기본 정보
- 표준 SMILES
O=c1cc(-c2ccccc2)oc2c(O)c(O)ccc12- InChIKey
COCYGNDCWFKTMF-UHFFFAOYSA-N- 분자식
- C15H10O4
- 평균 분자량
- 254.24 g/mol
- 단동위원소 질량
- 254.0579088
개요
7,8-dihydroxyflavone is a dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A naturally occurring flavonoid produced by several plants, including the weed Tridax procumbens (coalbuttons or tridax daisy) and the tree Godmania aesculifolia, In animal models, it has shown efficacy against several diseases of the nervous system, including Alzheimer's, Parkinson's, and Huntington's. It has a role as a tropomyosin-related kinase B receptor agonist, an antioxidant, an antidepressant, an antineoplastic agent and a plant metabolite.
이름 및 식별자
- 우선 이름
- 7,8-Dihydroxyflavone
- IUPAC
- 7,8-dihydroxy-2-phenylchromen-4-one
- 영어명
- 7,8-Dihydroxyflavone
- 분자식
- C15H10O4
- 분자량
- 254.24
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
38183-03-8- PubChem CID
- 1880
- DTXSID
DTXSID00191568- ChEMBL
CHEMBL75267- ChEBI
CHEBI:140464- UNII
- ADB6MA8ZV2
- EC Number
- 253-812-4
- Nikkaji
- J294.607F
물성
구조 계산 물성
- XLogP
- 3.3
- 극성 표면적
- 66.8 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 19
- 형식 전하
- 0
- 복잡도
- 384
실험 및 물리화학적 성질
Solubility
Very slightly soluble
Very slightly soluble (in ethanol)
Collision Cross Section
173.79 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
152 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
물리화학적 성질
- 녹는점
- 243 · 243-246°C
- 끓는 점
- 494.4 · 494.4±45.0 °C(Predicted)
- 밀도
- 1.443 · 1.443±0.06 g/cm3(Predicted)
- FEMA
- 4830 · 4830 | 7,8-DIHYDROXYFLAVONE
- 저장 조건
- Inert atmosphere,Room Temperature
- 용해도
- 24 mg/mL · DMSO: 가용성24mg/mL
- 물리적 상태
- 고체
- 산도 계수 (pKa)
- 6.86 · 6.86±0.40(Predicted)
- 색상
- 노란색 또는 황갈색
- JECFA Number
- 2259 · 2259
- 안정성
- 1 · 제공된 대로 구매일로부터 1년 동안 안정적입니다. 습기로부터 보호하십시오. DMSO 또는 에탄올 용액은 -20°C에서 최대 1주일 동안 보관할 수 있습니다.
- InChI
- InChI=1S/C15H10O4/c16-11-7-6-10-12(17)8-13(19-15(10)14(11)18)9-4-2-1-3-5-9/h1-8,16,18H
- InChIKey
- COCYGNDCWFKTMF-UHFFFAOYSA-N
- SMILES
- C1(C2=CC=CC=C2)OC2=C(O)C(O)=CC=C2C(=O)C=1
- LogP
- 2.76 · 2.760 (est)
화학적 성질
White crystalline powder or Yellow Solid, soluble in methanol, ethanol, DMSO and other organic solvents, from the dried root of Pulsatilla chinensis (Bge.) Regel.
안전 및 규제
GHS 분류
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory.
유해성 정보
안전 데이터
- wgk
- 3
- rtecs
- DJ3004000
- HS 번호
- 2932990090
- risk_code
- 22
- hazard_code
- Xn
- safety_code
- 24/25
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
용도 및 제조
Use Classification
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
응용 분야
개요7,8-Dihydroxyflavone(7,8-DHF) is a naturally occurring flavone found in the tree Godmania aesculifolia. It is a selective tyrosine kinase receptor B(TrkB) agonist that has neurotrophic effects in various neurological diseases such as stroke and Parkinson's disease. 7,8-Dihydroxyflavone binds to the TrkB receptors in a similar way to BDNF, or brain derived neurotrophic factor. When the TrkB receptor is activated, neuroprotective and neurogenetive effects occur in neurons, which tend to affect the dendrites. Dendrites are what reach out from the neurons into the synapse to participate in signaling with other neurons. 7,8-DHF has been shown to promote the growth of these dendrites, and to help restore communication between neurons in animal models.
용도7,8-Dihydroxyflavone is disubstituted flavone that acts as a small-molecule TrkB agonist. 7,8-Dihydroxyflavone has been shown to reverse memory deficits and BACE1 elevation in a mouse model of Alzheimer''s disease. 7,8-Dihydroxyflavone may also provide a therapeutic option in the treatment of other neorological disorders such as Rett syndrome and PTSD. It has recently been shown to counteract the inhibition of NMDA receptor caused by lead poisoning and confer protective effects in live rats.
상·하류 제품 정보
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