xanthohumol C: has antineoplastic activity; isolated from the hops of Humulus lupulus; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
| Flora | Rank | Flora Definition | Family | Family Definition |
|---|---|---|---|---|
| Humulus | genus | A plant genus in the CANNABACEAE family. Best known for the buds of Humulus lupulus L. used in BEER.[MeSH] | Cannabaceae | A plant family of the order Urticales, subclass Hamamelidae, class Magnoliopsida. It is most notable for the members, Cannabis and Hops.[MeSH] |
| ID Source | ID |
|---|---|
| PubMed CID | 10338075 |
| CHEMBL ID | 479351 |
| CHEBI ID | 172576 |
| SCHEMBL ID | 14249680 |
| SCHEMBL ID | 12961704 |
| MeSH ID | M0524475 |
| Synonym |
|---|
| (e)-1-(5-hydroxy-7-methoxy-2,2-dimethylchromen-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one |
| CHEBI:172576 |
| xanthohumol c |
| 6'',6''-dimethylpyrano[2'',3'':4',3']-4,2'-dihydroxy-6'-methoxychalcone |
| LMPK12120297 |
| CHEMBL479351 |
| SCHEMBL14249680 |
| SCHEMBL12961704 |
| bdbm50177001 |
| (e)-1-(5-hydroxy-7-methoxy-2,2-dimethyl-2h-chromen-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one |
| CVMUWVCGBFJJFI-RMKNXTFCSA-N |
| dehydrocycloxanthohumol |
| 189299-05-6 |
| DTXSID901317596 |
| HY-N11769 |
| CS-0834515 |
| Class | Description |
|---|---|
| chalcones | A ketone that is 1,3-diphenylpropenone (benzylideneacetophenone), ArCH=CH(=O)Ar, and its derivatives formed by substitution. |
| [compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Polyunsaturated fatty acid 5-lipoxygenase | Homo sapiens (human) | IC50 (µMol) | 10.0000 | 0.0001 | 1.6847 | 9.3200 | AID1304625; AID1304628 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| arachidonate 5-lipoxygenase activity | Polyunsaturated fatty acid 5-lipoxygenase | Homo sapiens (human) |
| arachidonate 12(S)-lipoxygenase activity | Polyunsaturated fatty acid 5-lipoxygenase | Homo sapiens (human) |
| iron ion binding | Polyunsaturated fatty acid 5-lipoxygenase | Homo sapiens (human) |
| protein binding | Polyunsaturated fatty acid 5-lipoxygenase | Homo sapiens (human) |
| hydrolase activity | Polyunsaturated fatty acid 5-lipoxygenase | Homo sapiens (human) |
| arachidonate 8(S)-lipoxygenase activity | Polyunsaturated fatty acid 5-lipoxygenase | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1304625 | Inhibition of recombinant human 5-LO expressed in Escherichia coli MV1190 cells preincubated for 10 mins followed by addition of arachidonic acid as substrate measured after 10 mins by RP-HPLC method | 2016 | Journal of natural products, Mar-25, Volume: 79, Issue:3 | Humudifucol and Bioactive Prenylated Polyphenols from Hops (Humulus lupulus cv. "Cascade"). |
| AID1304631 | Inhibition of mPGES-1 in microsomes of IL1-beta induced human A549 cells assessed as PGE2 formation by measuring enzyme residual activity at 10 uM preincubated for 15 mins followed by addition of PGH2 as substrate measured after 1 min by RP-HPLC method re | 2016 | Journal of natural products, Mar-25, Volume: 79, Issue:3 | Humudifucol and Bioactive Prenylated Polyphenols from Hops (Humulus lupulus cv. "Cascade"). |
| AID340662 | Antioxidant activity assessed as trolox equivalents at 0.1 to 1 uM by ORAC-fluorescein assay | 2008 | Journal of natural products, Jul, Volume: 71, Issue:7 | Synthesis, cytotoxicity, and antioxidative activity of minor prenylated chalcones from Humulus lupulus. |
| AID1774070 | Neuro-regenerative activity in NMRI mouse MEF cells transfected with human DCX promoter-driven firefly luciferase reporter assessed as induction of neuronal differentiation at 10 uM incubated for 3 days by luciferase reporter gene based luminescence analy | 2021 | Journal of natural products, 10-22, Volume: 84, Issue:10 | Neuroregenerative Potential of Prenyl- and Pyranochalcones: A Structure-Activity Study. |
| AID1304629 | Inhibition of 5-LO in human polymorphonuclear leukocytes assessed as residual activity at 10 uM preincubated for 10 mins followed by addition of arachidonic acid as substrate measured after 10 mins by HPLC method relative to control | 2016 | Journal of natural products, Mar-25, Volume: 79, Issue:3 | Humudifucol and Bioactive Prenylated Polyphenols from Hops (Humulus lupulus cv. "Cascade"). |
| AID340661 | Cytotoxicity against human HeLa cells by MTT assay after 72 hrs | 2008 | Journal of natural products, Jul, Volume: 71, Issue:7 | Synthesis, cytotoxicity, and antioxidative activity of minor prenylated chalcones from Humulus lupulus. |
| AID1304628 | Inhibition of 5-LO in human polymorphonuclear leukocytes preincubated for 10 mins followed by addition of arachidonic acid as substrate measured after 10 mins by HPLC method | 2016 | Journal of natural products, Mar-25, Volume: 79, Issue:3 | Humudifucol and Bioactive Prenylated Polyphenols from Hops (Humulus lupulus cv. "Cascade"). |
| AID1774071 | Cytotoxicity against NMRI mouse MEF cells assessed as effect on cell proliferation by measuring effect on renilla activity at 10 uM incubated for 3 days by luminescence based analysis | 2021 | Journal of natural products, 10-22, Volume: 84, Issue:10 | Neuroregenerative Potential of Prenyl- and Pyranochalcones: A Structure-Activity Study. |
| AID1304626 | Inhibition of recombinant human 5-LO expressed in Escherichia coli MV1190 cells assessed as residual activity preincubated for 10 mins followed by addition of arachidonic acid as substrate measured after 10 mins by RP-HPLC method relative to control | 2016 | Journal of natural products, Mar-25, Volume: 79, Issue:3 | Humudifucol and Bioactive Prenylated Polyphenols from Hops (Humulus lupulus cv. "Cascade"). |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 1 (20.00) | 29.6817 |
| 2010's | 3 (60.00) | 24.3611 |
| 2020's | 1 (20.00) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.
| This Compound (20.68) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 6 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||