486-60-2

486-60-2 structure

Name: Bergaptol
Chemical Name: bergaptol
CAS Number: 486-60-2
Molecular Formula: C₁₁H₆O₄
Molecular Weight: 202.163
Catalog: Natural product Coumarin
Create Date: 2018-03-21 08:00:00
Modify Date: 2024-01-04 13:37:30
BergaptolA hydroxylated psoralen that acts as a potent inhibitors of debenzylation activity of CYP3A4 enzyme with an IC50 value of 24.92 uM. Recent studies suggest that it may have antiproliferative and anticancer properties.target: CYP3A4 [1]IC50: 24.92 [1]For in vivo enzyme activity analysis, 100 μM bergaptol was added to the cultures for an additional 24 h at 37°C. After centrifugation, the supernatant was used to measure the bergapten yield by high performance liquid chromatography (HPLC).[2]

Name	bergaptol
Synonyms	4-hydroxyfuranocoumarin 5-Hydroxypsoralen 4-hydroxyfuro[3,2-g]chromen-7-one 4-Hydroxy7H-furo[3,2-g][1]benzopyran-7-one,4-Hydroxybergapten,5-Hydroxy-6,7-furanocoumarin xanthotoxol 5-Hydroxyfuranocoumarin 7H-Furo[3,2-g][1]benzopyran-7-one, 4-hydroxy- Psoralin,5-hydroxy 4-Hydroxy-7H-furo[3,2-g]chromen-7-one Bergaptol 9-hydroxyfuranocoumarin

Description	BergaptolA hydroxylated psoralen that acts as a potent inhibitors of debenzylation activity of CYP3A4 enzyme with an IC50 value of 24.92 uM. Recent studies suggest that it may have antiproliferative and anticancer properties.target: CYP3A4 [1]IC50: 24.92 [1]For in vivo enzyme activity analysis, 100 μM bergaptol was added to the cultures for an additional 24 h at 37°C. After centrifugation, the supernatant was used to measure the bergapten yield by high performance liquid chromatography (HPLC).[2]
Related Catalog	Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Natural Products >> Phenylpropanoids Research Areas >> Cancer
References	[1]. Basavaraj Girennavar et al. Radical scavenging and cytochrome P450 3A4 inhibitory activity of bergaptol and geranylcoumarin from grapefruit. Bioorganic & Medicinal Chemistry.June 2007, Pages 3684-3691 [2]. Yucheng Zhao et al. Cloning, Functional Characterization, and Catalytic Mechanism of a Bergaptol O-Methyltransferase from Peucedanum praeruptorum Dunn. Front Plant Sci, 2016, 7: 722.

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302-H319
Precautionary Statements	P305 + P351 + P338
Hazard Codes	Xn
Risk Phrases	22-36
Safety Phrases	22-24/25
RIDADR	NONH for all modes of transport

484-20-8

~85%

486-60-2

88206-46-6

486-60-2

Literature: Kozawa; Fukumoto; Matsuyama; Baba Chemical and Pharmaceutical Bulletin, 1983 , vol. 31, # 8 p. 2712 - 2717

88206-49-9

486-60-2

Literature: Kozawa; Fukumoto; Matsuyama; Baba Chemical and Pharmaceutical Bulletin, 1983 , vol. 31, # 8 p. 2712 - 2717

482-45-1

486-60-2

Literature: El-Tawil, B.A.H.; Baghlaf, A.O.; Barbood, S.O. Pharmazie, 1980 , vol. 35, # 8 p. 503

131623-13-7

2280-44-6

486-60-2

Literature: Gu; Zhang; Yang; Hattori; Namba Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 9 p. 2498 - 2502

89787-38-2

486-60-2

23930-02-1

264234-05-1

486-60-2

7380-40-7

486-60-2

Literature: Spaeth; Kainrath Chemische Berichte, 1937 , vol. 70, p. 2274