Compounds > linustatin
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linustatin

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

Description

Linustatin is a naturally occurring cyanogenic glucoside found in various plants, including flaxseed. It is composed of a sugar moiety (glucose) linked to a cyanogenic aglycone (linamarin). The synthesis of linustatin involves the enzymatic condensation of linamarin with glucose. Research on linustatin has focused on its potential biological activities. Studies have shown that linustatin possesses antioxidant properties, which may contribute to its health benefits. It has been investigated for its anti-inflammatory, anticancer, and neuroprotective effects. The presence of linustatin in flaxseed has led to interest in its potential health implications, particularly its role in reducing the risk of cardiovascular disease and cancer. Further research is ongoing to elucidate the mechanisms of action of linustatin and its potential therapeutic applications.'

linustatin: cyanogenic glucoside from linseed oil; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID119301
CHEBI ID6483
MeSH IDM0079770

Synonyms (16)

Synonym
propanenitrile, 2-((6-o-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy)-2-methyl-
2-((6-o-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy)-2-methylpropanenitrile
72229-40-4
linustatin
C08333
2-methyl-2-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropanenitrile
AC1Q4QUT ,
CHEBI:6483
[2-(6-o-beta-d-glucopyranosyl-beta-d-glucopyranosyloxy)-2-methylpropiononitrile)]
2-methyl-2-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-propanenitrile
2-methyl-2-((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(((2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yloxy)methyl)tetrahydro-2h-pyran-2-yloxy)propanenitrile
2-[(6-o-hexopyranosylhexopyranosyl)oxy]-2-methylpropanenitrile
DTXSID80992959
Q27107219
2-methyl-2-(((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-((((2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)methyl)tetrahydro-2h-pyran-2-yl)oxy)propanenitrile
AKOS040752591

Research Excerpts

Overview

Linustatinase is an alpha beta dimer. Linamarase appears to be an alpha 5 beta 5 decamer.

ExcerptReferenceRelevance
"Linustatinase is an alpha beta dimer (molecular weights of alpha and beta = 39,000 and 19,000, respectively) while linamarase appears to be an alpha 5 beta 5 decamer (molecular weights of alpha and beta = 62,500 and 65,000, respectively)."( Isolation and characterization of two cyanogenic beta-glucosidases from flax seeds.
Conn, EE; Fan, TW, 1985)		0.99
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
cyanogenic glycosideA glycoside in which the aglycone contains a cyanide group. A cyanogenic glycoside can release poisonous hydrogen cyanide if acted upon by some enzyme.
[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
linustatin bioactivation010

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (28.57)18.7374
1990's1 (14.29)18.2507
2000's0 (0.00)29.6817
2010's4 (57.14)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 26.59

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 Index26.59 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.21 (4.65)
Search Engine Demand Index29.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (26.59)

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%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
hydrogen cyanide
Hydrogen Cyanide: Hydrogen cyanide (HCN); A toxic liquid or colorless gas. It is found in the smoke of various tobacco products and released by combustion of nitrogen-containing organic materials.. hydrogen cyanide : A one-carbon compound consisting of a methine group triple bonded to a nitrogen atom		210hydracid;
one-carbon compound		Escherichia coli metabolite;
human metabolite;
poison
linamarin
[no description available]		2.7430beta-D-glucoside
2'-deoxyadenosine
2'-deoxyformycin A: RN not in Chemline 9/85; RN and structure given in first source		2.0810purine 2'-deoxyribonucleoside;
purines 2'-deoxy-D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
glucose, (beta-d)-isomer
beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.		2.9540D-glucopyranoseepitope;
mouse metabolite
neolinustatin
neolinustatin: cyanogenic glucoside from linseed oil; related to amygdalin; structure		3.150cyanogenic glycoside
lotaustralin
lotaustralin: higher homologue of linamarin from flax; a cyanogenic glycoside; RN given refers to (R)-isomer; structure		2.0810cyanogenic glycoside
lignans
Lignans: A class of dibenzylbutane derivatives which occurs in higher plants and in fluids (bile, serum, urine, etc.) in man and other animals. These compounds, which have a potential anti-cancer role, can be synthesized in vitro by human fecal flora. (From Singleton & Sainsbury, Dictionary of Microbiology and Molecular Biology, 2d ed)		2.8230
glycosides
[no description available]		3.2960
amygdalin
[no description available]		3.470
selenium
Selenium: An element with the atomic symbol Se, atomic number 34, and atomic weight 78.97. It is an essential micronutrient for mammals and other animals but is toxic in large amounts. Selenium protects intracellular structures against oxidative damage. It is an essential component of GLUTATHIONE PEROXIDASE.		1.9510chalcogen;
nonmetal atom		micronutrient
secoisolariciresinol diglucoside
secoisolariciresinol diglucoside: major precursor of mammalian lignans; structure given in first source; RN given refers to B-D-GLUCO isomer		2.5720
tachioside
tachioside: from the linseed meal; structure in first source		2.0810
deoxyguanosine
[no description available]		2.0810purine 2'-deoxyribonucleoside;
purines 2'-deoxy-D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Body Weight
The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.		01.9510
Chronic Illness
[description not available]		01.9510
Chronic Disease
Diseases which have one or more of the following characteristics: they are permanent, leave residual disability, are caused by nonreversible pathological alteration, require special training of the patient for rehabilitation, or may be expected to require a long period of supervision, observation, or care (Dictionary of Health Services Management, 2d ed). For epidemiological studies chronic disease often includes HEART DISEASES; STROKE; CANCER; and diabetes (DIABETES MELLITUS, TYPE 2).		01.9510
Poisoning
Used with drugs, chemicals, and industrial materials for human or animal poisoning, acute or chronic, whether the poisoning is accidental, occupational, suicidal, by medication error, or by environmental exposure.		01.9510