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10309-37-2 | 4-(3,7-Dimethyl-3-vinylocta-1,6-dien-1-yl)phenol
CAS No: 10309-37-2 Catalog No: AG0033ST MDL No:MFCD01707441
Product Description
Catalog Number:
AG0033ST
Chemical Name:
4-(3,7-Dimethyl-3-vinylocta-1,6-dien-1-yl)phenol
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 |
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