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Record Information
Version2.0
Created at2022-09-10 19:37:15 UTC
Updated at2022-09-10 19:37:15 UTC
NP-MRD IDNP0304491
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-[4-(acetyloxy)-3-methoxyphenyl]-1-ethoxy-7-methoxy-1h,3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-6-yl acetate
Description4-[4-(Acetyloxy)-3-methoxyphenyl]-1-ethoxy-7-methoxy-1H,3H,3aH,4H,9H,9aH-naphtho[2,3-c]furan-6-yl acetate belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton. 4-[4-(acetyloxy)-3-methoxyphenyl]-1-ethoxy-7-methoxy-1h,3h,3ah,4h,9h,9ah-naphtho[2,3-c]furan-6-yl acetate is found in Lepidothamnus intermedius. 4-[4-(Acetyloxy)-3-methoxyphenyl]-1-ethoxy-7-methoxy-1H,3H,3aH,4H,9H,9aH-naphtho[2,3-c]furan-6-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
ValueSource
4-[4-(Acetyloxy)-3-methoxyphenyl]-1-ethoxy-7-methoxy-1H,3H,3ah,4H,9H,9ah-naphtho[2,3-c]furan-6-yl acetic acidGenerator
Chemical FormulaC26H30O8
Average Mass470.5180 Da
Monoisotopic Mass470.19407 Da
IUPAC Name4-[4-(acetyloxy)-3-methoxyphenyl]-1-ethoxy-7-methoxy-1H,3H,3aH,4H,9H,9aH-naphtho[2,3-c]furan-6-yl acetate
Traditional Name4-[4-(acetyloxy)-3-methoxyphenyl]-1-ethoxy-7-methoxy-1H,3H,3aH,4H,9H,9aH-naphtho[2,3-c]furan-6-yl acetate
CAS Registry NumberNot Available
SMILES
CCOC1OCC2C1CC1=CC(OC)=C(OC(C)=O)C=C1C2C1=CC=C(OC(C)=O)C(OC)=C1
InChI Identifier
InChI=1S/C26H30O8/c1-6-31-26-19-9-17-11-23(30-5)24(34-15(3)28)12-18(17)25(20(19)13-32-26)16-7-8-21(33-14(2)27)22(10-16)29-4/h7-8,10-12,19-20,25-26H,6,9,13H2,1-5H3
InChI KeyXOVVANRAARCFBI-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Lepidothamnus intermediusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton.
KingdomOrganic compounds
Super ClassLignans, neolignans and related compounds
ClassAryltetralin lignans
Sub ClassNot Available
Direct ParentAryltetralin lignans
Alternative Parents
Substituents
  • 1-aryltetralin lignan
  • Naphthofuran
  • Tetralin
  • Phenol ester
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Dicarboxylic acid or derivatives
  • Benzenoid
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Acetal
  • Carboxylic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Carbonyl group
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • 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
logP4.31ALOGPS
logP3.29ChemAxon
logS-5.4ALOGPS
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area89.52 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity123.25 m³·mol⁻¹ChemAxon
Polarizability49.79 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14009042
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]