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Record Information
Version2.0
Created at2022-04-28 04:54:38 UTC
Updated at2022-04-28 04:54:38 UTC
NP-MRD IDNP0059695
Secondary Accession NumbersNone
Natural Product Identification
Common Name(5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran
DescriptionDiplotropin belongs to the class of organic compounds known as furanoflavonoids and dihydrofuranoflavonoids. These are flavonoids possessing a furan (or dihydrofuran) ring fused to the benzopyran moiety of the flavonoid skeleton. Thus, diplotropin is considered to be a flavonoid. (5R,6S,7R)-rel-(+)-6,7-Dihydro-4,5,6,9-tetramethoxy-7-phenyl-5H-furo[3,2-g][1]benzopyran is found in Lonchocarpus subglaucescens. Based on a literature review very few articles have been published on Diplotropin.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC21H22O6
Average Mass370.4010 Da
Monoisotopic Mass370.14164 Da
IUPAC Name(10R,11S,12R)-2,8,10,11-tetramethoxy-12-phenyl-4,13-dioxatricyclo[7.4.0.0^{3,7}]trideca-1(9),2,5,7-tetraene
Traditional Name(10R,11S,12R)-2,8,10,11-tetramethoxy-12-phenyl-4,13-dioxatricyclo[7.4.0.0^{3,7}]trideca-1(9),2,5,7-tetraene
CAS Registry NumberNot Available
SMILES
CO[C@H]1[C@H](OC)C2=C(O[C@@H]1C1=CC=CC=C1)C(OC)=C1OC=CC1=C2OC
InChI Identifier
InChI=1S/C21H22O6/c1-22-16-13-10-11-26-17(13)21(25-4)19-14(16)18(23-2)20(24-3)15(27-19)12-8-6-5-7-9-12/h5-11,15,18,20H,1-4H3/t15-,18-,20-/m1/s1
InChI KeyDUBHYVXCUVFSJU-XFQXTVEOSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Lonchocarpus subglaucescensPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as furanoflavonoids and dihydrofuranoflavonoids. These are flavonoids possessing a furan (or dihydrofuran) ring fused to the benzopyran moiety of the flavonoid skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFuranoflavonoids and dihydrofuranoflavonoids
Direct ParentFuranoflavonoids and dihydrofuranoflavonoids
Alternative Parents
Substituents
  • Furanoflavonoid or dihydroflavonoid
  • 3-methoxyflavonoid-skeleton
  • 4-methoxyflavonoid-skeleton
  • 5-methoxyflavonoid-skeleton
  • 8-methoxyflavonoid-skeleton
  • Leucoanthocyanidin-skeleton
  • Flavan
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Benzofuran
  • Anisole
  • Phenol ether
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Furan
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Ether
  • Dialkyl ether
  • Oxacycle
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP3.57ALOGPS
logP3.22ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area59.29 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity98.55 m³·mol⁻¹ChemAxon
Polarizability39.19 ųChemAxon
Number of Rings4ChemAxon
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 IDC00013269
Chemspider ID7827980
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9549057
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available