Art. -Nr.: HY-76316

Bergaptol

(Synonyms: 5-Hydroxypsoralen; 4-Hydroxybergapten)

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Bergaptol is an inhibitor of debenzylation of the CYP3A4 enzyme with an IC₅₀ of 24.92 μM. Recent studies have shown that it has anti-proliferative and anti-cancer properties.

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Reinheit: 99.30%
CAS. Nr.: 486-60-2
Formel: C₁₁H₆O₄
Molecular Weight:202.16

Speicherung:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year

Bergaptol Chemical Structure

CAS. Nr.: 486-60-2

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Biologische Aktivität
- Beschreibung
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Bioz

Biologische Aktivität

Beschreibung

Bergaptol is an inhibitor of debenzylation of the CYP3A4 enzyme with an IC₅₀ of 24.92 μM. Recent studies have shown that it has anti-proliferative and anti-cancer properties^[1].

IC₅₀ & Target

CYP3

Alle Cytochrome P450 Isoform-spezifische Produkte anzeigen :

Cellular Effect

Cell Line	Type	Value	Description	References
3T3-L1	IC₅₀	>500 μM Compound: 9	Anticorpulence activity against mouse 3T3L1 cells assessed as inhibition of lipid droplet accumulation Anticorpulence activity against mouse 3T3L1 cells assessed as inhibition of lipid droplet accumulation	[PMID: 19054677]
HT-29	IC₅₀	>500 μM Compound: 9	Anticancer activity against human HT-29 cells after 72 hrs by MTT assay Anticancer activity against human HT-29 cells after 72 hrs by MTT assay	[PMID: 19054677]

In Vitro

Bergaptol (0-800 ppm) shows free radical scavenging activity, tested by ABTS and DPPH methods^[1].
Bergaptol (50 μg/mL, 24 h) inhibits LPS-induced production of NO, IL-6, and TNF-α in RAW264.7 cells^[3].
Bergaptol (50 μg/mL, 24 h) inhibits LPS-induced MAPK phosphorylation and nuclear factor-kappa B (NF-κB) activation in RAW264.7 cells^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Western Blot Analysis^[3]

Cell Line:

LPS-induced RAW264.7 cells
Concentration:

50 μg/mL
Incubation Time:

24 h
Result:

Inhibited JNK phosphorylation and NF-κB activation.
Inhibited NF-κB P65 translocation from the cytosol to nucleus.

In Vivo

Bergaptol (10-40 mg/kg, i.p., once a day for two weeks) improves the cognitive impairment in LPS-treated mice^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

LPS (40 μg/kg, i.c.v.)-treated mice^[4]
Dosage:

10-40 mg/kg
Administration:

i.p., once a day for two week
Result:

Reduced LPS-induced fixation and cleavage of neuronal nuclei in the CA1 region of the hippocampus (H&E staining).
Increasead the dendritic spine density of mice.
Inhibited LPS-induced neuroinflammation.

Chemical Information

CAS. Nr. 486-60-2
Appearance Solid
Molecular Weight 202.16
Formel C₁₁H₆O₄
Color Light yellow to yellow
SMILES

O=C1C=CC(C(O1)=C2)=C(O)C3=C2OC=C3
Synonyms

5-Hydroxypsoralen; 4-Hydroxybergapten
Structure Classification
- Phenylpropanoids
- Coumarins
- Phenols
- Monophenols
Initial Source
- Plants
- other families
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : ≥ 50 mg/mL (247.33 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H₂O : < 0.1 mg/mL (insoluble)

* "≥" means soluble, but saturation unknown.

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

4.9466 mL

24.7329 mL

49.4658 mL

5 mM

0.9893 mL

4.9466 mL

9.8932 mL

10 mM

0.4947 mL

2.4733 mL

4.9466 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: 2.5 mg/mL (12.37 mM); Suspended solution; Need ultrasonic

This protocol yields a suspended solution of 2.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (279 KB)
SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Portuguese - PT (393 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[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 [Content Brief]

[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. [Content Brief]

[3]. Shen CY, et al. Bergaptol from blossoms of Citrus aurantium L. var. amara Engl inhibits LPS-induced inflammatory responses and ox-LDL-induced lipid deposition. Food Funct. 2020 Jun 24;11(6):4915-4926. [Content Brief]

[4]. Wu J, et al. Bergaptol Alleviates LPS-Induced Neuroinflammation, Neurological Damage and Cognitive Impairment via Regulating the JAK2/STAT3/p65 Pathway. J Inflamm Res. 2022 Nov 9;15:6199-6211. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	4.9466 mL	24.7329 mL	49.4658 mL	123.6644 mL
	5 mM	0.9893 mL	4.9466 mL	9.8932 mL	24.7329 mL
	10 mM	0.4947 mL	2.4733 mL	4.9466 mL	12.3664 mL
	15 mM	0.3298 mL	1.6489 mL	3.2977 mL	8.2443 mL
	20 mM	0.2473 mL	1.2366 mL	2.4733 mL	6.1832 mL
	25 mM	0.1979 mL	0.9893 mL	1.9786 mL	4.9466 mL
	30 mM	0.1649 mL	0.8244 mL	1.6489 mL	4.1221 mL
	40 mM	0.1237 mL	0.6183 mL	1.2366 mL	3.0916 mL
	50 mM	0.0989 mL	0.4947 mL	0.9893 mL	2.4733 mL
	60 mM	0.0824 mL	0.4122 mL	0.8244 mL	2.0611 mL
	80 mM	0.0618 mL	0.3092 mL	0.6183 mL	1.5458 mL
	100 mM	0.0495 mL	0.2473 mL	0.4947 mL	1.2366 mL

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Bergaptol

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Alle Cytochrome P450 Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Bergaptol Related Classifications

Art. -Nr.: HY-76316