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Record Information
Version2.0
Created at2024-05-01 15:45:20 UTC
Updated at2025-05-24 00:05:36 UTC
NP-MRD IDNP0332862
Natural Product DOIhttps://doi.org/10.57994/2140
Secondary Accession NumbersNone
Natural Product Identification
Common Name(+)-Gnetupendin C
DescriptionGnetoline A belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Based on a literature review very few articles have been published on Gnetoline A.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC28H22O7
Average Mass470.4770 Da
Monoisotopic Mass470.13655 Da
IUPAC Name5-[(2S,3R)-2-(2,4-dihydroxyphenyl)-4-hydroxy-6-[(1E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
Traditional Name5-[(2S,3R)-2-(2,4-dihydroxyphenyl)-4-hydroxy-6-[(1E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
CAS Registry NumberNot Available
SMILES
OC1=CC=C(\C=C\C2=CC(O)=C3[C@H]([C@H](OC3=C2)C2=CC=C(O)C=C2O)C2=CC(O)=CC(O)=C2)C=C1
InChI Identifier
InChI=1S/C28H22O7/c29-18-5-3-15(4-6-18)1-2-16-9-24(34)27-25(10-16)35-28(22-8-7-19(30)14-23(22)33)26(27)17-11-20(31)13-21(32)12-17/h1-14,26,28-34H/b2-1+/t26-,28-/m1/s1
InChI KeySEFNUEXMMDHMHO-QIPCJACNSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
ROESY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)olivier.kirchhoffer@unige.chUniversity of GenevaOlivier Kirchhoffer2025-05-22View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)olivier.kirchhoffer@unige.chUniversity of GenevaOlivier Kirchhoffer2025-05-22View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)olivier.kirchhoffer@unige.chUniversity of GenevaOlivier Kirchhoffer2025-05-22View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)olivier.kirchhoffer@unige.chUniversity of GenevaOlivier Kirchhoffer2025-05-22View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)olivier.kirchhoffer@unige.chUniversity of GenevaOlivier Kirchhoffer2025-05-22View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)olivier.kirchhoffer@unige.chUniversity of GenevaOlivier Kirchhoffer2025-05-22View Spectrum
1D NMR1H NMR Spectrum (1D, 600.17 MHz, C2D6OS, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600, C2D6OS, simulated)olivier.kirchhoffer@unige.chUniversity of GenevaOlivier Kirchhoffer2025-05-22View Spectrum
1D NMR1H NMR Spectrum (1D, 600.17, C2D6OS, simulated)olivier.kirchhoffer@unige.chUniversity of GenevaOlivier Kirchhoffer2024-05-01View Spectrum
Species
Species of Origin
Species NameSourceReference
Gnetum edule
      Not Available
Gnetum edule
      Not Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
Class2-arylbenzofuran flavonoids
Sub ClassNot Available
Direct Parent2-arylbenzofuran flavonoids
Alternative Parents
Substituents
  • 2-arylbenzofuran flavonoid
  • Linear 1,7-diphenylheptane skeleton
  • 1-phenylcoumaran
  • Stilbene
  • Coumaran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Tetrahydrofuran
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Organic oxygen compound
  • 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
logP5.66ChemAxon
pKa (Strongest Acidic)8.44ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area130.61 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity132.02 m³·mol⁻¹ChemAxon
Polarizability49.14 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References