Page last updated: 2024-11-12

1-O-feruloyl-beta-D-glucose

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

Description

1-O-feruloyl-beta-D-glucose : A beta-D-glucoside resulting from the formal condensation of the carboxy group of ferulic acid with the anomeric hydroxy group of 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]

Cross-References

ID SourceID
PubMed CID13962928
CHEMBL ID1778418
CHEBI ID81321
SCHEMBL ID20944781

Synonyms (35)

Synonym
1-o-feruloyl-beta-d-glucose
1-feruloyl-d-glucose
C17759
CHEMBL1778418
chebi:81321 ,
1-o-(e)-p-feruloyl-beta-d-glucopyranose
1-o-trans-feruloyl-beta-d-glucopyranoside
ferulic acid beta-d-glucopyranosyl ester
trans-p-feruloyl-beta-d-glucopyranoside
(e)-1-o-feruloyl-beta-d-glucopyranose
(e)-4'-hydroxy-3'-methoxycinnamoyl-beta-d-glucopyranose
1-o-[(e)-feruloyl]-beta-d-glucose
1-o-[(2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-beta-d-glucopyranose
1-o-(e)-feruloyl-beta-d-glucose
1-o-feruloyl-beta-d-glucoside
NCGC00385766-01
7196-71-6
1-o-feruloyl-beta-glucose
Q27155259
(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl 3-(4-hydroxy-3-methoxyphenyl)acrylate
SCHEMBL20944781
D93553
ferulic acid acyl-beta-d-glucoside
1-[3-(4-hydroxy-3-methoxyphenyl)-2-propenoate] beta-d-glucopyranose
[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
trans-p-feruloyl beta-d-glucopyranoside
DTXSID501289981
1-[3-(4-hydroxy-3-methoxyphenyl)-2-propenoate] ss-d-glucopyranose
AS-78421
64625-37-2
CS-0135611
HY-N7715
ferulic acid acyl-|a-d-glucoside
AKOS040758313
ferulic acid acyl-??-d-glucoside

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]

Roles (2)

RoleDescription
antioxidantA substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
plant metaboliteAny 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]

Drug Classes (4)

ClassDescription
beta-D-glucosideAny D-glucoside in which the anomeric centre has beta-configuration.
cinnamate ester
phenolsOrganic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
[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]

Pathways (8)

PathwayProteinsCompounds
pelargonidin diglucoside biosynthesis (acyl-glucose dependent)36
phenylpropanoids methylation (ice plant)125
delphinidin diglucoside biosynthesis (acyl-glucose dependent)36
acylated cyanidin galactoside biosynthesis112
cyanidin diglucoside biosynthesis (acyl-glucose dependent)313
superpathway of betalain biosynthesis241
lampranthin biosynthesis06
amaranthin biosynthesis09
lampranthin biosynthesis07
superpathway of betalain biosynthesis252
amaranthin biosynthesis013
cyanidin diglucoside biosynthesis (acyl-glucose dependent)314
acylated cyanidin galactoside biosynthesis116
pelargonidin diglucoside biosynthesis (acyl-glucose dependent)37
delphinidin diglucoside biosynthesis (acyl-glucose dependent)37

Bioassays (8)

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.
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.
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.
AID597947Antioxidant activity assessed as DPPH radical scavenging activity after 10 mins2011Bioorganic & medicinal chemistry letters, Jun-01, Volume: 21, Issue:11
Monoterpenoids from the aerial parts of Aruncus dioicus var. kamtschaticus and their antioxidant and cytotoxic activities.
AID597946Cytotoxicity against human Jurkat T cells after 36 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jun-01, Volume: 21, Issue:11
Monoterpenoids from the aerial parts of Aruncus dioicus var. kamtschaticus and their antioxidant and cytotoxic activities.
AID1654523Cytotoxicity against mouse RAW264.7 cells assessed as reduction in cell viability at 6.25 to 100 uM after 24 hrs by EZ-Cytox cell viability assay
[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's0 (0.00)29.6817
2010's2 (40.00)24.3611
2020's3 (60.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.72

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 Index12.72 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.72)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]