Page last updated: 2024-11-08

raffinose

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Description

Raffinose: A trisaccharide occurring in Australian manna (from Eucalyptus spp, Myrtaceae) and in cottonseed meal. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

raffinose : A trisaccharide composed of alpha-D-galactopyranose, alpha-D-glucopyranose and beta-D-fructofuranose joined in sequence by 1->6 and 1<->2 glycosidic linkages, respectively. [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]

FloraRankFlora DefinitionFamilyFamily Definition
EucalyptusgenusA genus of trees of the Myrtaceae family, native to Australia, that yields gums, oils, and resins which are used as flavoring agents, astringents, and aromatics.[MeSH]MyrtaceaeThe myrtle plant family of the order Myrtales. It includes several aromatic medicinal plants such as EUCALYPTUS.[MeSH]
Mannagenus[no description available]FabaceaeThe large family of plants characterized by pods. Some are edible and some cause LATHYRISM or FAVISM and other forms of poisoning. Other species yield useful materials like gums from ACACIA and various LECTINS like PHYTOHEMAGGLUTININS from PHASEOLUS. Many of them harbor NITROGEN FIXATION bacteria on their roots. Many but not all species of beans belong to this family.[MeSH]

Cross-References

ID SourceID
PubMed CID439242
CHEMBL ID603717
CHEBI ID16634
SCHEMBL ID33743
MeSH IDM0018455

Synonyms (70)

Synonym
raf
n5o3qu595m ,
unii-n5o3qu595m
alpha-d-glucopyranoside, beta-d-fructofuranosyl o-alpha-d-galactopyranosyl-(1.fwdarw.6)-
CHEMBL603717
nsc-2025
d-raffinose
d-(+)-raffinose
nsc-170228
beta-d-fructofuranosyl alpha-d-galactopyranosyl-(1->6)-alpha-d-glucopyranoside
alpha-d-galp-(1->6)-alpha-d-glcp-(1<->2)-beta-d-fruf
alpha-d-galactopyranosyl-(1->6)-alpha-d-glucopyranosyl beta-d-fructofuranoside
raflinose
rafinose
CHEBI:16634 ,
caryophyllene alcohol acetate
raffinose, pure
alpha-d-glucopyranoside, beta-d-fructofuranosyl o-alpha-d-galactopyranosyl (1 to 6)-, hydrate
einecs 208-146-9
alpha-d-glucopyranoside, beta-d-fructofuranosyl o-alpha-d-galactopyranosyl-(1-6)-
(2s,3r,4s,5r,6r)-2-[[(2r,3s,4s,5r,6r)-6-[(2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
alpha-d-glucopyranoside, beta-d-fructofuranosyl o-alpha-d-galactopyranosyl (1 to 6)-
melitriose, raffinose
alpha-d-glucopyranoside, beta-d-fructofuranosyl o-alpha-d-galactopyranosyl-(1->6)-
o-alpha-d-galactopyranosyl(1,6)-o-alpha-d-glucopyranosyl-(1,2)-beta-d-fructofuranoside
beta-d-fructofuranosyl-o-alpha-d-galactopyranosyl-(1->6)-alpha-d-glucopyranoside
ai3-19427
alpha-d-glucopyranoside, beta-d-fructofuranosyl o-alpha-d-galactopyranosyl-(1>6)- (9ci)
nsc 2025
raffinose (8ci)
nsc 170228
melitose
6g-alpha-d-galactosylsucrose
gossypose
raffinose
C00492
alpha-d-galp-(1->6)-alpha-d-glcp-(1->2)-beta-d-fruf
(2s,3r,4s,5s,6r)-2-[[(2r,3r,4s,5r,6r)-6-[(2s,3s,4r,5s)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxy-oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
alpha-d-galactopyranosyl-(1->6)-alpha-d-glucopyranosyl-(1->2)-beta-d-fructofuranoside
720EEA6C-2455-46E5-9CFA-A6800C4E0D6F
BMSE000221
(2s,3r,4s,5r,6r)-2-[[(2r,3s,4s,5r,6r)-6-[(2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
R0002
alpha-d-glucopyranoside, beta-d-fructofuranosyl o-alpha-d-galactopyranosyl-(1-6)-, pentahydrate
raffinose [inci]
.beta.-d-fructofuranosyl-o-.alpha.-d-galactopyranosyl-(1->6)-.alpha.-d-glucopyranoside
raffinose [mi]
raffinose [who-dd]
S5155
SCHEMBL33743
raffinose hydrate
.alpha.-d-glucopyranoside, .beta.-d-fructofuranosyl o-.alpha.-d-galactopyranosyl-(1->6)-
BS-9703
(2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-({[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol
DTXSID8041111 ,
AKOS025393299
(2s,3r,4s,5r,6r)-2-[[(2r,3s,4s,5r,6r)-6-[(2s,3s,4s,5r)-3,4-dihydroxy-2,5-dimethylol-tetrahydrofuran-2-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methoxy]-6-methylol-tetrahydropyran-3,4,5-triol
(2s,3r,4s,5r,6r)-2-[[(2r,3s,4s,5r,6r)-6-[(2s,3s,4s,5r)-2,5-bis(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]oxy-3,4,5-tris(oxidanyl)oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
delta-(+)-raffinose
6g-alpha-delta-galactosylsucrose
delta-raffinose
Q410005
(2r,3r,4s,5s,6r)-2-((2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yloxy)-6-(((2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yloxy)methyl)tetrahydro-2h-pyran-3,4,5-triol
CCG-269725
CS-0081719
HY-N7088
bdbm50598573
(2s,3r,4s,5s,6r)-2-(((2r,3r,4s,5r,6r)-6-((2s,3s,4r,5s)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl)oxy-3,4,5-trihydroxy-oxan-2-yl)methoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
alpha-d-galp-(1->6)-alpha-d-glcp-(12)-beta-d-fruf
dtxcid6021111

Research Excerpts

Overview

Raffinose is a natural oligosaccharide that serves as a novel activator of autophagy and as a balancing agent to regulate the diversity of environmental stress. It is found abundantly in beet molasses, sugar cane, and seeds of many leguminous plants.

ExcerptReferenceRelevance
"Raffinose is a natural oligosaccharide that serves as a novel activator of autophagy and as a balancing agent to regulate the diversity of environmental stress."( Raffinose increases autophagy and reduces cell death in UVB-irradiated keratinocytes.
Chen, X; Gu, H; Li, L; Li, M; Lin, S, 2019
)
2.68
"Raffinose, which is an indigestible trisaccharide composed of glucose, galactose, and fructose, is found abundantly in beet molasses, sugar cane, and seeds of many leguminous plants."( One-pot conversions of raffinose into furfural derivatives and sugar alcohols by using heterogeneous catalysts.
Dabral, S; Ebitani, K; Nishimura, S, 2014
)
1.43
"Raffinose like sucrose is a betta-fructoside which can be hydrolyzed by yeast invertase (beta-fructoside which can be hydrolyzed by yeast invertase (beta-fructofuranoside fructohydrolase)."( Genetic control of invertase formation in Saccharomyces cerevisiae. II. Isolation and characterization of mutants conferring invertase hyperproduction in strain EK-6B carrying the SUC3 gene.
Hackel, RA; Khan, NA, 1978
)
0.98

Effects

ExcerptReferenceRelevance
"Raffinose has become a major focus of research interest and recent studies have shown that besides beneficial bifidobacteria and lactobacilli, Escherichia coli, Enterococcus faecium and Streptococcus pneumoniae can also utilize raffinose and raffinose might lead to flatulence in some hosts. "( In vitro fermentation of raffinose by the human gut bacteria.
Chen, W; Cui, S; Gu, J; Li, D; Mao, B; Tang, H; Zhang, H; Zhao, J, 2018
)
2.23

Actions

ExcerptReferenceRelevance
"3. Raffinose and melibiose cause a ligant-dependent increase in binding activity and a corresponding decrease in the relative abundance of multimers at any give protein concentration."( Inverse relationship of protein concentration and binding activity of alpha-galactoside receptors from sugarcane membranes.
Kenfield, DS; Strobel, GA, 1980
)
0.78

Toxicity

ExcerptReferenceRelevance
" In summary, in this series, routine human liver procurement using exclusive aortic perfusion seemed to be at least as safe as using a combined aortic and portal perfusion technique."( Liver procurement without in situ portal perfusion. A safe procedure for more flexible multiple organ harvesting.
Barker, A; de Ville de Goyet, J; Hausleithner, V; Jamart, J; Lerut, J; Malaise, J; Otte, JB; Reding, R, 1994
)
0.29
"Safety parameters (vital signs, hematology, blood chemistry, coagulation, and adverse events) were monitored from randomization through week 4 postdischarge."( Safety and preliminary efficacy of hemoglobin raffimer for patients undergoing coronary artery bypass surgery.
Gottschalk, LI; Grichnik, K; Hill, SE, 2002
)
0.31
" Although perioperative hypertension was more frequent in the treated patients, blood pressure management prevented serious adverse sequelae."( Safety and preliminary efficacy of hemoglobin raffimer for patients undergoing coronary artery bypass surgery.
Gottschalk, LI; Grichnik, K; Hill, SE, 2002
)
0.31
" Finally, 1000 μg/mL cefazolin showed no adverse effects on porcine kidney endothelial cells."( Antibiotic prophylaxis in (sub)normothermic organ preservation: in vitro efficacy and toxicity of cephalosporins.
Bruinsma, BG; de Boer, L; Heger, M; Post, IC; van Gulik, TM; van Rijssen, LB; Zaat, SA, 2013
)
0.39

Pharmacokinetics

ExcerptReferenceRelevance
"We have studied the plasma half-life (T 1/2), oxygen-binding affinity (P50), organ distribution, and excretion of the individual molecular weight (MW) components of human hemoglobin polymerized with periodate-oxidized, ring-opened raffinose (oR poly-Hb), following transfusion in the rat."( Pharmacokinetic studies in the rat on a o-raffinose polymerized human hemoglobin.
Er, SS; Gomez, CL; Gonzales, A; Hess, JR; Hsia, JC; Keipert, PE; Macdonald, VW; Song, DL; Winslow, RM; Wong, LT, 1992
)
0.73

Compound-Compound Interactions

ExcerptReferenceRelevance
" In ROP kidneys, however, TAN were less reduced, suggesting that even during CS, TAN can still be regenerated in the injured kidneys when ROP is combined with UW solution."( Retrograde oxygen persufflation in combination with UW solution enhances adenine nucleotide contents in ischemically damaged rat kidney during cold storage.
Booster, MH; Buurman, WA; Kootstra, G; Maessen, JG; van der Vusse, GJ; Yin, M, 1996
)
0.29
"MALDI-MSI combined with machine learning can be used to visualize the distribution of oligosaccharides and identify the processed samples after steaming for different durations."( Identification of raffinose family oligosaccharides in processed Rehmannia glutinosa Libosch using matrix-assisted laser desorption/ionization mass spectrometry image combined with machine learning.
Chen, X; He, J; Li, H; Zhang, S; Zhao, Y, 2023
)
1.24

Bioavailability

ExcerptReferenceRelevance
" In summary, the bioavailability of components of preservation solutions at 4 degrees C is lower than at physiological temperatures, so that the application of cytoprotectants at 37 degrees C to organ donors, rather than simple addition to the cold storage solution, might improve cold storage preservation of livers and kidneys."( Effect of temperature on hepatic and renal uptake of components from University of Wisconsin solution.
Büchler, MW; Schilling, M; Tian, YH, 1998
)
0.3
" The new methodology may, therefore, be used for fast bioavailability screening of virtual libraries having millions of molecules."( Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties.
Ertl, P; Rohde, B; Selzer, P, 2000
)
0.31
" These and other short-chain carbohydrates can also be poorly absorbed in the small intestine (named fermentable oligo-, di- and monosaccharides and polyols; FODMAPs) and may have important implications for the health of the gut."( Quantification of fructans, galacto-oligosacharides and other short-chain carbohydrates in processed grains and cereals.
Barrett, JS; Biesiekierski, JR; Gibson, PR; Liels, K; Muir, JG; Rose, R; Rosella, O; Shepherd, SJ, 2011
)
0.37
" Dried AM alone, and with trehalose or raffinose showed greater factor retention efficiencies and bioavailability compared to cryopreserved AM and demonstrated a more sustained biochemical factor time release in vitro."( Augmented dried versus cryopreserved amniotic membrane as an ocular surface dressing.
Allen, CL; Branch, MJ; Clare, G; Dadhwal, M; Dua, HS; Hopkinson, A; McIntosh, OD; Stewart, EA, 2013
)
0.66

Dosage Studied

The significant amount of water accommodated by raffinose in both the crystalline and amorphous forms would appear to make it a potentially useful water scavenger in certain types of dosage forms.

ExcerptRelevanceReference
" In ensuing dose-response studies, the concentrations of lactobionate, glutahione, dexamethasone in UW solution proved to be optimal."( Rat liver preservation. I. The components of UW solution that are essential to its success.
Bitter-Suermann, H; Coddington, D; Yu, WM, 1990
)
0.28
" Such systems are suitable for the preparation of solid dosage forms for the purpose of oral administration."( Solid surfactant solutions of active ingredients in sugar esters.
Hahn, L; Sucker, H, 1989
)
0.28
" Dose-response experiments revealed that normal subjects could tolerate 120-220 mmol of mannitol, 73-146 mmol of lactulose, or 80 mmol of raffinose before fecal output of water exceeded 400 ml in 48 h or before test carbohydrate appeared in the stool."( Conservation of mannitol, lactulose, and raffinose by the human colon.
Saunders, DR; Wiggins, HS, 1981
)
0.73
" The significant amount of water accommodated by raffinose in both the crystalline and amorphous forms would appear to make it a potentially useful water scavenger in certain types of dosage forms."( Hydration and dehydration of crystalline and amorphous forms of raffinose.
Byrn, SR; Saleki-Gerhardt, A; Stowell, JG; Zografi, G, 1995
)
0.78
" This study investigates in a canine model of single-lung allotransplantation whether cardiopulmonary bypass adversely affects early graft function and whether a heparin-coated cardiopulmonary bypass circuit with reduced systemic heparin dosage improves results compared with standard uncoated cardiopulmonary bypass systems."( Deleterious effects of cardiopulmonary bypass on early graft function after single lung allotransplantation: evaluation of a heparin-coated bypass circuit.
Aeba, R; Francalancia, NA; Griffith, BP; Marrone, GC; Yousem, SA,
)
0.13
" To clarify the actions of SAM during different stages of ischemia/ reperfusion, we have compared its benefit in five dosage regimens, using perfused rat livers after sequential periods of 24 hr cold and 20 min rewarming ischemia."( Treatment of experimental ischemia/reperfusion injury with S-adenyosylmethionine: evidence that donor pretreatment complements other regimens.
Dunne, JB; Piratvisuth, T; Tredger, JM; Williams, R, 1997
)
0.3
"The present experiments evaluate the effects on oesophageal motility of an o-raffinose cross-linked haemoglobin-based oxygen carrier (HBOC) purified from outdated donated human blood cells (HemolinkTM), with attention to dose-response (0."( Effect of an o-raffinose cross-linked haemoglobin product on oesophageal and lower oesophageal sphincter motor function.
Christoff, B; Diamant, NE; Miller, D; Paterson, W; Valdez, D; Wong, LT; Xue, S, 1999
)
0.89
"We performed this study to determine the dose-response of hemoglobin raffimer administered in conjunction with intraoperative autologous donation in patients undergoing coronary artery bypass grafting surgery."( A phase II dose-response study of hemoglobin raffimer (Hemolink) in elective coronary artery bypass surgery.
Cheng, DC; Finegan, B; Hall, RI; Karski, J; Latimer, R; Martineau, R; Mazer, CD; Ralph-Edwards, A; Robblee, J; Vuylsteke, A, 2004
)
0.32
"Hemoglobin raffimer was not associated with any serious adverse events in patients undergoing primary coronary artery bypass grafting with cardiopulmonary bypass and intraoperative autologous donation in a dose-response study up to 1000 mL."( A phase II dose-response study of hemoglobin raffimer (Hemolink) in elective coronary artery bypass surgery.
Cheng, DC; Finegan, B; Hall, RI; Karski, J; Latimer, R; Martineau, R; Mazer, CD; Ralph-Edwards, A; Robblee, J; Vuylsteke, A, 2004
)
0.32
" These results indicate that although a positive dose-response effect of honey and its carbohydrate constituents on calcium absorption was observed in the acute study, this effect disappeared upon long-term feeding in rats, implying adaptation had occurred."( Acute and chronic effects of honey and its carbohydrate constituents on calcium absorption in rats.
Ariefdjohan, MW; Lachcik, PJ; Martin, BR; Weaver, CM, 2008
)
0.35
" During preservation, in the periods of zero, 12, 18 and 24 hours, were conducted evaluating the degree of mucosal injury and dosage of malondialdehyde acid (MDA)."( Effects of ischemic preconditioning associated to different preservation solutions in protecting the intestinal graft.
Abrahão, Mde S; Gonzalez, AM; Montero, EF; Neves, Jde S; Salzedas Netto, AA, 2011
)
0.37
" In this study, the effects of gene dosage and endoplasmic reticulum secretion-associated factors (ERSAs) on the secretory expression of an α-galactosidase gene derived from a Aspergillus oryzae strain were investigated by constructing multicopy expression cassettes and coexpressing the α-galactosidase gene with ERSAs."( Gene dosage and coexpression with endoplasmic reticulum secretion-associated factors improved the secretory expression of α-galactosidase.
Han, ZG; Jiang, XF; Yang, JK; Zhang, JW, 2019
)
0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Saccharomyces cerevisiae metaboliteAny fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae).
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[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 (2)

ClassDescription
trisaccharide
raffinose family oligosaccharideAny oligosaccharide that has a biosynthetic pathway in common with that of raffinose.
[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 (9)

PathwayProteinsCompounds
stachyose biosynthesis523
ajugose biosynthesis II (galactinol-independent)16
lychnose and isolychnose biosynthesis09
stachyose degradation514
galactosylcyclitol biosynthesis17
stellariose and mediose biosynthesis08
The impact of Nsp14 on metabolism (COVID-19 Disease Map)084
stellariose and mediose biosynthesis010
stachyose biosynthesis323
galactosylcyclitol biosynthesis19
AtMetExpress overview0109
Acute viral myocarditis174
Stachyose biosynthesis27

Protein Targets (1)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
PA-I galactophilic lectinPseudomonas aeruginosa PAO1Kd32.00000.07100.07100.0710AID1884971
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (32)

Assay IDTitleYearJournalArticle
AID18847Percent of drug absorbed by human intestine after oral administration2000Journal of medicinal chemistry, Oct-05, Volume: 43, Issue:20
Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties.
AID231333Ratio of [(apical to basal)/(basal to apical)] (Caco-2 cell monolayer)2001Journal of medicinal chemistry, Jun-07, Volume: 44, Issue:12
Experimental and computational screening models for the prediction of intestinal drug absorption.
AID1884972Downregulation of c-di-GMP level in Pseudomonas aeruginosa PA14 planktonic cells harboring wspF gene mutation at 10 uM incubated for 24 hrs by HPLC method2022Journal of medicinal chemistry, 07-14, Volume: 65, Issue:13
Small Carbohydrate Derivatives as Potent Antibiofilm Agents.
AID567091Drug absorption in human assessed as human intestinal absorption rate2011European journal of medicinal chemistry, Jan, Volume: 46, Issue:1
Prediction of drug intestinal absorption by new linear and non-linear QSPR.
AID276651Antihyperlipidemic activity measured by decrease in cholesterol level in golden syrian hamster at 100 mg/kg, po relative to control2006Bioorganic & medicinal chemistry letters, Dec-01, Volume: 16, Issue:23
Synthesis and antihyperlipidemic activity of novel glycosyl fructose derivatives.
AID276656Antihyperlipidemic activity measured by decrease in free fatty acid level in golden syrian hamster at 100 mg/kg, po relative to control2006Bioorganic & medicinal chemistry letters, Dec-01, Volume: 16, Issue:23
Synthesis and antihyperlipidemic activity of novel glycosyl fructose derivatives.
AID1884973Downregulation of c-di-GMP level in Pseudomonas aeruginosa PA14 harboring wspF gene mutation biofilm at 10 uM incubated for 24 hrs by HPLC method2022Journal of medicinal chemistry, 07-14, Volume: 65, Issue:13
Small Carbohydrate Derivatives as Potent Antibiofilm Agents.
AID276673Antihyperlipidemic activity measured by HDL/total cholesterol ratio in golden syrian hamster at 100 mg/kg, po2006Bioorganic & medicinal chemistry letters, Dec-01, Volume: 16, Issue:23
Synthesis and antihyperlipidemic activity of novel glycosyl fructose derivatives.
AID236914Permeability Coefficient in hexadecane membranes model2005Journal of medicinal chemistry, Jan-27, Volume: 48, Issue:2
Exploring the role of different drug transport routes in permeability screening.
AID28399Cellular permeability (Pc) (Caco-2 cell monolayer)2001Journal of medicinal chemistry, Jun-07, Volume: 44, Issue:12
Experimental and computational screening models for the prediction of intestinal drug absorption.
AID236268Fraction absorbed in human intestine after oral administration compound was measured2005Journal of medicinal chemistry, Jan-27, Volume: 48, Issue:2
Exploring the role of different drug transport routes in permeability screening.
AID236913Permeability Coefficient in Caco-2 cell culture model2005Journal of medicinal chemistry, Jan-27, Volume: 48, Issue:2
Exploring the role of different drug transport routes in permeability screening.
AID156202Binding to POPC (palmitoyl-oleolyl-phosphatidyl-choline) liposomes using biosensor system2000Journal of medicinal chemistry, Jun-01, Volume: 43, Issue:11
SPR biosensor studies of the direct interaction between 27 drugs and a liposome surface: correlation with fraction absorbed in humans.
AID237585Tested for fraction of oral dose absorbed orally in humans2005Journal of medicinal chemistry, May-05, Volume: 48, Issue:9
Calculating virtual log P in the alkane/water system (log P(N)(alk)) and its derived parameters deltalog P(N)(oct-alk) and log D(pH)(alk).
AID276670Antihyperlipidemic activity measured by HDL level in golden syrian hamster at 100 mg/kg, po2006Bioorganic & medicinal chemistry letters, Dec-01, Volume: 16, Issue:23
Synthesis and antihyperlipidemic activity of novel glycosyl fructose derivatives.
AID1884971Binding affinity to Pseudomonas aeruginosa PA14 LecA expressed in Escherichia coli assessed as dissociation constant by isothermal titration calorimetry2022Journal of medicinal chemistry, 07-14, Volume: 65, Issue:13
Small Carbohydrate Derivatives as Potent Antibiofilm Agents.
AID276672Antihyperlipidemic activity measured by free fatty acid level in golden syrian hamster at 100 mg/kg, po2006Bioorganic & medicinal chemistry letters, Dec-01, Volume: 16, Issue:23
Synthesis and antihyperlipidemic activity of novel glycosyl fructose derivatives.
AID276671Antihyperlipidemic activity measured by glycerol level in golden syrian hamster at 100 mg/kg, po2006Bioorganic & medicinal chemistry letters, Dec-01, Volume: 16, Issue:23
Synthesis and antihyperlipidemic activity of novel glycosyl fructose derivatives.
AID276649Antihyperlipidemic activity measured by decrease in triglyceride level in golden syrian hamster at 100 mg/kg, po relative to control2006Bioorganic & medicinal chemistry letters, Dec-01, Volume: 16, Issue:23
Synthesis and antihyperlipidemic activity of novel glycosyl fructose derivatives.
AID276659Antihyperlipidemic activity measured by increase in HDL/total cholesterol ratio in golden syrian hamster at 100 mg/kg, po relative to control2006Bioorganic & medicinal chemistry letters, Dec-01, Volume: 16, Issue:23
Synthesis and antihyperlipidemic activity of novel glycosyl fructose derivatives.
AID276669Antihyperlipidemic activity measured by cholesterol level in golden syrian hamster at 100 mg/kg, po2006Bioorganic & medicinal chemistry letters, Dec-01, Volume: 16, Issue:23
Synthesis and antihyperlipidemic activity of novel glycosyl fructose derivatives.
AID28392Apparent permeability coefficient (Papp) (Caco-2 cell monolayer)2001Journal of medicinal chemistry, Jun-07, Volume: 44, Issue:12
Experimental and computational screening models for the prediction of intestinal drug absorption.
AID1884975Inhibition of Photorhabdus luminescens LecA expressed in Escherichia coli BL21(DE3) cells by fluorescence based analysis2022Journal of medicinal chemistry, 07-14, Volume: 65, Issue:13
Small Carbohydrate Derivatives as Potent Antibiofilm Agents.
AID1884974Antibiofilm activity against Pseudomonas aeruginosa PA14 cocultured with Staphylococcus aureus ATCC 6538 assessed as inhibition of biofilm formation incubated for 24 hrs by crystal violet staining based microtiter plate method relative to control2022Journal of medicinal chemistry, 07-14, Volume: 65, Issue:13
Small Carbohydrate Derivatives as Potent Antibiofilm Agents.
AID156204Binding to POPC/GMI liposomes using biosensor system2000Journal of medicinal chemistry, Jun-01, Volume: 43, Issue:11
SPR biosensor studies of the direct interaction between 27 drugs and a liposome surface: correlation with fraction absorbed in humans.
AID276653Antihyperlipidemic activity measured by increase in HDL level in golden syrian hamster at 100 mg/kg, po relative to control2006Bioorganic & medicinal chemistry letters, Dec-01, Volume: 16, Issue:23
Synthesis and antihyperlipidemic activity of novel glycosyl fructose derivatives.
AID276668Antihyperlipidemic activity measured by triglyceride level in golden syrian hamster at 100 mg/kg, po2006Bioorganic & medicinal chemistry letters, Dec-01, Volume: 16, Issue:23
Synthesis and antihyperlipidemic activity of novel glycosyl fructose derivatives.
AID29844Fraction absorbed after oral administration in humans2001Journal of medicinal chemistry, Jun-07, Volume: 44, Issue:12
Experimental and computational screening models for the prediction of intestinal drug absorption.
AID236912Permeability Coefficient in 2/4/A1 cell model2005Journal of medicinal chemistry, Jan-27, Volume: 48, Issue:2
Exploring the role of different drug transport routes in permeability screening.
AID15120Percent of the drug absorbed after administration to humans was determined1999Journal of medicinal chemistry, May-20, Volume: 42, Issue:10
Molecular hashkeys: a novel method for molecular characterization and its application for predicting important pharmaceutical properties of molecules.
AID29845Estimation of fraction absorbed (Fa) in the human intestine using biosensor technology.2000Journal of medicinal chemistry, Jun-01, Volume: 43, Issue:11
SPR biosensor studies of the direct interaction between 27 drugs and a liposome surface: correlation with fraction absorbed in humans.
AID236916Percentage of mass balance in hexadecane membranes model2005Journal of medicinal chemistry, Jan-27, Volume: 48, Issue:2
Exploring the role of different drug transport routes in permeability screening.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (2,594)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990209 (8.06)18.7374
1990's1144 (44.10)18.2507
2000's672 (25.91)29.6817
2010's443 (17.08)24.3611
2020's126 (4.86)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 59.81

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 very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index59.81 (24.57)
Research Supply Index7.97 (2.92)
Research Growth Index5.07 (4.65)
Search Engine Demand Index103.83 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (59.81)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials106 (3.81%)5.53%
Reviews53 (1.90%)6.00%
Case Studies16 (0.57%)4.05%
Observational4 (0.14%)0.25%
Other2,606 (93.57%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]