Structure via PubChem · Public domain (PubChem)
metileugenolo
Sign in to saveAlso known as methyleugenol, o-methyleugenol, 1,2-dimethoxy-4-(2-propenyl)benzene
farmaco
Chemical data
- Formula
- C11H14O2
- Molecular weight
- 178.23 g/mol
- IUPAC name
- 1,2-dimethoxy-4-prop-2-enylbenzene
- SMILES
- COC1=C(C=C(C=C1)CC=C)OC
- InChIKey
- ZYEMGPIYFIJGTP-UHFFFAOYSA-N
- XLogP
- 2.5
- Polar surface area
- 18.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
784 papers- Methyl eugenol: its occurrence, distribution, and role in nature, especially in relation to insect behavior and pollination.Journal of insect science (Online) · 2012
- Methyl eugenol attenuates liver ischemia reperfusion injury via activating PI3K/Akt signaling.International immunopharmacology · 2021
- A Cautionary tale for using read-across for cancer hazard classification: Case study of isoeugenol and methyl eugenol.Regulatory toxicology and pharmacology : RTP · 2022
- Use of biomonitoring data to evaluate methyl eugenol exposure.Environmental health perspectives · 2006
- Methyl Eugenol Binds Recombinant Gamma-Aminobutyric Acid Receptor-Associated Protein from the Western Flower Thrips Frankliniella occidentalis.Journal of agricultural and food chemistry · 2022
via PubMed
Wikidata facts
- Mass
- 178.099
Show 7 more facts
- chemical formula
- C₁₁H₁₄O₂
- found in taxon
- Bulbophyllum cheiri
- canonical SMILES
- COC1=C(C=C(C=C1)CC=C)OC
- subject has role
- mutagen
- fabrication method
- extraction
- has characteristic
- bitterness
- Commons category
- Methyl eugenol
via Wikidata · CC0
Article · Italiano
Il metileugenolo è un fenilpropanoide dell'eugenolo derivato da una metilazione specifica catalizzata dall'enzima S-adenosilmetionina O-metiltransferasi. La sua formula presenta caratteristiche strutturali simili al safrolo, con un metabolismo differente. L'1-idrossimetileugenolo è un metabolita che si scompone spontaneamente in ambiente acquoso in carbocationi elettrofilici, che formano legami covalenti con il DNA ed altre macromolecole cellulari incluse le proteine. Al contrario dell'eugenolo e isoeugenolo, non presenta gruppi OH liberi. È contenuto negli oli essenziali, in quantità rilevante nel basilico, basse nelle altre erbe aromatiche (prezzemolo, menta, dragoncello) e nelle spezie (zenzero, noce moscata).
Abstract from DBpedia / Wikipedia · CC BY-SA