[CAS NO. 10309-37-2]  Bakuchiol

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PRODUCTS SPECIFICATIONS [10309-37-2]

Catalog
HY-N0235
Brand
MCE
CAS
10309-37-2

DESCRIPTION [10309-37-2]

Overview

MDLMFCD01707441
Molecular Weight256.38
Molecular FormulaC18H24O
SMILESOC1=CC=C(/C=C/[C@](C)(C=C)CC/C=C(C)\C)C=C1

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

1 Publications Citing Use of MCE


Summary

Bakuchiol is a phytoestrogen isolated from the seeds of Psoralea corylifolia L; has anti-tumor effects. IC50 value: Target: in vitro: Bakuchiol reduced mitochondrial membrane potential (Psim) of cells in a concentration- and time-dependent manner, showing a more potent effect than that of resveratrol. S phase arrest, caspase 9/3 activaton, p53 and Bax up-regulation, as well as Bcl-2 down-regulation were observed in bakuchiol-treated A549 cells [1]. UGT2B7 was inhibited by the strongest intensity. The noncompetitive inhibition was demonstrated by the results obtained from Dixon plot and Lineweaver-Burk plot. The Ki value was calculated to be 10.7 μM [2]. Bakuchiol was found to be naturally occurring potent inhibitors of hCE2, with low Ki values ranging from 0.62μM to 3.89μM [3]. 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 [4]. in vivo: In combination with the reported concentration after an intravenous administration of bakuchiol (15 mg/kg) in rats, the high risk of in vivo inhibition of bakuchiol towards UGT2B7-catalyzed metabolism of drugs was indicated [2]. 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) [4].


Clinical Trial

NCT Number Sponsor Condition Start Date Phase
NCT03112863 University of California, Davis
Wrinkle|Photoaging
March 24, 2017 Early Phase 1
NCT05069272 Ratan K. Chaudhuri|Sytheon Ltd.
Acne Vulgaris
September 10, 2021 Not Applicable

Appearance

Liquid



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)

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
10 mM 0.3900 mL 1.9502 mL 3.9005 mL
* Please refer to the solubility information to select the appropriate solvent.
In Vivo:
  • 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

  • 2.

    Add each solvent one by one: 10% DMSO >> 90% corn oil

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

* All of the co-solvents are available by MCE.


Synonyms

Phenol, 4-[(1E,3S)-3-ethenyl-3,7-dimethyl-1,6-octadien-1-yl]-
Phenol, 4-(3-ethenyl-3,7-dimethyl-1,6-octadienyl)-, [S-(E)]-
Bakuchiol
Phenol, 4-[(1E,3S)-3-ethenyl-3,7-dimethyl-1,6-octadienyl]-
4-[(1E,3S)-3-Ethenyl-3,7-dimethyl-1,6-octadien-1-yl]phenol
Drupanol
(+)-Bakuchiol
(S)-(+)-Bakuchiol
UP 256
(S)-Bakuchiol
Bakutrol
Sytenol A