7,8-ジヒドロキシフラボン

7,8-Dihydroxyflavone

HCID 1880CAS 38183-03-8

基本情報

標準SMILES
O=c1cc(-c2ccccc2)oc2c(O)c(O)ccc12
InChIKey
COCYGNDCWFKTMF-UHFFFAOYSA-N
分子式
C15H10O4
平均分子量
254.24 g/mol
単同位体質量
254.0579088

概要

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.

名称と識別子

優先名称
7,8-Dihydroxyflavone
IUPAC
7,8-dihydroxy-2-phenylchromen-4-one
現地名
7,8-ジヒドロキシフラボン
英語名
7,8-Dihydroxyflavone
分子式
C15H10O4
分子量
254.24

名称と別名

7,8-dihydroxyflavone38183-03-87,8-dihydroxy-2-phenyl-4H-chromen-4-one7,8-DHF4H-1-Benzopyran-4-one, 7,8-dihydroxy-2-phenyl-7,8-dihydroxy-2-phenylchromen-4-one7,8-Dihydroxy-flavone7,8-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one7,8-Dihydroxy-2-phenyl-4-benzopyroneADB6MA8ZV2NSC-750341FEMA NO. 4830
名称をさらに表示
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-dihydroxyflavone (7,8-DHF)7,8-DIHYDROXY7,8-Di-OH flavone8-DihydroxyflavoneTIMTEC-BB SBB000930DIHYDROXYFLAVONE, 7,8-
CHEBI:140464DTXSID00191568RefChem:105589DTXCID40114059253-812-47,8-Dihydroxyflavone hydrate7,8-Dihydroxy-2-phenyl-chromen-4-oneMFCD00006836

データベース識別子

CAS
38183-03-8
PubChem CID
1880
DTXSID
DTXSID00191568
ChEMBL
CHEMBL75267
ChEBI
CHEBI:140464
UNII
ADB6MA8ZV2
EC Number
253-812-4
Nikkaji
J294.607F

物性

構造計算による物性

XLogP
3.3
極性表面積
66.8 Ų
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

実験および物理化学的性質

LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
Solubility · 2 件

Very slightly soluble

Very slightly soluble (in ethanol)

Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionPale yellow powder; Bland aroma
Collision Cross Section · 2 件

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]

物理化学的性質

融点
243 · 243-246°C
沸点
494.4 · 494.4±45.0 °C(Predicted)
比重(密度)
1.443 · 1.443±0.06 g/cm3(Predicted)
FEMA
4830 · 4830 | 7,8-DIHYDROXYFLAVONE
貯蔵温度
Inert atmosphere,Room Temperature
溶解性
24 mg/mL · DMSO:可溶24mg/mL

化学的性質

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.

安全と法規制

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全データ

wgk
3
rtecs
DJ3004000
hs_code
2932990090
risk_code
22
hazard_code
Xn
safety_code
24/25

化学と産業

用途と製造

Use Classification · 2 件

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

応用分野 · 2 件

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.

サプライヤー50 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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上海达立康医药科技有限公司18658316824
济南百隆化学有限公司[email protected] · [email protected]

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