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Record Information
Version2.0
Created at2022-09-05 21:18:54 UTC
Updated at2022-09-05 21:18:54 UTC
NP-MRD IDNP0220098
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,10r)-6-(3,7-dimethylocta-2,6-dien-1-yl)-3-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaene-5,14-diol
Description(1R,10R)-6-(3,7-dimethylocta-2,6-dien-1-yl)-3-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]Heptadeca-2,4,6,11(16),12,14-hexaene-5,14-diol belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. (1r,10r)-6-(3,7-dimethylocta-2,6-dien-1-yl)-3-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaene-5,14-diol is found in Lespedeza bicolor. Based on a literature review very few articles have been published on (1R,10R)-6-(3,7-dimethylocta-2,6-dien-1-yl)-3-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]Heptadeca-2,4,6,11(16),12,14-hexaene-5,14-diol.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC26H30O5
Average Mass422.5210 Da
Monoisotopic Mass422.20932 Da
IUPAC Name(1R,10R)-6-(3,7-dimethylocta-2,6-dien-1-yl)-3-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2(7),3,5,11,13,15-hexaene-5,14-diol
Traditional Name(1R,10R)-6-(3,7-dimethylocta-2,6-dien-1-yl)-3-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2(7),3,5,11,13,15-hexaene-5,14-diol
CAS Registry NumberNot Available
SMILES
COC1=CC(O)=C(CC=C(C)CCC=C(C)C)C2=C1[C@@H]1OC3=CC(O)=CC=C3[C@@H]1CO2
InChI Identifier
InChI=1S/C26H30O5/c1-15(2)6-5-7-16(3)8-10-19-21(28)13-23(29-4)24-25(19)30-14-20-18-11-9-17(27)12-22(18)31-26(20)24/h6,8-9,11-13,20,26-28H,5,7,10,14H2,1-4H3/t20-,26+/m0/s1
InChI KeyKQOZBCGTGONGDN-RXFWQSSRSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Lespedeza bicolorLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassFuranoisoflavonoids
Direct ParentPterocarpans
Alternative Parents
Substituents
  • Pterocarpan
  • Isoflavanol
  • Isoflavan
  • 1-benzopyran
  • Monoterpenoid
  • Benzopyran
  • Chromane
  • Aromatic monoterpenoid
  • Coumaran
  • Benzofuran
  • Anisole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • 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
logP5.59ChemAxon
pKa (Strongest Acidic)9.04ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area68.15 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity123.09 m³·mol⁻¹ChemAxon
Polarizability47.01 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
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 Compound163052207
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]