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Record Information
Version2.0
Created at2022-09-09 06:14:25 UTC
Updated at2022-09-09 06:14:26 UTC
NP-MRD IDNP0280441
Secondary Accession NumbersNone
Natural Product Identification
Common Name6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-3h-2-benzofuran-1-one
Description5-Methoxy-7-hydroxy-6-[(E)-3,7-dimethyl-5-oxo-2,6-octadiene-1-yl]isobenzofuran-1(3H)-one belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. 6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-3h-2-benzofuran-1-one is found in Hericium erinaceus. Based on a literature review very few articles have been published on 5-Methoxy-7-hydroxy-6-[(E)-3,7-dimethyl-5-oxo-2,6-octadiene-1-yl]isobenzofuran-1(3H)-one.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC19H22O5
Average Mass330.3800 Da
Monoisotopic Mass330.14672 Da
IUPAC Name6-[(2E)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-1,3-dihydro-2-benzofuran-1-one
Traditional Name6-[(2E)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-3H-2-benzofuran-1-one
CAS Registry NumberNot Available
SMILES
COC1=CC2=C(C(=O)OC2)C(O)=C1C\C=C(/C)CC(=O)C=C(C)C
InChI Identifier
InChI=1S/C19H22O5/c1-11(2)7-14(20)8-12(3)5-6-15-16(23-4)9-13-10-24-19(22)17(13)18(15)21/h5,7,9,21H,6,8,10H2,1-4H3/b12-5+
InChI KeyBFNRWRVOUBCLCW-LFYBBSHMSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Hericium erinaceusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTerpene lactones
Direct ParentTerpene lactones
Alternative Parents
Substituents
  • Terpene lactone
  • Monoterpenoid
  • Isobenzofuranone
  • Aromatic monoterpenoid
  • Bicyclic monoterpenoid
  • Phthalide
  • Isocoumaran
  • Anisole
  • 1-hydroxy-4-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Enone
  • Acryloyl-group
  • Vinylogous acid
  • Alpha,beta-unsaturated ketone
  • Carboxylic acid ester
  • Ketone
  • Lactone
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Ether
  • Aldehyde
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.29ChemAxon
pKa (Strongest Acidic)9.3ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity93.75 m³·mol⁻¹ChemAxon
Polarizability34.86 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID9898890
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11724174
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]