Page last updated: 2024-11-13

bml 258

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 CID44815217
CHEMBL ID2376441
SCHEMBL ID120911
SCHEMBL ID14633002
MeSH IDM0540812

Synonyms (14)

Synonym
CHEMBL2376441 ,
bdbm50443389
(2r,3s,4e)-2-(methylamino)-5-(4-pentylphenyl)pent-4-ene-1,3-diol
bml-258
sk1-i
gtpl6622
SCHEMBL120911
SCHEMBL14633002
(2r,3s,4e)-n-methyl-5-(4'-pentylphenyl)-2-aminopent-4-ene-1,3-diol
Q27088804
NCGC00387119-01
HY-119016
CS-0066324
AKOS040750823

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Sphingosine kinase 2Homo sapiens (human)IC50 (µMol)10.00000.35603.535210.0000AID1151447
Sphingosine kinase 2Homo sapiens (human)Ki100.00000.00368.805210.0000AID1199976
Sphingosine kinase 1Homo sapiens (human)Ki10.00000.00363.095610.0000AID1055359; AID1199975; AID1501052
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (59)

Processvia Protein(s)Taxonomy
blood vessel developmentSphingosine kinase 2Homo sapiens (human)
positive regulation of cytokine production involved in immune responseSphingosine kinase 2Homo sapiens (human)
sphingosine-1-phosphate receptor signaling pathwaySphingosine kinase 2Homo sapiens (human)
sphinganine-1-phosphate biosynthetic processSphingosine kinase 2Homo sapiens (human)
sphingosine metabolic processSphingosine kinase 2Homo sapiens (human)
brain developmentSphingosine kinase 2Homo sapiens (human)
cell population proliferationSphingosine kinase 2Homo sapiens (human)
positive regulation of cell population proliferationSphingosine kinase 2Homo sapiens (human)
sphingolipid biosynthetic processSphingosine kinase 2Homo sapiens (human)
negative regulation of cell growthSphingosine kinase 2Homo sapiens (human)
positive regulation of interleukin-13 productionSphingosine kinase 2Homo sapiens (human)
positive regulation of interleukin-6 productionSphingosine kinase 2Homo sapiens (human)
positive regulation of tumor necrosis factor productionSphingosine kinase 2Homo sapiens (human)
positive regulation of mast cell activation involved in immune responseSphingosine kinase 2Homo sapiens (human)
positive regulation of apoptotic processSphingosine kinase 2Homo sapiens (human)
regulation of canonical NF-kappaB signal transductionSphingosine kinase 2Homo sapiens (human)
positive regulation of mast cell degranulationSphingosine kinase 2Homo sapiens (human)
transcription initiation-coupled chromatin remodelingSphingosine kinase 2Homo sapiens (human)
sphingosine biosynthetic processSphingosine kinase 2Homo sapiens (human)
positive regulation of protein kinase C signalingSphingosine kinase 2Homo sapiens (human)
positive regulation of calcium ion importSphingosine kinase 2Homo sapiens (human)
regulation of reactive oxygen species biosynthetic processSphingosine kinase 2Homo sapiens (human)
cellular response to phorbol 13-acetate 12-myristateSphingosine kinase 2Homo sapiens (human)
regulation of cytochrome-c oxidase activitySphingosine kinase 2Homo sapiens (human)
positive regulation of ceramide biosynthetic processSphingosine kinase 2Homo sapiens (human)
regulation of ATP biosynthetic processSphingosine kinase 2Homo sapiens (human)
phosphorylationSphingosine kinase 2Homo sapiens (human)
negative regulation of apoptotic processSphingosine kinase 1Homo sapiens (human)
positive regulation of fibroblast proliferationSphingosine kinase 1Homo sapiens (human)
blood vessel developmentSphingosine kinase 1Homo sapiens (human)
sphingosine-1-phosphate receptor signaling pathwaySphingosine kinase 1Homo sapiens (human)
protein acetylationSphingosine kinase 1Homo sapiens (human)
sphingosine metabolic processSphingosine kinase 1Homo sapiens (human)
inflammatory responseSphingosine kinase 1Homo sapiens (human)
brain developmentSphingosine kinase 1Homo sapiens (human)
cell population proliferationSphingosine kinase 1Homo sapiens (human)
positive regulation of peptidyl-threonine phosphorylationSphingosine kinase 1Homo sapiens (human)
regulation of tumor necrosis factor-mediated signaling pathwaySphingosine kinase 1Homo sapiens (human)
phosphorylationSphingosine kinase 1Homo sapiens (human)
calcium-mediated signalingSphingosine kinase 1Homo sapiens (human)
regulation of endocytosisSphingosine kinase 1Homo sapiens (human)
sphingolipid biosynthetic processSphingosine kinase 1Homo sapiens (human)
positive regulation of cell growthSphingosine kinase 1Homo sapiens (human)
positive regulation of cell migrationSphingosine kinase 1Homo sapiens (human)
positive regulation of protein ubiquitinationSphingosine kinase 1Homo sapiens (human)
regulation of interleukin-1 beta productionSphingosine kinase 1Homo sapiens (human)
positive regulation of interleukin-17 productionSphingosine kinase 1Homo sapiens (human)
response to tumor necrosis factorSphingosine kinase 1Homo sapiens (human)
intracellular signal transductionSphingosine kinase 1Homo sapiens (human)
cellular response to vascular endothelial growth factor stimulusSphingosine kinase 1Homo sapiens (human)
negative regulation of apoptotic processSphingosine kinase 1Homo sapiens (human)
positive regulation of angiogenesisSphingosine kinase 1Homo sapiens (human)
positive regulation of mitotic nuclear divisionSphingosine kinase 1Homo sapiens (human)
positive regulation of mitotic cell cycleSphingosine kinase 1Homo sapiens (human)
positive regulation of smooth muscle contractionSphingosine kinase 1Homo sapiens (human)
sphingosine biosynthetic processSphingosine kinase 1Homo sapiens (human)
sphingoid catabolic processSphingosine kinase 1Homo sapiens (human)
regulation of phagocytosisSphingosine kinase 1Homo sapiens (human)
positive regulation of NF-kappaB transcription factor activitySphingosine kinase 1Homo sapiens (human)
cellular response to hydrogen peroxideSphingosine kinase 1Homo sapiens (human)
DNA biosynthetic processSphingosine kinase 1Homo sapiens (human)
regulation of neuroinflammatory responseSphingosine kinase 1Homo sapiens (human)
negative regulation of ceramide biosynthetic processSphingosine kinase 1Homo sapiens (human)
positive regulation of p38MAPK cascadeSphingosine kinase 1Homo sapiens (human)
positive regulation of non-canonical NF-kappaB signal transductionSphingosine kinase 1Homo sapiens (human)
regulation of microglial cell activationSphingosine kinase 1Homo sapiens (human)
regulation of endosomal vesicle fusionSphingosine kinase 1Homo sapiens (human)
cellular response to growth factor stimulusSphingosine kinase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (14)

Processvia Protein(s)Taxonomy
lipid kinase activitySphingosine kinase 2Homo sapiens (human)
protein bindingSphingosine kinase 2Homo sapiens (human)
ATP bindingSphingosine kinase 2Homo sapiens (human)
sphinganine kinase activitySphingosine kinase 2Homo sapiens (human)
D-erythro-sphingosine kinase activitySphingosine kinase 2Homo sapiens (human)
small GTPase bindingSphingosine kinase 2Homo sapiens (human)
sphingosine-1-phosphate receptor activitySphingosine kinase 2Homo sapiens (human)
histone bindingSphingosine kinase 2Homo sapiens (human)
magnesium ion bindingSphingosine kinase 1Homo sapiens (human)
lipid kinase activitySphingosine kinase 1Homo sapiens (human)
DNA bindingSphingosine kinase 1Homo sapiens (human)
protein bindingSphingosine kinase 1Homo sapiens (human)
calmodulin bindingSphingosine kinase 1Homo sapiens (human)
ATP bindingSphingosine kinase 1Homo sapiens (human)
lipid bindingSphingosine kinase 1Homo sapiens (human)
sphinganine kinase activitySphingosine kinase 1Homo sapiens (human)
acetyltransferase activitySphingosine kinase 1Homo sapiens (human)
D-erythro-sphingosine kinase activitySphingosine kinase 1Homo sapiens (human)
sphingosine-1-phosphate receptor activitySphingosine kinase 1Homo sapiens (human)
protein phosphatase 2A bindingSphingosine kinase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (16)

Processvia Protein(s)Taxonomy
nucleusSphingosine kinase 2Homo sapiens (human)
nucleoplasmSphingosine kinase 2Homo sapiens (human)
cytoplasmSphingosine kinase 2Homo sapiens (human)
mitochondrionSphingosine kinase 2Homo sapiens (human)
mitochondrial inner membraneSphingosine kinase 2Homo sapiens (human)
lysosomal membraneSphingosine kinase 2Homo sapiens (human)
endoplasmic reticulumSphingosine kinase 2Homo sapiens (human)
cytosolSphingosine kinase 2Homo sapiens (human)
membraneSphingosine kinase 2Homo sapiens (human)
nucleosomeSphingosine kinase 2Homo sapiens (human)
intracellular membrane-bounded organelleSphingosine kinase 2Homo sapiens (human)
membraneSphingosine kinase 2Homo sapiens (human)
cytoplasmSphingosine kinase 2Homo sapiens (human)
presynapseSphingosine kinase 1Homo sapiens (human)
nucleusSphingosine kinase 1Homo sapiens (human)
nucleoplasmSphingosine kinase 1Homo sapiens (human)
cytoplasmSphingosine kinase 1Homo sapiens (human)
cytosolSphingosine kinase 1Homo sapiens (human)
plasma membraneSphingosine kinase 1Homo sapiens (human)
clathrin-coated pitSphingosine kinase 1Homo sapiens (human)
endocytic vesicleSphingosine kinase 1Homo sapiens (human)
early endosome membraneSphingosine kinase 1Homo sapiens (human)
presynapseSphingosine kinase 1Homo sapiens (human)
intracellular membrane-bounded organelleSphingosine kinase 1Homo sapiens (human)
membraneSphingosine kinase 1Homo sapiens (human)
cytoplasmSphingosine kinase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (10)

Assay IDTitleYearJournalArticle
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1345886Human sphingosine kinase 1 (Sphingosine kinase)2008Blood, Aug-15, Volume: 112, Issue:4
A selective sphingosine kinase 1 inhibitor integrates multiple molecular therapeutic targets in human leukemia.
AID1501052Inhibition of V5-His-tagged human SphK1 using sphingosine as substrate in presence of [gamma-32P]ATP2017European journal of medicinal chemistry, Oct-20, Volume: 139An integrative study to identify novel scaffolds for sphingosine kinase 1 inhibitors.
AID745112Inhibition of human V5-His-tagged SK1 expressed in HEK293 cells using sphingosine as substrate at 50 uM FRET assay relative to control2013Bioorganic & medicinal chemistry, May-01, Volume: 21, Issue:9
Synthesis of (S)-FTY720 vinylphosphonate analogues and evaluation of their potential as sphingosine kinase 1 inhibitors and activators.
AID1199975Inhibition of human recombinant SphK1 expressed in Sf9 cells assessed as radiolabeled products using 5 uM sphingosine and 10 uM gamma[32P]ATP by liquid scintillation counting2015Journal of medicinal chemistry, Feb-26, Volume: 58, Issue:4
Structure-activity relationship studies and in vivo activity of guanidine-based sphingosine kinase inhibitors: discovery of SphK1- and SphK2-selective inhibitors.
AID1151447Competitive inhibition of V5-His-tagged human SphK2 expressed in HEK293 cells assessed as S1P production using sphingosine and [gamma-32P]ATP as substrate by thin layer chromatography2014Journal of medicinal chemistry, Jul-10, Volume: 57, Issue:13
Importance of sphingosine kinase (SphK) as a target in developing cancer therapeutics and recent developments in the synthesis of novel SphK inhibitors.
AID1199976Inhibition of human recombinant SphK2 expressed in Sf9 cells assessed as radiolabeled products using 10 uM sphingosine and 10 uM gamma[32P]ATP by liquid scintillation counting2015Journal of medicinal chemistry, Feb-26, Volume: 58, Issue:4
Structure-activity relationship studies and in vivo activity of guanidine-based sphingosine kinase inhibitors: discovery of SphK1- and SphK2-selective inhibitors.
AID1055358Inhibition of recombinant sphingosine kinase 1 (unknown origin) expressed in HEK293 cells using sphingosine as substrate at 50 uM after 30 mins relative to control in presence of [gamma32P]-ATP2013Journal of medicinal chemistry, Nov-27, Volume: 56, Issue:22
Structure-activity relationships and molecular modeling of sphingosine kinase inhibitors.
AID1055359Inhibition of sphingosine kinase 1 (unknown origin)2013Journal of medicinal chemistry, Nov-27, Volume: 56, Issue:22
Structure-activity relationships and molecular modeling of sphingosine kinase inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (14.29)29.6817
2010's6 (85.71)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: 13.25

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.

MetricThis Compound (vs All)
Research Demand Index13.25 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index5.33 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.25)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (14.29%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (85.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]