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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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X139169-5mg
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5mg |
2
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$59.90
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X139169-10mg
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10mg |
2
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$89.90
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X139169-25mg
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25mg |
2
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$189.90
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X139169-100mg
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100mg |
3
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$599.90
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X139169-250mg
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250mg |
3
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$649.90
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X139169-1g
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1g |
3
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$1,799.90
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p97 ATPase (VCP) inhibitor
| Synonyms | MFCD00210576 | DTXSID00893171 | Xanthohumol, primary pharmaceutical reference standard | (2E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one | AKOS040762512 | 2-Propen-1-one, 1-[2,4-dihydroxy-6-methoxy-3-(3- |
|---|---|
| Specifications & Purity | ≥97%(HPLC) |
| Biochemical and Physiological Mechanisms | p97 ATPase (VCP) inhibitor. Binds to the N domain of p97, impairing autophagosome function and maturation. Inhibits proliferation and induces apoptosis in a variety of human cancer cell lines. Also inhibits DGAT in rat liver microsomes (IC50= 50.3μM). |
| Storage Temp | Store at 2-8°C,Protected from light,Argon charged |
| Shipped In |
Wet ice This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
Xanthohumol, also known as 2', 4, 4'-trihydroxy-6'-methoxy-3'-prenylchalcone or desmethylxanthohumol, is a member of the class of compounds known as 3-prenylated chalcones. It inhibits COX-1 and COX-2 activity and shows chemopreventive effects. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Linear 1,3-diarylpropanoids |
| Subclass | Chalcones and dihydrochalcones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 3-prenylated chalcones |
| Alternative Parents | 2'-Hydroxychalcones Cinnamylphenols Hydroxycinnamic acids and derivatives Methoxyphenols Styrenes Resorcinols Phenoxy compounds Anisoles Methoxybenzenes Aryl ketones Benzoyl derivatives 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Vinylogous acids Acryloyl compounds Enones Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | 3-prenylated chalcone - 2'-hydroxychalcone - Cinnamylphenol - Hydroxycinnamic acid or derivatives - Methoxyphenol - Phenoxy compound - Phenol ether - Resorcinol - Styrene - Aryl ketone - Anisole - Methoxybenzene - Benzoyl - Phenol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Benzenoid - Monocyclic benzene moiety - Acryloyl-group - Vinylogous acid - Enone - Alpha,beta-unsaturated ketone - Ketone - Ether - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position. |
| External Descriptors | Chalcones and dihydrochalcones |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| Pubchem Sid | 504759669 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504759669 |
| IUPAC Name | (E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one |
| INCHI | 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+ |
| InChIKey | ORXQGKIUCDPEAJ-YRNVUSSQSA-N |
| Smiles | CC(=CCC1=C(C(=C(C=C1O)OC)C(=O)C=CC2=CC=C(C=C2)O)O)C |
| Isomeric SMILES | CC(=CCC1=C(C(=C(C=C1O)OC)C(=O)/C=C/C2=CC=C(C=C2)O)O)C |
| WGK Germany | 3 |
| PubChem CID | 639665 |
| Molecular Weight | 354.4 |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | May 07, 2025 | X139169 | |
| Certificate of Analysis | Mar 04, 2025 | X139169 | |
| Certificate of Analysis | Jun 06, 2024 | X139169 | |
| Certificate of Analysis | Jun 06, 2024 | X139169 | |
| Certificate of Analysis | Jun 06, 2024 | X139169 | |
| Certificate of Analysis | Jun 06, 2024 | X139169 | |
| Certificate of Analysis | Jun 06, 2024 | X139169 | |
| Certificate of Analysis | Apr 07, 2024 | X139169 | |
| Certificate of Analysis | Apr 07, 2024 | X139169 | |
| Certificate of Analysis | Apr 07, 2024 | X139169 | |
| Certificate of Analysis | Nov 16, 2023 | X139169 | |
| Certificate of Analysis | Mar 17, 2023 | X139169 | |
| Certificate of Analysis | Jul 11, 2022 | X139169 | |
| Certificate of Analysis | Jun 09, 2022 | X139169 |
| Solubility | Solvent:DMSO, Max Conc. mg/mL: 35.44, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 35.44, Max Conc. mM: 100 |
|---|---|
| Sensitivity | Light Sensitive,Air Sensitive,Heat Sensitive |
| Melt Point(°C) | 159 °C |
| Molecular Weight | 354.400 g/mol |
| XLogP3 | 5.100 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 6 |
| Exact Mass | 354.147 Da |
| Monoisotopic Mass | 354.147 Da |
| Topological Polar Surface Area | 87.000 Ų |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Complexity | 514.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
Starting at $69.90
| 1. Fa-Li Zhang, Liu Yang, Wei-Hao He, Ling-Jun Xie, Fei Yang, Ying-Hui Wang, Ai-Guo Huang. (2023) In vivo antibacterial activity of medicinal plant Sophora flavescens against Streptococcus agalactiae infection. JOURNAL OF FISH DISEASES, 46 (9): (977-986). |
| 2. Wei Liu, Xiao Chen, Chen Yang, Zequn Lin, Xinfeng Huang, Zhen Zhang, Jianjun Liu. (2025) Preventive effects of xanthohumol in APP/PS1 mice based on multi-omics atlas. BRAIN RESEARCH BULLETIN, 224 (111316). |
| 3. Liu Wei, Chen Xiao, Zhao Jing, Yang Chen, Huang Guanqin, Zhang Zhen, Liu Jianjun. (2024) Protective signature of xanthohumol on cognitive function of APP/PS1 mice: a urine metabolomics approach by age. Frontiers in Pharmacology, 15 |
| 4. Yan Gao, Zilin Song, Wenxin Gan, Xue Zou, Yaning Bai, Xiuli Zhao, Dawei Chen, Mingxi Qiao. (2025) Selective and iron-independent ferroptosis in cancer cells induced by manipulation of mitochondrial fatty acid oxidation. BIOMATERIALS, 320 (123259). |
| 5. Han Ning, Li Jie, Li Yangyang, Zhao Feiei, Wang Jun, Ye Peiyu, Zeng Zhenling. (2025) Xanthohumol ameliorates dextran sodium sulfate-induced colitis in mice by inhibiting of NF-κB signaling pathways and modulating intestinal microbiota. EUROPEAN JOURNAL OF NUTRITION, 64 (1): (1-13). |