2. MAPK/ERK Pathway Autophagy Metabolic Enzyme/Protease
  3. Carboxylesterase p38 MAPK Autophagy UGT
  4. Bakuchiol

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

Cat. No.: HY-N0235 Purity: 98.53%
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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.

For research use only. We do not sell to patients.

Bakuchiol Chemical Structure

Bakuchiol Chemical Structure

CAS No. : 10309-37-2

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Based on 2 publication(s) in Google Scholar

Other Forms of Bakuchiol:

Bakuchiol Related Antibodies

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  • Biological Activity

  • Purity & Documentation

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Description

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)
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]
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]
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]
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 Ki 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 Ki 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.

Bakuchiol Related Antibodies

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
Molecular Weight

256.38

Formula

C18H24O
CAS No.
Appearance

Liquid (Density: 0.963 g/cm3)

Color

Colorless to yellow

SMILES

OC1=CC=C(/C=C/[C@](C)(C=C)CC/C=C(C)\C)C=C1
Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

-20°C, protect from light

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

Solvent & Solubility
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)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 3.9005 mL 19.5023 mL 39.0046 mL
5 mM 0.7801 mL 3.9005 mL 7.8009 mL
View the Complete Stock Solution Preparation Table

* 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.

  • Molarity Calculator

  • Dilution Calculator

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

Mass
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Concentration
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Volume
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Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

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C2

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V2

In Vivo:

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

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.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
  • 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

mg/kg

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(per animal)

g

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
%
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% 
+
%
Tween-80 +
%
Saline
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).

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

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation

Purity: 99.25%

SDS (458 KB)

COA (243 KB) HNMR (176 KB) LCMS (523 KB)

Handling Instructions (2659 KB)
References

Complete Stock Solution Preparation Table

* 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.

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
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Bakuchiol Related Classifications

Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Bakuchiol10309-37-2(S)-(+)-BakuchiolCarboxylesterasep38 MAPKAutophagyUGTUDP-glucuronosyltransferaseUridine diphosphate glucuronosyltransferasePhytoestrogenNon-competitive inhibitorUGT2B7hCE2InflammatoryBacterialTumorDrug metabolism regulationInhibitorinhibitorinhibit

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