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Record Information
Version2.0
Created at2022-09-10 08:41:24 UTC
Updated at2022-09-10 08:41:24 UTC
NP-MRD IDNP0297908
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-[(2s,5r)-4'-[(2r)-2,3-dihydroxy-3-methylbutoxy]-4,4-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromen]-5-ylmethoxy]furo[3,2-g]chromen-7-one
DescriptionDahuribirin E belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. 4-[(2s,5r)-4'-[(2r)-2,3-dihydroxy-3-methylbutoxy]-4,4-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromen]-5-ylmethoxy]furo[3,2-g]chromen-7-one is found in Angelica dahurica. Based on a literature review very few articles have been published on Dahuribirin E.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC32H30O11
Average Mass590.5810 Da
Monoisotopic Mass590.17881 Da
IUPAC Name4-{[(2S,5R)-4'-[(2R)-2,3-dihydroxy-3-methylbutoxy]-4,4-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromene]-5-yl]methoxy}-7H-furo[3,2-g]chromen-7-one
Traditional Name4-[(2S,5R)-4'-[(2R)-2,3-dihydroxy-3-methylbutoxy]-4,4-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromene]-5-ylmethoxy]furo[3,2-g]chromen-7-one
CAS Registry NumberNot Available
SMILES
CC(C)(O)[C@H](O)COC1=C2C=COC2=CC2=C1C=C[C@]1(O[C@H](COC3=C4C=COC4=CC4=C3C=CC(=O)O4)C(C)(C)O1)O2
InChI Identifier
InChI=1S/C32H30O11/c1-30(2,35)25(33)15-38-29-18-7-10-32(41-24(18)14-22-20(29)9-12-37-22)42-26(31(3,4)43-32)16-39-28-17-5-6-27(34)40-23(17)13-21-19(28)8-11-36-21/h5-14,25-26,33,35H,15-16H2,1-4H3/t25-,26-,32-/m1/s1
InChI KeyJYGBUNBAQUBPQH-ZAOJZYTHSA-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
Angelica dahuricaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassFuranocoumarins
Direct ParentPsoralens
Alternative Parents
Substituents
  • Psoralen
  • Benzopyran
  • 1-benzopyran
  • Benzofuran
  • Phenol ether
  • Alkyl aryl ether
  • Carboxylic acid orthoester
  • Ortho ester
  • Pyranone
  • Benzenoid
  • Pyran
  • Tertiary alcohol
  • Heteroaromatic compound
  • Meta-dioxolane
  • Furan
  • Secondary alcohol
  • 1,2-diol
  • Orthocarboxylic acid derivative
  • Lactone
  • Ether
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Alcohol
  • 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)13.2ChemAxon
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area139.19 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity152.53 m³·mol⁻¹ChemAxon
Polarizability60.12 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00032886
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound101117859
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]