(E)-sinapaldehyde 4-O-beta-D-glucopyranoside : A beta-D-glucoside resulting from the formal condensation of the phenolic hydroxy group of (E)-sinapaldehyde with beta-D-glucose. [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]
| ID Source | ID |
|---|---|
| PubMed CID | 25791064 |
| CHEMBL ID | 251059 |
| CHEBI ID | 142126 |
| Synonym |
|---|
| sinapaldehyde glucoside |
| sinapyl aldehyde-4-o-beta-d-glucopyranoside |
| CHEMBL251059 |
| trans-sinapic aldehyde 4-o-beta-d-glucopyranoside |
| 4-o-(beta-d-glucosyl)-trans-sinapyl aldehyde |
| trans-sinapyl aldehyde 4-o-beta-d-glucopyranoside |
| (e)-sinapic aldehyde 4-o-beta-d-glucopyranoside |
| sinapyl aldehyde glucoside |
| 4-o-(beta-d-glucosyl)-4-trans-sinapyl aldehyde |
| CHEBI:142126 |
| trans-sinapaldehyde glucoside |
| sinapic aldehyde glucoside |
| trans-sinapaldehyde 4-o-beta-d-glucopyranoside |
| (e)-sinapaldehyde 4-o-beta-d-glucopyranoside |
| trans-sinapaldehyde beta-d-glucoside |
| 2,6-dimethoxy-4-[(1e)-3-oxoprop-1-en-1-yl]phenyl beta-d-glucopyranoside |
| trans-4-o-(beta-d-glucosyl)-sinapoyl aldehyde |
| 154461-65-1 |
| (e)-sinapyl aldehyde 4-o-beta-d-glucopyranoside |
| (e)-sinapaldehyde glucopyranoside |
| NCGC00385983-01 |
| ncgc00385983-01_c17h22o9_2,6-dimethoxy-4-[(1e)-3-oxo-1-propen-1-yl]phenyl beta-d-glucopyranoside |
| sinapaldehydeglucoside |
| (e)-3-[3,5-dimethoxy-4-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enal |
| (2e)-3-[4-(beta-d-glucopyranosyloxy)-3,5-dimethoxyphenyl]-2-propenal |
| DTXSID701169886 |
| AKOS040762351 |
| FS-10417 |
| Excerpt | Reference | Relevance |
|---|---|---|
| "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 |
| Role | Description |
|---|---|
| plant metabolite | Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. |
| [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 |
|---|---|
| beta-D-glucoside | Any D-glucoside in which the anomeric centre has beta-configuration. |
| monosaccharide derivative | A carbohydrate derivative that is formally obtained from a monosaccharide. |
| dimethoxybenzene | Any methoxybenzene that consists of a benzene skeleton substituted with two methoxy groups and its derivatives. |
| cinnamaldehydes | An enal based on a cinnamaldehyde skeleton and its substituted derivatives. |
| [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] | |
| Pathway | Proteins | Compounds |
|---|---|---|
| monolignol glucosides biosynthesis | 1 | 11 |
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID625307 | Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins by spectrophotometric analysis | 2011 | Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21 | Secoiridoid glucosides and related compounds from Syringa reticulata and their antioxidant activities. |
| AID625306 | Antioxidant activity assessed as superoxide radical scavenging activity after 20 mins by spectrophotometric analysis | 2011 | Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21 | Secoiridoid glucosides and related compounds from Syringa reticulata and their antioxidant activities. |
| AID1781911 | Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production pretreated with compound for 2 hrs followed by LPS stimulation measured after 18 hrs by gGriess reagent based assay | 2021 | Journal of natural products, 11-26, Volume: 84, Issue:11 | Total Syntheses and Anti-inflammatory Activities of Syringin and Its Natural Analogues. |
| AID311630 | Cytotoxicity against human HeLa cells by MTT assay | 2007 | Journal of natural products, Oct, Volume: 70, Issue:10 | Cytotoxic lignans from the stem bark of Magnolia officinalis. |
| AID311632 | Cytotoxicity against human K562 cells by MTT assay | 2007 | Journal of natural products, Oct, Volume: 70, Issue:10 | Cytotoxic lignans from the stem bark of Magnolia officinalis. |
| AID311631 | Cytotoxicity against human A549 cells by MTT assay | 2007 | Journal of natural products, Oct, Volume: 70, Issue:10 | Cytotoxic lignans from the stem bark of Magnolia officinalis. |
| AID1781910 | Cytotoxicity against mouse RAW264.7 cells assessed as reduction in cell viability at 100 uM measured after 24 hrs by MTT assay | 2021 | Journal of natural products, 11-26, Volume: 84, Issue:11 | Total Syntheses and Anti-inflammatory Activities of Syringin and Its Natural Analogues. |
| AID1347160 | Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors | 2020 | Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49 | Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors. |
| AID1296008 | Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening | 2020 | SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1 | Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening. |
| AID1347159 | Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay | 2020 | Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49 | Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors. |
| AID1346987 | P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen | 2019 | Molecular pharmacology, 11, Volume: 96, Issue:5 | A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. |
| AID1346986 | P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen | 2019 | Molecular pharmacology, 11, Volume: 96, Issue:5 | A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. |
| [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 (16.67) | 29.6817 |
| 2010's | 2 (33.33) | 24.3611 |
| 2020's | 3 (50.00) | 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 weak demand-to-supply ratio for research on this compound.
| This Compound (13.18) 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] | ||