버지니아마이신M1
Virginiamycin M1
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기본 정보
- CAS
21411-53-0- 표준 SMILES
CC1=C\[C@@H](O)CC(=O)Cc2nc(co2)C(=O)N2CCC=C2C(=O)O[C@H](C(C)C)[C@H](C)/C=C/C(=O)NC\C=C\1- InChIKey
DAIKHDNSXMZDCU-FQTGFAPKSA-N- 분자식
- C28H35N3O7
- 평균 분자량
- 525.6 g/mol
- 단동위원소 질량
- 525.24750046
개요
Pristinamycin IIA is a macrolide that is (together with pristinamycin IA) a component of pristinamycin, an oral streptogramin antibiotic produced by Streptomyces pristinaespiralis. Pristinamycin exhibits bactericidal activity against Gram positive organisms including methicillin-resistant Staphylococcus aureus. It has a role as a Mycoplasma genitalium metabolite and an antibacterial drug. It is a secondary carboxamide, a tertiary carboxamide, a pyrroline, a lactam, a macrolide antibiotic, a macrolide, a secondary alcohol, a cyclic ketone, a member of 1,3-oxazoles and an enamide.
이름 및 식별자
- 우선 이름
- Virginiamycin M1
- IUPAC
- (10R,11R,12E,17E,19E,21S)-21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.03,7]octacosa-1(27),6,12,17,19,25(28)-hexaene-2,8,14,23-tetrone
- 현지명
- 버지니아마이신M1
- 영어명
- VIRGINIAMYCIN M1
- 분자식
- C28H35N3O7
- 분자량
- 525.59
이름 및 동의어
virginiamycin m1Streptogramin AMikamycin APristinamycin IIAVirginiamycin Factor M1VERNAMYCIN AStaphylomycin M1Antibiotic PA 114A121411-53-0Antibiotic pa 114a8W4UOL59AZPA-114A
이름 더 보기
버지니아마이신M1C11299PA 114AFactor MNSC 87432NSC 244426STAPHYLOMYCIN
NSC-87432NSC-244426RP-12536CHEBI:99978,9,14,15,24,25-Hexahydro-14-hydroxy-3-isopropyl-4,12-dimethyl-3H-21,18-nitrilo-1H,22H-pyrrolo(2,1-c)(1,8,4,19)dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetroneDTXSID30873800NSC87432Staphylomycin M
데이터베이스 식별자
- CAS
21411-53-0- PubChem CID
- 5459319
- DTXSID
DTXSID30873800- ChEMBL
CHEMBL1236670- ChEBI
CHEBI:9997
물성
구조 계산 물성보충 중
- XLogP
- 2.5
- 극성 표면적
- 139 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 8
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 38
- 형식 전하
- 0
- 복잡도
- 1,030
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Antibiotics
SolubilityPoorly soluble in water
물리화학적 성질
- 녹는점
- 165 · 165-167℃
- 끓는 점
- 825.2 · 825.2±65.0 °C(Predicted)
- 밀도
- 1.26 · 1.26±0.1 g/cm3(Predicted)
- 저장 조건
- 2 · 2-8°C
- 용해도
- 10 mg/mL · 클로로포름/메탄올: 가용성10mg/mL
- 물리적 상태
- 가루
- 산도 계수 (pKa)
- 13.18 · 13.18±0.70(Predicted)
- 색상
- 노란색에서 황갈색까지
- 안정성
- 감광성
- InChIKey
- DAIKHDNSXMZDCU-QHKJSJJMSA-N
- SMILES
- CC(C)[C@H]1OC(=O)C2=CCCN2C(=O)c3coc(CC(=O)C[C@H](O)C=C(C)C=CCNC(=O)C=C[C@H]1C)n3
화학적 성질
Light yellow powder
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
안전 데이터
- wgk
- 3
- HS 번호
- 29419090
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
Mechanism of Action
Virginiamycin M1 is a macrocyclic lactone antibiotic that acts syngeristically with the structurally unrelated cyclic depsipeptides more commonly known as the virginiamycins B (ostreogrycin B or streptogramin B) and S to inhibit peptide elongation. This is achieved by blocking formation of a peptide bond between the growing peptide chain (peptidyl-tRNA) linked to the 50S ribosome and aminoacyl-tRNA. Virginiamycin M1 has proven to be highly active against Gram positive bacteria, particularly methicillin-resistant S. aureus.
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
응용 분야
용도Ostreogrycin A (virginiamycin M1, streptogramin A) is the major component of the virginamycin complex. In the 1950s this complex was independently discovered so many times that the literature became highly confusing. Ostreogrycin A is a macrocyclic lactone antibiotic that acts synergistically with the structurally unrelated cyclic depsipeptides, virginiamycin B (ostreogrycin B, streptogramin B) and virginiamycin S, to inhibit peptide elongation. This is achieved by blocking formation of a peptide bond between the growing peptide chain (peptidyl-tRNA) linked to the 50S ribosome and aminoacyl-tRNA. Ostreogrycin A is highly active against Gram positive bacteria, particularly MRSA.
추가 설명
정의ChEBI: A macrolide that is (together with pristinamycin IA) a component of pristinamycin, an oral streptogramin antibiotic produced by Streptomyces pristinaespiralis. Pristinamycin exhibits bactericidal activity against Gram positive organisms includ ng methicillin-resistant Staphylococcus aureus.
관련 반응
4건
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