7,8-ジヒドロキシフラボン
7,8-ジヒドロキシフラボン · 2-フェニル-7,8-ジヒドロキシ-4H-1-ベンゾピラン-4-オン · 7,8-ジヒドロキシ-2-フェニル-4H-1-ベンゾピラン-4-オン · 7,8-ジヒドロキシフラボン水和物 · 7,8-ジヒドロキシフラボン HYDRATE · ジヒドロキシフラボン, 7,8- · 7,8-ジヒドロキシ-2-フェニル-4H-クロメン-4-オン · 7,8-DHF
識別子と物理属性
| CAS No. | 38183-03-8 |
|---|---|
| 分子式 | C15H10O4 |
| 平均分子量 | 254.24 g/mol |
| 単同位体質量 | 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 |
| 現地名 | 7,8-ジヒドロキシフラボン |
化学・物理的性質
| XLogP | 3.3 |
|---|---|
| 極性表面積 | 66.8 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 1 |
| 重原子数 | 19 |
| 形式電荷 | 0 |
| 複雑度 | 384 |
| 脂質 | Polyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211] |
| 溶解度 | Very slightly solubleVery slightly soluble (in ethanol)DMSO：可溶24mg/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 |
| 融点 | 243-246°C |
| 沸点 | 494.4±45.0 °C(Predicted) |
| 密度 | 1.443±0.06 g/cm3(Predicted) |
| FEMA | 4830 | 7,8-DIHYDROXYFLAVONE |
| 貯蔵条件 | Inert atmosphere,Room Temperature |
| 外観・状態 | 個体 |
| pKa（酸解離定数） | 6.86±0.40(Predicted) |
| 色 | 黄色または黄褐色 |
| JECFA Number | 2259 |
| 安定性 | 防湿。 DMSOまたはエタノール溶液で-20°Cで最大1週間保存できます。 |
| 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（分配係数） | 2.760 (est) |
| CAS データベース | 38183-03-8(CAS DataBase Reference) |
化学的特性
White crystalline powder or Yellow Solid, soluble in methanol, ethanol, DMSO and other organic solvents, from the dried root of Pulsatilla chinensis (Bge.) Regel.
安全性と法規制
| GHS 分類 | 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%) |
| 水環境危害等級（WGK） | 3 |
| RTECS 番号 | DJ3004000 |
| 税関コード | 2932990090 |
| 危険文句（R） | 22 |
| 危険表示 | Xn |
| 安全措置（S） | 24/25 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
説明
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.
使用
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.