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Details

Stereochemistry ACHIRAL
Molecular Formula C9H12O3
Molecular Weight 168.1898
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-METHYL-2,6-DIMETHOXYPHENOL

SMILES

COC1=CC(C)=CC(OC)=C1O

InChI

InChIKey=ZFBNNSOJNZBLLS-UHFFFAOYSA-N
InChI=1S/C9H12O3/c1-6-4-7(11-2)9(10)8(5-6)12-3/h4-5,10H,1-3H3

HIDE SMILES / InChI

Molecular Formula C9H12O3
Molecular Weight 168.1898
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
A potential role for sinapyl p-coumarate as a radical transfer mechanism in grass lignin formation.
2008-11
Expression of cell wall related genes in basal and ear internodes of silking brown-midrib-3, caffeic acid O-methyltransferase (COMT) down-regulated, and normal maize plants.
2008-06-26
Structural and chemical properties of grass lignocelluloses related to conversion for biofuels.
2008-05
Characterization of phenylpropanoid pathway genes within European maize (Zea mays L.) inbreds.
2008-01-03
Role of Tyr residues on the protein surface of cationic cell-wall-peroxidase (CWPO-C) from poplar: potential oxidation sites for oxidative polymerization of lignin.
2008-01
Identification of target genes for a MYB-type anthocyanin regulator in Gerbera hybrida.
2008
Multi-site genetic modification of monolignol biosynthesis in alfalfa (Medicago sativa): effects on lignin composition in specific cell types.
2008
Model studies of lignified fiber fermentation by human fecal microbiota and its impact on heterocyclic aromatic amine adsorption.
2007-11-01
Downregulation of cinnamoyl-coenzyme A reductase in poplar: multiple-level phenotyping reveals effects on cell wall polymer metabolism and structure.
2007-11
Looking for syringyl peroxidases.
2007-11
Sisal fibers: surface chemical modification using reagent obtained from a renewable source; characterization of hemicellulose and lignin as model study.
2007-10-17
Metal ion uptake from aqueous solution by olive stones: a carbon-13 solid-state nuclear magnetic resonance and potentiometric study.
2007-10
Both caffeoyl Coenzyme A 3-O-methyltransferase 1 and caffeic acid O-methyltransferase 1 are involved in redundant functions for lignin, flavonoids and sinapoyl malate biosynthesis in Arabidopsis.
2007-10
Formation of syringyl-rich lignins in maize as influenced by feruloylated xylans and p-coumaroylated monolignols.
2007-08
The seasonal activity and the effect of mechanical bending and wounding on the PtCOMT promoter in Betula pendula Roth.
2007-08
Occurrence of naturally acetylated lignin units.
2007-07-11
Introduction of sense constructs of cinnamate 4-hydroxylase (CYP73A24) in transgenic tomato plants shows opposite effects on flux into stem lignin and fruit flavonoids.
2007-06
Structural motifs of syringyl peroxidases are conserved during angiosperm evolution.
2007-05-16
Grass lignocellulose: strategies to overcome recalcitrance.
2007-04
Wheat cells accumulate a syringyl-rich lignin during the hypersensitive resistance response.
2007-02
Unpolluted fractionation of wheat straw by steam explosion and ethanol extraction.
2007-02
Over-expression of UDP-glucose pyrophosphorylase in hybrid poplar affects carbon allocation.
2007
Source profiles of particulate organic matters emitted from cereal straw burnings.
2007
Plant growth, biomass partitioning and soil carbon formation in response to altered lignin biosynthesis in Populus tremuloides.
2007
Structural motifs of syringyl peroxidases predate not only the gymnosperm-angiosperm divergence but also the radiation of tracheophytes.
2007
9-Benzylidene-naphtho[2,3-b]thiophen-4-ones as novel antimicrotubule agents-synthesis, antiproliferative activity, and inhibition of tubulin polymerization.
2006-12-28
The Arabidopsis cinnamoyl CoA reductase irx4 mutant has a delayed but coherent (normal) program of lignification.
2006-12
NMR characterization of lignins isolated from fruit and vegetable insoluble dietary fiber.
2006-10-18
[Spectra and structural analysis of high boiling solvent lignin from Bagasse].
2006-10
Multi-site genetic modulation of monolignol biosynthesis suggests new routes for formation of syringyl lignin and wall-bound ferulic acid in alfalfa (Medicago sativa L.).
2006-10
Chemical composition of abaca (Musa textilis) leaf fibers used for manufacturing of high quality paper pulps.
2006-06-28
Down-regulation of lignin biosynthesis in transgenic Leucaena leucocephala harboring O-methyltransferase gene.
2006-06-03
Lignin composition in cambial tissues of poplar.
2006-05-08
Tolerance and adaptation of ethanologenic yeasts to lignocellulosic inhibitory compounds.
2006-04-20
Lignin radicals in the plant cell wall probed by Kerr-gated resonance Raman spectroscopy.
2006-04-15
Evaluation of urinary methoxyphenols as biomarkers of woodsmoke exposure.
2006-04-01
Effects of coumarate 3-hydroxylase down-regulation on lignin structure.
2006-03-31
Wound-induced expression of the ferulate 5-hydroxylase gene in Camptotheca acuminata.
2006-02
A coumaroyl-ester-3-hydroxylase insertion mutant reveals the existence of nonredundant meta-hydroxylation pathways and essential roles for phenolic precursors in cell expansion and plant growth.
2006-01
Nematode infection and reproduction in transgenic and mutant Arabidopsis and tobacco with an altered phenylpropanoid metabolism.
2006
Quantitative characterization of a hardwood milled wood lignin by nuclear magnetic resonance spectroscopy.
2005-12-14
Characterization of dietary fiber lignins from fruits and vegetables using the DFRC method.
2005-11-30
A new analysis of the depolymerized fragments of lignin polymer using ToF-SIMS.
2005-09-13
Thermoset phenolic matrices reinforced with unmodified and surface-grafted furfuryl alcohol sugar cane bagasse and curaua fibers: properties of fibers and composites.
2005-09-13
Characterization in vitro and in vivo of the putative multigene 4-coumarate:CoA ligase network in Arabidopsis: syringyl lignin and sinapate/sinapyl alcohol derivative formation.
2005-09
Structural analysis of lignin by resonance Raman spectroscopy.
2005-08-12
Molecular composition of leaves and stems of genetically modified Bt and near-isogenic non-Bt maize--characterization of lignin patterns.
2005-08-11
In search of a maize ideotype for cell wall enzymatic degradability using histological and biochemical lignin characterization.
2005-07-27
CINNAMYL ALCOHOL DEHYDROGENASE-C and -D are the primary genes involved in lignin biosynthesis in the floral stem of Arabidopsis.
2005-07
Improved forage digestibility of tall fescue (Festuca arundinacea) by transgenic down-regulation of cinnamyl alcohol dehydrogenase.
2003-11
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 19:07:06 GMT 2025
Edited
by admin
on Mon Mar 31 19:07:06 GMT 2025
Record UNII
FJJ5MYE75W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FEMA NO. 3704
Preferred Name English
4-METHYL-2,6-DIMETHOXYPHENOL
FHFI  
Systematic Name English
3,5-DIMETHOXY-4-HYDROXYTOLUENE
Systematic Name English
METHYLSYRINGOL
Common Name English
2,6-DIMETHOXY-4-CRESOL
Systematic Name English
4-METHYL-2,6-DIMETHOXYPHENOL [FHFI]
Common Name English
1-METHYL-3,5-DIMETHOXY-4-HYDROXYBENZENE
Systematic Name English
4-METHYLSYRINGOL
Common Name English
PHENOL, 2,6-DIMETHOXY-4-METHYL-
Systematic Name English
NSC-47901
Code English
2,6-DIMETHOXY-P-CRESOL
Common Name English
P-CRESOL, 2,6-DIMETHOXY-
Common Name English
4-HYDROXY-3,5-DIMETHOXYTOLUENE
Systematic Name English
2,6-DIMETHOXY-4-METHYLPHENOL
Systematic Name English
Classification Tree Code System Code
JECFA EVALUATION 4-METHYL-2,6-DIMETHOXYPHENOL
Created by admin on Mon Mar 31 19:07:06 GMT 2025 , Edited by admin on Mon Mar 31 19:07:06 GMT 2025
Code System Code Type Description
FDA UNII
FJJ5MYE75W
Created by admin on Mon Mar 31 19:07:06 GMT 2025 , Edited by admin on Mon Mar 31 19:07:06 GMT 2025
PRIMARY
ECHA (EC/EINECS)
229-641-6
Created by admin on Mon Mar 31 19:07:06 GMT 2025 , Edited by admin on Mon Mar 31 19:07:06 GMT 2025
PRIMARY
PUBCHEM
240925
Created by admin on Mon Mar 31 19:07:06 GMT 2025 , Edited by admin on Mon Mar 31 19:07:06 GMT 2025
PRIMARY
NSC
47901
Created by admin on Mon Mar 31 19:07:06 GMT 2025 , Edited by admin on Mon Mar 31 19:07:06 GMT 2025
PRIMARY
CHEBI
86529
Created by admin on Mon Mar 31 19:07:06 GMT 2025 , Edited by admin on Mon Mar 31 19:07:06 GMT 2025
PRIMARY
JECFA MONOGRAPH
598
Created by admin on Mon Mar 31 19:07:06 GMT 2025 , Edited by admin on Mon Mar 31 19:07:06 GMT 2025
PRIMARY
CAS
6638-05-7
Created by admin on Mon Mar 31 19:07:06 GMT 2025 , Edited by admin on Mon Mar 31 19:07:06 GMT 2025
PRIMARY
EPA CompTox
DTXSID10216599
Created by admin on Mon Mar 31 19:07:06 GMT 2025 , Edited by admin on Mon Mar 31 19:07:06 GMT 2025
PRIMARY