(+)-Bakuchiol
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(+)-Bakuchiol
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CAS No:
10309-37-2
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Formula:
C18H24O
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Chemical Name:
(+)-Bakuchiol
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Synonyms:
Phenol,4-[(1E,3S)-3-ethenyl-3,7-dimethyl-1,6-octadien-1-yl]-;Phenol,4-(3-ethenyl-3,7-dimethyl-1,6-octadienyl)-,[S-(E)]-;Bakuchiol;Phenol,4-[(1E,3S)-3-ethenyl-3,7-dimethyl-1,6-octadienyl]-;4-[(1E,3S)-3-Ethenyl-3,7-dimethyl-1,6-octadien-1-yl]phenol;Drupanol;(+)-Bakuchiol;(S)-(+)-Bakuchiol;UP 256;(S)-Bakuchiol;Bakutrol;Sytenol A;1408-17-9
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CAS No:
Description
Bakuchiol is a phytoestrogen isolated from the seeds of Psoralea corylifolia L; has anti-tumor effects.IC50 value:Target:in vitro: Bakuchiol reduced mitochondrial membrane potential (Psim) of cells in a concentration- and time-dependent manner, showing a more potent effect than that of resveratrol. S phase arrest, caspase 9/3 activaton, p53 and Bax up-regulation, as well as Bcl-2 down-regulation were observed in bakuchiol-treated A549 cells [1]. UGT2B7 was inhibited by the strongest inte
Bakuchiol is under investigation in clinical trial NCT03112863 (Comparison of the Cosmetic Effects of Bakuchiol and Retinol).
Characteristics
20.23000
5.34410
0.963
145-147 °C @ Press: 0.7 Torr
177℃
1.4500 (estimate)
-20°C
1.1E-06mmHg at 25°C
Oral-mouse LD50: 2560 mg/kg; intraperitoneal-mouse LD50; 94 mg/kg
Flammable; burning produces irritating fumes
Safety Information
NONH for all modes of transport
3
SL3785000
Ventilated, low temperature and dry
Not Classified
(+)-Bakuchiol Use and Manufacturing
(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.
Cosmetics -> Antimicrobial
Computed Properties
Molecular Weight:256.4
XLogP3:6.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:6
Exact Mass:256.182715385
Monoisotopic Mass:256.182715385
Topological Polar Surface Area:20.2
Heavy Atom Count:19
Complexity:328
Defined Atom Stereocenter Count:1
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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