cucurbitacin R: from Cayaponia tayuya roots; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
23,24-dihydrocucurbitacin D : A 23,24-dihydrocucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at position 5. [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]
| Flora | Rank | Flora Definition | Family | Family Definition |
|---|---|---|---|---|
| Cayaponia | genus | [no description available] | Cucurbitaceae | The gourd plant family of the order Violales, subclass Dilleniidae, class Magnoliopsida. It is sometimes placed in its own order, Cucurbitales. 'Melon' generally refers to CUCUMIS; CITRULLUS; or MOMORDICA.[MeSH] |
| Cayaponia tayuya | species | [no description available] | Cucurbitaceae | The gourd plant family of the order Violales, subclass Dilleniidae, class Magnoliopsida. It is sometimes placed in its own order, Cucurbitales. 'Melon' generally refers to CUCUMIS; CITRULLUS; or MOMORDICA.[MeSH] |
| ID Source | ID |
|---|---|
| PubMed CID | 180535 |
| CHEMBL ID | 564629 |
| CHEBI ID | 62218 |
| SCHEMBL ID | 10307357 |
| MeSH ID | M0507614 |
| Synonym |
|---|
| 23,24-dihydrocucurbitacin d |
| cucurbitacin r |
| CHEMBL564629 |
| chebi:62218 , |
| (2s,8s,9r,10r,13r,14s,16r,17r)-17-[(2r)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1h-cyclopenta[a]phenanthrene-3,11-dione |
| 55903-92-9 |
| dihydrocucurbitacin d |
| 2beta,16alpha,20,25- tetrahydroxy-9beta-methyl-19-nor-10alpha-lanost-5-ene-3,11,22-trione |
| 2beta,16alpha,20,25-tetrahydroxy-10alpha-cucurbit-5-ene-3,11,22-trione |
| (2s,4r)-2,16,20,25-tetrahydroxy-9beta,10,14-trimethyl-4,9-cyclo-9,10-seco-16alpha-cholest-5-ene-1,11,22-trione |
| SCHEMBL10307357 |
| 23,24-dihydrocucurbitacin d (cucurbitacin r) |
| Q27131691 |
| DTXSID101317423 |
| AKOS040734738 |
| Class | Description |
|---|---|
| 23,24-dihydrocucurbitacin | Any cucurbitacin whose C(23)-C(24) double bond has been reduced. |
| secondary alpha-hydroxy ketone | An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing one hydrogen and one organyl group. Secondary alpha-hydroxy ketones are also known as acyloins, and are formally derived from reductive coupling of two carboxylic acid groups. |
| tertiary alpha-hydroxy ketone | An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing two organyl groups. |
| [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) |
|---|---|---|---|---|---|---|---|
| Integrin alpha-L | Homo sapiens (human) | IC50 (µMol) | 50.0000 | 0.0008 | 0.6020 | 3.7800 | AID337982 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| protein binding | Integrin alpha-L | Homo sapiens (human) |
| ICAM-3 receptor activity | Integrin alpha-L | Homo sapiens (human) |
| metal ion binding | Integrin alpha-L | Homo sapiens (human) |
| cell adhesion molecule binding | Integrin alpha-L | Homo sapiens (human) |
| integrin binding | Integrin alpha-L | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| plasma membrane | Integrin alpha-L | Homo sapiens (human) |
| cell surface | Integrin alpha-L | Homo sapiens (human) |
| membrane | Integrin alpha-L | Homo sapiens (human) |
| integrin alphaL-beta2 complex | Integrin alpha-L | Homo sapiens (human) |
| specific granule membrane | Integrin alpha-L | Homo sapiens (human) |
| extracellular exosome | Integrin alpha-L | Homo sapiens (human) |
| integrin complex | Integrin alpha-L | Homo sapiens (human) |
| external side of plasma membrane | Integrin alpha-L | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID337986 | Cytotoxicity against human JY cells assessed as inhibition of thymidine uptake at 50 uM by scintillation counting | 1994 | Journal of natural products, Nov, Volume: 57, Issue:11 | Cucurbitacins, cell adhesion inhibitors from Conobea scoparioides. |
| AID422394 | Inhibition of STAT3 upto 10 uM by Western blotting | 2009 | Journal of natural products, May-22, Volume: 72, Issue:5 | Cucurbitane-type triterpenoids from the stems of Cucumis melo. |
| AID337993 | Inhibition of actin polymerization in fMLP-stimulated human neutrophils assessed as positive fluorescence signal at 0.33 uM | 1994 | Journal of natural products, Nov, Volume: 57, Issue:11 | Cucurbitacins, cell adhesion inhibitors from Conobea scoparioides. |
| AID337992 | Inhibition of actin polymerization in fMLP-stimulated human neutrophils assessed as positive fluorescence signal at 3.3 uM | 1994 | Journal of natural products, Nov, Volume: 57, Issue:11 | Cucurbitacins, cell adhesion inhibitors from Conobea scoparioides. |
| AID337995 | Inhibition of PKC in human JY cells | 1994 | Journal of natural products, Nov, Volume: 57, Issue:11 | Cucurbitacins, cell adhesion inhibitors from Conobea scoparioides. |
| AID422392 | Cytotoxicity against human Bel7402 cells upto 10 uM after 72 hrs by SRB assay | 2009 | Journal of natural products, May-22, Volume: 72, Issue:5 | Cucurbitane-type triterpenoids from the stems of Cucumis melo. |
| AID337991 | Inhibition of actin polymerization in fMLP-stimulated human neutrophils assessed as positive fluorescence signal at 1 uM | 1994 | Journal of natural products, Nov, Volume: 57, Issue:11 | Cucurbitacins, cell adhesion inhibitors from Conobea scoparioides. |
| AID1683897 | Induction of LDR uptake in human HepG2 cells at 5 uM by DIL probe based fluorescence assay | 2020 | Journal of natural products, 12-24, Volume: 83, Issue:12 | Lipid-Lowering Activities of Cucurbitacins Isolated from |
| AID337994 | Effect on cell activation in human JY cells assessed as inhibition of Ca2+ flux | 1994 | Journal of natural products, Nov, Volume: 57, Issue:11 | Cucurbitacins, cell adhesion inhibitors from Conobea scoparioides. |
| AID337985 | Cytotoxicity against human JY cells assessed as inhibition of thymidine uptake at 3.3 uM by scintillation counting | 1994 | Journal of natural products, Nov, Volume: 57, Issue:11 | Cucurbitacins, cell adhesion inhibitors from Conobea scoparioides. |
| AID337984 | Cytotoxicity against human JY cells assessed as inhibition of thymidine uptake at 1 uM by scintillation counting | 1994 | Journal of natural products, Nov, Volume: 57, Issue:11 | Cucurbitacins, cell adhesion inhibitors from Conobea scoparioides. |
| AID422391 | Cytotoxicity against human A549 cells upto 10 uM after 72 hrs by SRB assay | 2009 | Journal of natural products, May-22, Volume: 72, Issue:5 | Cucurbitane-type triterpenoids from the stems of Cucumis melo. |
| AID337982 | Inhibition of LFA1 expressed in human JY cells interaction with ICAM1-IG expressed in human HeLa cell monolayer after 45 mins by cell adhesion assay | 1994 | Journal of natural products, Nov, Volume: 57, Issue:11 | Cucurbitacins, cell adhesion inhibitors from Conobea scoparioides. |
| AID337983 | Cytotoxicity against human JY cells assessed as inhibition of thymidine uptake at 0.3 uM by scintillation counting | 1994 | Journal of natural products, Nov, Volume: 57, Issue:11 | Cucurbitacins, cell adhesion inhibitors from Conobea scoparioides. |
| [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 | 1 (14.29) | 18.2507 |
| 2000's | 3 (42.86) | 29.6817 |
| 2010's | 2 (28.57) | 24.3611 |
| 2020's | 1 (14.29) | 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 weak demand-to-supply ratio for research on this compound.
| This Compound (12.82) 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 | 7 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||