coniferin
coniferyl alcohol b-D-glucoside
 
Notes:
Isol. from Scorzonera hispanica (scorzonera) Coniferin is a glucoside of coniferyl alcohol. This white crystalline solid is a metabolite in conifers, serving as an intermediate in cell wall lignification, as well as having other biological roles. (Wikipedia)
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      Product(s):
      531-29-3 Coniferin
       
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CAS Number: 531-29-3Picture of molecule3D/inchi
FDA UNII: M6616XLU2J
Nikkaji Web: J6.979E
XlogP3: -1.30 (est)
Molecular Weight: 342.34494000
Formula: C16 H22 O8
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome 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
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 625.40 °C. @ 760.00 mm Hg (est)
Flash Point: 630.00 °F. TCC ( 332.00 °C. ) (est)
logP (o/w): -1.510 (est)
Soluble in:
 water, 5.797e+004 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Coniferin
Carbosynth
For experimental / research use only.
Coniferin
Coompo
For experimental / research use only.
Coniferin from Plants ≥96%
Sigma-Aldrich: Sigma
For experimental / research use only.
Abietin ≥90% (LC/MS-ELSD)
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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
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for coniferin usage levels up to:
 not for fragrance use.
 
Recommendation for coniferin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5280372
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]oxane-3,4,5-triol
Chemidplus: 0000531293
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References:
 (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]oxane-3,4,5-triol
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5280372
Pubchem (sid): 135030068
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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
Metabolomics Database: Search
KEGG (GenomeNet): C00761
HMDB (The Human Metabolome Database): HMDB13682
FooDB: FDB015497
Export Tariff Code: 2915.39.9050
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 asparagus shoot
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 beet plant
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 beet root
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 beet seed
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 black gram sprout
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 caraway
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 garlic plant
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 lemon pericarp
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 orange pericarp
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 salsify black salsify
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Synonyms:
 abietin
 coniferoside
 coniferyl alcohol b-D-glucoside
 coniferyl alcohol beta-dextro-glucoside
 coniferyl alcohol-4-O-β-D-glucopyranoside
b-D-glucopyranoside, 4-[(1E)-3-hydroxy-1-propen-1-yl]-2-methoxyphenyl
4-[(1E)-3-hydroxy-1-propen-1-yl]-2-methoxyphenyl b-D-glucopyranoside
4-(3-hydroxy-1-propenyl)-2-methoxyphenyl b-D-Glucopyranoside
4-(3-hydroxy-1-propenyl)-2-methoxyphenyl beta-dextro-glucopyranoside
4-hydroxy-3-methoxy-1-(g-hydroxypropenyl)benzene-4-D-Glucoside
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]oxane-3,4,5-triol
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}oxane-3,4,5-triol
4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenyl b-D-glucopyranoside
4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenyl b-D-glucopyranoside
4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenyl-b-D-glucopyranoside
 laricin
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Articles:
PubMed: Enzymatic and metabolic engineering for efficient production of syringin, sinapyl alcohol 4-O-glucoside, in Arabidopsis thaliana.
PubMed: [Non-alkaloid components from Sophora flavescens].
PubMed: Soluble phenylpropanoids are involved in the defense response of Arabidopsis against Verticillium longisporum.
PubMed: Quantification and identification of bioactive metabolites from Kalopanacis Cortex by HPLC with evaporative light scattering detection and ESI quadrupole TOF MS.
PubMed: [Chemical constituents from stems of Cistanche deserticola cultured in Tarim desert].
PubMed: Proton-dependent coniferin transport, a common major transport event in differentiating xylem tissue of woody plants.
PubMed: Chemical constituents of Arisaema franchetianum tubers.
PubMed: Impact of the absence of stem-specific β-glucosidases on lignin and monolignols.
PubMed: Concentration kinetics of secoisolariciresinol diglucoside and its biosynthetic precursor coniferin in developing flaxseed.
PubMed: Natural hypolignification is associated with extensive oligolignol accumulation in flax stems.
PubMed: Metabolomic analysis of Arabidopsis reveals hemiterpenoid glycosides as products of a nitrate ion-regulated, carbon flux overflow.
PubMed: Cinnamyl alcohols and methyl esters of fatty acids from Wedelia prostrata callus cultures.
PubMed: [Studies on the chemical constituents from the stems of Acanthopanax gracilistylus].
PubMed: [Studies on chemical constituents of aerial parts of Ammopiptanthus mongolicus].
PubMed: New isoflavone glycosides from Iris spuria L. (Calizona) cultivated in Egypt.
PubMed: Tracking monolignols during wood development in lodgepole pine.
PubMed: [Bioactive constituents inhibiting TNF-alpha production in fresh rhizome of Pinellia ternata].
PubMed: Coniferin dimerisation in lignan biosynthesis in flax cells.
PubMed: Utilization of polar metabolite profiling in the comparison of juvenile wood and compression wood in loblolly pine (Pinus taeda).
PubMed: Arabidopsis thaliana beta-Glucosidases BGLU45 and BGLU46 hydrolyse monolignol glucosides.
PubMed: [Studies on chemical constituents from roots of Polygala tricornis].
PubMed: 11-Methoxyviburtinal, a new iridoid from Valeriana jatamansi.
PubMed: Unexpected behavior of coniferin in lignin biosynthesis of Ginkgo biloba L.
PubMed: Behavior of monolignol glucosides in angiosperms.
PubMed: Lignification in poplar plantlets fed with deuterium-labelled lignin precursors.
PubMed: [Chemical constituents from Typhonium flagelliforme].
PubMed: Light induces phenylpropanoid metabolism in Arabidopsis roots.
PubMed: The behavior of deuterium-labeled monolignol and monolignol glucosides in lignin biosynthesis in angiosperms.
PubMed: Production of podophyllotoxin using cross-species coculture of Linum flavum hairy roots and Podophyllum hexandrum cell suspensions.
PubMed: Developmental lignification and seasonal variation in beta-glucosidase and peroxidase activities in xylem of Scots pine, Norway spruce and silver birch.
PubMed: Development of Linum flavum hairy root cultures for production of coniferin.
PubMed: 4'-deoxy iridoid glycosides from Centranthus longiflorus.
PubMed: Cellular machinery of wood production: differentiation of secondary xylem in Pinus contorta var. latifolia.
PubMed: Lignification related enzymes in Picea abies suspension cultures.
PubMed: Capillary zone electrophoresis of coniferyl alcohol oxidation products.
PubMed: Purification and characterization of a beta-glucosidase from Citrus sinensis var. Valencia fruit tissue.
PubMed: Phenols in citrus peel byproducts. Concentrations of hydroxycinnamates and polymethoxylated flavones in citrus peel molasses.
PubMed: Lignan and phenylpropanoid glycosides from Phillyrea latifolia and their in vitro anti-inflammatory activity.
PubMed: Contact dermatitis to Asparagus officinalis.
PubMed: Studies on the vascular effects of the fractions and phenolic compounds isolated from Viscum album ssp. album.
PubMed: Glycosidic fraction of flue-cured tobacco leaves: its separation and component analysis.
PubMed: cDNA cloning and heterologous expression of coniferin beta-glucosidase.
PubMed: Agrobacterium tumefaciens beta-glucosidase is also an effective beta-xylosidase, and has a high transglycosylation activity in the presence of alcohols.
PubMed: Pharmacological activity of phenylpropanoids of the mistletoe, Viscum album L., host: Pyrus caucasica Fed.
PubMed: A cell suspension ofLinum flavum (L.) in phosphate limited continuous culture.
PubMed: 4-coumarate:coenzyme a ligase from loblolly pine xylem. Isolation, characterization, and complementary DNA cloning.
PubMed: A beta-glucosidase from lodgepole pine xylem specific for the lignin precursor coniferin.
PubMed: Cytoplasmic Acidification and Secondary Metabolite Production in Different Plant Cell Suspensions (A Comparative Study).
PubMed: Purification of an acidic coniferin-hydrolysing beta-glucosidase from developing xylem of Pinus banksiana.
PubMed: Purification, Characterization, and Cloning of Cinnamyl Alcohol Dehydrogenase in Loblolly Pine (Pinus taeda L.).
PubMed: Cloning and sequencing of an Agrobacterium tumefaciens beta-glucosidase gene involved in modifying a vir-inducing plant signal molecule.
PubMed: Fungal elicitor-mediated responses in pine cell cultures : I. Induction of phenylpropanoid metabolism.
PubMed: Rapid Activation of Phenylpropanoid Metabolism in Elicitor-Treated Hybrid Poplar (Populus trichocarpa Torr. & Gray x Populus deltoides Marsh) Suspension-Cultured Cells.
PubMed: The accumulation and isolation of coniferin from a high-producing cell suspension of Linum flavum L.
PubMed: Increased podophyllotoxin production in Podophyllum hexandrum cell suspension cultures after feeding coniferyl alcohol as a β-cyclodextrin complex.
PubMed: Identification of an Agrobacterium tumefaciens virulence gene inducer from the pinaceous gymnosperm Pseudotsuga menziesii.
PubMed: Formation of cis-coniferin in cell-free extracts of Fagus grandifolia Ehrh bark.
PubMed: Exclusive accumulation of Z-isomers of monolignols and their glucosides in bark of Fagus grandifolia.
PubMed: Formation of beta-peltatin-A methyl ether and coniferin by root cultures of Linum flavum.
PubMed: Appearance and immunohistochemical localization of UDP-glucose: coniferyl alcohol glucosyltransferase in spruce (Picea abies (L.) Karst.) seedlings.
PubMed: Phenolic glycosides of Paulownia tomentosa bark.
PubMed: Enzymic synthesis of lignin precursors. Purification and properties of UDP glucose: coniferyl-alcohol glucosyltransferase from cambial sap of spruce (Picea abies L.).
PubMed: Immunohistochemical localization of β-glucosidases in lignin and isoflavone metabolism in Cicer arietinum L. seedlings.
PubMed: Appearence and localization of a β-glucosidase hydrolyzing coniferin in spruce (Picea abies) seedlings.
PubMed: Enzymology of lignification. Cell-wall bound beta-glucosidase for coniferin from spruce (Picea abies) seedlings.
PubMed: Characterization of beta-glucosidase isoenzymes possibly involved in lignification from chick pea (Cicer arietinum L.) cell suspension cultures.
PubMed: [Free sugars, cyclitols and organic acids in the cambial sap of Pinus sylvestris L., Picea Abies Karst. and Abies alba Mill].
PubMed: [On the presence of lignan glycosides in the family Forsythia. 4. Isolation of coniferin].
PubMed: [Low molecular weight carbohydrates in the cambial sap of Larix decidua mill].
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