EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

isolariciresinol
2,3-naphthalenedimethanol, 1,2,3,4-tetrahydro-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-, (1S,2R,3R)-

Supplier Sponsors

CAS Number: 548-29-8Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J16.950A
MDL:MFCD07784475
XlogP3-AA:2.00 (est)
Molecular Weight:360.40648000
Formula:C20 H24 O6
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 584.10 °C. @ 760.00 mm Hg (est)
Flash Point: 585.00 °F. TCC ( 307.10 °C. ) (est)
logP (o/w): 1.640 (est)
Soluble in:
 water, 90.16 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Cyclolariciresinol 98%
BOC Sciences
For experimental / research use only.
isolariciresinol >97%
Odor: characteristic
Use: Isolariciresinol is a natural lignan found in the herbs of Phyllanthus niruri, it exhibits the activities of antioxidant and anti-inflammatory during an in vitro gastro-intestinal digestion of the Radix Isatidis extract (RIE). antioxidant; anti-inflammatory
Coompo
For experimental / research use only.
isoLariciresinol from Plants ≥96%
Sigma-Aldrich: Sigma
For experimental / research use only.
isoLariciresinol ≥95.0% (HPLC)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for isolariciresinol usage levels up to:
 not for fragrance use.
 
Recommendation for isolariciresinol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :160521
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(6R,7R,8S)-8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol
Chemidplus:0000548298
 
References:
 (6R,7R,8S)-8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):160521
Pubchem (sid):135114942
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB40471
FooDB:FDB012663
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
(6R,7R,8S)-8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol
(+)-isolariciresinol
2,3-naphthalenedimethanol, 1,2,3,4-tetrahydro-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-, (1S,2R,3R)-
1,2,3,4-tetrahydro-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-2,3-naphthalene dimethanol
 

Articles:

PubMed:In vitro antioxidant and anti-inflammatory activities of Radix Isatidis extract and bioaccessibility of six bioactive compounds after simulated gastro-intestinal digestion.
PubMed:New neolignan glycoside and an unusual benzoyl malic acid derivative from Maytenus senegalensis leaves.
PubMed:[Chemical constituents from Vaccinium bracteatum].
PubMed:Does biopolymers composition in seeds contribute to the flax resistance against the Fusarium infection?
PubMed:Neural cell activation by phenolic compounds from the Siberian larch (Larix sibirica).
PubMed:A new lignan glycoside from Trigonostemon heterophyllus.
PubMed:Two novel lignans from Gaultheria yunnanensis.
PubMed:Nutritional characterisation and bioactive components of commercial carobs flours.
PubMed:A new phenolic amide glycoside from Cimicifuga dahurica.
PubMed:[A new lignan from stems of Sargentodoxa cuneata].
PubMed:[Chemical constituents from the twigs and leaves of Melodinus suaveolens].
PubMed:[Lignans from Machilus robusta].
PubMed:Xanthone and lignan glycosides from the aerial parts of Polygonum bellardii all growing in Egypt.
PubMed:Phenols, lignans and antioxidant properties of legume and sweet chestnut flours.
PubMed:Two new compounds from Khaya senegalensis.
PubMed:Anti-hepatitis B virus lignans from the root of Streblus asper.
PubMed:Effect of thermal heating on some lignans in flax seeds, sesame seeds and rye.
PubMed:Identification of a novel phenolic compound in litchi (Litchi chinensis Sonn.) pericarp and bioactivity evaluation.
PubMed:Phenolic and lignan glycosides from the butanol extract of Averrhoa carambola L. root.
PubMed:[Chemical constituents contained in roots of Pterospermum heterophyllum].
PubMed:Anti-hepatitis B virus constituents from the stem bark of Streblus asper.
PubMed:[Non-alkaloid chemical constituents from Coptis chinensis].
PubMed:[Chemical constituents from roots of Machilus yaoshansis].
PubMed:Two new diterpenoids from the buds of Wikstroemia chamaedaphne.
PubMed:[Studies on chemical constitutes from callus cultures of Stellera chamaejasme].
PubMed:Determination of lignans in edible and nonedible parts of pomegranate (Punica granatum L.) and products derived therefrom, particularly focusing on the quantitation of isolariciresinol using HPLC-DAD-ESI/MSn.
PubMed:[Study on chemical constituents from leaves of Tripterygium wilfordii].
PubMed:Further investigation into maple syrup yields 3 new lignans, a new phenylpropanoid, and 26 other phytochemicals.
PubMed:Catechin production in cultured cells of Taxus cuspidata and Taxus baccata.
PubMed:[Study on lignans of Polygonum capitatum].
PubMed:Inhibitory effects of phenolic compounds from needles of Pinus densiflora on nitric oxide and PGE2 production.
PubMed:[Studies on the chemical constituents of extract with water from Forsythia suspensa].
PubMed:Assessment of enzyme inhibitory and antioxidant activities of lignans from Taxus baccata L.
PubMed:[Chemical constituents from fruits of Ailanthus altissima].
PubMed:[Ligans from branch of Hypericum petiolulatum].
PubMed:Hemiterpene glucosides and other constituents from Spiraea canescens.
PubMed:[Lignans from stems of Sambucus williamsii].
PubMed:Lignan and neolignan glucosides, and tachioside 2'-O-4''-O-methylgallate from the leaves of Glochidion rubrum.
PubMed:[Studies on the chemical constituents from Cissus assamica].
PubMed:Tarennanosides A-H, eight new lignan glucosides from Tarenna attenuata and their protective effect on H2O2-induced impairment in PC12 cells.
PubMed:[Studies on chemical constituents from leaves of Vaccinium bracteatum].
PubMed:[Chemical constituents and anti-tuberculosis activity of root of Rhodiola kirilowii].
PubMed:Lignan and flavonoid glycosides from Urtica laetevirens Maxim.
PubMed:[Studies on the chemical constituents of the roots of Anemone altaica].
PubMed:[Phenolic components from Rhodiola dumulosa].
PubMed:Simultaneous determination of seven bioactive lignans in Herpetospermum caudigerum by RP-HPLC method.
PubMed:[A new coumarin glycoside from Glehnia littoralis].
PubMed:[Bioactive constituents inhibiting TNF-alpha production in fresh rhizome of Pinellia ternata].
PubMed:An ellagitannin, n-butyl gallate, two aryltetralin lignans, and an unprecedented diterpene ester from Pelargonium reniforme.
PubMed:Chemical constituents from leaves of Celastrus gemmatus Loes.
PubMed:[Studies on chemical constituents in root of Isatis indigotica].
PubMed:[Studies on chemical constituents from roots of Craibiodendron henryi].
PubMed:Rhusemialins A-C, new cyclolignan esters from the roots of Rhus javanica var. roxburghiana.
PubMed:[Studies on chemical constituents from leaves of Isatis indigotica].
PubMed:[Studies on chemical constituents from root of Clematis hexapetala].
PubMed:New antioxidant phenolic glycosides from Walsura yunnanensis.
PubMed:[Studies on chemical constituents of Paederia scandense].
PubMed:A new lignan from Smilax bockii warb.
PubMed:New lignan glycosides from Cupressus duclouxian (Cupessaceae).
PubMed:Determination of secoisolariciresinol, lariciresinol and isolariciresinol in plant foods by high performance liquid chromatography coupled with coulometric electrode array detection.
PubMed:Isolation of lignans and biological activity studies of Ephedra viridis.
PubMed:Lignans from bark of Larix olgensis var. koreana.
PubMed:[Studies on chemical constituents in bark of Larix olgensis var. koreana].
PubMed:[Studies on the chemical constituents from the aerial parts of Breynia fruticosa].
PubMed:[Studies on chemical constituents of Ervatamia hainanensis].
PubMed:Lignans in resin of Araucaria angustifolia by gas chromatography/mass spectrometry.
PubMed:[A new lignan glycoside from the flower of Castanea mollissima Blume].
PubMed:High-performance thin-layer chromatographic-densitometric determination of secoisolariciresinol diglucoside in flaxseed.
PubMed:Anti-ulcerogenic lignans from Taxus baccata L.
PubMed:Plant lignans in soy-based health supplements.
PubMed:Liquid chromatography method for plant and mammalian lignans in human urine.
PubMed:Anti-inflammatory and antinociceptive activity of taxoids and lignans from the heartwood of Taxus baccata L.
PubMed:[Studies on the lignans from Patrinia scabra].
PubMed:Lignan and megastigmane glycosides from Sauropus androgynus.
PubMed:Estrogenic activity of phenylpropanoids from Sarcomelicope megistophylla and structure determination of a new norneolignan.
PubMed:DPPH radical scavenging and nitric oxide inhibitory activities of the constituents from the wood of Taxus yunnanensis.
PubMed:[Studies on the lignan chemical constituents from pine needles of Pinus massoniana Lamb].
PubMed:Rye bread in the diet of pigs enhances the formation of enterolactone and increases its levels in plasma, urine and feces.
PubMed:Identification and stereochemical characterization of lignans in flaxseed and pumpkin seeds.
PubMed:[Determination of lignan glycosides in the roots of Gaultheria yunnanensis Rehd. by HPLC].
PubMed:Antioxidant principles from Bauhinia tarapotensis.
PubMed:Lignans from the rhizomes of Coptis japonica differentially act as anti-inflammatory principles.
PubMed:In vitro metabolism of plant lignans: new precursors of mammalian lignans enterolactone and enterodiol.
PubMed:Lignan and neolignan glycosides from Ulmus davidiana var. japonica.
PubMed:Isolation and characterization of novel benzoates, cinnamates, flavonoids, and lignans from Riesling wine and screening for antioxidant activity.
PubMed:Constituents of Afzelia bella stem bark.
PubMed:Savinin, a lignan from Pterocarpus santalinus inhibits tumor necrosis factor-alpha production and T cell proliferation.
PubMed:Isolation and characterization of the lignans, isolariciresinol and pinoresinol, in flaxseed meal.
PubMed:Lignans from the roots of Urtica dioica and their metabolites bind to human sex hormone binding globulin (SHBG).
PubMed:Pharmacologically active components of Todopon Puok (Fagraea racemosa), a medicinal plant from Borneo.
PubMed:Detection and identification of the plant lignans lariciresinol, isolariciresinol and secoisolariciresinol in human urine.
 
Notes:
None found
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