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Asarone information


Asarone
α-Asarone
β-Asarone
Names
IUPAC names
1,2,4-Trimethoxy-5-[(E)-prop-1-enyl]benzene (α)
1,2,4-Trimethoxy-5-[(Z)-prop-1-enyl]benzene (β)
Other names
alpha-Azaron
cis-Isoelemicin
2,4,5-Trimethoxyphenyl-2-propene
Identifiers
CAS Number
  • 2883-98-9 (α) checkY
  • 5273-86-9 (β) checkY
3D model (JSmol)
  • (α): Interactive image
  • (β): Interactive image
ChEMBL
  • ChEMBL333306 checkY
ChemSpider
  • 552532 (α) checkY
  • 4445072 (β) ☒N
ECHA InfoCard 100.018.858 Edit this at Wikidata
PubChem CID
  • 636822 (α)
  • 5281758 (β)
UNII
  • DQY9PNE5FK (α) checkY
  • IGA3MH6IUW (β) checkY
CompTox Dashboard (EPA)
  • DTXSID00871878 DTXSID20197784, DTXSID00871878 Edit this at Wikidata
InChI
  • InChI=1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5+ checkY
    Key: RKFAZBXYICVSKP-AATRIKPKSA-N checkY
  • InChI=1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5- checkY
    Key: RKFAZBXYICVSKP-WAYWQWQTSA-N checkY
SMILES
  • (α): O(c1cc(c(OC)cc1OC)/C=C/C)C
  • (β): C/C=C\c1cc(c(cc1OC)OC)OC
Properties
Chemical formula
 C12H16O3
Molar mass 208.257 g·mol−1
Appearance Colorless solid
Density α: 1.028 g/cm−3 [1]
Melting point 62 to 63 °C (144 to 145 °F; 335 to 336 K)[2] (α)
Boiling point 296 °C (565 °F; 569 K)[2] (α)
Solubility in water
 Insoluble
Magnetic susceptibility (χ)
 -131.4·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Asarone is chemical compound of the phenylpropanoid class found in certain plants such as Acorus and Asarum.[2] There are two isomers, α (or trans) and β (or cis).[3] As a volatile fragrance oil, it is used in killing pests and bacteria.[4]

  1. ^ Data for α-Asarone at ChemSpider
  2. ^ a b c "Asarone". The Merck Index. Vol. 14th edition. Merck Research Laboratories. 2006. p. 135. ISBN 978-0-911910-00-1.
  3. ^ Beta asarone has CAS# 5273-86-9
  4. ^ Asha DS, Ganjewala D (2009). "Antimicrobial activity of Acorus calamus (L.) rhizome and leaf extract". Acta Biol. Szeg. 53 (1): 45–49.

and 17 Related for: Asarone information

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Asarone

Last Update:

Asarone is chemical compound of the phenylpropanoid class found in certain plants such as Acorus and Asarum. There are two isomers, α (or trans) and β...

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Acorus calamus

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Major components of the oil are beta-asarone (as much as 75%), methyl isoeugenol (as much as 40%) and alpha-asarone, saponins, lectins, sesquiterpenoids...

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Acorus

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strain does not contain the carcinogenic β-asarone. Research has consistently demonstrated that "β-asarone was not detectable in the North American spontaneous...

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Sassafras

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other chemicals such as camphor, eugenol (including 5-methoxyeugenol), asarone, and various sesquiterpenes. Many other trees contain similarly high percentages...

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Propenyl

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and their derivatives feature derivatives of propenylbenzene: Anethole Asarone Carpacin Coniferyl alcohol Isoeugenol Isosafrole Methyl isoeugenol Pseudoisoeugenol...

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Acorus americanus

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not contain the procarcinogenic β-asarone.[verification needed] Research has consistently demonstrated that "β-asarone was not detectable in the North American...

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Synthetic cannabinoids

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monoamine oxidase inhibitors, which have been found with myristicin and asarone; substituted cathinone derived stimulant drugs such as 4-methylbuphedrone...

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Glossary of chemical formulae

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1-benzyl-4-piperidone 3612-20-2 C12H16N2 N,N-Dimethyltryptamine 61-50-7 C12H16O3 asarone C12H16O3 elemicin C12H16O3 isoelemicin C12H16O3 oudenone C12H16O4 2,4...

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Asarum canadense

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contains an unknown concentration of the carcinogen aristolochic acid and asarone. The distillate from the ground root is known as Canadian snakeroot oil...

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Mosannona depressa

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The bark contains significant amounts of alpha-asarone, but not its carcinogenic isomer beta-asarone, and other related trans-Propenylbenzene compounds...

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List of poisonous plants

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dangerously toxic to humans. It has also been reported to contain acetone, asarone, choline, ethanol, formic acid, hydrogen cyanide, isobutyric acid, limonene...

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Phenylpropanoid

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precursors that are chemically cross-linked to form a rigid structure. Apiole Asarone Chavicol Dillapiole Elemicin Estragole Eugenol Methyl eugenol Myristicin...

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List of psychoactive plants

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Plants containing other psychoactive substances Substance(s) Plant Comments Asarone Acorus calamus Toxic.[citation needed] Yohimbine Alchornea floribunda α2-adrenergic...

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C12H16O3

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The molecular formula C12H16O3 (molar mass : 208.25 g/mol) may refer to: Asarone, an ether found in certain plants. Elemicin, a constituent of the essential...

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Pharmaceutical industry in China

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formerly known as Whisper. Additional products, including Anti-Fatigue and Asarone, are expected to be sold in upcoming quarters. The sales territory includes...

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Alternatives to animal testing

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Helander; Peter Hultén; Olof Beck (2009). "Bioanalytical investigation of asarone in connection with Acorus calamus oil intoxications". Journal of Analytical...

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Cunninghamella elegans

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Helander; Peter Hultén; Olof Beck (2009). "Bioanalytical investigation of asarone in connection with Acorus calamus oil intoxications". Journal of Analytical...

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