Bakuchiol

Modify Date: 2024-01-02 11:45:45

Bakuchiol Structure
Bakuchiol structure
 Common Name Bakuchiol
CAS Number 10309-37-2 Molecular Weight 256.383
Density 1.0±0.1 g/cm3 Boiling Point 391.4±21.0 °C at 760 mmHg
Molecular Formula C18H24O Melting Point N/A
MSDS Chinese USA Flash Point 176.6±11.7 °C

 Use of Bakuchiol


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].

 Names

Name 4-(3,7-Dimethyl-3-vinylocta-1,6-dien-1-yl)phenol
Synonym More Synonyms

 Bakuchiol Biological Activity

Description 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].
Related Catalog
References

[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.

[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.

[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.

[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.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 391.4±21.0 °C at 760 mmHg
Molecular Formula C18H24O
Molecular Weight 256.383
Flash Point 176.6±11.7 °C
Exact Mass 256.182709
PSA 20.23000
LogP 6.40
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.555

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
SL3785000
CHEMICAL NAME :
Phenol, 4-(3-ethenyl-3,7-dimethyl-1,6-octadienyl)-, (S-(E))-
CAS REGISTRY NUMBER :
10309-37-2
LAST UPDATED :
199801
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C18-H24-O
MOLECULAR WEIGHT :
256.42
WISWESSER LINE NOTATION :
QR D1U1X1&1U1&3UY1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
MZHUDX Mikrobiologicheskii Zhurnal (Kiev). Journal of Microbiology. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.40- 1978- Volume(issue)/page/year: 42,646,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2560 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
MZHUDX Mikrobiologicheskii Zhurnal (Kiev). Journal of Microbiology. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.40- 1978- Volume(issue)/page/year: 42,646,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
94 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
MZHUDX Mikrobiologicheskii Zhurnal (Kiev). Journal of Microbiology. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.40- 1978- Volume(issue)/page/year: 42,646,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
31 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
MZHUDX Mikrobiologicheskii Zhurnal (Kiev). Journal of Microbiology. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.40- 1978- Volume(issue)/page/year: 42,646,1980 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2500 mg/kg/10D-I
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Nutritional and Gross Metabolic - weight loss or decreased weight gain Related to Chronic Data - death
REFERENCE :
MZHUDX Mikrobiologicheskii Zhurnal (Kiev). Journal of Microbiology. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.40- 1978- Volume(issue)/page/year: 42,646,1980

 Safety Information

Hazard Codes F+
RIDADR NONH for all modes of transport
RTECS SL3785000
HS Code 2907199090

 Customs

HS Code 2907199090
Summary 2907199090 other monophenols VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

 Articles25

More Articles
Bakuchiol derivatives as novel and potent cytotoxic agents: a report.

Eur. J. Med. Chem. 49C , 55-67, (2012)

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 studi...

Phenolic compounds isolated from Psoralea corylifolia inhibit IL-6-induced STAT3 activation.

Planta Med. 78(9) , 903-6, (2012)

Inhibiting interleukin-6 (IL-6) has been postulated as an effective therapy in the pathogenesis of several inflammatory diseases. In this study, seven flavonoids were isolated from the methanol extrac...

Chemical fingerprint and quantitative analysis of fructus psoraleae by high-performance liquid chromatography.

J. Sep. Sci. 30(6) , 813-8, (2007)

Fructus Psoraleae, a widely used traditional Chinese medicine, is well known as a health supplement ingredient. In our study, an improved and comprehensive HPLC fingerprint of Fructus Psoraleae was es...

 Synonyms

P-(3,7-dimethyl-3-vinylocta-trans-1,6-dimethyl) phenol
Phenol, 4-[(1E,3S)-3-ethenyl-3,7-dimethyl-1,6-octadien-1-yl]-
BACTRIS GASIPAES FRUIT JUICE
4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl]phenol
Backuchiol
Bakuchiol
4-[(1E,3S)-3,7-Dimethyl-3-vinyl-1,6-octadien-1-yl]phenol
Drupanol
4-[(1E,3S)-3,7-Dimethyl-3-vinylocta-1,6-dien-1-yl]phenol
(S)-bakuchiol
UP 256
Phenol, 4-[(1E,3S)-3-ethenyl-3,7-dimethyl-1,6-octadienyl]-
Top Suppliers:I want be here

Get all suppliers and price by the below link:

Bakuchiol suppliers

Price: ￥612/5mg

Reference only. check more Bakuchiol price

Related Compounds: More...
BAKUCHIOL
17015-60-0
bakuchiol
1020108-62-6
O-Methylbakuchiol
10309-44-1
O-methylbakuchiol
17015-63-3
4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
1158522-08-7
1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
940364-43-2
2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
134104-43-1
1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
131615-57-1
(4-Methyl-tetrahydro-furan-2-yl)-methanol
6906-52-1
N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
930439-75-1
4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
1018584-77-4
tert-Butyl-DL-alanine
1375289-11-4
4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide
849349-65-1
N-[3-(Aminooxy)propyl]-N-butyl-1-butanamine
127437-46-1
Chemsrc provides Bakuchiol(CAS#:10309-37-2) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Bakuchiol are included as well.>> amp version: Bakuchiol

Home | MSDS/SDS Database Search | Journals | Product Classification | Biologically Active Compounds | Selling Leads | About Us | Disclaimer

Copyright © 2024 ChemSrc All Rights Reserved