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3-메톡시-L-티로신

3-methoxy-L-tyrosine

HCID 9307
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
300-48-1
표준 SMILES
COc1cc(C[C@H](N)C(=O)O)ccc1O
InChIKey
PFDUUKDQEHURQC-ZETCQYMHSA-N
분자식
C10H13NO4
평균 분자량
211.21 g/mol
단동위원소 질량
211.0844579

개요

3-O-methyldopa is a L-tyrosine derivative that is the 3-methoxy derivative of L-dopa. It has a role as a human metabolite. It is a monomethoxybenzene, a L-tyrosine derivative and a non-proteinogenic L-alpha-amino acid. It is functionally related to a L-dopa. It is a tautomer of a 3-O-methyldopa zwitterion.

이름 및 식별자

우선 이름
3-methoxy-L-tyrosine
IUPAC
(2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoic acid
현지명
3-메톡시-L-티로신
영어명
3-Methoxy-L-tyrosine
분자식
C10H13NO4
분자량
211.21

이름 및 동의어

3-METHOXY-L-TYROSINE300-48-13-O-METHYLDOPAL-3-O-Methyl-DOPAV3O7J20DWNCHEBI:82913DTXSID401315157L-3-methoxy-4-hydroxyphenylalanine(2S)-2-amino-3-(4-hydroxy-3-methoxy-phenyl)propionic acidRefChem:1068132DTXCID401745063L-Tyrosine, 3-methoxy-
이름 더 보기
3-메톡시-L-티로신3-OMD3-O-Methyl-L-DOPA3-METHOXY-TYROSINELevodopa Impurity 213-Methoxy-L-Tyrosine97%Ceftobiprole Impurity 4L-3-O-METHYL-DOPA DIHYDRATE
3-O-Methyl Dopa(2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoic acidMFCD00037205MFCD07784093(S)-2-Amino-3-(4-hydroxy-3-methoxyphenyl)propanoic acid3-O-Methyldopa, L-UNII-V3O7J20DWN3-methoxy-4-hydroxyphenylalanine

데이터베이스 식별자

CAS
300-48-1
PubChem CID
9307
DTXSID
DTXSID401315157
ChEMBL
CHEMBL1314652
ChEBI
CHEBI:82913
UNII
V3O7J20DWN
Nikkaji
J5.475E

물성

구조 계산 물성

XLogP
-2.4
극성 표면적
92.8 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
5
회전 가능 결합 수
4
무거운 원자 수
15
형식 전하
0
복잡도
221

실험 및 물리화학적 성질

Collision Cross Section153.27 Ų [M-H]- [CCS Type: DT; Method: stepped-field]

물리화학적 성질

끓는 점
407.3 · 407.3±45.0 °C(Predicted)
밀도
1.321 · 1.321±0.06 g/cm3(Predicted)
저장 조건
2 · 2-8°C
물리적 상태
가루
산도 계수 (pKa)
2.24 · 2.24±0.20(Predicted)
색상
황백색에서 노란색까지
수용성
16.67 mg/mL · Water: 16.67 mg/mL (78.93 mM)

안전 및 규제

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

독성 정보

Health EffectsChronically high levels of 3-methoxytyrosine are associated with Aromatic L-Amino acid Decarboxylase Deficiency.
Toxicity Summary · 1건

Methoxytyrosine is one of the main biochemical markers for aromatic L-amino acid decarboxylase deficiency, an inborn error of metabolism that affects serotonin and dopamine biosynthesis. 3-Methoxytyrosine is elevated in CSF, plasma, and urine. Catechol-O-methyl transferase is the enzyme in charge of 3-methoxytyrosine formation, which is produced from L-DOPA in many organs. Nevertheless, its half-life (15 hours approximately) is longer than the L-DOPA 's half-life, which is about one hour. This means that it is accumulated in the plasma and the brain of chronic L-DOPA therapy patients such as people suffering from Parkinson's disease. 3-Methoxytyrosine has some effects on L-DOPA related motor dysfunction, inhibition of striatal uptake of tyrosine, competition with L-DOPA for the blood–brain barrier transporter system and inhibition of dopamine release. 3-Methoxytyrosine increases homocysteine levels, and this amino acid induces cardiovascular disease and neuronal damage. Some other toxic effects could be oxidative DNA damage which can cause cell death, a decrease in locomotor activities and diminishment in mitochondrial membrane potential. (Wikipedia)

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

안전 데이터

wgk
3

화학 및 산업

약리 정보

Tissue LocationsKidney
Cellular LocationsCytoplasm

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.

상·하류 제품 정보

하류 제품

3-Methoxy-DL-tyrosine2-메톡시히드로퀴논ethyl 2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoate

공급사67 곳

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