coniferin
coniferyl alcohol b-D-glucoside
Identification
| Name | coniferin |
| IUPAC | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]oxane-3,4,5-triol |
| CAS Number | 531-29-3 |
| FDA UNII | M6616XLU2J |
| Molecular Formula | C16 H22 O8 |
| Molecular Weight | 342.34494000 |
| Nikkaji Number | J6.979E |
| XlogP3 | -1.30 (est) |
Regulatory
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) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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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Potential Uses
Natural Occurrence
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
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].