dillapiol (dill)
1-allyl-2,3-dimethoxy-4,5-(methylenedioxy)benzene
Identification
| Name | dillapiol (dill) |
| CAS Number | 484-31-1 |
| FDA UNII | 438CJQ562D |
| Molecular Formula | C12 H14 O4 |
| Molecular Weight | 222.24038000 |
| Nikkaji Number | J12.531H |
| Beilstein | 0196037 |
Regulatory
Physical Properties
| Appearance | colorless viscous liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 1.16440 @ 0.00 °C. |
| Refractive Index | 1.53050 @ 0.00 °C. |
| Melting Point | 28.00 to 29.00 °C. @ 760.00 mm Hg |
| Boiling Point | 285.00 to 292.00 °C. @ 760.00 mm Hg, 160.00 to 161.00 °C. @ 10.00 mm Hg |
| Vapor Pressure | 0.006000 mmHg @ 25.00 °C. (est) |
| Flash Point | 222.00 °F. TCC ( 105.70 °C. ) (est) |
| logP (o/w) | 2.343 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Organoleptic Properties
| Odor Description | wood spice |
Safety Information
| Oral/Parenteral Toxicity | oral-mouse LD50 1000 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for dillapiol (dill) usage levels up to | not for fragrance use. |
| Recommendation for dillapiol (dill) flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
1-
allyl-2,3-dimethoxy-4,5-(methylene dioxy) benzene
1-
allyl-2,3-dimethoxy-4,5-(methylenedioxy)benzene
6-
allyl-4,5-dimethoxy-1,3-benzodioxol
apiole (dill)
benzene, 1-allyl-2,3-dimethoxy-4,5-(methylenedioxy)-
1,3-
benzodioxole, 4,5-dimethoxy-6-(2-propen-1-yl)-
1,3-
benzodioxole, 4,5-dimethoxy-6-(2-propenyl)-
dill apiole (dill)
4,5-
dimethoxy-6-(prop-2-en-1-yl)-1,3-benzodioxole
4,5-
dimethoxy-6-prop-2-enyl-1,3-benzodioxole
4,5-
dimethoxy-6-prop-2-enyl-2H-benzo[d]1,3-dioxolene
1,2-
methylene dioxy-5,6-dimethoxy-4-allyl benzene
1,2-
methylenedioxy-5,6-dimethoxy-4-allylbenzene
PubMed:
[Chemical constituents of Osmanthus fragrans fruits].
PubMed:
Dillapiol: a pyrethrum synergist for control of the Colorado potato beetle.
PubMed:
Genetic toxicity of dillapiol and spinosad larvicides in somatic cells of Drosophila melanogaster.
PubMed:
Chemical composition and antifungal activity of essential oils and supercritical CO2 extracts of Apium nodiflorum (L.) Lag.
PubMed:
The volatile constituents of Salvia leucantha.
PubMed:
HIV-1-inhibiting activity of the essential oil of Ridolfia segetum and Oenanthe crocata.
PubMed:
Bioactivities of Piper aduncum L. and Piper obliquum Ruiz & Pavon (Piperaceae) essential oils from Eastern Ecuador.
PubMed:
Potential control of Aedes aegypti (Diptera: Culicidae) with Piper aduncum L. (Piperaceae) extracts demonstrated by chromosomal biomarkers and toxic effects on interphase nuclei.
PubMed:
A synthetic derivative of plant allylpolyalkoxybenzenes induces selective loss of motile cilia in sea urchin embryos.
PubMed:
Ciliogenesis, ciliary function, and selective isolation.
PubMed:
Modulation of human cytochrome P450 3A4 (CYP3A4) and P-glycoprotein (P-gp) in Caco-2 cell monolayers by selected commercial-source milk thistle and goldenseal products.
PubMed:
Dillapiol and Apiol as specific inhibitors of the biosynthesis of aflatoxin G1 in Aspergillus parasiticus.
PubMed:
Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.
PubMed:
Evaluation of the efficacy of dill apiol and pyriproxyfen in the treatment and control of Xenopsylla cheopis flea Roths (Siphonaptera: Pulicidae).
PubMed:
Traditionally-used antimalarials from the Meliaceae.
PubMed:
Antimicrobial constituents of Foeniculum vulgare.
PubMed:
An in vitro evaluation of human cytochrome P450 3A4 inhibition by selected commercial herbal extracts and tinctures.
PubMed:
Evaluation of anti-inflammatory-related activity of essential oils from the leaves and resin of species of Protium.
PubMed:
Genetic analysis of nothoapiol formation in Perilla frutescens.
PubMed:
Insecticidal defenses of Piperaceae from the neotropics.
PubMed:
Five new prenylated p-hydroxybenzoic acid derivatives with antimicrobial and molluscicidal activity from Piper aduncum leaves.
PubMed:
Isolation of dillapiol from a chemotype of Perilla frutescens as an active principle for prolonging hexobarbital-induced sleep.