Bakuchiol | CAS:10309-37-2 | Manufacturer ChemFaces

Bakuchiol

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Size /Price /Stock	10 mM * 1 mL in DMSO / $11.8 / In-stock
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Description:

Bakuchiol possesses anti-tumor, cytotoxic, anti-bacterial , and anti-helmenthic properties, it shows DNA polymerase1 inhibiting activity. Bakuchiol has great potential for use in food additives and mouthwash for preventing and treating dental caries.

Targets:

Antifection | Nrf2 | MMP(e.g.TIMP) | UGT1A1

In vitro:

Zhong Yao Cai. 2014 Apr;37(4):632-5.

Regulative effect of bakuchiol on ESF-1 cells anti-aging gene[Pubmed: 25345139]

To explore the mechanism of Bakuchiol on anti-aging gene mRNA expression level of human skin fibroblasts (ESF-1).
METHODS AND RESULTS:
The potential of cell proliferation which was divided into blank group,positive control estradiol group, and Bakuchiol high, medium and low dose groups was detected by MTT. The expression levels of Col I, Col III, TIMP-1, TIMP-2 and MMP-1 mRNA were detected with RT-PCR. ESF-1 vitality and the expression levels of Col I, Col III, TIMP-1 and TIMP-2 mRNA were significantly increased by Bakuchiol and E2. However, the expression of MMP-1 mRNA was reduced by Bakuchiol and E2.
CONCLUSIONS:
The Bakuchiol can enhance ESF-1 cell activity, promote collagen and matrix metalloproteinase inhibitors mRNA expression level and inhibit mRNA expression of matrix metalloproteinases in order to postpone skin aging.

Phytomedicine. 2014 Jun 15;21(7):942-5.

Anti-dermatophytic activity of bakuchiol: in vitro mechanistic studies and in vivo tinea pedis-inhibiting activity in a guinea pig model.[Pubmed: 24703327]

Bakuchiol was an active antifungal compound isolated from Psoraleae Fructus by means of bioassay-guided fractionation in our previous study.
METHODS AND RESULTS:
The present work aimed to investigate the underlying mechanisms and the therapeutic effect of Bakuchiol in Trichophyton mentagrophytes-induced tinea pedis. After exposure to Bakuchiol at 0.25-fold, 0.5-fold and 1-fold of minimum inhibitory concentration (MIC) (3.91 μg/ml) for 24h, the fungal conidia of T. mentagrophytes demonstrated a significant dose-dependent increase in membrane permeability. Moreover, Bakuchiol at 1-fold MIC elicited a 187% elevation in reactive oxygen species (ROS) level in fungal cells after a 3-h incubation. However, Bakuchiol did not induce DNA fragmentation. In a guinea pig model of tinea pedis, Bakuchiol at 1%, 5% or 10% (w/w) concentration in aqueous cream could significantly reduce the fungal burden of infected feet (p<0.01-0.05).
CONCLUSIONS:
In conclusion, this is the first report to demonstrate that Bakuchiol is effective in relieving tinea pedis and in inhibiting the growth of the dermatophyte T. mentagrophytes by increasing fungal membrane permeability and ROS generation, but not via induction of DNA fragmentation.

Eur J Med Chem. 2012 Mar;49:55-67.

Bakuchiol derivatives as novel and potent cytotoxic agents: a report.[Pubmed: 22245048]

METHODS AND RESULTS:
A library of 28 compounds comprising of acyl, amino, halo, nitro, styryl and cyclized derivatives of Bakuchiol have been evaluated against a panel of eight human cancer cell lines. Bioevaluation studies have resulted in the identification of potent cytotoxic molecules exhibiting concentration dependent growth inhibition against leukemia cancer cells with best results observed for compounds 17 and 22 exhibiting IC(50) 1.8 and 2.0 μM respectively.
CONCLUSIONS:
As evident from various biological end-points, inhibition of cell proliferation by inducing G2/M cell cycle arrest, mitochondrial membrane disruption followed by DNA fragmentation and apoptosis is demonstrated.

Yao Xue Xue Bao. 2010 Apr;45(4):467-70.

Vitro antitumor activity and synthesis of the key intermediate of bakuchiol.[Pubmed: 21355211]

METHODS AND RESULTS:
The in vitro antitumor activity of Bakuchiol was exploited, compared with tamoxifen. The result of biological activities showed that Bakuchiol could inhibit human breast cancer and the IC50 values were 2.89 x 10(-5) mol L(-1) and 8.29 x 10(-3) mol L(-1) against the cells line T-47D and MDA-MB-231 respectively. On the other hand, the key intermediate to synthesize Bakuchiol was obtained by the method of Ireland-Claisen rearrangement.
CONCLUSIONS:
Comparing with traditional Claisen rearrangement, the reaction conditions are milder and the reaction reagents are safer.

Bakuchiol Description

Source:	The barks of Psoralea corylifolia.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Kinase Assay:

Pharmazie. 2014 Jan;69(1):60-3.

Inhibition potential of UDP-glucuronosyltransferases (Ugts) 1A isoforms by the analogue of resveratrol, bakuchiol.[Pubmed: 24601226]

Bakuchiol is a promising anti-tumor candidate with resveratrol-like structure.
CONCLUSIONS:
The present study aims to evaluate the inhibition potential of Bakuchiol towards UDP-glucuronosyltransferases (UGT) 1A isoforms. An in vitro incubation system using 4-methylumbelliferone (4-MU) glucuronidation was used to evaluate the inhibition capability of Bakuchiol towards UGT1A1, 1A3, 1A6, 1A7, 1A8, 1A9 and 1A10. The glucuronidation of trifluoperazine (TFP) was employed as the probe reaction to determine Bakuchiol's inhibition towards UGT1A4. At 1 microM and 10 microM of Bakuchiol, no or weak inhibition was observed for all the tested UGT1A isoforms. At 100 microM of Bakuchiol, the activity of UGT1A1, 1A3, 1A4, 1A6, 1A7, 1A8, 1A9 and 1A10 was inhibited by -46.2%, 74.7%, 17.8%, 98.7%, 70.4%, 99.2%, 75.8%, and 93.3%, respectively. Further inhibition kinetic behaviour was determined for UGT1A6, 1A8, and 1A10. Both Dixon plot and Lineweaver-Burk plot showed the noncompetitive inhibition of Bakuchiol towards all these three UGT isoforms. The inhibition kinetic parameters (Ki) were calculated to be 5.3, 1.8, and 92.6 microM for UGT1A6, 1A8, and 1A10, respectively. In combination with the in vivo exposure of Bakuchiol, the high possibility of in vivo inhibition of UGT1A6 and 1A8 was predicted. However, relatively low possibility of in vivo inhibition towards UGT1A10 was predicted due to lower in vivo concentration of Bakuchiol than its inhibition parameter (Ki).
CONCLUSIONS:
All these information will be helpful for the R&D of Bakuchiol as a promising anti-tumor drug.

Product Name	Bakuchiol
Price:	$40 / 20mg
CAS No.:	10309-37-2
Catalog No.:	CFN99047
Molecular Formula:	C₁₈H₂₄O
Molecular Weight:	256.4 g/mol
Purity:	>=98%
Type of Compound:	Phenols
Physical Desc.:	Oil
Source:	The barks of Psoralea corylifolia.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Inhibitors Compound Library Neuroprotection Compound Library Antibacterial Compound Library Hepatoprotective Compound Library Antiviral Compound Library Anti-bone loss Compound Library Phenols Compound Library Nrf2 Inhibitor Library MMP(e.g.TIMP) Inhibitor Library Antifection Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.9002 mL	19.5008 mL	39.0016 mL	78.0031 mL	97.5039 mL
5 mM	0.78 mL	3.9002 mL	7.8003 mL	15.6006 mL	19.5008 mL
10 mM	0.39 mL	1.9501 mL	3.9002 mL	7.8003 mL	9.7504 mL
50 mM	0.078 mL	0.39 mL	0.78 mL	1.5601 mL	1.9501 mL
100 mM	0.039 mL	0.195 mL	0.39 mL	0.78 mL	0.975 mL

CFN92702	12-Hydroxyisobakuchiol	178765-55-4	272.4	C₁₈H₂₄O₂
CFN92803	Delta3,2-Hydroxylbakuchiol	178765-49-6	272.4	C₁₈H₂₄O₂
CFN99047	Bakuchiol	10309-37-2	256.4	C₁₈H₂₄O
CFN92703	3-Hydroxybakuchiol	178765-54-3	272.4	C₁₈H₂₄O₂
CFN92704	Psoracorylifol A	879290-97-8	288.4	C₁₈H₂₄O₃
CFN92804	Psoracorylifol C	879290-99-0	288.4	C₁₈H₂₄O₃