Iberin is a glucosinolate found in Iberis amara (bitter candytuft), a flowering plant in the family Brassicaceae. It is a sulfur-containing compound that is hydrolyzed by the enzyme myrosinase to produce the bioactive compound iberverine. Iberin has been studied for its potential biological activities, including anti-inflammatory, antioxidant, and anticancer effects. Its importance lies in its potential therapeutic applications, and researchers are investigating its mechanisms of action and its safety profile.'
| Flora | Rank | Flora Definition | Family | Family Definition |
|---|---|---|---|---|
| Brassicaceae | family | A plant family of the order Capparales, subclass Dilleniidae, class Magnoliopsida. They are mostly herbaceous plants with peppery-flavored leaves, due to gluconapin (GLUCOSINOLATES) and its hydrolysis product butenylisotrhiocyanate. The family includes many plants of economic importance that have been extensively altered and domesticated by humans. Flowers have 4 petals. Podlike fruits contain a number of seeds. Cress is a general term used for many in the Brassicacea family. Rockcress is usually ARABIS; Bittercress is usually CARDAMINE; Yellowcress is usually RORIPPA; Pennycress is usually THLASPI; Watercress refers to NASTURTIUM; or RORIPPA or TROPAEOLUM; Gardencress refers to LEPIDIUM; Indiancress refers to TROPAEOLUM.[MeSH] | Brassicaceae | A plant family of the order Capparales, subclass Dilleniidae, class Magnoliopsida. They are mostly herbaceous plants with peppery-flavored leaves, due to gluconapin (GLUCOSINOLATES) and its hydrolysis product butenylisotrhiocyanate. The family includes many plants of economic importance that have been extensively altered and domesticated by humans. Flowers have 4 petals. Podlike fruits contain a number of seeds. Cress is a general term used for many in the Brassicacea family. Rockcress is usually ARABIS; Bittercress is usually CARDAMINE; Yellowcress is usually RORIPPA; Pennycress is usually THLASPI; Watercress refers to NASTURTIUM; or RORIPPA or TROPAEOLUM; Gardencress refers to LEPIDIUM; Indiancress refers to TROPAEOLUM.[MeSH] |
| ID Source | ID |
|---|---|
| PubMed CID | 10455 |
| CHEMBL ID | 4067519 |
| CHEBI ID | 89494 |
| SCHEMBL ID | 691776 |
| MeSH ID | M0220010 |
| Synonym |
|---|
| 3-methylsulfinylpropyl isothiocyanate |
| 1-isothiocyanato-3-(methylsulfinyl)propane |
| iberin , |
| propane, 1-isothiocyanato-3-(methylsulfinyl)- |
| nsc 321801 |
| 3-methylsulphinylpropylisothiocyanate |
| isothiocyanic acid, 3-(methylsulfinyl)propyl ester |
| 505-44-2 |
| methylsulfinylpropylisothiocyanate |
| nsc321801 |
| nsc-321801 |
| 1-isothiocyanato-3-methylsulfinylpropane |
| 1-isothiocyanato-3-(methylsulphinyl)propane |
| imsp |
| AKOS006275314 |
| unii-rz680l4lp3 |
| rz680l4lp3 , |
| SCHEMBL691776 |
| LELAOEBVZLPXAZ-UHFFFAOYSA-N |
| 1-isothiocyanato-3-(methylsulfinyl)propane # |
| 1-isothiocyanato-3-methanesulfinylpropane |
| CHEBI:89494 |
| 3-isothiocyanatopropyl methyl sulfoxide |
| bdbm50508485 |
| EN300-4274963 |
| HY-101413 |
| CS-6348 |
| Q27161686 |
| CHEMBL4067519 , |
| EX-A6930 |
| DTXSID301339465 |
| Excerpt | Reference | Relevance |
|---|---|---|
| "Iberin treatment significantly reduced levels of inflammatory cytokines interleukin-1β (IL-1β) and IL-6, Bcl-2-associated X protein (BAX), tumor necrosis factor α (TNF-α), nuclear factor kappa p56, high mobility group B1, and neutrophil gelatinase-associated lipocalin." | ( Role of Iberin as an anti-apoptotic agent on renal ischemia-reperfusion injury in rats. Abu Raghif, A; Al Habooby, NGS; Hadi, NR; Qassam, H; Yahiya, YI, 2023) | 2.07 |
| Excerpt | Reference | Relevance |
|---|---|---|
| "For the first time, the effect of residual MYR activity on isothiocyanate bioavailability was systematically and quantitatively studied." | ( In vivo formation and bioavailability of isothiocyanates from glucosinolates in broccoli as affected by processing conditions. Dekker, M; Oliviero, T; Verkerk, R; Vermeulen, M, 2014) | 0.4 |
| "Optimization of bioavailability of dietary bioactive health-beneficial compounds is as important as increasing their concentration in foods." | ( Bioavailability of Isothiocyanates From Broccoli Sprouts in Protein, Lipid, and Fiber Gels. Capuano, E; Dekker, M; Lamers, S; Oliviero, T; Verkerk, R, 2018) | 0.48 |
| " Samples in which sulforaphane and iberin were preformed by myrosinase led to a higher bioavailability of those compounds." | ( Bioavailability of Isothiocyanates From Broccoli Sprouts in Protein, Lipid, and Fiber Gels. Capuano, E; Dekker, M; Lamers, S; Oliviero, T; Verkerk, R, 2018) | 0.76 |
| "This explorative study suggests that ITCs bioavailability can be modulated by food structure and composition and further and deeper investigations are needed to develop food products that lead to an optimized ITCs bioavailability." | ( Bioavailability of Isothiocyanates From Broccoli Sprouts in Protein, Lipid, and Fiber Gels. Capuano, E; Dekker, M; Lamers, S; Oliviero, T; Verkerk, R, 2018) | 0.48 |
| Role | Description |
|---|---|
| quorum sensing inhibitor | Any compound that interferes with bacterial communication (quorum sensing, QS). |
| plant metabolite | Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. |
| apoptosis inducer | Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. |
| [role 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] | |
| Class | Description |
|---|---|
| sulfoxide | An organosulfur compound having the structure R2S=O or R2C=S=O (R =/= H). |
| isothiocyanate | An organosulfur compound with the general formula R-N=C=S. |
| [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) |
|---|---|---|---|---|---|---|---|
| Kelch-like ECH-associated protein 1 | Homo sapiens (human) | IC50 (µMol) | 100.0000 | 0.7920 | 1.7980 | 3.0000 | AID1536346 |
| Nuclear factor erythroid 2-related factor 2 | Homo sapiens (human) | IC50 (µMol) | 100.0000 | 0.0292 | 1.7764 | 3.0000 | AID1536346 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1536350 | Kinetic solubility of the compound at pH 7.4 by CLND method | 2019 | Bioorganic & medicinal chemistry, 02-15, Volume: 27, Issue:4 | Discovery of a crystalline sulforaphane analog with good solid-state stability and engagement of the Nrf2 pathway in vitro and in vivo. |
| AID1536346 | Binding affinity to FLAG/His-tagged Keap1 (unknown origin)/biotinylated full-length FLAG/His/Tev/Avi-tagged NRF2 (unknown origin) expressed in baculovirus infected Sf9 insect cells measured after 1 hr by TR-FRET assay | 2019 | Bioorganic & medicinal chemistry, 02-15, Volume: 27, Issue:4 | Discovery of a crystalline sulforaphane analog with good solid-state stability and engagement of the Nrf2 pathway in vitro and in vivo. |
| AID1536347 | Activation of Keap1/Cul3/Nrf2 in NHBE cells assessed as induction of HO-1 gene expression at 10 uM after 24 hrs by RT-PCR analysis relative to SFN | 2019 | Bioorganic & medicinal chemistry, 02-15, Volume: 27, Issue:4 | Discovery of a crystalline sulforaphane analog with good solid-state stability and engagement of the Nrf2 pathway in vitro and in vivo. |
| AID1536351 | Lipophilicity, log D of the compound at pH 7.4 by chromatographic method | 2019 | Bioorganic & medicinal chemistry, 02-15, Volume: 27, Issue:4 | Discovery of a crystalline sulforaphane analog with good solid-state stability and engagement of the Nrf2 pathway in vitro and in vivo. |
| AID1536345 | Binding affinity to FLAG/His-tagged Keap1 (unknown origin)/biotinylated full-length FLAG/His/Tev/Avi-tagged Cul3 (unknown origin) expressed in baculovirus infected Sf9 insect cells measured after 1 hr by TR-FRET assay | 2019 | Bioorganic & medicinal chemistry, 02-15, Volume: 27, Issue:4 | Discovery of a crystalline sulforaphane analog with good solid-state stability and engagement of the Nrf2 pathway in vitro and in vivo. |
| AID1460091 | Inhibition of quorum sensing LasI synthase in Pseudomonas aeruginosa PAO1 harboring reporter plasmid lasB-gfp assessed as reduction in lasB expression measured every 15 mins for 12 hrs by GFP-fluorescence assay | 2017 | Journal of medicinal chemistry, 01-12, Volume: 60, Issue:1 | Disulfide Bond-Containing Ajoene Analogues As Novel Quorum Sensing Inhibitors of Pseudomonas aeruginosa. |
| AID1460095 | Growth inhibition of Pseudomonas aeruginosa PAO1 harboring reporter plasmid lasB-gfp | 2017 | Journal of medicinal chemistry, 01-12, Volume: 60, Issue:1 | Disulfide Bond-Containing Ajoene Analogues As Novel Quorum Sensing Inhibitors of Pseudomonas aeruginosa. |
| [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 | 4 (14.29) | 18.2507 |
| 2000's | 7 (25.00) | 29.6817 |
| 2010's | 12 (42.86) | 24.3611 |
| 2020's | 5 (17.86) | 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 strong demand-to-supply ratio for research on this compound.
| This Compound (36.72) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 1 (3.57%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 27 (96.43%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||