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Bakuchiol

Product Name
Bakuchiol
CAS No.
10309-37-2
Chemical Name
Bakuchiol
Synonyms
BAKUCHIOL;Backuchiol;Drupanol;(S,E)-4-(3,7-dimethyl-3-vinylocta-1,6-dien-1-yl)phenol;UP 256;BAKUCHIOL;Aids046581;Aids-046581;98%Bakuchiol;(S)-Bakuchiol
CBNumber
CB4365255
Molecular Formula
C18H24O
Formula Weight
256.38
MOL File
10309-37-2.mol
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Bakuchiol Property

Boiling point:
391℃
Density 
0.963
vapor pressure 
0Pa at 25℃
refractive index 
1.4500 (estimate)
Flash point:
177℃
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 20 mg/ml)
form 
Liquid
pka
10.10±0.26(Predicted)
color 
Oil
optical activity
[α]/D +24.0 to +30.0°, c = 0.1 in chloroform
BRN 
3611720
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
InChIKey
LFYJSSARVMHQJB-WYMLVPIESA-N
LogP
5.09 at 20℃ and pH6.31
Surface tension
43.92mN/m at 1g/L and 20℃
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Safety

WGK Germany 
3
RTECS 
SL3785000
Toxicity
LD50 orl-mus: 2560 mg/kg MZHUDX 42,646,80
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SMB00604
Product name
Bakuchiol
Purity
≥95%
Packaging
20mg
Price
$313
Updated
2024/03/01
Sigma-Aldrich
Product number
68612
Product name
Bakuchiol
Purity
analytical standard
Packaging
10mg
Price
$262
Updated
2022/05/15
Cayman Chemical
Product number
11684
Product name
Bakuchiol
Purity
≥95%
Packaging
5mg
Price
$53
Updated
2024/03/01
Cayman Chemical
Product number
11684
Product name
Bakuchiol
Purity
≥95%
Packaging
10mg
Price
$98
Updated
2024/03/01
Cayman Chemical
Product number
11684
Product name
Bakuchiol
Packaging
25mg
Price
$221
Updated
2024/03/01
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Bakuchiol Chemical Properties,Usage,Production

Description

Bakuchiol (10309-37-2) is a natural terpenoid antioxidant.It has the follow effects: 1.Inhibits oxidative stress-induced decrease in mitochondrial membrane potential and associated release of pro-apoptotic factors.2.Protects against acute lung injury.3.Displays neuroprotective and anti-inflammatory effects.

Uses

(S)-Bakuchiol is a meroterpen found in the medicinal resinous shrub Psoralea glandulosa. An analogue of Resveratrol (R150000) with antifungal and anti-tumor effects. Studies have shown that Bakuchiol is a potent cytotoxic agent that exhibiting concentration dependent growth inhibition against leukemia cancer cells.

Biological Activity

Bakuchiol (BAK) has various pharmacological effects such as antioxidant, anti-aging, anti-inflammatory, antimicrobial, antidiabetic, cardioprotective, and estrogen-like effects. BAK exhibits antimicrobial activity against oral microorganisms such as Streptococcus mutans. It is also a DNA polymerase inhibitor and showed anti-tumour activity in human lung adenocarcinoma A549 cells. BAK showed hepatoprotective activity in vitro and in vivo against liver injury in rats.

Safety Profile

Poison by intravenous andintraperitoneal routes. Moderately toxic by ingestion.When heated to decomposition it emits acrid smoke andfumes.

Mode of action

The research found that BAK upregulates the expression of the antiapoptotic molecule Bcl2 and downregulates the expression of the proapoptotic molecules Bax and caspase-3 by activating the silent information regulator 1 (SIRT1) signaling pathway and thereby inhibits mitochondrial damage and ameliorates myocardial IRI. BAK promotes apoptosis in hepatic astrocytes through the caspase-3-dependent pathway and inhibits liver fibrosis. In addition, BAK exerts a protective effect against hepatotoxicity induced by tert-butyl hydroperoxide (tBH), tetrachloromethane (CCl4), and d-galactosamine (D-GalN). BAK (60?mg/kg) treatment significantly reduces edema and pathological changes in lung tissues by inhibiting intense inflammation and exerting protective effects in the lung under sepsis conditions[5-6].

References

1) Adhikari et al. (2007), Physico-chemical studies on the evaluation of the antioxidant activity of herbal extracts and active principles of some Indian medicinal plants; J. Clin. Biochem. Nutr., 40 174
2) Kim et al. (2013), Protective effects of the compounds isolated from the seed of Psoralea corylifolia on oxidative stress-induced retinal damage; Toxicol. Appl. Pharmacol., 269 109
3) Zhang et al. (2017), Bakuchiol protects against acute lung injury in septic mice; Inflammation, 40 351
4) Kim et al. (2016), Quantitative Analysis of Psoralea corylifolia Linne and its Neuroprotective and Anti-Neuroinflammatory Effects in HT22 Hippocampal Cells and BV-2 Microglia; Molecules, 21 E1076
[5] Zhenlong Xin . “Bakuchiol: A newly discovered warrior against organ damage.” Pharmacological research 141 (2019): Pages 208-213.
[6] Jianyu Feng. “Bakuchiol attenuates myocardial ischemia reperfusion injury by maintaining mitochondrial function: the role of silent information regulator 1.” Apoptosis 71 1 (2016): 532–545.

Bakuchiol Preparation Products And Raw materials

Raw materials

Preparation Products

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Bakuchiol Suppliers

MedChemexpress LLC
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View Lastest Price from Bakuchiol manufacturers

Sinoway Industrial co., ltd.
Product
Bakuchiol 10309-37-2
Price
US $0.00-0.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
98.5% up / EP
Supply Ability
20 tons
Release date
2024-06-27
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Bakuchiol 10309-37-2
Price
US $100.00-75.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-14
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Bakuchiol 10309-37-2
Price
US $35.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/Week
Release date
2024-05-07

10309-37-2, BakuchiolRelated Search:


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  • 7-dimethyl-1,6-octadienyl)-4-(3-ethenyl-(s-(e))-pheno
  • BACTRIS GASIPAES FRUIT JUICE
  • (S)-Bakuchiol
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  • 4-[(1E,3S)-3-Vinyl-3,7-dimethyl-1,6-octadienyl]phenol
  • 4-[(S,E)-3-Ethenyl-3,7-dimethyl-1,6-octadienyl]phenol
  • Aids046581
  • Aids-046581
  • Phenol, 4-[(1E,3S)-3-ethenyl-3,7-dimethyl-1,6-octadienyl]-
  • BAKUCHIOL(SH)
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  • 4-[(1E,3S)-3-Ethenyl-3,7-dimethyl-1,6-octadien-1-yl]phenol
  • Drupanol
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  • 4-(3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-PHENOL
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