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(+)-Bakuchiol

(+)-Bakuchiol structure

(+)-Bakuchiol 

structure
  • CAS No:

    10309-37-2

  • Formula:

    C18H24O

  • Chemical Name:

    (+)-Bakuchiol

  • 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

  • Categories:

    Cosmetic Ingredient  >  Antioxidant Ingredient

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).

(+)-Bakuchiol Basic Attributes

256.38

256.38

685-515-4

OT12HJU3AR

671195

2907199090

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

Toxicity

moderately toxic

Drug Information

bakuchiol

(+)-Bakuchiol Use and Manufacturing

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.

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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