기본 정보
- 표준 SMILES
NC1(C(=O)O)CCCC1- InChIKey
NILQLFBWTXNUOE-UHFFFAOYSA-N- 분자식
- C6H11NO2
- 평균 분자량
- 129.16 g/mol
- 단동위원소 질량
- 129.07897859
개요
1-aminocyclopentanecarboxylic acid is a non-proteinogenic alpha-amino acid that is cyclopentane substituted at position 1 by amino and carboxy groups. It has a role as an EC 2.5.1.6 (methionine adenosyltransferase) inhibitor.
이름 및 식별자
- 우선 이름
- Cycloleucine
- IUPAC
- 1-aminocyclopentane-1-carboxylic acid
- 영어명
- Cycloleucine
- 분자식
- C6H11NO2
- 분자량
- 129.16
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
52-52-8- PubChem CID
- 2901
- DTXSID
DTXSID5024475- ChEMBL
CHEMBL295830- ChEBI
CHEBI:40547- UNII
- 0TQU7668EI
- EC Number
- 200-144-6
- Nikkaji
- J4.131I
물성
구조 계산 물성
- XLogP
- -2.6
- 극성 표면적
- 63.3 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 9
- 형식 전하
- 0
- 복잡도
- 127
실험 및 물리화학적 성질
물리화학적 성질
- 녹는점
- 320 °C · 320 °C (dec.) (lit.)
- 끓는 점
- 239.22 °C · 239.22°C (rough estimate)
- 밀도
- 1.1426 · 1.1426 (rough estimate)
- 굴절률
- 1.4827 · 1.4827 (estimate)
- 저장 조건
- Keep in dark place,Inert atmosphere,Room temperature
- 용해도
- 1 mg/mL · DMSO: < 1 mg/mL (ultrasonic) (insoluble or slightly soluble)
- 산도 계수 (pKa)
- 2.38 · 2.38±0.20(Predicted)
- 물리적 상태
- 결정질 플레이크 또는 분말
- 색상
- 흰색에서 베이지색
- 수용성
- 5 g/100mL · 5g/100mL
- Merck
- 14 · 14,2734
- BRN
- 636626 · 636626
- 주요 응용
- 펩타이드 합성
- InChI
- 1S/C6H11NO2/c7-6(5(8)9)3-1-2-4-6/h1-4,7H2,(H,8,9)
- InChIKey
- NILQLFBWTXNUOE-UHFFFAOYSA-N
- SMILES
- NC1(CCCC1)C(O)=O
- NIST
- 1 · Cyclopentanecarboxylic acid, 1-amino-(52-52-8)
- EPA
- 1 · Cyclopentanecarboxylic acid, 1-amino- (52-52-8)
화학적 성질
WHITE TO BEIGE CRYSTALLINE FLAKES OR POWDER
안전 및 규제
GHS 분류
GHS Classification
Danger
H301 (94.2%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 52 reports by companies from 5 notifications to the ECHA C&L Inventory.
유해성 정보
Hazards Summary
Possesses cytostatic, immunosuppressive, and antineoplastic properties; [ChemIDplus] Evidence of neurotoxicity in experimental animals; [HSDB] Causes urine changes in 3-day intermittent intraperitoneal studies of rats; Causes muscle weakness and hemorrhage in 15-day intermittent intravenous studies of dogs; Oral administration in humans causes anorexia and nausea or vomiting; [RTECS] An irritant; Harmful by ingestion; [Alfa Aesar MSDS]
독성 정보
Non-Human Toxicity Excerpts
WHEN ADDED TO CHICK EMBRYO FIBROBLAST CULTURES WHICH HAD BEEN INFECTED WITH AVIAN SARCOMA VIRUS, CYCLOLEUCINE DID NOT SIGNIFICANTLY AFFECT VIRUS YIELDS BUT INHIBITED METHYLATION OF VIRAL RNA AT 5'-TERMINAL STRUCTURES.
IN BHK CELLS INFECTED WITH VESICULAR STOMATITIS VIRUS (VSV), CYCLOLEUCINE INHIBITED VIRUS SYNTHESIS BY 99% & REDUCED SIGNIFICANTLY THE SIZE OF VSV MESSENGER RNA SPECIES.
TREATMENT OF DEVELOPING RATS RESULTED IN CHANGES OF BRAIN & SPINAL CORD PHOSPHOLIPID CONTENT & FATTY ACIDS. DECR IN ETHANOLAMINE PHOSPHOLIPID CONTENT & INCR IN SATURATED FATTY ACIDS OF ETHANOLAMINE PHOSPHOLIPID. MINOR FATTY ACIDS CHANGES IN PHOSPHATIDYL CHOLINE.
CONSIDERABLE MYELIN SPLITTING WAS SHOWN BY ELECTRON MICROSCOPIC EXAMINATION OF THE SPINAL CORDS OF CYCLOLEUCINE-AFFECTED RATS.
For more Non-Human Toxicity Excerpts (Complete) data for CYCLOLEUCINE (10 total), please visit the HSDB record page.
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- GY2625000
- ridadr
- UN 2811 6.1/PG 3
- 독성
- LD50 oral in rat: 290mg/kg
- HS 번호
- 29224999
- risk_code
- 22
- hazard_code
- Xn,Xi
- safety_code
- 22-24/25
- 포장분류
- III
- 위험 등급
- 6.1
- Hazard Classifications
- Acute Tox. 3 Oral
- 스토리지 클래스
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- 유해 물질 데이터
- 52-52-8(Hazardous Substances Data)
화학 및 산업
약리 정보
Absorption, Distribution and Excretion
LEVELS OF (14)C IN LIVER & PANCREAS WERE RESPECTIVELY EIGHTFOLD & TWOFOLD THOSE IN BLOOD, 15 MIN AFTER IV DOSE OF [(14)C]-1-AMINOCYCLOPENTANECARBOXYLIC ACID TO RHESUS MONKEYS. (14)C LEVELS IN THESE TISSUES WERE SIMILAR TO THOSE IN BLOOD AFTER 24 HR.
WHEN ADMIN TO MICE CYCLOLEUCINE ACCUM IN TISSUES AT LEVELS BETWEEN 0.02 & 1.29 MG/ML. MOST OF REMAINING 2% WAS ASSOC WITH PROTEIN. ACCUM AGAINST CONCN GRADIENT OCCURRED IN KIDNEY, IN SPLEEN TO GREATER EXTENT & TO MUCH GREATER DEGREE IN PANCREAS. THE DISTRIBUTION RATIOS FOR CNS TISSUE, KIDNEY & SPLEEN DID NOT CHANGE AS FUNCTION OF PLASMA CYCLOLEUCINE CONCN OR OF TIME BETWEEN 4 & 40 DAYS AFTER ADMIN TO MICE. 5 DAYS AFTER ADMIN OF CYCLOLEUCINE TO MICE, HEPATIC CYCLOLEUCINE DISTRIBUTION RATIO WAS CONSIDERABLY GREATER THAN UNITY AT THE LOWEST DOSES & INCR VARIABLY WITH INCR CYCLOLEUCINE PLASMA LEVELS.
용도 및 제조
Uses
A synthetic amino acid used in amino acid transport studies and in testing for immunosuppression in mice; [Merck Index] Used as experimental tumor screening agent; [HSDB]
BIOLOGICAL TESTING MATERIALS FOR IMMUNOSUPPRESSIVE PROPERTIES IN MICE; FOR AMINO ACID TRANSPORT STUDIES
AS EXPTL TUMOR SCREENING AGENT
MEDICATION (VET)
Methods of Manufacturing
ZELINSKY, STADNIKOFF, Z PHYSIOL CHEM 75, 350 (1911); CONNORS, ROSS, J CHEM SOC 1960, 2119; CREMLYN, J CHEM SOC 1962, 3977; SUDO, ICHIHARA, BULL CHEM SOC JAPAN 36, 34 (1963). MFR: NETHERLAND PATENT APPLICATION 6,607,754 (1966 TO ROHM & HAAS), CA 67, 73159B (1967).
응용 분야
용도Cycloleucine is a synthetic amino acid used in numerous biochemical transport studies
일반 설명Cycloleucine is a nonmetabolizable amino acid widely used as a building block in peptide synthesis.
상·하류 제품 정보
하류 제품
공급사50 곳
추가 설명
정의ChEBI: A non-proteinogenic alpha-amino acid that is cyclopentane substituted at position 1 by amino and carboxy groups.
관련 반응
연결된 노트
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