Page last updated: 2024-12-07

sesaminol

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

Description

Sesaminol is a lignan compound found in sesame seeds. It is a potent antioxidant and has been shown to have various beneficial effects on human health, including anti-inflammatory, anti-cancer, and neuroprotective properties. Sesaminol is synthesized from sesamin, another lignan found in sesame seeds, through a series of enzymatic reactions. It is often studied due to its potential for therapeutic applications in various diseases and conditions. Sesaminol is a promising compound with potential health benefits, and further research is needed to fully understand its mechanisms of action and clinical applications.'

sesaminol: structure given in first source; RN given from CAS Index Guide 1990; RN given refers to the (1S-(alpha,3aalpha,4alpha,6aalpha))-isomer; RN for cpd without isomeric designation not available 11/90 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

sesaminol : A furofuran that is cis-tetrahydro-1H,3H-furo[3,4-c]furan substituted by a 6-hydroxy-1,3-benzodioxol-5-yl group at position 1S and a 1,3-benzodioxol-5-yl group at position 4S. It is metabolite found in sesame seeds. [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 CID94672
CHEBI ID145778
SCHEMBL ID12600772
MeSH IDM0181294

Synonyms (15)

Synonym
sesaminol
(1s-(1alpha,3aalpha,4alpha,6aalpha))-6-(4-(1,3-benzodioxol-5-yl)tetrahydro-1h,3h-furo(3,4-c)furan-1-yl)-1,3-benzodioxol-5-ol
74061-79-3
(+)-sesaminol
CHEBI:145778
6-[(1s,3ar,4s,6ar)-4-(1,3-benzodioxol-5-yl)tetrahydro-1h,3h-furo[3,4-c]furan-1-yl]-1,3-benzodioxol-5-ol
justisolin
6-[(3s,3ar,6s,6ar)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxol-5-ol
1,3-benzodioxol-5-ol, 6-(4-(1,3-benzodioxol-5-yl)tetrahydro-1h,3h-furo(3,4-c)furan-1-yl)-, (1s-(1alpha,3aalpha,4alpha,6aalpha))-
SCHEMBL12600772
DTXSID50995513
6-[4-(2h-1,3-benzodioxol-5-yl)tetrahydro-1h,3h-furo[3,4-c]furan-1-yl]-2h-1,3-benzodioxol-5-ol
1,3-benzodioxol-5-ol, 6-[(1s,3ar,4s,6ar)-4-(1,3-benzodioxol-5-yl)tetrahydro-1h,3h-furo[3,4-c]furan-1-yl]-
sesaminol, (+)-
QTS6XJP5LC

Research Excerpts

Overview

Sesaminol triglucoside is a major lignin in sesame meal. It has a methylenedioxyphenyl group and multiple functions in vivo.

ExcerptReferenceRelevance
"Sesaminol triglucoside is a major lignin in sesame meal and has a methylenedioxyphenyl group and multiple functions in vivo. "( Gene expression profiling of sesaminol triglucoside and its tetrahydrofuranoid metabolites in primary rat hepatocytes.
Jan, KC; Liu, TC; Yang, BB, 2014
)
2.14

Bioavailability

ExcerptReferenceRelevance
" These findings indicate that sesame sesaminol and its epimer are poorly absorbed prior to reaching the rectum and that substantial amounts pass from the small to the large intestine, where they are metabolized by the colonic microflora to tetrahydrofuranoid metabolites."( Intestinal distribution and excretion of sesaminol and its tetrahydrofuranoid metabolites in rats.
Chu, YH; Ho, CT; Hwang, LS; Jan, KC; Ku, KL, 2011
)
0.91

Dosage Studied

ExcerptRelevanceReference
" In Experiment 2, we examined whether sesaminol caused enhanced absorption of alpha-tocopherol and alpha-tocotrienol in a dosage regimen supplying T-mix and sesaminol on alternating days and observed significantly higher levels of alpha-tocopherol and alpha-tocotrienol in rats fed sesaminol, even without simultaneous intake, compared to those in rats without sesaminol."( Effect of sesaminol on plasma and tissue alpha-tocopherol and alpha-tocotrienol concentrations in rats fed a vitamin E concentrate rich in tocotrienols.
Iizuka, Y; Ikeda, I; Ikeda, S; Yamashita, K, 2002
)
0.99
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antioxidantA substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
[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 (3)

ClassDescription
benzodioxoles
furofuranOrganic heterobicyclic compounds containing a two furan rings ortho-fused to each other.
organic hydroxy compoundAn organic compound having at least one hydroxy group attached to a carbon atom.
[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 (1)

PathwayProteinsCompounds
sesaminol glucoside biosynthesis58
sesaminol glucoside biosynthesis512

Research

Studies (38)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's7 (18.42)18.2507
2000's14 (36.84)29.6817
2010's10 (26.32)24.3611
2020's7 (18.42)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 29.36

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index29.36 (24.57)
Research Supply Index3.69 (2.92)
Research Growth Index4.70 (4.65)
Search Engine Demand Index36.71 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (29.36)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (2.63%)5.53%
Reviews2 (5.26%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other35 (92.11%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]