Page last updated: 2024-12-08

alyssin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID SourceID
PubMed CID206035
CHEMBL ID4520951
CHEBI ID138755
SCHEMBL ID1607149
MeSH IDM0515690

Synonyms (32)

Synonym
1-isothiocyanato-5-(methylsulfinyl)pentane
CHEBI:138755
alyssin ,
646-23-1
1-isothiocyanato-5-methylsulfinylpentane
AKOS006271623
unii-0929af184m
pentane, 1-isothiocyanato-5-(methylsulfinyl)-
0929af184m ,
FT-0632743
1-isothiocyanato-5-methanesulfinylpentane
SCHEMBL1607149
5-methylsulfinylpentylisothiocyanate
ref.: scifinder (spectrum in accordance with the one in scifinder)
isothiocyanic acid, 5-(methylsulfinyl)pentyl ester
IUUQPVQTAUKPPB-UHFFFAOYSA-N
5-methylsulfinylpentyl isothiocyanate
alyssin, (+/-)-
CHEMBL4520951 ,
bdbm50508431
1-isothiocyanato-5-(methanesulfinyl)pentane
DTXSID50983213
(s)-1-isothiocyanato-5-(methylsulfinyl)pentane
(r)-1-isothiocyanato-5-(methylsulfinyl)pentane
nsc782920
nsc-782920
Q27236447
5-(methylsulfinyl)-pentyl isothiocyanate
r,s-alyssin
STARBLD0002718
CS-0066805
HY-116920
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
sulfoxideAn organosulfur compound having the structure R2S=O or R2C=S=O (R =/= H).
[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 Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Kelch-like ECH-associated protein 1Homo sapiens (human)IC50 (µMol)100.00000.79201.79803.0000AID1536346
Nuclear factor erythroid 2-related factor 2Homo sapiens (human)IC50 (µMol)100.00000.02921.77643.0000AID1536346
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (53)

Processvia Protein(s)Taxonomy
in utero embryonic developmentKelch-like ECH-associated protein 1Homo sapiens (human)
ubiquitin-dependent protein catabolic processKelch-like ECH-associated protein 1Homo sapiens (human)
regulation of autophagyKelch-like ECH-associated protein 1Homo sapiens (human)
protein ubiquitinationKelch-like ECH-associated protein 1Homo sapiens (human)
positive regulation of proteasomal ubiquitin-dependent protein catabolic processKelch-like ECH-associated protein 1Homo sapiens (human)
cellular response to oxidative stressKelch-like ECH-associated protein 1Homo sapiens (human)
negative regulation of DNA-binding transcription factor activityKelch-like ECH-associated protein 1Homo sapiens (human)
regulation of epidermal cell differentiationKelch-like ECH-associated protein 1Homo sapiens (human)
cellular response to interleukin-4Kelch-like ECH-associated protein 1Homo sapiens (human)
negative regulation of response to oxidative stressKelch-like ECH-associated protein 1Homo sapiens (human)
response to ischemiaNuclear factor erythroid 2-related factor 2Homo sapiens (human)
regulation of transcription by RNA polymerase IINuclear factor erythroid 2-related factor 2Homo sapiens (human)
inflammatory responseNuclear factor erythroid 2-related factor 2Homo sapiens (human)
response to oxidative stressNuclear factor erythroid 2-related factor 2Homo sapiens (human)
proteasomal ubiquitin-independent protein catabolic processNuclear factor erythroid 2-related factor 2Homo sapiens (human)
positive regulation of gene expressionNuclear factor erythroid 2-related factor 2Homo sapiens (human)
negative regulation of cardiac muscle cell apoptotic processNuclear factor erythroid 2-related factor 2Homo sapiens (human)
positive regulation of neuron projection developmentNuclear factor erythroid 2-related factor 2Homo sapiens (human)
protein ubiquitinationNuclear factor erythroid 2-related factor 2Homo sapiens (human)
positive regulation of blood coagulationNuclear factor erythroid 2-related factor 2Homo sapiens (human)
endoplasmic reticulum unfolded protein responseNuclear factor erythroid 2-related factor 2Homo sapiens (human)
cellular response to oxidative stressNuclear factor erythroid 2-related factor 2Homo sapiens (human)
PERK-mediated unfolded protein responseNuclear factor erythroid 2-related factor 2Homo sapiens (human)
cellular response to glucose starvationNuclear factor erythroid 2-related factor 2Homo sapiens (human)
proteasome-mediated ubiquitin-dependent protein catabolic processNuclear factor erythroid 2-related factor 2Homo sapiens (human)
positive regulation of blood vessel endothelial cell migrationNuclear factor erythroid 2-related factor 2Homo sapiens (human)
regulation of innate immune responseNuclear factor erythroid 2-related factor 2Homo sapiens (human)
cell redox homeostasisNuclear factor erythroid 2-related factor 2Homo sapiens (human)
positive regulation of angiogenesisNuclear factor erythroid 2-related factor 2Homo sapiens (human)
positive regulation of DNA-templated transcriptionNuclear factor erythroid 2-related factor 2Homo sapiens (human)
positive regulation of transcription by RNA polymerase IINuclear factor erythroid 2-related factor 2Homo sapiens (human)
regulation of embryonic developmentNuclear factor erythroid 2-related factor 2Homo sapiens (human)
aflatoxin catabolic processNuclear factor erythroid 2-related factor 2Homo sapiens (human)
positive regulation of glucose importNuclear factor erythroid 2-related factor 2Homo sapiens (human)
cellular response to hydrogen peroxideNuclear factor erythroid 2-related factor 2Homo sapiens (human)
cellular response to copper ionNuclear factor erythroid 2-related factor 2Homo sapiens (human)
cellular response to tumor necrosis factorNuclear factor erythroid 2-related factor 2Homo sapiens (human)
cellular response to hypoxiaNuclear factor erythroid 2-related factor 2Homo sapiens (human)
cellular response to xenobiotic stimulusNuclear factor erythroid 2-related factor 2Homo sapiens (human)
cellular response to fluid shear stressNuclear factor erythroid 2-related factor 2Homo sapiens (human)
cellular response to laminar fluid shear stressNuclear factor erythroid 2-related factor 2Homo sapiens (human)
negative regulation of ferroptosisNuclear factor erythroid 2-related factor 2Homo sapiens (human)
integrated stress response signalingNuclear factor erythroid 2-related factor 2Homo sapiens (human)
negative regulation of cellular response to hypoxiaNuclear factor erythroid 2-related factor 2Homo sapiens (human)
regulation of cellular response to oxidative stressNuclear factor erythroid 2-related factor 2Homo sapiens (human)
negative regulation of hematopoietic stem cell differentiationNuclear factor erythroid 2-related factor 2Homo sapiens (human)
negative regulation of oxidative stress-induced intrinsic apoptotic signaling pathwayNuclear factor erythroid 2-related factor 2Homo sapiens (human)
positive regulation of glutathione biosynthetic processNuclear factor erythroid 2-related factor 2Homo sapiens (human)
positive regulation of ERAD pathwayNuclear factor erythroid 2-related factor 2Homo sapiens (human)
cellular response to angiotensinNuclear factor erythroid 2-related factor 2Homo sapiens (human)
negative regulation of vascular associated smooth muscle cell migrationNuclear factor erythroid 2-related factor 2Homo sapiens (human)
positive regulation of ubiquitin-dependent protein catabolic processNuclear factor erythroid 2-related factor 2Homo sapiens (human)
regulation of removal of superoxide radicalsNuclear factor erythroid 2-related factor 2Homo sapiens (human)
negative regulation of endothelial cell apoptotic processNuclear factor erythroid 2-related factor 2Homo sapiens (human)
positive regulation of reactive oxygen species metabolic processNuclear factor erythroid 2-related factor 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (17)

Processvia Protein(s)Taxonomy
protein bindingKelch-like ECH-associated protein 1Homo sapiens (human)
identical protein bindingKelch-like ECH-associated protein 1Homo sapiens (human)
RNA polymerase II-specific DNA-binding transcription factor bindingKelch-like ECH-associated protein 1Homo sapiens (human)
disordered domain specific bindingKelch-like ECH-associated protein 1Homo sapiens (human)
ubiquitin-like ligase-substrate adaptor activityKelch-like ECH-associated protein 1Homo sapiens (human)
transcription factor bindingKelch-like ECH-associated protein 1Homo sapiens (human)
transcription cis-regulatory region bindingNuclear factor erythroid 2-related factor 2Homo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificNuclear factor erythroid 2-related factor 2Homo sapiens (human)
transcription coregulator bindingNuclear factor erythroid 2-related factor 2Homo sapiens (human)
DNA-binding transcription activator activity, RNA polymerase II-specificNuclear factor erythroid 2-related factor 2Homo sapiens (human)
DNA bindingNuclear factor erythroid 2-related factor 2Homo sapiens (human)
DNA-binding transcription factor activityNuclear factor erythroid 2-related factor 2Homo sapiens (human)
protein bindingNuclear factor erythroid 2-related factor 2Homo sapiens (human)
protein domain specific bindingNuclear factor erythroid 2-related factor 2Homo sapiens (human)
ubiquitin protein ligase bindingNuclear factor erythroid 2-related factor 2Homo sapiens (human)
sequence-specific DNA bindingNuclear factor erythroid 2-related factor 2Homo sapiens (human)
RNA polymerase II-specific DNA-binding transcription factor bindingNuclear factor erythroid 2-related factor 2Homo sapiens (human)
molecular condensate scaffold activityNuclear factor erythroid 2-related factor 2Homo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA bindingNuclear factor erythroid 2-related factor 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (18)

Processvia Protein(s)Taxonomy
nucleoplasmKelch-like ECH-associated protein 1Homo sapiens (human)
cytoplasmKelch-like ECH-associated protein 1Homo sapiens (human)
endoplasmic reticulumKelch-like ECH-associated protein 1Homo sapiens (human)
cytosolKelch-like ECH-associated protein 1Homo sapiens (human)
actin filamentKelch-like ECH-associated protein 1Homo sapiens (human)
inclusion bodyKelch-like ECH-associated protein 1Homo sapiens (human)
midbodyKelch-like ECH-associated protein 1Homo sapiens (human)
centriolar satelliteKelch-like ECH-associated protein 1Homo sapiens (human)
Cul3-RING ubiquitin ligase complexKelch-like ECH-associated protein 1Homo sapiens (human)
mediator complexNuclear factor erythroid 2-related factor 2Homo sapiens (human)
non-membrane-bounded organelleNuclear factor erythroid 2-related factor 2Homo sapiens (human)
nucleusNuclear factor erythroid 2-related factor 2Homo sapiens (human)
nucleoplasmNuclear factor erythroid 2-related factor 2Homo sapiens (human)
cytoplasmNuclear factor erythroid 2-related factor 2Homo sapiens (human)
Golgi apparatusNuclear factor erythroid 2-related factor 2Homo sapiens (human)
centrosomeNuclear factor erythroid 2-related factor 2Homo sapiens (human)
cytosolNuclear factor erythroid 2-related factor 2Homo sapiens (human)
plasma membraneNuclear factor erythroid 2-related factor 2Homo sapiens (human)
RNA polymerase II transcription regulator complexNuclear factor erythroid 2-related factor 2Homo sapiens (human)
chromatinNuclear factor erythroid 2-related factor 2Homo sapiens (human)
protein-DNA complexNuclear factor erythroid 2-related factor 2Homo sapiens (human)
nucleusNuclear factor erythroid 2-related factor 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID1536350Kinetic solubility of the compound at pH 7.4 by CLND method2019Bioorganic & 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.
AID1536347Activation 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 SFN2019Bioorganic & 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.
AID1536345Binding 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 assay2019Bioorganic & 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.
AID1536351Lipophilicity, log D of the compound at pH 7.4 by chromatographic method2019Bioorganic & 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.
AID1536346Binding 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 assay2019Bioorganic & 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.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (20.00)29.6817
2010's4 (80.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 24.19

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.

MetricThis Compound (vs All)
Research Demand Index24.19 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.63 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (24.19)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]