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Nevadensin

HCID 178785948
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기본 정보개요이름 및 식별자물성화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
152743-19-6
표준 SMILES
COc1ccc(-c2cc(=O)c3c(O)c(OC)c(O)c(OC)c3o2)cc1
InChIKey
KRFBMPVGAYGGJE-UHFFFAOYSA-N
분자식
C18H16O7
평균 분자량
344.3 g/mol

개요

Nevadensin is a trimethoxyflavone that is flavone substituted by methoxy groups at positions 6, 8 and 4' and hydroxy groups at positions 5 and 7 respectively. It has a role as a plant metabolite. It is a trimethoxyflavone and a dihydroxyflavone. It is functionally related to a flavone. It is a conjugate acid of a nevadensin-7-olate.

이름 및 식별자

우선 이름
Nevadensin
IUPAC
5,7-dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)chromen-4-one
영어명
LYSIONOTIN
분자식
C18H16O7
분자량
344.317

이름 및 동의어

Nevadensin10176-66-65,7-dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)chromen-4-oneDTXSID40144174CHEBI:75455,7-Dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-oneRefChem:165603DTXCID5066665Lysionotin152743-19-6nebadensinLysionatin
이름 더 보기
Lysionotin ,98%shidiaolanjiasuLYSIONOTIN USP/EP/BPLysionotin (Standard)Lysionotin 152743-19-6Lysionotin, 10 mM in DMSO
5,7-Dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-oneMFCD086899474H-1-Benzopyran-4-one, 5,7-dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-5,7-dihydroxy-6,8,4'-trimethoxyflavoneNevadensin ANevadensin (Standard)CHEMBL312073MEGxp0_001862

데이터베이스 식별자

CAS
152743-19-6
ChEMBL
CHEMBL312073
ChEBI
CHEBI:7545
Nikkaji
J94.491B

물성

구조 계산 물성보충 중

XLogP
2.9
극성 표면적
94.5 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
7
회전 가능 결합 수
4
무거운 원자 수
25
형식 전하
0
복잡도
512

실험 및 물리화학적 성질

LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
Collision Cross Section131 Ų [M-H]-

화학 및 산업

응용 분야 · 2건

개요Chinese stone Chlorophytum is the whole herb of Lysionotus pauciflorus Maxim, which belongs to Gesneriaceae. Stone Chlorophytum is a small evergreen shrub, which is born in wet places of rock slope and clings to the stone or a tree. Cutting stone Chlorophytum in summer and autumn season when leafiness, removing impu rities, and drying. Stone Chlorophytum is more in Jiangsu, Zhejiang, Anhui, Jiangxi, Hunan, Hubei, Shaanxi, Sichuan, Yunnan, Guizhou, and Guangxi.Stone Chlorophytum has a long medical history in Yunnan, Guizhou, and south of Qinling region. The function was described in various previous dynasty medicine classics. Stone Chlorophytum tastes bitter, is flat, and goes into the lung, liver, and kidney meridians. It has been recorded in herbal formula that stone Chlorophytum could eliminate sputum and poison, promote digestion, nourish blood, and cure rheumatism, emphysema, dizziness, and various kinds of deficiency. In the classifi cation of herbs, it was recorded that stone Chlorophytum could cure hematemesis, blood vomiting, pain of waist and knee, and contusions. It has been described incommon folk medicinal herbs that stone Chlorophytum could clear the lung to relieve cough, cool blood, and hemostasis .

역사Stone Chlorophytum is the folk antituberculous herb, the fat-soluble component separated from which is lysionotin. China’s scientists for the first time found that lysionotin is the effective component of the antituberculosis in stone Chlorophytum. Xu Yin et al., who worked in Shanghai Institute of Materia Medica, Chinese Academy of Sciences, found that lysionotin is 5,7-dihydroxy 4′,6′,8-trimethoxy flavonoids by structure identification, which is the known compound nevadensin Farkas et al. used a 14-step synthesis to demonstrate the structure of nevadensin with complex reaction steps. The synthesis route was simpler, which was designed by Tang Cheng-fang in Shanghai Institute of Materia Medica, Chinese Academy of Sciences, and the total yield was ten times higher . oluble, clinical use of injection caused pain to the patients. In order to overcome the above shortcomings, methylamine glucoside salt of nevadensin was synthesized for intramuscular injection. The effect is significant without causing pain. In order to explore its structure-activity relationship, seven chemical analogues were designed and synthesized with good activity in antibacterial test of Mycobacterium tuberculo sis, which include 6,8-dichloro-4′-methoxyflavone, 6,7-dimethyl-4′-methoxyflavone, 6,7-dichloro-4′-methoxyflavone, dimethoxy-3′, 4′-dimethoxyflavone, 6,7-dichloro-3′, 4′-dimethoxyflavone, 6-chloro-4′-methoxyflavone, and 4-dichloro 6-(4-methoxybenzoyloxy) acetophenone (Fig. 3)

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