Art. -Nr.: HY-N0235

Bakuchiol

(Synonyms: (S)-(+)-Bakuchiol)

2 Cited Publications

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Based on 2 publication(s) in Google Scholar

Bakuchiol is a phytoestrogen that can be obtained from psoralen seeds. Bakuchiol has been proven to be a non-competitive inhibitor of multiple enzymes, including UDP-glucuronosyltransferase 2B7 (UGT2B7) and human carboxylesterase 2 (hCE2) , with IC₅₀s values of 40.9 μM and 7.28 μM, respectively. Bakuchiol exhibits significant research and application potential in areas such as anti-inflammatory, antibacterial, antitumor therapies, as well as drug metabolism regulation.

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Reinheit: 98.08%
CAS. Nr.: 10309-37-2
Formel: C₁₈H₂₄O
Molecular Weight:256.38

Speicherung:

-20°C, protect from light

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Bakuchiol Chemical Structure

CAS. Nr.: 10309-37-2

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Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biologische Aktivität
- Beschreibung
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
- Clinical Trial
Chemical Information
Publications (2)
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

Bakuchiol is a phytoestrogen that can be obtained from psoralen seeds. Bakuchiol has been proven to be a non-competitive inhibitor of multiple enzymes, including UDP-glucuronosyltransferase 2B7 (UGT2B7) ^[2] and human carboxylesterase 2 (hCE2) ^[3], with IC₅₀s values of 40.9 μM and 7.28 μM, respectively. Bakuchiol exhibits significant research and application potential in areas such as anti-inflammatory^[5], antibacterial^[4], antitumor^[1] therapies, as well as drug metabolism regulation.

IC₅₀ & Target

IC₅₀:40.9 nM (UGT2B7) ; IC₅₀:7.28 nM (hCE2)

Alle Carboxylesterase (CES) Isoform-spezifische Produkte anzeigen :

Alle p38 MAPK Isoform-spezifische Produkte anzeigen :

Cellular Effect

Cell Line	Type	Value	Description	References
AGS	IC₅₀	15.3 μM Compound: 1	Cytotoxicity against human AGS cells by MTT assay Cytotoxicity against human AGS cells by MTT assay	[PMID: 18359631]
AGS	IC₅₀	6.1 μM Compound: 1	Inhibition of hypoxia-induced HIF1 activation in human AGS cells by reporter gene assay Inhibition of hypoxia-induced HIF1 activation in human AGS cells by reporter gene assay	[PMID: 18359631]
BJ	EC₅₀	>36.63 μM Compound: 1	Cytotoxicity against human BJ cells after 72 hrs by Cell-Titer Glo assay Cytotoxicity against human BJ cells after 72 hrs by Cell-Titer Glo assay	[PMID: 26922230]
HEK293	EC₅₀	>36.63 μM Compound: 1	Cytotoxicity against HEK293 cells after 72 hrs by Cell-Titer Glo assay Cytotoxicity against HEK293 cells after 72 hrs by Cell-Titer Glo assay	[PMID: 26922230]
HeLa	IC₅₀	11 μM Compound: 1	Cytotoxicity against human HeLa cells by MTT assay Cytotoxicity against human HeLa cells by MTT assay	[PMID: 18359631]
HeLa	IC₅₀	6.9 μM Compound: 1	Inhibition of TNF-alpha-induced NF-kappaB activation in human HeLa cells Inhibition of TNF-alpha-induced NF-kappaB activation in human HeLa cells	[PMID: 18359631]
HepG2	EC₅₀	>52.0833 μM Compound: 1	Cytotoxicity against human HepG2 cells after 72 hrs by Cell-Titer Glo assay Cytotoxicity against human HepG2 cells after 72 hrs by Cell-Titer Glo assay	[PMID: 26922230]
Jurkat	EC₅₀	>49.0196 μM Compound: 1	Cytotoxicity against human Jurkat cells after 72 hrs by Cell-Titer Glo assay Cytotoxicity against human Jurkat cells after 72 hrs by Cell-Titer Glo assay	[PMID: 26922230]
MDA-MB-231	IC₅₀	8.29 x 10^-3 mol/L Compound: 1	Cytotoxicity against human MDA-MB-231 cells Cytotoxicity against human MDA-MB-231 cells	[PMID: 22245048]
MDA-MB-231	IC₅₀	8.29*10^-3 M Compound: 1	Cytotoxicity against human MDA-MB-231 cells Cytotoxicity against human MDA-MB-231 cells	[PMID: 22245048]
NALM-6	EC₅₀	38 μM Compound: 1	Cytotoxicity against human NALM6 cells after 72 hrs by Cell-Titer Glo assay Cytotoxicity against human NALM6 cells after 72 hrs by Cell-Titer Glo assay	[PMID: 26922230]
Raji	EC₅₀	>26.0417 μM Compound: 1	Cytotoxicity against human Raji cells after 72 hrs by Cell-Titer Glo assay Cytotoxicity against human Raji cells after 72 hrs by Cell-Titer Glo assay	[PMID: 26922230]
RAW264.7	IC₅₀	97.23 μM Compound: BAK	Cytotoxicity against mouse RAW 264.7 cells assessed as decreased cell viability measured after 24 hrs by MTT assay Cytotoxicity against mouse RAW 264.7 cells assessed as decreased cell viability measured after 24 hrs by MTT assay	[PMID: 35000392]
SEM	EC₅₀	15.2866 μM Compound: 1	Cytotoxicity against human SEM cells after 72 hrs by Cell-Titer Glo assay Cytotoxicity against human SEM cells after 72 hrs by Cell-Titer Glo assay	[PMID: 26922230]
T47D	IC₅₀	2.89 x 10^-5 mol/L Compound: 1	Cytotoxicity against human T47D cells Cytotoxicity against human T47D cells	[PMID: 22245048]
T47D	IC₅₀	2.89*10^-5 M Compound: 1	Cytotoxicity against human T47D cells Cytotoxicity against human T47D cells	[PMID: 22245048]

In Vitro

Bakuchiol (5-20 μM, 72 h) exhibits selected cytotoxicity in A549 cells, as determined by the MTT assay. Bakuchiol displays stronger effect than its analogue Resveratrol (HY-16561) in reducing the viability of A549 cells with IC₅₀s vales of 9.58 μM and 33.02 μM, respectively^[1].
Bakuchiol (5-20 μM, 24 h or 36h) blocks cell cycle progression at S phase and induction of Reactive Oxygen species (ROS) -related apoptosis (more importantly) in A549 cells in a concentration-dependent manner^[1].
Bakuchiol (0-80 μM, 120 min) is a non-competitive inhibitor of UDP-glucuronosyltransferase 2B7 (UGT2B7) with K_i value of 10.7 μM and IC₅₀ value of 40.9 μM^[2].
Bakuchiol (30 min) is a potent non-competitive inhibitor of human carboxylesterase 2 (hCE2) with low K_i value of 2.12 μM and IC₅₀ value of 7.28 μM^[3].
Bakuchiol (0.9775-3.91 μg/mL, 24 h) demonstrates a significant dose-dependent increase in membrane permeability of the fungal conidia of T. mentagrophytes^[4].
Bakuchiol (3.91 μg/mL, 3 h) elicites a 187% elevation in Reactive Oxygen species (ROS) level in fungal cells^[4].

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

Western Blot Analysis^[1]

Cell Line:

A549 cells, EA.hy926 cells, HUVEC cells and MEF
Concentration:

5, 10, and 20 μM
Incubation Time:

24 hours
Result:

Induced caspase 9/3 activaton, p53 and Bax up-regulation, as well as Bcl-2 down-regulation.

Apoptosis Analysis^[1]

Cell Line:

A549 cells, EA.hy926 cells, HUVEC cells and MEF
Concentration:

5, 10, and 20 μM
Incubation Time:

36 hours
Result:

Resulted in typical apoptotic cells (p < 0.05), as determined by Annexin V/propidium iodide staining and flow cytometry.

Cell Cycle Analysis^[1]

Cell Line:

A549 cells
Concentration:

5, 10, and 20 μM
Incubation Time:

24 hours
Result:

Increased S phase cell population accompanied with a concomitant reduction of cells in the G1 phase. Resulted in a less potent effect in S phase arrest than bakuchiol.

Cell Cytotoxicity Assay^[1]

Cell Line:

A549 cells, EA.hy926 cells, HUVEC cells and MEF
Concentration:

5, 10, and 20 μM
Incubation Time:

72 hours
Result:

Inhibited the growth of A549 cells, while the growth rate of other cells were not changed. Exhibited concentration-dependent cytotoxicity in A549 cells, while bakuchiol showed a more potent effect than that of resveratrol with IC₅₀s vales of 9.58 μmol/L and 33.02 μmol/ L, respectively.

In Vivo

Bakuchiol (10 and 20 mg/kg, p.o.) can attenuate allergic symptoms, decrease the inflammatory response, improve the T-cell balance, reduce oxidative stress and regulated Igs levels in ovalbumin (OVA) -induced allergic rhinitis (AR) mice^[5].

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

Animal Model:

OVA -induced AR model (BALB/c mice, 6-week-old) ^[5]
Dosage:

10 and 20 mg/kg
Administration:

Oral route (p.o.)
Result:

Reduced the nasal symptoms and decreased the levels of IL-4, IL-5, IL-13, Igs (IgE and IgG1), histamine, IL-10, IL-33, and TNF-α. Reduced PGDA and LTC-4 levels in the nasal lavage fluid (NLF). Decreased the ROS and MDA levels, whereas boosting SOD activity. Decreased the eosinophil count in the nasal tissues and influenced the Th1 and Th2 cell proportions.

Clinical Trial

NCT Number	Sponsor	Condition	Start Date	Phase A549
NCT01329991	Plexxikon\|		2011-05	PHASE1

Chemical Information

CAS. Nr. 10309-37-2
Appearance Liquid (Density: 0.963 g/cm³)
Molecular Weight 256.38
Formel C₁₈H₂₄O
Color Colorless to yellow
SMILES

OC1=CC=C(/C=C/[C@](C)(C=C)CC/C=C(C)\C)C=C1
Synonyms

(S)-(+)-Bakuchiol
Structure Classification
- Phenols
- Monophenols
Initial Source
Versand

Room temperature in continental US; may vary elsewhere.
Speicherung

-20°C, protect from light

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Publications (2)

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Journal Impact Factor

J Ethnopharmacol

Discovery of bakuchiol as an AIM2 inflammasome activator and cause of hepatotoxicity. [Abstract]

2022 Nov 15:298:115593. PMID: 35973629
Chem Biol Interact

Bavachinin, a main compound of Psoraleae Fructus, facilitates GSDMD-mediated pyroptosis and causes hepatotoxicity in mice. [Abstract]

2024 Sep 1:400:111133. PMID: 38969277

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 62.5 mg/mL (243.78 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

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

3.9005 mL

19.5023 mL

39.0046 mL

5 mM

0.7801 mL

3.9005 mL

7.8009 mL

10 mM

0.3900 mL

1.9502 mL

3.9005 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, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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 90% (20% SBE-β-CD in Saline)

Solubility: ≥ 2.17 mg/mL (8.46 mM); Clear solution

This protocol yields a clear solution of ≥ 2.17 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (21.7 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 2

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.17 mg/mL (8.46 mM); Clear solution

This protocol yields a clear solution of ≥ 2.17 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (21.7 mg/mL) to 900 μL Corn oil, and mix evenly.

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 (278 KB)
SDS (458 KB)
- English - EN (458 KB)
- Français - FR (458 KB)
- Deutsch - DE (458 KB)
- Norwegian - NO (458 KB)
- Español - ES (458 KB)
- Swedish - SV (458 KB)
- Italian - IT (458 KB)
- Korean - KR (458 KB)
- Portuguese - PT (458 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]. Chen Z, et al. Anti-tumor effects of bakuchiol, an analogue of resveratrol, on human lung adenocarcinoma A549 cell line. Eur J Pharmacol. 2010 Sep 25;643(2-3):170-9. [Content Brief]

[2]. Xu Y, et al. In vitro evidence for bakuchiol's influence towards drug metabolism through inhibition of UDP-glucuronosyltransferase (UGT) 2B7. Afr Health Sci. 2014 Sep;14(3):564-9. [Content Brief]

[3]. Li YG, et al. Fructus Psoraleae contains natural compounds with potent inhibitory effects towards human carboxylesterase 2. Fitoterapia. 2015 Jan 13;101C:99-106. [Content Brief]

[4]. Lau KM, et al. Anti-dermatophytic activity of bakuchiol: in vitro mechanistic studies and in vivo tinea pedis-inhibiting activity in a guinea pig model. Phytomedicine. 2014 Jun 15;21(7):942-5. [Content Brief]

[5]. Yao HB, et al. Anti-Allergic and Anti-inflammatory Effects of Bakuchiol on Ovalbumin-Induced Allergic Rhinitis in Mice. Appl Biochem Biotechnol. 2024;196(6):3456-3470. [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

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	3.9005 mL	19.5023 mL	39.0046 mL	97.5115 mL
	5 mM	0.7801 mL	3.9005 mL	7.8009 mL	19.5023 mL
	10 mM	0.3900 mL	1.9502 mL	3.9005 mL	9.7512 mL
	15 mM	0.2600 mL	1.3002 mL	2.6003 mL	6.5008 mL
	20 mM	0.1950 mL	0.9751 mL	1.9502 mL	4.8756 mL
	25 mM	0.1560 mL	0.7801 mL	1.5602 mL	3.9005 mL
	30 mM	0.1300 mL	0.6501 mL	1.3002 mL	3.2504 mL
	40 mM	0.0975 mL	0.4876 mL	0.9751 mL	2.4378 mL
	50 mM	0.0780 mL	0.3900 mL	0.7801 mL	1.9502 mL
	60 mM	0.0650 mL	0.3250 mL	0.6501 mL	1.6252 mL
	80 mM	0.0488 mL	0.2438 mL	0.4876 mL	1.2189 mL
	100 mM	0.0390 mL	0.1950 mL	0.3900 mL	0.9751 mL

Bioz

Keywords

Bakuchiol

2 Cited Publications

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Bakuchiol

Psoralen

Bavachin

Angelicin

Gemcitabine

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Bakuchiol (Standard)

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Isorhamnetin

Parthenolide

Cryptotanshinone

Asiatic acid

Cholesterol (Standard)

Publications Citing Use of MedChemExpress (MCE) Bakuchiol

Alle Carboxylesterase (CES) Isoform-spezifische Produkte anzeigen

Alle p38 MAPK Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Publications (2)

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Bioz

Bakuchiol

Psoralen

Bavachin

Angelicin

Gemcitabine

Nicotinamide

Bakuchiol (Standard)

Cholesterol (from animal)

Isorhamnetin

Parthenolide

Cryptotanshinone

Asiatic acid

Cholesterol (Standard)

Publications Citing Use of MedChemExpress (MCE) Bakuchiol

Alle Carboxylesterase (CES) Isoform-spezifische Produkte anzeigen

Alle p38 MAPK Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Publications (2)

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Bakuchiol Related Classifications

HY-N0235 Related Classifications

Bioz