trans-Isoasarone (CHEM026515)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 23:01:59 UTC
Update Date2016-11-09 01:18:17 UTC
Accession NumberCHEM026515
Identification
Common Nametrans-Isoasarone
ClassSmall Molecule
DescriptionThe trans-isomer of asarone.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
AsaroneChEBI
trans-1,2,4-Trimethoxy-5-(1-propenyl)benzeneChEBI
trans-IsoasaronChEBI
Asarone, (e)-isomerMeSH
Asarone, (Z)-isomerMeSH
cis-IsoelemicinMeSH
gamma-AsaroneMeSH
(e)-AsaroneMeSH
(Z)-AsaroneMeSH
IsoasaroneMeSH
2,4,5-Trimethoxypropen-1-ylbenzeneMeSH
beta-AsaroneMeSH
cis-beta-AsaroneMeSH
cis-IsoasaroneMeSH
trans-AsaroneMeSH
trans-IsoasaroneChEBI
a-AsaronGenerator, HMDB
α-asaronGenerator, HMDB
(e)-2,4,5-TrimethoxypropenylbenzeneHMDB
1,2,4-Trimethoxy-5-(1-propenyl)-(e)-benzeneHMDB
1,2,4-Trimethoxy-5-propenyl-(e)-benzeneHMDB
1,2,4-Trimethoxy-5-propenyl-trans-benzeneHMDB
1,2,4-Trimethoxy-5-[(1E)-1-propenyl]benzeneHMDB
alpha-AsaroneHMDB
Isoasaron (6ci)HMDB
trans-(alpha )-AsaroneHMDB
trans-2,4,5-TrimethoxypropenylbenzeneHMDB
a-AsaroneGenerator
Α-asaroneGenerator
Chemical FormulaC12H16O3
Average Molecular Mass208.254 g/mol
Monoisotopic Mass208.110 g/mol
CAS Registry Number2883-98-9
IUPAC Name1,2,4-trimethoxy-5-[(1E)-prop-1-en-1-yl]benzene
Traditional Nameasarone
SMILESCOC1=CC(OC)=C(\C=C\C)C=C1OC
InChI IdentifierInChI=1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5+
InChI KeyRKFAZBXYICVSKP-AATRIKPKSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassAnisoles
Direct ParentAnisoles
Alternative Parents
Substituents
  • Phenoxy compound
  • Methoxybenzene
  • Styrene
  • Anisole
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.35 g/LALOGPS
logP3.35ALOGPS
logP2.62ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area27.69 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity60.81 m³·mol⁻¹ChemAxon
Polarizability23.24 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00mo-1910000000-311a6eeb6d6e7b8cbd71Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0190000000-43c2db0c78cd2c38866dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-3890000000-8a310f43dfa83a6852faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gvo-5900000000-d8dec13738907307ac30Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-3260fe63f5df8a57e501Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4m-0930000000-d48f45f13f4ba95211b5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0bt9-3900000000-ee6124b2b2fd1c4c5dc2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-48e778bb33693fbfbeceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0390000000-20df49cd5d736b546ff7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9500000000-cb4f4e739e22509440ddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-65fdf834be31e8e78310Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0980000000-1b5b7322afb6d52db845Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-8900000000-4428ce94cd47e6a5c986Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0031469
FooDB IDFDB008006
Phenol Explorer IDNot Available
KNApSAcK IDC00042219
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAsarone
Chemspider ID552532
ChEBI ID78309
PubChem Compound ID636822
Kegg Compound IDC17846
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22878197
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22964166
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22975146
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24498829
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24580506
6. Gracza L: [Constituents of Asarum europeum L. Communication No. 18. Dynamics of the synthesis of flavonoids]. Acta Pharm Hung. 1991 Mar;61(2):86-90.
7. Duke, James A. (1992) Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.