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Bakuchiol

CAS No.:
10309-37-2
Catalog Number:
AG0033ST
Molecular Formula:
C18H24O
Molecular Weight:
256.3826
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥95%
1 week
United States
$125
- +
10mg
≥95%
1 week
United States
$186
- +
25mg
≥95%
1 week
United States
$364
- +
50mg
≥95%
1 week
United States
$636
- +
Product Description
Catalog Number:
AG0033ST
Chemical Name:
Bakuchiol
CAS Number:
10309-37-2
Molecular Formula:
C18H24O
Molecular Weight:
256.3826
MDL Number:
MFCD01707441
IUPAC Name:
4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dienyl]phenol
InChI:
InChI=1S/C18H24O/c1-5-18(4,13-6-7-15(2)3)14-12-16-8-10-17(19)11-9-16/h5,7-12,14,19H,1,6,13H2,2-4H3/b14-12+/t18-/m1/s1
InChI Key:
LFYJSSARVMHQJB-QIXNEVBVSA-N
SMILES:
C=C[C@@](/C=C/c1ccc(cc1)O)(CCC=C(C)C)C
EC Number:
685-515-4
UNII:
OT12HJU3AR
NSC Number:
671195
Properties
Complexity:
328  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
1  
Exact Mass:
256.183g/mol
Formal Charge:
0
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
256.389g/mol
Monoisotopic Mass:
256.183g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
20.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.1  
Literature
Title Journal
Bakuchiol sensitizes cancer cells to TRAIL through ROS- and JNK-mediated upregulation of death receptors and downregulation of survival proteins. Biochemical and biophysical research communications 20160429
Bakuchiol augments MyoD activation leading to enhanced myoblast differentiation. Chemico-biological interactions 20160325
Characterization of glutathione conjugates derived from reactive metabolites of bakuchiol. Chemico-biological interactions 20160125
Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine. Bioorganic & medicinal chemistry 20121115
[Metabolic detoxification of bakuchiol is mediated by cytochrome P450 enzymes in human liver microsomes]. Beijing da xue xue bao. Yi xue ban = Journal of Peking University. Health sciences 20120618
Phenolic compounds isolated from Psoralea corylifolia inhibit IL-6-induced STAT3 activation. Planta medica 20120601
Bakuchiol derivatives as novel and potent cytotoxic agents: a report. European journal of medicinal chemistry 20120301
Estrogenic activities of Psoralea corylifolia L. seed extracts and main constituents. Phytomedicine : international journal of phytotherapy and phytopharmacology 20110315
Anti-tumor effects of bakuchiol, an analogue of resveratrol, on human lung adenocarcinoma A549 cell line. European journal of pharmacology 20100925
Isolation and anti-inflammatory activity of Bakuchiol from Ulmus davidiana var. japonica. Journal of medicinal food 20100801
Novel bisstyryl derivatives of bakuchiol: targeting oral cavity pathogens. European journal of medicinal chemistry 20100701
In vivo pharmacokinetics of bakuchiol after oral administration of bakuchiol extraction in rat plasma. Journal of ethnopharmacology 20100421
[Vitro antitumor activity and synthesis of the key intermediate of bakuchiol]. Yao xue xue bao = Acta pharmaceutica Sinica 20100401
Targeting tumor proteasome with traditional Chinese medicine. Current drug discovery technologies 20100301
Inhibitory effects of bakuchiol, bavachin, and isobavachalcone isolated from Piper longum on melanin production in B16 mouse melanoma cells. Bioscience, biotechnology, and biochemistry 20100101
Two antifungal components isolated from Fructus Psoraleae and Folium Eucalypti Globuli by bioassay-guided purification. The American journal of Chinese medicine 20100101
Ethanol extract of Psoralea corylifolia L. and its main constituent, bakuchiol, reduce bone loss in ovariectomised Sprague-Dawley rats. The British journal of nutrition 20090401
Bakuchiol, an antibacterial component of Psoralidium tenuiflorum. Natural product research 20090101
Bakuchiol analogs inhibit monoamine transporters and regulate monoaminergic functions. Biochemical pharmacology 20080501
Chemical fingerprint and quantitative analysis of fructus psoraleae by high-performance liquid chromatography. Journal of separation science 20070401
Bakuchiol-induced caspase-3-dependent apoptosis occurs through c-Jun NH2-terminal kinase-mediated mitochondrial translocation of Bax in rat liver myofibroblasts. European journal of pharmacology 20070322
[Studies on chemical constituents in rhizome of Elaeagnus bockii I]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060601
Protective effect of (S)-bakuchiol from Psoralea corylifolia on rat liver injury in vitro and in vivo. Planta medica 20050601
Antioxidant activity of bakuchiol: experimental evidences and theoretical treatments on the possible involvement of the terpenoid chain. Chemical research in toxicology 20030901
[Constituent of natural food additive hokosshi extract and an analytical method for the additive in foods]. Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20021201
Antioxidative components of Psoralea corylifolia (Leguminosae). Phytotherapy research : PTR 20020901
The evaluation of forty-three plant species for in vitro antimycobacterial activities; isolation of active constituents from Psoralea corylifolia and Sanguinaria canadensis. Journal of ethnopharmacology 20020101
Bakuchiol: a hepatoprotective compound of Psoralea corylifolia on tacrine-induced cytotoxicity in Hep G2 cells. Planta medica 20011101
Properties