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Details

Stereochemistry ACHIRAL
Molecular Formula C9H10O
Molecular Weight 134.1751
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHAVICOL

SMILES

OC1=CC=C(CC=C)C=C1

InChI

InChIKey=RGIBXDHONMXTLI-UHFFFAOYSA-N
InChI=1S/C9H10O/c1-2-3-8-4-6-9(10)7-5-8/h2,4-7,10H,1,3H2

HIDE SMILES / InChI

Molecular Formula C9H10O
Molecular Weight 134.1751
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 sensitive fluorescence monitor for the detection of activated Ras: total chemical synthesis of site-specifically labeled Ras binding domain of c-Raf1 immobilized on a surface.
2001 Mar
Quantitative analysis of detailed lignin monomer composition by pyrolysis-gas chromatography combined with preliminary acetylation of the samples.
2001 Nov 15
Differential activity and structure of highly similar peroxidases. Spectroscopic, crystallographic, and enzymatic analyses of lignifying Arabidopsis thaliana peroxidase A2 and horseradish peroxidase A2.
2001 Sep 18
Resonance Raman spectroscopy and quantum chemical calculations reveal structural changes in the active site of photoactive yellow protein.
2002 Apr 30
Characterization of phenylpropene O-methyltransferases from sweet basil: facile change of substrate specificity and convergent evolution within a plant O-methyltransferase family.
2002 Feb
First in vitro norlignan formation with Asparagus officinalis enzyme preparation.
2002 May 21
Transcriptional control of monolignol biosynthesis in Pinus taeda: factors affecting monolignol ratios and carbon allocation in phenylpropanoid metabolism.
2002 May 24
Differential production of meta hydroxylated phenylpropanoids in sweet basil peltate glandular trichomes and leaves is controlled by the activities of specific acyltransferases and hydroxylases.
2002 Nov
Adsorption of anthocyanins by yeast cell walls during the fermentation of red wines.
2003 Jul 2
Analysis of grape and wine anthocyanins by HPLC-MS.
2003 Sep 10
Initial steps of signal generation in photoactive yellow protein revealed with femtosecond mid-infrared spectroscopy.
2003 Sep 2
A heartwood norlignan, (E)-hinokiresinol, is formed from 4-coumaryl 4-coumarate by a Cryptomeria japonica enzyme preparation.
2004 Dec 21
Resonance Raman spectroscopy reveals the origin of an intermediate wavelength form in photoactive yellow protein.
2004 Mar 2
Furcatin hydrolase from Viburnum furcatum Blume is a novel disaccharide-specific acuminosidase in glycosyl hydrolase family 1.
2004 May 28
Expeditious synthesis of bioactive allylphenol constituents of the genus Piper through a metal-free photoallylation procedure.
2005 Aug 7
Mass spectrometry in the study of anthocyanins and their derivatives: differentiation of Vitis vinifera and hybrid grapes by liquid chromatography/electrospray ionization mass spectrometry and tandem mass spectrometry.
2005 Jan
Xylem parenchyma cells deliver the H2O2 necessary for lignification in differentiating xylem vessels.
2005 Mar
Ultrafast dynamics of isolated model photoactive yellow protein chromophores: "Chemical perturbation theory" in the laboratory.
2005 Mar 10
Characterization of basic p-coumaryl and coniferyl alcohol oxidizing peroxidases from a lignin-forming Picea abies suspension culture.
2005 May
Molecular requirements of lignin-carbohydrate complexes for expression of unique biological activities.
2005 Sep
Structural characterization of a serendipitously discovered bioactive macromolecule, lignin sulfate.
2005 Sep-Oct
Chemical synthesis of beta-O-4 type artificial lignin.
2006 Apr 7
beta-Glucosidase catalyzing specific hydrolysis of an iridoid beta-glucoside from Plumeria obtusa.
2006 Aug
Mechanistic and structural studies of apoform, binary, and ternary complexes of the Arabidopsis alkenal double bond reductase At5g16970.
2006 Dec 29
Chavicol formation in sweet basil (Ocimum basilicum): cleavage of an esterified C9 hydroxyl group with NAD(P)H-dependent reduction.
2006 Jul 21
Chemical composition of abaca (Musa textilis) leaf fibers used for manufacturing of high quality paper pulps.
2006 Jun 28
Vibrational assignment of the 4-hydroxycinnamyl chromophore in photoactive yellow protein.
2007 Mar 15
Looking for syringyl peroxidases.
2007 Nov
Structure and reaction mechanism of basil eugenol synthase.
2007 Oct 3
A pinoresinol-lariciresinol reductase homologue from the creosote bush (Larrea tridentata) catalyzes the efficient in vitro conversion of p-coumaryl/coniferyl alcohol esters into the allylphenols chavicol/eugenol, but not the propenylphenols p-anol/isoeugenol.
2007 Sep 1
Synthesis and Activity Evaluation of 2-(1-naphtho[2,1-b]furan-2-yl-carbonyl)-3,5-disubstituted-2,3-dihydro-1H-pyrazoles.
2008 Nov
A physiologically based biokinetic (PBBK) model for estragole bioactivation and detoxification in rat.
2008 Sep 1
Use of biosensors as alternatives to current regulatory methods for marine biotoxins.
2009
Effect of naturally occurring hydroxychavicol acetate on the cytokine production in T helper cells.
2009 Apr
Use of physiologically based biokinetic (PBBK) modeling to study estragole bioactivation and detoxification in humans as compared with male rats.
2009 Aug
Study of the metabolism of estragole in humans consuming fennel tea.
2009 Dec
pH Dependence of the photoactive yellow protein photocycle recovery reaction reveals a new late photocycle intermediate with a deprotonated chromophore.
2009 Feb 20
Biosynthesis of t-anethole in anise: characterization of t-anol/isoeugenol synthase and an O-methyltransferase specific for a C7-C8 propenyl side chain.
2009 Jan
SAM levels, gene expression of SAM synthetase, methionine synthase and ACC oxidase, and ethylene emission from N. suaveolens flowers.
2009 Jul
Chemical diversity and defence metabolism: how plants cope with pathogens and ozone pollution.
2009 Jul 30
Structure-function analyses of a caffeic acid O-methyltransferase from perennial ryegrass reveal the molecular basis for substrate preference.
2010 Dec
Fast pyrolysis of palm kernel shells: influence of operation parameters on the bio-oil yield and the yield of phenol and phenolic compounds.
2010 Dec
Sequencing around 5-hydroxyconiferyl alcohol-derived units in caffeic acid O-methyltransferase-deficient poplar lignins.
2010 Jun
Functional analysis of a cinnamyl alcohol dehydrogenase involved in lignin biosynthesis in wheat.
2010 Jun
Advances in modifying lignin for enhanced biofuel production.
2010 Jun
Free radical scavenging activity and anthocyanin profile of Cabernet Sauvignon wines from the Balkan region.
2010 Jun 10
Identifying new lignin bioengineering targets: 1. Monolignol-substitute impacts on lignin formation and cell wall fermentability.
2010 Jun 17
Subunit composition of hinokiresinol synthase controls enantiomeric selectivity in hinokiresinol formation.
2010 Mar 7
Differential detection of genetic Loci underlying stem and root lignin content in Populus.
2010 Nov 22
Distribution of lignin-carbohydrate complex in plant kingdom and its functionality as alternative medicine.
2010 Oct
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:47:47 GMT 2023
Edited
by admin
on Fri Dec 15 19:47:47 GMT 2023
Record UNII
Q5ER4K6969
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CHAVICOL
MI  
Systematic Name English
CHAVICOL [MI]
Common Name English
NSC-290195
Code English
PHENOL, P-ALLYL-
Common Name English
4-ALLYLPHENOL [FHFI]
Common Name English
FEMA NO. 4075
Code English
PHENOL, 4-(2-PROPENYL)-
Systematic Name English
4-ALLYLPHENOL
FHFI  
Systematic Name English
P-HYDROXYALLYLBENZENE
Common Name English
P-ALLYLPHENOL
Common Name English
Classification Tree Code System Code
JECFA EVALUATION 4-ALLYLPHENOL
Created by admin on Fri Dec 15 19:47:47 GMT 2023 , Edited by admin on Fri Dec 15 19:47:47 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
207-929-2
Created by admin on Fri Dec 15 19:47:47 GMT 2023 , Edited by admin on Fri Dec 15 19:47:47 GMT 2023
PRIMARY
MESH
C007633
Created by admin on Fri Dec 15 19:47:47 GMT 2023 , Edited by admin on Fri Dec 15 19:47:47 GMT 2023
PRIMARY
EPA CompTox
DTXSID60198210
Created by admin on Fri Dec 15 19:47:47 GMT 2023 , Edited by admin on Fri Dec 15 19:47:47 GMT 2023
PRIMARY
CHEBI
50158
Created by admin on Fri Dec 15 19:47:47 GMT 2023 , Edited by admin on Fri Dec 15 19:47:47 GMT 2023
PRIMARY
NSC
290195
Created by admin on Fri Dec 15 19:47:47 GMT 2023 , Edited by admin on Fri Dec 15 19:47:47 GMT 2023
PRIMARY
WIKIPEDIA
CHAVICOL
Created by admin on Fri Dec 15 19:47:47 GMT 2023 , Edited by admin on Fri Dec 15 19:47:47 GMT 2023
PRIMARY
FDA UNII
Q5ER4K6969
Created by admin on Fri Dec 15 19:47:47 GMT 2023 , Edited by admin on Fri Dec 15 19:47:47 GMT 2023
PRIMARY
CAS
501-92-8
Created by admin on Fri Dec 15 19:47:47 GMT 2023 , Edited by admin on Fri Dec 15 19:47:47 GMT 2023
PRIMARY
PUBCHEM
68148
Created by admin on Fri Dec 15 19:47:47 GMT 2023 , Edited by admin on Fri Dec 15 19:47:47 GMT 2023
PRIMARY
JECFA MONOGRAPH
1518
Created by admin on Fri Dec 15 19:47:47 GMT 2023 , Edited by admin on Fri Dec 15 19:47:47 GMT 2023
PRIMARY
MERCK INDEX
m3319
Created by admin on Fri Dec 15 19:47:47 GMT 2023 , Edited by admin on Fri Dec 15 19:47:47 GMT 2023
PRIMARY Merck Index