기본 정보
- CAS
42228-92-2- 표준 SMILES
N[C@H](C(=O)O)[C@@H]1CC(Cl)=NO1- InChIKey
QAWIHIJWNYOLBE-OKKQSCSOSA-N- 분자식
- C5H7ClN2O3
- 평균 분자량
- 178.57 g/mol
- 단동위원소 질량
- 178.01451976
개요
Acivicin is an L-alpha-amino acid that is L-alanine in which the methyl group is replaced by a (5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl group. A glutamine analogue antimetabolite, it interferes with glutamate metabolism and several glutamate-dependent synthetic enzymes. It is obtained as a fermentation product of Streptomyces sviceus bacteria. It has a role as a glutamine antagonist, a metabolite, an antimicrobial agent, an antimetabolite, an antineoplastic agent, an antileishmanial agent and an EC 2.3.2.2 (gamma-glutamyltransferase) inhibitor. It is an organochlorine compound, a member of isoxazoles and a non-proteinogenic L-alpha-amino acid.
이름 및 식별자
- 우선 이름
- Acivicin
- IUPAC
- (2S)-2-amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid
- 현지명
- 아시빅신
- 영어명
- ACIVICIN
- 분자식
- C5H7ClN2O3
- 분자량
- 178.57
이름 및 동의어
acivicin42228-92-2Antibiotic AT 125AcivicineAT-125AcivicinoAcivicinumNSC-163501AT 125NSC 163501(2S)-2-Amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acidU 42126
이름 더 보기
아시빅신(αS,5S)-antibioticat125AcivicinAcivicinAntibiotic U-42126DIHYDROXY-5-ISOXAZOLEACETICACID
U-42126NSC163501U-42,126AcivicinaDTXSID0046010U 42,126O0X60K76I6(alpha-S,5S)-alpha-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid
데이터베이스 식별자
- CAS
42228-92-2- PubChem CID
- 294641
- DTXSID
DTXSID0046010- ChEMBL
CHEMBL1231101- ChEBI
CHEBI:74545- UNII
- O0X60K76I6
- Nikkaji
- J16.742H
물성
구조 계산 물성
- XLogP
- -2.7
- 극성 표면적
- 84.9 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 5
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 11
- 형식 전하
- 0
- 복잡도
- 206
실험 및 물리화학적 성질
Solubility
Water 17.9 - 18.2 (mg/mL)
0.1 M Citrate buffer pH 4.3 17.1 - 25.7 (mg/mL)
0.1 M Borate buffer pH 9.0 8.7 - 13.0 (mg/mL)
0.1 N HCl 31 - 35 (mg/mL)
0.1 N NaOH 34.4 - 36.8 (mg/mL)
95% Ethanol 0.8 (mg/mL)
Stability/Shelf Life
Bulk: A sample stored at 60 °C for 14 days showed no decomposition as indicated by UV absorption, paper chromatography, or ionic chloride determination. Solution: An aqueous solution (18 mg/mL) which was stored at 28°C for 14 days showed less than 1% decomposition by UV absorption, paper chromatography and ionic chloride measurement.
물리화학적 성질
- 녹는점
- 200 °C · >200°C (dec.)
- 끓는 점
- 341.6 · 341.6±48.0 °C(Predicted)
- 밀도
- 1.85 · 1.85±0.1 g/cm3(Predicted)
- 저장 조건
- 2 · 2-8°C
- 용해도
- 2 O: · H2O: 용해성10mg/mL(가온)
- 산도 계수 (pKa)
- 2.02 · 2.02±0.10(Predicted)
- 물리적 상태
- 백색 고체.
- 색상
- 흰색에서 베이지색
- 수용성
- 10 mg/ml의 · 따뜻하게 하면 10mg/ml의 물에 용해됩니다.
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
안전 데이터
- wgk
- 3
- rtecs
- NY2103000
- ridadr
- 3172
- risk_code
- 20/21/22
- hazard_code
- Xn
- safety_code
- 36
- 포장분류
- III
- 위험 등급
- 6.1(b)
화학 및 산업
약리 정보
MeSH Pharmacological Classification
Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms.
Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
Drugs that are chemically similar to naturally occurring metabolites, but differ enough to interfere with normal metabolic pathways. (From AMA Drug Evaluations Annual, 1994, p2033)
Antimetabolites that are useful in cancer chemotherapy.
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
응용 분야
용도Azaserine and Acivicin are classical and irreversible inhibitors of γ-Glutamyltranspeptidase
상·하류 제품 정보
상류 원료
공급사43 곳
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
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