7,8-Dihydroxyflavone
7,8-DHF · 7,8-Dihydroxyflavone hydrate · 7,8-dihydroxyflavone (7,8-DHF) · 7,8-dihydroxy-2-phenyl-4-benzopyrone · 7,8-DIHYDROXY · 7,8-Di-OH flavone · 8-Dihydroxyflavone · TIMTEC-BB SBB000930
식별자 및 물리적 특성
| CAS No. | 38183-03-8 |
|---|---|
| 분자식 | C15H10O4 |
| 평균 분자량 | 254.24 g/mol |
| 단동위원소 질량 | 254.0579088 g/mol |
| SMILES | O=c1cc(-c2ccccc2)oc2c(O)c(O)ccc12 |
| InChIKey | COCYGNDCWFKTMF-UHFFFAOYSA-N |
| PubChem CID | 1880 |
| ChEMBL | CHEMBL75267 |
| ChEBI | CHEBI:140464 |
| EC No. | 253-812-4 |
| DTXSID | DTXSID00191568 |
화학 및 물리적 성질
| XLogP | 3.3 |
|---|---|
| 극성 표면적 | 66.8 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 19 |
| 형식 전하 | 0 |
| 복잡도 | 384 |
| 지질 | Polyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211] |
| 용해도 | Very slightly solubleVery slightly soluble (in ethanol)DMSO: 가용성24mg/mL |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Physical Description | Pale yellow powderBland aroma |
| Collision Cross Section | 173.79 Ų [M+Na]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]152 Ų [M+H]+ [CCS Type: TW |
| 녹는점 | 243-246°C |
| 끓는 점 | 494.4±45.0 °C(Predicted) |
| 밀도 | 1.443±0.06 g/cm3(Predicted) |
| FEMA | 4830 | 7,8-DIHYDROXYFLAVONE |
| 저장 조건 | Inert atmosphere,Room Temperature |
| 물리적 상태 | 고체 |
| pKa(산도 계수) | 6.86±0.40(Predicted) |
| 색상 | 노란색 또는 황갈색 |
| JECFA Number | 2259 |
| 안정성 | 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(분배 계수) | 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 | WarningH302 (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. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| 수질 위해 등급(WGK) | 3 |
| RTECS 번호 | DJ3004000 |
| 관세 코드 | 2932990090 |
| 위험 문구(R) | 22 |
| 위험 표시 | Xn |
| 안전 문구(S) | 24/25 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
7,8-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.
용도
7,8-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.