| Identification | Back Directory | [Name]
4-(3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-PHENOL | [CAS]
10309-37-2 | [Synonyms]
UP 256
Drupanol
BAKUCHIOL
BAKUCHIOL
Aids046581
Backuchiol
Aids-046581
98%Bakuchiol
(+)-Bakuchiol
Bakuchiol 98%
BAKUCHIOL(SH)
BAKUCHIOL(RG)
(S)-Bakuchiol
Psoralen phenol
Bakuchiol powder
98% pure Bakuchiol
Cullen corylifolium
BACTRIS GASIPAES FRUIT JUICE
Bakuchiol ((S)-(+)-Bakuchiol)
Nano Liposomal (S)-(+)-Bakuchiol
Bakuchiol, 98%, from Psoralea corylifolia L.
4-(3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-PHENOL
4-(3,7-Dimethyl-3-vinylocta-1,6-dien-1-yl)phenol
Nano-Liposomal BAKUCHIOL, Water-Soluble BAKUCHIOL
(S,E)-4-(3,7-dimethyl-3-vinylocta-1,6-dienyl)phenol
7-dimethyl-1,6-octadienyl)-4-(3-ethenyl-(s-(e))-pheno
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
P-(3,7-DIMETHYL-3-VINYLOCTA-TRANS-1,6-DIMETHYL) PHENOL
(1e 3s)-3-enthenyl-3 7-dimethyl octa-1 6-dienyl]phenol
(S,E)-4-(3,7-dimethyl-3-vinylocta-1,6-dien-1-yl)phenol
4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dienyl]phenol
4-[(1E,3S)-3-ethenyl-3,7-diMethyl-1,6-octadienyl]-Phenol
4-[(1E,3S)-3,7-Dimethyl-3-vinyl-1,6-octadien-1-yl]phenol
4-[(1E,3S)-3-Ethenyl-3,7-dimethyl-1,6-octadien-1-yl]phenol
Phenol, 4-[(1E,3S)-3-ethenyl-3,7-dimethyl-1,6-octadienyl]-
TIANFU CHEM 4-(3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-PHENOL
Phenol, 4-[(1E,3S)-3-ethenyl-3,7-dimethyl-1,6-octadien-1-yl]- | [EINECS(EC#)]
685-515-4 | [Molecular Formula]
C18H24O | [MDL Number]
MFCD01707441 | [MOL File]
10309-37-2.mol | [Molecular Weight]
256.38 |
| Chemical Properties | Back Directory | [Boiling point ]
391℃ | [density ]
0.963 | [vapor pressure ]
0Pa at 25℃ | [refractive index ]
1.4500 (estimate) | [Fp ]
177℃ | [storage temp. ]
-20°C | [solubility ]
Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 20 mg/ml) | [form ]
neat | [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℃ |
| Hazard Information | Back Directory | [Description]
Bakuchiol (10309-37-2) is a natural terpenoid antioxidant.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.4 | [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]
Inhibitor of protein tyrosine phosphatase 1B (PTB1B). Antioxidant. Inhibitor of mitochondrial lipid peroxidation. Inhibitor of inducible nitric oxide synthase (iNOS; NOS II) expression. DNA polymerase inhibitor. Shows antimicrobial and cytotoxic activity. | [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 |
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