뉴모칸딘B0
(2R,6S,9S,11R,12R,14aS,15S,20S,23S,25aS)-20-(2-Carbamoyl-1(R)-hydroxyethyl)-23-(1(S),2(S)-dihydroxy-2-(4-hydroxyphenyl)ethyl)-9-(10,12-dimethyltetradecanamido)-2,11,12,15-tetrahydroxy-6-(1(R)-hydroxyethyl)perhydrodipyrrolo(2,1-c:2',1'-l)(1,4,7,10,13,16)hexaazacycloheneicosine-5,8,14,19,22,25-hexaone
기본 정보
- CAS
135575-42-7- 표준 SMILES
CCC(C)CC(C)CCCCCCCCC(=O)N[C@H]1C[C@@H](O)[C@@H](O)NC(=O)[C@@H]2[C@@H](O)CCN2C(=O)[C@H]([C@H](O)CC(N)=O)NC(=O)[C@H]([C@H](O)[C@@H](O)c2ccc(O)cc2)NC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@H]([C@@H](C)O)NC1=O- InChIKey
DQXPFAADCTZLNL-ZESADUFFSA-N- 분자식
- C50H80N8O17
- 평균 분자량
- 1,065.2 g/mol
이름 및 식별자
- 우선 이름
- (2R,6S,9S,11R,12R,14aS,15S,20S,23S,25aS)-20-(2-Carbamoyl-1(R)-hydroxyethyl)-23-(1(S),2(S)-dihydroxy-2-(4-hydroxyphenyl)ethyl)-9-(10,12-dimethyltetradecanamido)-2,11,12,15-tetrahydroxy-6-(1(R)-hydroxyethyl)perhydrodipyrrolo(2,1-c:2',1'-l)(1,4,7,10,13,16)hexaazacycloheneicosine-5,8,14,19,22,25-hexaone
- IUPAC
- N-[(3S,6S,9S,11R,15S,18S,20R,21R,24S,25S)-3-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-6-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,21,25-tetrahydroxy-15-[(1R)-1-hydroxyethyl]-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]-10,12-dimethyltetradecanamide
- 현지명
- 뉴모칸딘B0
- 영어명
- Pneumocandin B0
- 분자식
- C50H80N8O17
- 분자량
- 1065.22
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
135575-42-7- PubChem CID
- 5742645
- ChEMBL
CHEMBL269311- Nikkaji
- J613.168I
물성
구조 계산 물성
- XLogP
- 0.5
- 극성 표면적
- 411 Ų
- 수소 결합 공여자 수
- 15
- 수소 결합 수용자 수
- 17
- 회전 가능 결합 수
- 20
- 무거운 원자 수
- 75
- 형식 전하
- 0
- 복잡도
- 1,930
물리화학적 성질
- 녹는점
- 230 °C · >230°C (dec.)
- 끓는 점
- 1442.9 · 1442.9±65.0 °C(Predicted)
- 밀도
- 1.41 · 1.41±0.1 g/cm3(Predicted)
- 저장 조건
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- 용해도
- DMSO(약간 용해됨), 메탄올(약간 용해됨)
- 산도 계수 (pKa)
- 9.86 · 9.86±0.26(Predicted)
- 물리적 상태
- 고체
- 색상
- 흰색에서 황백색까지
- InChIKey
- DQXPFAADCTZLNL-PYWTXGKPNA-N
안전 및 규제
안전 데이터
- HS 번호
- 2941.90.3000
화학 및 산업
응용 분야
개요Pneumocandin B0 is an antifungal lipopeptide that acts by inhibiting the synthesis of β-(1,3)-D-glucan, a component of fungal cell walls (IC50s = 70 and 67 ng/ml for inhibiting glucan synthase in C. albicans and A. fumigatus, respectively). It can be used to synthesize the echinocandin caspofungin acetate .
용도Pneumocandin B0 is the major analogue of a family of lipopeptides isolated from several species of several different genera, such as Cryptosporiopsis, Glarea and Pezicula. Pneumocandin B0 is a potent antifungal and acts by inhibition of the synthesis of β-(1,3)-D-glucan, an essential component of the cell wall of susceptible fungi.
일반 설명Pneumocandin B0, the precursor of the antifungal drug caspofungin, is a lipohexapeptide produced by the fungus Glarea lozoyensis. Oxidative stress and the resulting reactive oxygen species (ROS) are involved in regulating the biosynthesis of it. Acetyl-CoA and NADPH are major factors limiting the biosynthesis of pneumocandin B0. Other metabolites, such as pyruvate, α-ketoglutaric acid, lactate, unsaturated fatty acids, and metabolite γ-aminobutyric acid, also play an important role in the biosynthesis of pneumocandin B0 and cell growth[1-2].
공급사100 곳
추가 설명
정의ChEBI: An echinocandin initially isolated as a very minor bioactive fermentation product of Glarea lozoyensis (originally known as Zalerion arboricola). Subsequent random mutagenesis work and optimisation of the fermentation medium permi ted the industrial production of pneumocandin B0, which is used as the starting point for the synthesis of the antifungal drug caspofungin.
관련 반응
화합물 노트
불러오는 중…