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

dehydrodiisoeugenol
4-(2,3-dihydro-7-methoxy-3-methyl-5-propenyl-2-benzofuranyl)-2-methoxyphenol

Supplier Sponsors

Name:2-methoxy-4-[7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]phenol
CAS Number: 2680-81-1Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J1.358.866J
XlogP3-AA:4.40 (est)
Molecular Weight:326.39214000
Formula:C20 H22 O4
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: 451.99 °C. @ 760.00 mm Hg (est)
Flash Point: 441.00 °F. TCC ( 227.20 °C. ) (est)
logP (o/w): 4.188 (est)
Soluble in:
 water, 0.2551 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.
Dehydrodiisoeugenol 98%
BOC Sciences
For experimental / research use only.
Dehydrodiisoeugenol >98%
Coompo
For experimental / research use only.
Dehydrodiisoeugenol from Plants ≥95%
Odor: characteristic
Use: The expression of the COX-2 gene was strongly inhibited by dehydrodiisoeugenol in RAW264.7 murine macrophages stimulated with LPS. In contrast, isoeugenol and a-diisoeugenol did not inhibit it. Dehydrodiisoeugenol also significantly inhibited LPS-stimulated phosphorylation-dependent proteolysis of inhibitor ?B-a and transcriptional activity of NF-?B in the cells. These findings suggest that dehydrodiisoeugenol acts as a potent anti-inflammatory agent.
 
Safety Information:
 
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 dehydrodiisoeugenol usage levels up to:
 not for fragrance use.
 
Recommendation for dehydrodiisoeugenol 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 :5379033
National Institute of Allergy and Infectious Diseases:Data
2-methoxy-4-[7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]phenol
Chemidplus:0002680811
 
References:
 2-methoxy-4-[7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]phenol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5379033
Pubchem (sid):135033180
 
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
CHEMBL:View
Metabolomics Database:Search
HMDB (The Human Metabolome Database):Search
ChemSpider:View
Wikipedia:View
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
4-(2,3-dihydro-7-methoxy-3-methyl-5-propenyl-2-benzofuranyl)-2-methoxyphenol
 diisoeugenol, dehydro-
isoeugenol, dehydrodi-
2-methoxy-4-[7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]phenol
 phenol, 4-(2,3-dihydro-7-methoxy-3-methyl-5-propenyl-2-benzofuranyl)-2-methoxy- (8CI)
 phenol, 4-[2,3-dihydro-7-methoxy-3-methyl-5-(1-propenyl)-2-benzofuranyl]-2-methoxy-
 

Articles:

PubMed:New inhibitors of nitric oxide production from the seeds of Myristica fragrans.
PubMed:Cerebral nuclei distribution study of dehydrodiisoeugenol as an anxiogenic agent determined by RP-HPLC.
PubMed:Analysis of anti-inflammatory dehydrodiisoeugenol and metabolites excreted in rat feces and urine using HPLC-UV.
PubMed:Enantiomeric resolution of (±)-licarin A by high-performance liquid-chromatography using a chiral stationary phase.
PubMed:Metabolism of the lignan dehydrodiisoeugenol in rats.
PubMed:Cytotoxic and anti-infective phenolic compounds isolated from Mikania decora and Cremastosperma microcarpum.
PubMed:[Studies on the chemical constituents of Litsea lancifolia].
PubMed:Determination of dehydrodiisoeugenol in rat tissues using HPLC method.
PubMed:[New neolignan from seed of Myristica fragrans].
PubMed:Skin sensitization potency of isoeugenol and its dimers evaluated by a non-radioisotopic modification of the local lymph node assay and guinea pig maximization test.
PubMed:Biotransformation of isoeugenol to vanillin by a newly isolated Bacillus pumilus strain: identification of major metabolites.
PubMed:Predicting the biological activities of 2-methoxyphenol antioxidants: effects of dimers.
PubMed:Metabolism of isoeugenol via isoeugenol-diol by a newly isolated strain of Bacillus subtilis HS8.
PubMed:Theoretical prediction of the relationship between phenol function and COX-2/AP-1 inhibition for ferulic acid-related compounds.
PubMed:Dehydrodiisoeugenol, an isoeugenol dimer, inhibits lipopolysaccharide-stimulated nuclear factor kappa B activation and cyclooxygenase-2 expression in macrophages.
PubMed:Cytotoxicity and radical intensity of eugenol, isoeugenol or related dimers.
PubMed:Simple synthesis of benzofuranoid neolignans from Myristica fragrans.
PubMed:The biomimetic oxidation of beta-1, beta-0-4, beta-5, and biphenyl lignin model compounds by synthetic iron porphyrins.
PubMed:Isolation and characterization of an anaerobic dehydrodivanillin-degrading bacterium.
PubMed:Antitumor plants. X. Constituents of Nectandra rigida.
PubMed:Dehydrodiisoeugenol: a naturally occurring lignan from Aristolochia taliscana (Aristolochiaceae).
 
Notes:
None found
Please share your Comments.
Email Address:
Top of Page Home
Copyright © 1980-2021 The Good Scents Company (tgsc) ™ Disclaimer Privacy Policy