Structure of Bakuchiol
CAS No.: 10309-37-2
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Bakuchiol is a natural product isolated and purified from the bark of Psoralea corylifolia with anti-tumor, anti-helmenthic, anti-bacterial and cytotoxic activities.
Synonyms: (S)-(+)-Bakuchiol
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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Banse, Stephen A ; Coleman-Hulbert, Anna L ; Sedore, Christine A ; Johnson, Erik ; Lithgow, Gordon J ; Driscoll, Monica , et al.
Abstract: The Caenorhabditis Intervention Testing Program recently characterized the longevity-promoting effects of the vitamin A derivative all-trans retinoic acid (atRA). Here, we test two atRA-related compounds, tamibarotene and bakuchiol, for longevity effects in three strains of Caenorhabditis species. Both tamibarotene, a potent RAR agonist, and bakuchiol, a meroterpene derived from Psoralea corylifolia, showed no significant increase in lifespan across a dosage range of six concentrations. Additionally, bakuchiol was broadly toxic at higher doses. These findings highlight the specificity of atRA's longevity effects and suggest that compounds related to atRA may not universally promote lifespan extension.
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CAS No. : | 10309-37-2 |
Formula : | C18H24O |
M.W : | 256.38 |
SMILES Code : | OC1=CC=C(/C=C/[C@](C)(C=C)CC/C=C(C)\C)C=C1 |
Synonyms : |
(S)-(+)-Bakuchiol
|
InChI Key : | LFYJSSARVMHQJB-QIXNEVBVSA-N |
Pubchem ID : | 5468522 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H332-H335 |
Precautionary Statements: | P261-P280-P305+P351+P338 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
MCF-7 cells | 40 μM | 24 hr | BKC inhibited DNA replication and activated the checkpoint kinase CHK1 | Elife. 2025 Jan 31;13:RP104718. |
BJ cells | 40 μM | 24 hr | BKC reduced fork speed | Elife. 2025 Jan 31;13:RP104718. |
Rat chondrocytes | 10 and 20 µmol/L | 24 and 48 h | To evaluate the effect of Bakuchiol on chondrocyte proliferation. Results showed that 10 and 20 µmol/L Bakuchiol significantly promoted chondrocyte proliferation. | Cell Prolif. 2019 Sep;52(5):e12666 |
Pseudomonas aeruginosa PAO1 (pqsA reporter strain) | 10-100 µg/mL | Concentration-dependent inhibition of pqsA expression, IC50 of 43.64 µg/mL | Int J Mol Sci. 2024 Dec 30;26(1):243 | |
Pseudomonas aeruginosa PAO1 | 100 µg/mL | Inhibits the pqs system without affecting bacterial growth | Int J Mol Sci. 2024 Dec 30;26(1):243 | |
CD44+/CD24-/low BCSCs | 4 or 7 mg/mL | 4 days | Bakuchiol inhibited mammosphere formation in CD44+/CD24-/low BCSCs, reduced ALDH activity, induced apoptosis, suppressed mitochondrial membrane potential, and upregulated the expression of pro-apoptotic genes BNIP3 and DAPK2. | Front Pharmacol. 2017 Oct 18;8:746 |
MCF-7 cells | 4 or 7 mg/mL | 7 days | Bakuchiol inhibited mammosphere formation in MCF-7 cells, with treated groups showing smaller, looser, and less spherical mammospheres. | Front Pharmacol. 2017 Oct 18;8:746 |
Chinese hamster ovary (CHO-K1) cells | 20 or 50 μM | To assess the effect of bakuchiol on influenza A virus M2 ion channel activity. Results showed that ( /H11001)-(S)-bakuchiol did not significantly inhibit M2 ion channel activity. | J Biol Chem. 2015 Nov 13;290(46):28001-17 | |
Madin-Darby canine kidney (MDCK) cells | 0.8–100 μM | 4 days | To evaluate the anti-influenza virus activity of bakuchiol, the effect on the survival of influenza A virus-infected MDCK cells was examined. Results showed that ( /H11001)-(S)-bakuchiol at 3.1–50 μM significantly increased the survival of MDCK cells infected with A/PR/8/34 or A/CA/7/09, while ( /H11002)-(R)-bakuchiol had weaker effects. | J Biol Chem. 2015 Nov 13;290(46):28001-17 |
S. mutans JCM 5175 (adherent cells) | 100 μg/ml | 5 min | To evaluate the antimicrobial activity of Bakuchiol against adherent S. mutans JCM 5175 on glass surfaces. Results showed that Bakuchiol significantly inhibited the growth of adherent cells and the synthesis of water-insoluble glucan, and slowed the decrease in pH. | Antimicrob Agents Chemother. 2001 Nov;45(11):3009-13 |
Streptococcus mutans JCM 5175 | 0, 1.0, 5.0, 10, 20 μg/ml | 24 h | To evaluate the antimicrobial activity of Bakuchiol against S. mutans JCM 5175. Results showed that Bakuchiol inhibited the growth of S. mutans JCM 5175 in a concentration-dependent manner, and 20 μg/ml of Bakuchiol completely prevented its growth. | Antimicrob Agents Chemother. 2001 Nov;45(11):3009-13 |
In Vivo:
Species
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Animal Model
|
Administration | Dosage | Frequency | Description | References |
NOD/SCID mice | MCF-7/Luc xenograft model | Intraperitoneal injection | 5 mg/kg | Three times per week for 3 weeks | BKC significantly inhibited tumor growth and extended survival | Elife. 2025 Jan 31;13:RP104718. |
Sprague-Dawley rats | Knee articular cartilage defect model | Local implantation | 100 µmol/L | 1 and 2 weeks | To evaluate the effect of Bakuchiol on the regeneration of knee articular cartilage defects. Results showed that Bakuchiol significantly promoted cartilage regeneration and repair. | Cell Prolif. 2019 Sep;52(5):e12666 |
ICR mice | LPS-induced neuroinflammation model | Oral | 2.5 or 5 mg/kg | Once daily for 5 days | To evaluate the effect of bakuchiol on LPS-induced neuroinflammation, results showed bakuchiol reduced microglial activation in the hippocampus and cortex and suppressed TNF-α and IL-6 production in serum. | Int J Mol Sci. 2019 Jul 22;20(14):3574 |
Zebrafish | Zebrafish xenograft model | Water bath exposure | 0.5 or 1 mg/mL | 7 days | Bakuchiol inhibited MCF-7 cell metastasis in zebrafish embryos, dose-dependently increasing the percentage of embryos without metastasis and decreasing the number of fluorescent particles. | Front Pharmacol. 2017 Oct 18;8:746 |
C57BL/6J male mice | Subarachnoid hemorrhage (SAH) model | Oral gavage | 50 mg/kg/day | Seven consecutive days | Bakuchiol attenuates oxidative stress, apoptosis, and BBB disruption after SAH by regulating Trx1/TXNIP expression and AMPK phosphorylation, improving survival rate and neurological function. | Front Pharmacol. 2020 May 15;11:712 |
Zebrafish (Danio rerio) | Zebrafish xenograft model | Water exposure | 0.5 μg/ml | Continuous for 72 hours | Bakuchiol significantly reduced the MCF-7 cell mass in zebrafish xenografts. | Front Pharmacol. 2016 May 24;7:128 |
Tags: Bakuchiol | (S)-(+)-Bakuchiol | p38 MAPK | Autophagy | inhibitor | 10309-37-2 |
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