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MedKoo Cat#: 561308 | Name: Xanthohumol
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Xanthohumol is under basic research for its potential chemopreventive and anti-restenotic properties. Xanthohumol shows anti mutagenic activity against mutations induced by the food borne mutagen 2-amino-3-methylimidazo[4,5-f]quinoline (IQ). The mechanism is possibly related to the inhibition of the metabolic activation of IQ by human cytochrome P450 1A2 (CYP1A2) and the binding of IQ metabolites to DNA and proteins.

Chemical Structure

Xanthohumol
Xanthohumol
CAS#6754-58-1

Theoretical Analysis

MedKoo Cat#: 561308

Name: Xanthohumol

CAS#: 6754-58-1

Chemical Formula: C21H22O5

Exact Mass: 354.1467

Molecular Weight: 354.40

Elemental Analysis: C, 71.17; H, 6.26; O, 22.57

Price and Availability

Size Price Availability Quantity
10mg USD 125.00 Ready to ship
25mg USD 250.00 Ready to ship
50mg USD 450.00 Ready to ship
100mg USD 750.00 Ready to ship
200mg USD 1,250.00 Ready to ship
500mg USD 2,450.00 Ready to ship
1g USD 3,650.00 Ready to ship
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Related CAS #
No Data
Synonym
Xanthohumol;
IUPAC/Chemical Name
(E)-1-[2,4-Dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
InChi Key
ORXQGKIUCDPEAJ-YRNVUSSQSA-N
InChi Code
InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+
SMILES Code
O=C(C1=C(OC)C=C(O)C(C/C=C(C)\C)=C1O)/C=C/C2=CC=C(O)C=C2
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Biological target:
COX1, COX2, HSV-1, HSV-2
In vitro activity:
Thymol treatment reduced the viability of F. nucleatum and P. gingivalis. The presence of these vegetable extracts during the development of a dynamic in vitro multispecies biofilm model inhibited the filamentous growth of C. albicans, partially reversing the effect that the fungus exerted on the structure, size and vitality of periodontopathogenic bacteria. Reference: Bravo E, Arce M, Herrera D, Sanz M. The Effect of Xanthohumol and Thymol on Candida albicans Filamentation and Its Impact on the Structure, Size, and Cell Viability of Biofilms Developed over Implant Surfaces. Cells. 2024 Nov 13;13(22):1877. doi: 10.3390/cells13221877. PMID: 39594625; PMCID: PMC11593281.
In vivo activity:
XN significantly reduced adenocarcinoma formation and inflammation in vivo while decreasing IKKβ and NF-κB signaling in both models. XN binds to the C179 residue of IKKβ, inhibiting its activity. Additionally, our findings highlight KEAP1's role as an upstream regulator of IKKβ degradation. XN specifically interacts with the C288 residue of KEAP1, showing triple-binding affinity with IKKβ and KEAP1. Reference: Han YM, Yun SM, Lee DY, Song MY, Lee SW, Son WS, Yoo JH, Lim C, Kim SH, Kim EH. Targeting KEAP1-mediated IKKβ degradation strategy for colitis-associated colorectal carcinogenesis: The potential of xanthohumol. Biomed Pharmacother. 2025 Feb 1;184:117879. doi: 10.1016/j.biopha.2025.117879. Epub ahead of print. PMID: 39893852.
Solvent mg/mL mM
Solubility
DMSO 83.3 235.13
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 354.40 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
Niederau C, Tolba RH, Jankowski J, Marx N, Wolf M, Craveiro RB. Xanthohumol: Anti-Inflammatory Effects in Mechanically Stimulated Periodontal Ligament Stem Cells. Biomedicines. 2024 Nov 25;12(12):2688. doi: 10.3390/biomedicines12122688. PMID: 39767595; PMCID: PMC11727643. Bravo E, Arce M, Herrera D, Sanz M. The Effect of Xanthohumol and Thymol on Candida albicans Filamentation and Its Impact on the Structure, Size, and Cell Viability of Biofilms Developed over Implant Surfaces. Cells. 2024 Nov 13;13(22):1877. doi: 10.3390/cells13221877. PMID: 39594625; PMCID: PMC11593281.
In vivo protocol:
Han YM, Yun SM, Lee DY, Song MY, Lee SW, Son WS, Yoo JH, Lim C, Kim SH, Kim EH. Targeting KEAP1-mediated IKKβ degradation strategy for colitis-associated colorectal carcinogenesis: The potential of xanthohumol. Biomed Pharmacother. 2025 Feb 1;184:117879. doi: 10.1016/j.biopha.2025.117879. Epub ahead of print. PMID: 39893852. Zhang Y, Pan R, Shou Z, Zhao Y. Xanthohumol attenuates TXNIP-mediated renal tubular injury in vitro and in vivo diabetic models. J Nat Med. 2025 Jan 3. doi: 10.1007/s11418-024-01863-6. Epub ahead of print. PMID: 39752106.
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