apiole (parsley)

1,3-benzodioxole, 4,7-dimethoxy-5-(2-propenyl)-

CAS: 523-80-8 C12 H14 O4 MW: 222.24038000 herbal

Identification

Nameapiole (parsley)
IUPAC4,7-dimethoxy-5-prop-2-enyl-1,3-benzodioxole
CAS Number523-80-8
EINECS208-349-2
FDA UNIIQQ67504PXO
Molecular FormulaC12 H14 O4
Molecular Weight222.24038000
Nikkaji NumberJ6.635D
Beilstein0195747

Regulatory

JECFA Food Flavoring1787 apiole

Physical Properties

Appearance colorless to yellow green clear liquid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 1.12400 to 1.43500 @ 25.00 °C.
Pounds per Gallon - (est). 9.353 to 11.941
Refractive Index 1.53600 to 1.53800 @ 20.00 °C.
Melting Point 29.00 to 30.00 °C. @ 760.00 mm Hg
Boiling Point 294.00 to 295.00 °C. @ 760.00 mm Hg, 159.00 to 160.00 °C. @ 10.00 mm Hg
Vapor Pressure 0.003000 mmHg @ 25.00 °C. (est)
Flash Point 243.00 °F. TCC ( 117.20 °C. ) (est)
logP (o/w) 3.481 (est)
Soluble in alcohol
Insoluble in water

Organoleptic Properties

Odor Strength low
Odor Description at 100.00 %.

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal Toxicitysubcutaneous-frog LDLo 1515 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE\nLUNGS, THORAX, OR RESPIRATION: OTHER CHANGES\nBEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)']

Safety in Use

Categorynatural substances and extractives
Recommendation for apiole (parsley) usage levels up tonot for fragrance use.
Recommendation for apiole (parsley) flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

celery seed dill oil dill root dill root oil dill seed dill shoot fennel seed lovage seed parsley parsley fruit parsley fruit oil parsley leaf parsley leaf oil parsley oil parsley rhizome parsley root parsley root oil parsley seed parsley seed oil parsley shoot sassafras

Synonyms

allyl dimethoxymethylene dioxybenzene 1- allyl-2,5-dimethoxy-3,4-methylene dioxybenzene 1- allyl-2,5-dimethoxy-3,4-methylenedioxybenzene 5- allyl-4,7-dimethoxy-1,3-benzodioxol apiol (parsley) apioline (parsley) 1,3- benzodioxole, 4,7-dimethoxy-5-(2-propen-1-yl)- 1,3- benzodioxole, 4,7-dimethoxy-5-(2-propenyl)- 4,7- dimethoxy-5-(2-propenyl)-1,3-benzodioxole 4,7- dimethoxy-5-(prop-2-en-1-yl)-1,3-benzodioxole 4,7- dimethoxy-5-prop-2-enyl-1,3-benzodioxole 4,7- dimethoxy-5-prop-2-enyl-2H-benzo[d]1,3-dioxolene 1,2- methylene dioxy-3,6-dimethoxy-4-allyl benzene parsley apiol parsley apiole parsley camphor PubMed: The in vivo antitumor effects on human COLO 205 cancer cells of the 4,7-dimethoxy-5-(2-propen-1-yl)-1,3-benzodioxole (apiole) derivative of 5-substituted 4,7-dimethoxy-5-methyl-l,3-benzodioxole (SY-1) isolated from the fruiting body of Antrodia camphorate. PubMed: Age-dependent changes from allylphenol to prenylated benzoic acid production in Piper gaudichaudianum Kunth. PubMed: Chemical composition, antimicrobial and antioxidant activities of the essential oil of Psammogeton canescens. PubMed: [Poisoning by apiole. 3. Toxicological studies: Labat reaction and determination with chromotropic acid]. PubMed: [Poisoning by apiole. II. Histopathological aspects and pathogenetic discussion]. PubMed: [Quantitative determination of apiole]. PubMed: Psychotrophic phenylisopropylamines derived from apiole and dillapiole. PubMed: Study of the Anti-Proliferative Activity of 5-Substituted 4,7-Dimethoxy-1,3-Benzodioxole Derivatives of SY-1 from Antrodia camphorata on Human COLO 205 Colon Cancer Cells. PubMed: Medicinal plants from the genus Acalypha (Euphorbiaceae)--a review of their ethnopharmacology and phytochemistry. PubMed: Endemic Balkan parsnip Pastinaca hirsuta: the chemical profile of essential oils, headspace volatiles and extracts. PubMed: Critique of medicinal conspicuousness of Parsley(Petroselinum crispum): a culinary herb of Mediterranean region. PubMed: Chemical composition of the essential oil of Pituranthos scoparius. PubMed: Chemical and biological evaluation of essential oils from two species of Myrtaceae - Eugenia uniflora L. and Plinia trunciflora (O. Berg) Kausel. PubMed: Antioxidant capacity and larvicidal and antifungal activities of essential oils and extracts from Piper krukoffii. PubMed: Acaricidal activities of apiol and its derivatives from Petroselinum sativum seeds against Dermatophagoides pteronyssinus, Dermatophagoides farinae, and Tyrophagus putrescentiae. PubMed: Chemical composition and antioxidant activities of the essential oil and methanol extracts of Psammogeton canescens. PubMed: Antimicrobial activities of essential oil and hexane extract of Florence fennel [Foeniculum vulgare var. azoricum (Mill.) Thell.] against foodborne microorganisms. PubMed: Comparative essential oil composition of flowers, leavesand stems of basil (Ocimum basilicum L.) used as herb. PubMed: Biotransformation of menthol and geraniol by hairy root cultures of Anethum graveolens: effect on growth and volatile components. PubMed: Essential oil composition of three Peperomia species from the Amazon, Brazil. PubMed: Chemical composition and antimicrobial activities of the essential oil from the seeds of Enterolobium contortisiliquum (leguminosae). PubMed: Chemical composition and antimicrobial activity of Momordica charantia seed essential oil. PubMed: Comparative analysis of the oil and supercritical CO2 extract of Ridolfia segetum (L.) Moris. PubMed: Inhibition of oxidation of human low-density lipoproteins by phenolic substances in different essential oils varieties. PubMed: Compartive study of volatile components and fatty acids of plants and in vitro cultures of parsley (Petroselinum crispum (Mill) nym ex hill). PubMed: Volatile chemical constituents of Piper aduncum L and Piper gibbilimbum C. DC (Piperaceae) from Papua New Guinea. PubMed: Dillapiol and Apiol as specific inhibitors of the biosynthesis of aflatoxin G1 in Aspergillus parasiticus. PubMed: Plant-derived natural products exhibiting activity against formosan subterranean termites (Coptotermes formosanus). PubMed: Enzyme activity in the flesh fly Parasarcophaga dux Thomson influenced by dill compounds, myristicin and apiol. PubMed: Toxicological efficacy of some indigenous dill compounds against the flesh fly, Parasarcophaga dux Thomson. PubMed: Anaerobic utilization of essential oils by denitrifying bacteria.