기본 정보
- 표준 SMILES
CC(C)C(N)C(=O)O- InChIKey
KZSNJWFQEVHDMF-UHFFFAOYSA-N- 분자식
- C5H11NO2
- 평균 분자량
- 117.15 g/mol
- 단동위원소 질량
- 117.07897859
개요
Valine is a branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isopropyl group. It has a role as a plant metabolite and a Daphnia magna metabolite. It is a branched-chain amino acid and an alpha-amino acid. It contains an isopropyl group. It is a conjugate base of a valinium. It is a conjugate acid of a valinate.
이름 및 식별자
- 우선 이름
- DL-valine
- IUPAC
- 2-amino-3-methylbutanoic acid
- 영어명
- POLY-L-VALINE
- 분자식
- C5H11NO2
- 분자량
- 117.14634
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
25609-85-2、516-06-3、640-68-6、72-18-4- PubChem CID
- 1182
- DTXSID
DTXSID70859522- ChEMBL
CHEMBL11257- ChEBI
CHEBI:27266- UNII
- 4CA13A832H
- EC Number
- 208-220-0
- Nikkaji
- J1.282C
물성
구조 계산 물성
- XLogP
- -2.3
- 극성 표면적
- 63.3 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 8
- 형식 전하
- 0
- 복잡도
- 90.4
실험 및 물리화학적 성질
Solubility
Soluble in water; Insoluble in ether
Insoluble (in ethanol)
Physical Description
Solid; [Merck Index] White crystalline solid; [Alfa Aesar MSDS]
White crystalline powder; odourless
안전 및 규제
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (117 of 117) of all reports.
Not Classified
Aggregated GHS information provided per 117 reports by companies from 1 notifications to the ECHA C&L Inventory.
유해성 정보
Regulatory Information
Chemical: DL-Valine
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Valine: Does not have an individual approval but may be used under an appropriate group standard
독성 정보
Toxicity Summary
(Applies to Valine, Leucine and Isoleucine) <br/>This group of essential amino acids are identified as the branched-chain amino acids, BCAAs. Because this arrangement of carbon atoms cannot be made by humans, these amino acids are an essential element in the diet. The catabolism of all three compounds initiates in muscle and yields NADH and FADH2 which can be utilized for ATP generation. The catabolism of all three of these amino acids uses the same enzymes in the first two steps. The first step in each case is a transamination using a single BCAA aminotransferase, with a-ketoglutarate as amine acceptor. As a result, three different a-keto acids are produced and are oxidized using a common branched-chain a-keto acid dehydrogenase, yielding the three different CoA derivatives. Subsequently the metabolic pathways diverge, producing many intermediates. <br/>The principal product from valine is propionylCoA, the glucogenic precursor of succinyl-CoA. Isoleucine catabolism terminates with production of acetylCoA and propionylCoA; thus isoleucine is both glucogenic and ketogenic. Leucine gives rise to acetylCoA and acetoacetylCoA, and is thus classified as strictly ketogenic. <br/>There are a number of genetic diseases associated with faulty catabolism of the BCAAs. The most common defect is in the branched-chain a-keto acid dehydrogenase. Since there is only one dehydrogenase enzyme for all three amino acids, all three a-keto acids accumulate and are excreted in the urine. The disease is known as Maple syrup urine disease because of the characteristic odor of the urine in afflicted individuals. Mental retardation in these cases is extensive. Unfortunately, since these are essential amino acids, they cannot be heavily restricted in the diet; ultimately, the life of afflicted individuals is short and development is abnormal The main neurological problems are due to poor formation of myelin in the CNS.
화학 및 산업
약리 정보
용도 및 제조
Uses
Valine is an essential amino acid; [Merck Index] Used as a flavoring agent and nutritional supplement; [FDA]
Promotes mental vigor, muscle coordination, and calm emotions. May also be of use in a minority of patients with hepatic encephalopathy and in some with phenylketonuria.
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
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