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Bakuchiol

Bakuchiol Structure
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;BAKUCHIOL(SH)
CBNumber:
CB4365255
Molecular Formula:
C18H24O
Molecular Weight:
256.38
MOL File:
10309-37-2.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:09

Bakuchiol Properties

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℃

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
WGK Germany  3
RTECS  SL3785000
Toxicity LD50 orl-mus: 2560 mg/kg MZHUDX 42,646,80

Bakuchiol price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SMB00604 Bakuchiol ≥95% 10309-37-2 20MG ₹28772.85 2022-06-14 Buy
Sigma-Aldrich(India) 68612 Bakuchiol analytical standard 10309-37-2 10MG ₹21379.38 2022-06-14 Buy
Product number Packaging Price Buy
SMB00604 20MG ₹28772.85 Buy
68612 10MG ₹21379.38 Buy

Bakuchiol Chemical Properties,Uses,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.

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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P-(3,7-DIMETHYL-3-VINYLOCTA-TRANS-1,6-DIMETHYL) PHENOL 7-dimethyl-1,6-octadienyl)-4-(3-ethenyl-(s-(e))-pheno BACTRIS GASIPAES FRUIT JUICE (S)-Bakuchiol 4-[(1E,3S)-3,7-Dimethyl-3-vinyl-1,6-octadienyl]phenol 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) (S,E)-4-(3,7-dimethyl-3-vinylocta-1,6-dienyl)phenol 4-[(1E,3S)-3-Ethenyl-3,7-dimethyl-1,6-octadien-1-yl]phenol UP 256 4-(3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-PHENOL BAKUCHIOL(RG) 4-[(1E,3S)-3-ethenyl-3,7-diMethyl-1,6-octadienyl]-Phenol 4-(3,7-Dimethyl-3-vinylocta-1,6-dien-1-yl)phenol 4-[(1E,3S)-3,7-Dimethyl-3-vinyl-1,6-octadien-1-yl]phenol 4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dienyl]phenol Nano Liposomal (S)-(+)-Bakuchiol Bakuchiol 98% Bakuchiol, 98%, from Psoralea corylifolia L. Bakuchiol powder Bakuchiol ((S)-(+)-Bakuchiol) Phenol, 4-[(1E,3S)-3-ethenyl-3,7-dimethyl-1,6-octadien-1-yl]- 98% pure Bakuchiol 98%Bakuchiol (+)-Bakuchiol (1e 3s)-3-enthenyl-3 7-dimethyl octa-1 6-dienyl]phenol TIANFU CHEM 4-(3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-PHENOL BAKUCHIOL Drupanol Backuchiol (S,E)-4-(3,7-dimethyl-3-vinylocta-1,6-dien-1-yl)phenol Nano-Liposomal BAKUCHIOL, Water-Soluble BAKUCHIOL BAKUCHIOL Cullen corylifolium Psoralen phenol 10309-37-2 10309-27-2 chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract