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Bakuchiol

CHF 40.00
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AG-CN2-0495-M0011 mgCHF 40.00
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Product Details
Synonyms S-Bakuchiol; (+)-Bakuchiol; Bakutrol; Drupanol; Sytenol A; UP 256; (S,E)-4-(3,7-Dimethyl-3-vinylocta-1,6-dien-1-yl)phenol
Product Type Chemical
Properties
Formula

C18H24O

MW 256.4
CAS 10309-37-2
Source/Host Chemicals Isolated from Psoralea corylifolia.
Purity Chemicals ≥98% (HPLC)
Appearance Yellow to brownish oil.
Solubility Soluble in DMSO, ethanol or methanol.
Identity Determined by 1H-NMR and MS.
InChi Key LFYJSSARVMHQJB-QIXNEVBVSA-N
Smiles OC1=CC=C(/C=C/[C@](C)(C=C)CC/C=C(C)/C)C=C1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
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Product Specification Sheet
Datasheet Download PDF
Description
    • Antibiotic.
    • Antimicrobial, anti-inflammatory, anticancer and immunosuppressive compound. Shown to have hepatoprotective and hypoglycemic activity.
    • Apoptosis inducer in cancer cells. Sensitizes cancer cells. Induces cell cycle arrest.
    • Antiviral agent. Inhibited influenza A viral infection and growth through activation of Nrf2.
    • Inhibitor of protein tyrosine phosphatase 1B (PTB1B).
    • Antioxidant. Inhibitor of mitochondrial lipid peroxidation.
    • Inhibitor of inducible nitric oxide synthase (iNOS; NOS II) expression via inactivation of NF-κB.
    • DNA polymerase and UDP-glucuronosyltransferase inhibitor.
    • Anti-aging compound with retinol-like effects on gene expression and properties of the skin.
    • Phospholipase A, cyclooxygenase-1 (COX-1) and HIF-1 inhibitor.
    Product References
    1. DNA polymerase and topoisomerase II inhibitors from Psoralea corylifolia: N.J. Sun, et al.; J. Nat. Prod. 61, 362 (1998)
    2. Isolation and antihyperglycemic activity of bakuchiol from Otholobium pubescens (Fabaceae), a Peruvian medicinal plant used for the treatment of diabetes: J.M. Krenisky, et al.; Biol. Pharm. Bull. 22, 1137 (1999)
    3. Inhibition of mitochondrial lipid peroxidation by Bakuchiol, a meroterpene from Psoralea corylifolia: H. Haraguchi, et al.; Planta Med. 66, 569 (2000)
    4. In vitro antimicrobial activities of bakuchiol against oral microorganisms: H. Katsura, et al.; Antimicrob. Agents Chemother. 45, 3009 (2001)
    5. Bakuchiol from Psoralea corylifolia inhibits the expression of inducible nitric oxide synthase gene via the inactivation of nuclear transcription factor-kappaB in RAW 264.7 macrophages: H.O. Pae, et al.; Int. Immunopharmacol. 1, 1849 (2001)
    6. Bakuchiol: a hepatoprotective compound of Psoralea corylifolia on tacrine-induced cytotoxicity in Hep G2 cells: H. Cho, et al.; Planta Med. 67, 750 (2001)
    7. Antioxidative components of Psoralea corylifolia (Leguminosae): H. Haraguchi, et al.; Phytother. Res. 16, 539 (2002)
    8. Preparation and in vitro evaluation of radioiodinated bakuchiol as an anti tumor agent: K. Bapat, et al.; Appl. Radiat. Isot. 62, 389 (2005)
    9. In vitro protein tyrosine phosphatase 1B inhibitory phenols from the seeds of Psoralea corylifolia: Y.C. Kim, et al.; Planta Med. 71, 87 (2005)
    10. Bakuchiol-induced caspase-3-dependent apoptosis occurs through c-Jun NH2-terminal kinase-mediated mitochondrial translocation of Bax in rat liver myofibroblasts: E.J. Park, et al.; Eur. J. Pharmacol. 559, 115 (2007)
    11. Bisbakuchiols A and B, novel dimeric meroterpenoids from Psoralea corylifolia: C.-Z. Wu, et al.; Tetrahedr. Lett. 48, 8861 (2007)
    12. Bakuchiol, an antibacterial component of Psoralidium tenuiflorum: P.J. Hsu, et al.; Nat. Prod. Res. 23, 781 (2009)
    13. Isolation and anti-inflammatory activity of Bakuchiol from Ulmus davidiana var. japonica: S.Y. Choi, et al.; J. Med. Food 13, 1019 (2010)
    14. In vitro evidence for bakuchiol's influence towards drug metabolism through inhibition of UDP-glucuronosyltransferase (UGT) 2B7: Y. Xu, et al.; Afr. Health Sci. 14, 564 (2014)
    15. Bakuchiol: A retinol-like functional compound revealed by gene expression profiling and clinically proven to have anti-aging effects: R.K. Chaudhuri & K. Bojanowski; Int. J. Cosmet. Sci. 36, 221 (2014)
    16. Bakuchiol is a phenolic isoprenoid with novel enantiomer-selective anti-influenza a virus activity involving Nrf2 activation: M. Shoji, et al.; J. Biol. Chem. 290, 28001 (2015)
    17. Bakuchiol sensitizes cancer cells to TRAIL through ROS- and JNK-mediated upregulation of death receptors and downregulation of survival proteins: M.H. Park, et al.; BBRC 473, 586 (2016)
    18. Phytoestrogen Bakuchiol Exhibits In Vitro and In Vivo Anti-breast Cancer Effects by Inducing S Phase Arrest and Apoptosis: L. Li, et al.; Front. Pharmacol. 7,128 (2016)
    19. Bakuchiol suppresses proliferation of skin cancer cells by directly targeting Hck, Blk, and p38 MAP kinase: J.E. Kim, et al.; Oncotarget 7, 14616 (2016)
    20. Identification of UDP-glucuronosyltransferases 1A1, 1A3 and 2B15 as the main contributors to glucuronidation of bakuchiol, a natural biologically active compound: F. Li, et al.; Xenobiotica 47, 369 (2017)
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