7,8-Dihydroxyflavone

HCID 1880CAS 38183-03-8

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

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
이름 더 보기
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

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

실험 및 물리화학적 성질

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

Very slightly soluble

Very slightly soluble (in ethanol)

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

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

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 · 4건

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

Hazard Classes and CategoriesAcute Tox. 4 (100%)

안전 데이터

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

화학 및 산업

용도 및 제조

Use Classification · 2건

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

응용 분야 · 2건

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.

공급사50 곳

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
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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