Bakuchiol

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For Research Use Only.

Size	Price	Stock
100 mg	$199	In stock
1 g	$399	In stock
10 g	$999	In stock

Category

Phenols

Cat.No.

NP4619

CAS

10309-37-2

Product Name

Bakuchiol

Structure

Product Details

Description

Bakuchiol is a phytoestrogen isolated from the seeds of Psoralea corylifolia L with anti-tumor, antioxidant, and antibacterial effects. Bakuchiol has a retinol-like effect on skin gene expression and properties. Bakuchiol inhibits DNA polymerase and UDP-glucuronosyltransferase 2B7 (IC50 = 41 µM). Bakuchiol has hypoglycemic, hypolipidemic, anti-inflammatory, anti-wrinkle, soothing and liver protective, anticancer, antidepressant, and estrogen-like effects.

Synonyms

Drupanol; Chiba; NSC-671195; NSC671195; NSC 671195; UP-256; UP256; UP 256; W1975; W 1975; W-1975; 4-[(1E,3S)-3-Ethenyl-3,7-dimethyl-1,6-octadien-1-yl]phenol; Phenol, 4-(3-ethenyl-3,7-dimethyl-1,6-octadienyl)-, [S-(E)]-; Phenol, 4-[(1E,3S)-3-ethenyl-3,7-dimethyl-1,6-octadienyl]-; (+)-Bakuchiol; (S)-(+)-Bakuchiol; (S)-Bakuchiol; Bakutrol; Neuvachiol; Sytenol A

IUPAC Name

4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dienyl]phenol

Molecular Weight

256.38

Molecular Formula

C18H24O

Canonical SMILES

CC(=CCCC(C)(C=C)C=CC1=CC=C(C=C1)O)C

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

InChIKey

LFYJSSARVMHQJB-QIXNEVBVSA-N

Boiling Point

145-147°C at 0.7 Torr

Flash Point

177 °C

Purity

98%

Density

0.963±0.06 g/cm3

Solubility

Soluble in DMSO, Ethanol

Appearance

Light yellow oily liquid

Application

antioxidant

Storage

2-8 °C

BRN

3611720

Color

Oil

EINECS

685-515-4

Form

Neat

pKa

10.10±0.26(Predicted)

Refractive Index

1.4500 (estimate)

RTECS

SL3785000

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.

Toxicity

LD50 orl-mus: 2560 mg/kg MZHUDX 42,646,80

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.

Water Solubility

H2O : < 0.1 mg/mL (insoluble)

WGK Germany

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