Bakuchiol

Product Name: Bakuchiol
CAS No.: 10309-37-2
Chemical Name: Bakuchiol
Synonyms: BAKUCHIOL;Backuchiol;Drupanol;(S,E)-4-(3,7-dimethyl-3-vinylocta-1,6-dien-1-yl)phenol;UP 256;Aids046581;Aids-046581;98%Bakuchiol;Psoralenolum;(S)-Bakuchiol
CBNumber: CB4365255
Molecular Formula: C18H24O
Formula Weight: 256.38
MOL File: 10309-37-2.mol

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Bakuchiol Property

Boiling point:: 391℃
Density: 0.963
vapor pressure: 0Pa at 25℃
refractive index: 1.4500 (estimate)
Flash point:: 177℃
storage temp.: Inert atmosphere,Store in freezer, under -20°C
solubility: Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 20 mg/ml)
pka: 10.10±0.26(Predicted)
form: Liquid
color: Oil
optical activity: [α]/D +24.0 to +30.0°, c = 0.1 in chloroform
BRN: 3611720
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.
InChIKey: LFYJSSARVMHQJB-WYMLVPIESA-N
LogP: 5.09 at 20℃ and pH6.31
Surface tension: 43.92mN/m at 1g/L and 20℃

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Safety

WGK Germany: 3
RTECS: SL3785000
Toxicity: LD50 orl-mus: 2560 mg/kg MZHUDX 42,646,80

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SMB00604
Product name: Bakuchiol
Purity: ≥95%
Packaging: 20mg
Price: $322
Updated: 2025/07/31

Sigma-Aldrich

Product number: 68612
Product name: Bakuchiol
Purity: analytical standard
Packaging: 10mg
Price: $262
Updated: 2022/05/15

TCI Chemical

Product number: B5700
Product name: Bakuchiol
Packaging: 250MG
Price: $246
Updated: 2025/07/31

Cayman Chemical

Product number: 11684
Product name: Bakuchiol
Purity: ≥95%
Packaging: 5mg
Price: $53
Updated: 2024/03/01

Cayman Chemical

Product number: 11684
Product name: Bakuchiol
Purity: ≥95%
Packaging: 10mg
Price: $98
Updated: 2024/03/01

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Bakuchiol Chemical Properties,Usage,Production

Description

Bakuchiol (10309-37-2) is a natural terpenoid antioxidant.It has the follow effects: 1.Inhibits oxidative stress-induced decrease in mitochondrial membrane potential and associated release of pro-apoptotic factors.2.Protects against acute lung injury.3.Displays neuroprotective and anti-inflammatory effects.

Chemical Properties

Bakuchiol (Bakuchiol) is the main component of the volatile oil of the commonly used traditional Chinese medicine Bakuchiol, accounting for more than 60% of its volatile oil, is an isoprenoid-based phenolic terpenoid. It is easily oxidized and has the property of overflowing with water vapor. Soluble in methanol, ethanol, DMSO and other organic solvents, from the seeds of PsoraleacorylifoliaLinn. It is light yellow oily liquid at room temperature, with strong fat solubility.

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.

Biological Activity

Bakuchiol (BAK) has various pharmacological effects such as antioxidant, anti-aging, anti-inflammatory, antimicrobial, antidiabetic, cardioprotective, and estrogen-like effects. BAK exhibits antimicrobial activity against oral microorganisms such as Streptococcus mutans. It is also a DNA polymerase inhibitor and showed anti-tumour activity in human lung adenocarcinoma A549 cells. BAK showed hepatoprotective activity in vitro and in vivo against liver injury in rats.

Safety Profile

Poison by intravenous andintraperitoneal routes. Moderately toxic by ingestion.When heated to decomposition it emits acrid smoke andfumes.

Synthesis

17015-63-3

17015-60-0

General procedure for the synthesis of (E)-4-(3,7-dimethyl-3-vinyl-octa-1,6-dien-1-yl)phenol from the compound (CAS: 17015-63-3): to a 5 mL solution of ether (Et2O) containing 151 mg (0.56 mmol) of the raw material, 0.28 mL (0.84 mmol, 3.0 M in Et2O ) of methylmagnesium iodide (MeMgI) ether solution. After completion of the reaction, the solvent was removed under reduced pressure and the residue was heated at 180 °C for 10 min under argon (Ar) protection. After the reaction mixture was cooled to room temperature, the reaction was quenched with 10 mL of saturated aqueous ammonium chloride (NH4Cl). Subsequently, the product was extracted with ethyl acetate (AcOEt, 10 mL x 3). The organic phases were combined, washed with brine and dried over anhydrous sodium sulfate (Na2SO4). The solvent was removed by concentration under reduced pressure and the crude product was purified by column chromatography (eluent: petroleum ether/ethyl acetate = 15:1) to afford psoralen as a colorless oil (129 mg, 90% yield). Thin layer chromatography (TLC) showed an Rf value of 0.53 (Expander: petroleum ether/ethyl acetate = 10:1). The specific optical rotation [α]D27.5 was +24.9 (c 0.98, CHCl3). Nuclear magnetic resonance hydrogen spectrum (1H NMR, 400 MHz, CDCl3) δ: 7.24 (d, J=8.5 Hz, 2H), 6.76 (d, J=8.5 Hz, 2H), 6.25 (d, J=16.2 Hz, 1H), 6.05 (d, J=16.2 Hz, 1H), 5.88 (dd, J=17.2,10.8 Hz, 1H ), 5.11 (t, J=7.1 Hz, 1H), 5.02 (m, 2H), 1.95 (m, 2H), 1.67 (s, 3H), 1.58 (s, 3H), 1.49 (m, 2H), 1.19 (s, 3H). Nuclear magnetic resonance carbon spectrum (13C NMR, 100 MHz, CDCl3) δ: 154.5, 145.9, 135.7, 131.3, 130.7, 127.3, 126.4, 124.7, 115.3, 111.8, 42.4, 41.2, 25.6, 23.2, 23.1, 17.6. electrospray mass spectrometry (ESI- MS): calculated value C18H25O+ [M+H]+: 257.1, measured value: 257.2.

Mode of action

The research found that BAK upregulates the expression of the antiapoptotic molecule Bcl2 and downregulates the expression of the proapoptotic molecules Bax and caspase-3 by activating the silent information regulator 1 (SIRT1) signaling pathway and thereby inhibits mitochondrial damage and ameliorates myocardial IRI. BAK promotes apoptosis in hepatic astrocytes through the caspase-3-dependent pathway and inhibits liver fibrosis. In addition, BAK exerts a protective effect against hepatotoxicity induced by tert-butyl hydroperoxide (tBH), tetrachloromethane (CCl4), and d-galactosamine (D-GalN). BAK (60?mg/kg) treatment significantly reduces edema and pathological changes in lung tissues by inhibiting intense inflammation and exerting protective effects in the lung under sepsis conditions[5-6].

References

1) Adhikari et al. (2007), Physico-chemical studies on the evaluation of the antioxidant activity of herbal extracts and active principles of some Indian medicinal plants; J. Clin. Biochem. Nutr., 40 174
2) Kim et al. (2013), Protective effects of the compounds isolated from the seed of Psoralea corylifolia on oxidative stress-induced retinal damage; Toxicol. Appl. Pharmacol., 269 109
3) Zhang et al. (2017), Bakuchiol protects against acute lung injury in septic mice; Inflammation, 40 351
4) Kim et al. (2016), Quantitative Analysis of Psoralea corylifolia Linne and its Neuroprotective and Anti-Neuroinflammatory Effects in HT22 Hippocampal Cells and BV-2 Microglia; Molecules, 21 E1076
[5] Zhenlong Xin . “Bakuchiol: A newly discovered warrior against organ damage.” Pharmacological research 141 (2019): Pages 208-213.
[6] Jianyu Feng. “Bakuchiol attenuates myocardial ischemia reperfusion injury by maintaining mitochondrial function: the role of silent information regulator 1.” Apoptosis 71 1 (2016): 532–545.

Bakuchiol Preparation Products And Raw materials

Raw materials

Preparation Products

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Bakuchiol Suppliers

Canada 2 China 377 Germany 2 India 5 United Kingdom 2 United States 25 USA 1 Global 414

LoongZe (NanJing) Medicine Chemical Industry CO.,LTD

Tel: 025-58392866-05 17766083849
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Aktin Chemicals, Inc.

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Shanghai Tauto Biotech Co., Ltd.

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Nanjing Spring & Autumn Biological Engineering Co., Ltd.

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Nanjing puyi biotechnology co., LTD

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Chemsigma International Co., Ltd.

Tel: 025-58748998 18951874644
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Wuxi Jingyao Bio-Technology Co., Ltd.

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Xi'an Kono chem co., Ltd.,

Tel: 029-029-86107037-8012-8012 18729555803
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Kono Chem Co.,Ltd

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Shanghai?Medlife?Pharm-Tech?Co.,?Ltd

Tel: 021-59167510 18117107507
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View Lastest Price from Bakuchiol manufacturers

Lianyungang Kaiyu Environmental Tech Co., Ltd.

Product: Bakuchiol 10309-37-2
Price: US $1200.00-1100.00/ton
Min. Order: 1ton
Purity: 99%
Supply Ability: 1000
Release date: 2025-10-30

Watson Biotechnology Co.,Ltd

Product: Bakuchiol 10309-37-2
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 100KG
Release date: 2025-08-15

Anhuyan (Hainan) Biotechnology Co., LTD

Product: Bakuchiol 10309-37-2
Price: US $0.00-0.00/G
Min. Order: 0.1G
Purity: 99.99%
Supply Ability: 200000T
Release date: 2025-06-12

10309-37-2, BakuchiolRelated Search:

PULCHINENOSIDE B4 1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one hydroxysafflor yellow A Epmedin C AURANTIO-OBTUSIN daurisoline baohuoside I Periplocoside ATRACTYLON Psoralen HINOKIFLAVONE Epimedin A Wogonin Bakuchiol BAKUCHIOL,BAKUCHIOL: PHENOL,4-(3-ETHENYL-3,7-DIMETHYL-1,6-OCTADIENYL)-, (E)-()-, 1-((E)-(S)-3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-4-METHOXY-BENZENE 4-(3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-PHENOL, BAKUCHIOL,4-(3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-PHENOL, BAKUCHIOL Bakuchiol 3,5-dinitrobenzoate

BAKUCHIOL

P-(3,7-DIMETHYL-3-VINYLOCTA-TRANS-1,6-DIMETHYL) PHENOL

7-dimethyl-1,6-octadienyl)-4-(3-ethenyl-(s-(e))-pheno

BACTRIS GASIPAES FRUIT JUICE

(S)-Bakuchiol

4-[(1E,3S)-3,7-Dimethyl-3-vinyl-1,6-octadienyl]phenol

4-[(1E,3S)-3-Vinyl-3,7-dimethyl-1,6-octadienyl]phenol

4-[(S,E)-3-Ethenyl-3,7-dimethyl-1,6-octadienyl]phenol

Aids046581

Aids-046581

Phenol, 4-[(1E,3S)-3-ethenyl-3,7-dimethyl-1,6-octadienyl]-

BAKUCHIOL(SH)

(S,E)-4-(3,7-dimethyl-3-vinylocta-1,6-dienyl)phenol

4-[(1E,3S)-3-Ethenyl-3,7-dimethyl-1,6-octadien-1-yl]phenol

Drupanol

UP 256

4-(3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-PHENOL

BAKUCHIOL(RG)

Backuchiol

4-[(1E,3S)-3,7-Dimethyl-3-vinyl-1,6-octadien-1-yl]phenol

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

4-[(1E,3S)-3-ethenyl-3,7-diMethyl-1,6-octadienyl]-Phenol

4-(3,7-Dimethyl-3-vinylocta-1,6-dien-1-yl)phenol

Nano Liposomal (S)-(+)-Bakuchiol

Bakuchiol 98%

Bakuchiol, 98%, from Psoralea corylifolia L.

Bakuchiol powder

Bakuchiol ((S)-(+)-Bakuchiol)

Phenol, 4-[(1E,3S)-3-ethenyl-3,7-dimethyl-1,6-octadien-1-yl]-

98% pure Bakuchiol

98%Bakuchiol

(+)-Bakuchiol

(1e 3s)-3-enthenyl-3 7-dimethyl octa-1 6-dienyl]phenol

(S,E)-4-(3,7-dimethyl-3-vinylocta-1,6-dien-1-yl)phenol

TIANFU CHEM 4-(3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-PHENOL

Nano-Liposomal BAKUCHIOL, Water-Soluble BAKUCHIOL

Cullen corylifolium

Psoralen phenol

4-[(1E,3S)-3,7-dimethyl-3-vinylocta-1,6-dien-1-yl]phenol

Bakuchiol, 10 mM in DMSO

Bakuchiol solution

Bakuchio 99%

Psoralenolum

NanoActive BAKUCHIOL

Nano-Liposomal BAKUCHIOL

Water-Soluble BAKUCHIOL

10309-37-2

10309-27-2

chemical reagent

pharmaceutical intermediate

phytochemical

reference standards from Chinese medicinal herbs (TCM).

standardized herbal extract