9-ヒドロキシ-7H-フロ[3,2-g][1]ベンゾピラン-7-オン

Xanthotoxol

HCID 65090

基本情報

CAS
2009-24-7
標準SMILES
O=c1ccc2cc3ccoc3c(O)c2o1
InChIKey
JWVYQQGERKEAHW-UHFFFAOYSA-N
分子式
C11H6O4
平均分子量
202.16 g/mol
単同位体質量
202.02660867

概要

Xanthotoxol is an 8-hydroxyfurocoumarin.

名称と識別子

優先名称
Xanthotoxol
IUPAC
9-hydroxyfuro[3,2-g]chromen-7-one
現地名
9-ヒドロキシ-7H-フロ[3,2-g][1]ベンゾピラン-7-オン
英語名
XANTHOTOXOL
分子式
C11H6O4
分子量
202.16

名称と別名

Xanthotoxol2009-24-78-HydroxypsoralenPsoralen, 8-hydroxy-7H-Furo[3,2-g][1]benzopyran-7-one, 9-hydroxy-9-hydroxyfuro[3,2-g]chromen-7-one8-Hydroxyfuranocoumarin9-Hydroxy-7H-furo(3,2-g)(1)benzopyran-7-one7H-Furo(3,2-g)(1)benzopyran-7-one, 9-hydroxy-9-Hydroxy-7H-furo[3,2-g][1]benzopyran-7-one8RL486L8A5NSC-401269
名称をさらに表示
キサントトキソール8-ヒドロキシプソラレン9-ヒドロキシ-7H-フロ[3,2-g][1]ベンゾピラン-7-オン8-ヒドロキシソラレンキサントトール9-ヒドロキシ-7H-フロ[3,2-g]クロメン-7-オン9-hydroxy-NSC 401269AKOS 210-08Xanthotoxol-RMXanthotoxol(AS)Xanthotoxol?, BRXanthotoxol (6CI)8-hydroxypsoralene
CHEBI:15709DTXSID501739109-hydroxy-2H-furo[3,2-g]chromen-2-one9-hydroxyfuro(3,2-g)chromen-7-one9-hydroxy-2H-furo(3,2-g)chromen-2-oneRefChem:195184DTXCID8096401217-923-1

データベース識別子

CAS
2009-24-7
PubChem CID
65090
DTXSID
DTXSID50173910
ChEMBL
CHEMBL1192
ChEBI
CHEBI:15709
UNII
8RL486L8A5
EC Number
217-923-1
Nikkaji
J7.847F

物性

構造計算による物性

XLogP
1.6
極性表面積
59.7 Ų
水素結合供与体数
1
水素結合受容体数
4
回転可能結合数
0
重原子数
15

実験および物理化学的性質

Melting Point251 - 252 °C
Physical DescriptionSolid

物理化学的性質

融点
250 °C · 250°C
沸点
428.1 · 428.1±45.0 °C(Predicted)
比重(密度)
1.526 · 1.526±0.06 g/cm3(Predicted)
貯蔵温度
2 · 2-8°C
溶解性
DMSO(微量)、メタノール(微量)
外見
個体

化学的性質

化学的特性Dark Brown Solid

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全データ

wgk
WGK 3
ridadr
2810
hs_code
29329990
risk_code
25
safety_code
20-45-24/25
Hazard Classifications
Acute Tox. 4 OralSkin Sens. 1

化学と産業

薬理情報

Cellular LocationsCytoplasm
応用分野 · 2 件

説明Xanthotoxol is a coumarin and a major component in C. monnieri that has diverse biological activities. It inhibits proliferation of HeLa and HepG2 cells in vitro (IC50s = 23.59 and 15.57 μM, respectively). Xanthotoxol increases histamine release from mast cells and decreases secretion of TNF-α, IL-4, and IL-1β from RBL-2H3 cells induced by DNP-human serum albumin (DNP-HSA). It is nematocidal against M. incognita (IC50 = 68 mg/L). In vivo, xanthotoxol inhibits predatory mouse and rat killing behavior in dogs and cats when administered at doses ranging from 3 to 100 mg/kg and 5 to 20 mg/kg, respectively. It reduces amphetamine-induced hypermobility in mice and hamsters. Xanthotoxol (5 and 10 mg/kg) reduces brain edema, neutrophil infiltration, blood-brain barrier disruption, production of IL-1β, TNF-α, IL-8, and nitric oxide (NO), and levels of intercellular adhesion molecule-1 (ICAM-1) and E-selectin in a rat model of focal cerebral ischemia.

使用Xanthotoxol is a hydroxylated psoralen that inhibits neutrophil infiltration and brain edema induced by focal cerebral ischemia-reperfusion injury in rats. A potentially useful antiarrhythmic agent. It has been show n to be effective in the prevention of ventricular fibrillation of mice induced by chloroform, of rats induced by calcium chloride, and in treatment of rat arrhythmia induced by aconitine. Recent stud ies show that it may also have antioxidant and anticancer activities.

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成都超九八生物科技有限公司13348960310 13348960310 · [email protected]

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