Page last updated: 2024-10-14

Phenylethyl beta-D-glucopyranoside

Cross-References

ID SourceID
PubMed CID11289099
CHEMBL ID510617
CHEBI ID182253
SCHEMBL ID8843011

Synonyms (21)

Synonym
(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-(2-phenylethoxy)oxane-3,4,5-triol
phenylethyl beta-d-glucopyranoside
CHEBI:182253
ACON1_001188
MEGXP0_000929
NCGC00169593-01
BRD-K59028558-001-01-0
18997-54-1
phenylethyl 2-glucoside
CHEMBL510617
SCHEMBL8843011
AKOS027327179
2-phenylethyl beta-d-glucopyranoside, >=95% (lc/ms-elsd)
NCGC00169593-02
FS-8496
2-phenylethyl-beta-glucopyranoside
(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-phenethoxytetrahydro-2h-pyran-3,4,5-triol
DTXSID801303726
2-phenylethyl-beta-d-glucopyranoside
2-phenylethyl o-beta-d-glucopyranoside
beta -phenylethyl beta -d-glucoside

Bioavailability

ExcerptReference
"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
)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
glycosideA glycosyl compound resulting from the attachment of a glycosyl group to a non-acyl group RO-, RS-, RSe-, etc. The bond between the glycosyl group and the non-acyl group is called a glycosidic bond. By extension, the terms N-glycosides and C-glycosides are used as class names for glycosylamines and for compounds having a glycosyl group attached to a hydrocarbyl group respectively. These terms are misnomers and should not be used. The preferred terms are glycosylamines and C-glycosyl compounds, respectively.
[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]

Bioassays (14)

Assay IDTitleYearJournalArticle
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings 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.
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings 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.
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.
AID1176144Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated nitric oxide production at 0.4 to 10 uM after 24 hrs by Griess assay2015Bioorganic & medicinal chemistry letters, Jan-15, Volume: 25, Issue:2
Anti-inflammatory components of Chrysanthemum indicum flowers.
AID377784Antioxidant activity assessed as ABTS radical scavenging activity after 15 mins by TEAC method2005Journal of natural products, Apr, Volume: 68, Issue:4
Antioxidant phenolic glycosides from Moricandia arvensis.
AID1176148Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated TNFalpha production at 0.4 to 2 uM by ELISA2015Bioorganic & medicinal chemistry letters, Jan-15, Volume: 25, Issue:2
Anti-inflammatory components of Chrysanthemum indicum flowers.
AID1176146Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated TNFalpha production at 10 uM by ELISA2015Bioorganic & medicinal chemistry letters, Jan-15, Volume: 25, Issue:2
Anti-inflammatory components of Chrysanthemum indicum flowers.
AID1818643Inhibition of HIF-1alpha in mouse C2C12 cells transfected with HRE-driven firefly luciferase gene assessed as fold change in transcriptional activity at 300 uM pretreated with compound for 12 hr followed by hypoxic condition for 24 hrs by dual luciferase 2022Journal of medicinal chemistry, 01-13, Volume: 65, Issue:1
Discovery of Salidroside-Derivated Glycoside Analogues as Novel Angiogenesis Agents to Treat Diabetic Hind Limb Ischemia.
AID1176142Cytotoxicity against mouse RAW264.7 cells at 50 uM by MTT assay2015Bioorganic & medicinal chemistry letters, Jan-15, Volume: 25, Issue:2
Anti-inflammatory components of Chrysanthemum indicum flowers.
AID598191Antiproliferative activity against PDGF-BB-induced rat VSMC proliferation at 50 uM after 24 hrs by WST1 (CCK-8) assay2011Bioorganic & medicinal chemistry letters, Jun-01, Volume: 21, Issue:11
A new iridoid and effect on the rat aortic vascular smooth muscle cell proliferation of isolated compounds from Buddleja officinalis.
AID1818639Inhibition of HIF-1alpha in mouse C2C12 cells transfected with PDGF-B driven firefly luciferase gene assessed as transcriptional activity pretreated with compound for 12 hr followed by hypoxic condition for 24 hrs by dual luciferase reporter gene assay2022Journal of medicinal chemistry, 01-13, Volume: 65, Issue:1
Discovery of Salidroside-Derivated Glycoside Analogues as Novel Angiogenesis Agents to Treat Diabetic Hind Limb Ischemia.
AID377785Antioxidant activity assessed as reduction of F3+/ferricyanide complex after 20 mins2005Journal of natural products, Apr, Volume: 68, Issue:4
Antioxidant phenolic glycosides from Moricandia arvensis.
[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's3 (42.86)24.3611
2020's3 (42.86)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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]