/38-20/21/22
hazard_code
Xi,Xn
safety_code
26-36
위험 참고 사항
Irritant
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

ATC Code · 2건

N - Nervous system

QN - Nervous system

MeSH Pharmacological ClassificationSubstances used for their pharmacological actions on GABAergic systems. GABAergic agents include agonists, antagonists, degradation or uptake inhibitors, depleters, precursors, and modulators of receptor function.
Tissue LocationsAdrenal Cortex
Cellular LocationsExtracellular
Metabolite Pathways2-Hydroxyglutric Aciduria (D And L Form)

용도 및 제조

UsesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Use ClassificationCosmetics -> Hair conditioning
General Manufacturing InformationButanoic acid, 4-amino-: ACTIVE
응용 분야 · 4건

개요4-Aminobutyric acid (GABA) is the chief inhibitory neurotransmitter in the mammalian central nervous system. It plays a role in regulating neuronal excitability throughout the nervous system. In humans, GABA is also directly responsible for the regulation of muscle tone. Although chemically it is an amino acid, GABA is rarely referred to as such in the scientific or medical communities, because the term "amino acid," used without a qualifier, conventionally refers to the alpha amino acids, which GABA is not, nor is it ever incorporated into a protein. In spastic diplegia in humans, GABA absorption becomes impaired by nerves damaged from the condition's upper motor neuron lesion, which leads to hypertonia of the muscles signaled by those nerves that can no longer absorb GABA.

관련 반응

175건
반응 기록 만들기
HRID 3261 반응식
HRID 3261반응물로uspto-grants-1998_03
HRID 27348 반응식
HRID 27348반응물로uspto-grants-1980_09
HRID 53673 반응식
HRID 53673반응물로uspto-grants-1997_04
HRID 88543 반응식
HRID 88543반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 124149 반응식
HRID 124149반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 178342 반응식
HRID 178342반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 187270 반응식
HRID 187270반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 189420 반응식
HRID 189420반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
1 / 22 페이지

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
더보기
새 노트새 반응견적 요청하기
녹는점
195 °C · 195 °C (dec.) (lit.)
끓는 점
248 · 248.0±23.0 °C(Predicted)
밀도
1.23 · 1.2300 (estimate)
굴절률
1.465 · 1.4650 (estimate)
FEMA
4288 · 4288 | 4-AMINOBUTYRIC ACID
저장 조건
2 · 2-8°C
용해도
2 O: · H2O: 1 M at 20 °C, 투명, 무색
산도 계수 (pKa)
4.031 · 4.031(at 25℃)
물리적 상태
가루
색상
흰색에서 거의 흰색
냄새
1 % · 프로필렌 글리콜 중 1.00%. 풍미있는 고기
냄새 유형
고기가 많은
수용성
녹는
Merck
14 · 14,430
JECFA Number
1771 · 1771
BRN
906818 · 906818
화장품 원료 기능
헤어 컨디셔닝
InChI
1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)
InChIKey
BTCSSZJGUNDROE-UHFFFAOYSA-N
SMILES
NCCCC(O)=O
LogP
-3.17 · -3.17
NIST
4 · 4-Aminobutanoic acid(56-12-2)
EPA
4 · 4-Aminobutanoic acid (56-12-2)
화학적 성질 · 1건

4-Aminobutyric acid is a white flake or needle-like crystal; slightly odorous, deliquescence; easily soluble in water, slightly soluble in hot ethanol, insoluble in cold ethanol, ether and benzene; decomposition point is 202°C; LD50 (rat, abdominal cavity) 5400mg/kg.

역사4-Aminobutyric acid was first synthesized in 1883, and was first known only as a plant and microbe metabolic product. In 1950, however, GABA was discovered to be an integral part of the mammalian central nervous system.

용도4-Aminobutyric acid is an important inhibitory neurotransmitter in the central nervous system, which has good water solubility and thermal stability. It has been confirmed that GABA, as a small molecular weight non protein amino acid, has edible safety and can be used in the production of beverages and other foods. Studies have shown that a certain amount of GABA can improve the body's sleep quality and reduce blood pressure.The foods contain γ-aminobutyric acid (GABA) at an amount that shows immediate effect of suppressing autonomic nerve activity related to blood pressure increase. Reacts with isothiocyanates to produce thioureas which have antifungal activity.

일반 설명4-Aminobutyric acid is a chief inhibitory neurotransmitter, which is found in the cerebellum, hypothalamus, thalamus and hippocampus. It is formed via the decarboxylation of L-glutamate catalyzed by the enzyme, glutamic acid decarboxylase(GAD).

제조 방법 · 1건

The synthesis of 4-aminobutyric acid mainly includes the following: the first is the use of potassium Phthaloyl imine and γ- Chloroprene cyanogen or butyrolactone is used as the raw material of GABA. The final product obtained after violent reaction and hydrolysis is GABA; The second is to use pyrrolidone as the initial raw material, hydrolyze it through calcium hydroxide and ammonium bicarbonate, and finally open its ring to obtain GABA; The third is to use butyric acid and ammonia as raw materials of GABA γ GABA was obtained by light reaction under X-ray conditions; The fourth method is to synthesize GABA with propylamine and formic acid by glow discharge; The fifth is to use methyl bromoacetate and ethylene as raw materials to prepare GABA. Methyl 4-bromobutyrate is obtained through polymerization. Finally, the product after ammonolysis and hydrolysis is GABA. The chemical synthesis methods of GABA have the disadvantages of difficult reaction control and high cost.

상·하류 제품 정보

상류 원료

Cation exchange resin,strong acidic styrenePotassium phthalimideN-메틸-2-피롤리디논대두 기름카프로일클로라이드2-피롤리디논클로로부틸로니트릴(4-)N,N,N-Tri(polyoxypropylene polyoxyethylene)aminecorn syrup암모늄 비카보네이트

하류 제품

2-Hydroxy-4-amino butanoic acidAlendronic acidAniracetam4-말레이미도부티르 산4-Dimethylaminobutyric acid hydrochlorideMethyl 4-aminobutyrate hydrochloride4-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)butanoic acid4-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-부티르산
추가 설명 · 1건

정의4-Aminobutyric acid is a gamma-amino acid that is butanoic acid with the amino substituent located at C-4. It has a role as a signalling molecule, a human metabolite, a Saccharomyces cerevisiae metabolite and a neurotransmitter. It is a gamma-amino acid and a monocarboxylic acid. It derives from a butyric acid. It is a conjugate acid of a gamma-aminobutyrate. It is a tautomer of a gamma-aminobutyric acid zwitterion.