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isoeugenol
Sign in to saveIsoeugenol is a propenyl-substituted guaiacol. A phenylpropanoid, it occurs in the essential oils of plants such as ylang-ylang (Cananga odorata), and is a component of wood smoke and liquid smoke. It can be synthesized from eugenol and has been used in the manufacture of vanillin. It may occur as either the cis (Z) or trans (E) isomer. Trans (E) isoeugenol is crystalline while cis (Z) isoeugenol is a liquid. Isoeugenol is one of several phenolic compounds responsible for the mold-inhibiting effect of smoke on meats and cheeses.
Chemical data
- Formula
- C10H12O2
- Molecular weight
- 164.2 g/mol
- IUPAC name
- 2-methoxy-4-prop-1-enylphenol
- SMILES
- CC=CC1=CC(=C(C=C1)O)OC
- InChIKey
- BJIOGJUNALELMI-UHFFFAOYSA-N
- XLogP
- 2.6
- Polar surface area
- 29.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Has part
- carbon
- Mass
- 164.083729624
Show 4 more facts
- chemical formula
- C₁₀H₁₂O₂
- canonical SMILES
- Oc1ccc(cc1OC)C=CC
- Commons category
- Isoeugenol
- MCN code
- 2909.50.13
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Allergy
- References
Isoeugenol is a propenyl-substituted guaiacol. A phenylpropanoid, it occurs in the essential oils of plants such as ylang-ylang (Cananga odorata), and is a component of wood smoke and liquid smoke. It can be synthesized from eugenol and has been used in the manufacture of vanillin. It may occur as either the cis (Z) or trans (E) isomer. Trans (E) isoeugenol is crystalline while cis (Z) isoeugenol is a liquid. Isoeugenol is one of several phenolic compounds responsible for the mold-inhibiting effect of smoke on meats and cheeses.
==Allergy== Some individuals experience a hives-like reaction to long-term exposure to Isoeugenol, which is named as Fragrance in the ingredients of consumer products such as soaps, shampoos and detergents, bath tissue, and topical cosmetic applications. Sensitivity to isoeugenol (Fragrance) may be identified with a clinical patch test.
Excerpted from Wikipedia’s “isoeugenol” article, available under the CC BY-SA 4.0 licence.