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Record Information
Version2.0
Created at2024-05-04 02:31:53 UTC
Updated at2024-09-03 04:21:02 UTC
NP-MRD IDNP0333044
Natural Product DOIhttps://doi.org/10.57994/2338
Secondary Accession NumbersNone
Natural Product Identification
Common NameDiphybiflavonoid B
DescriptionDiphybiflavonoid B belongs to the class of organic compounds known as flavonolignans. These are non-conventional lignans that derived from flavonoids. They are characterized by a p-dioxin ring substituted at one carbon atom by a C3C6 (phenylpropan) group and fused to the B-ring of the 2-phenylchromene moiety. Diphybiflavonoid B was first documented in 2024 (PMID: 37931718). Based on a literature review very few articles have been published on Diphybiflavonoid B.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC30H18O13
Average Mass586.4610 Da
Monoisotopic Mass586.07474 Da
IUPAC Name(5aR,11aR)-1,3,11a-trihydroxy-5a-(4-hydroxyphenyl)-8-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)-11a,12-dihydro-5aH-5,6,11-trioxatetracen-12-one
Traditional Name(5aR,11aR)-1,3,11a-trihydroxy-5a-(4-hydroxyphenyl)-8-(3,5,7-trihydroxy-4-oxochromen-2-yl)-5,6,11-trioxatetracen-12-one
CAS Registry NumberNot Available
SMILES
OC1=CC=C(C=C1)[C@]12OC3=CC(O)=CC(O)=C3C(=O)[C@@]1(O)OC1=C(O2)C=C(C=C1)C1=C(O)C(=O)C2=C(O1)C=C(O)C=C2O
InChI Identifier
InChI=1S/C30H18O13/c31-14-4-2-13(3-5-14)30-29(39,28(38)24-18(35)9-16(33)11-22(24)43-30)41-19-6-1-12(7-20(19)42-30)27-26(37)25(36)23-17(34)8-15(32)10-21(23)40-27/h1-11,31-35,37,39H/t29-,30+/m1/s1
InChI KeyJSOVYIRXAFFUEV-IHLOFXLRSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HMBC NMR[1H, 13C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)sunyanjunily@126.comHenan University of Chinese MedicineYan-jun Sun2024-05-04View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)sunyanjunily@126.comHenan University of Chinese MedicineYan-jun Sun2024-05-04View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)sunyanjunily@126.comHenan University of Chinese MedicineYan-jun Sun2024-05-04View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)sunyanjunily@126.comHenan University of Chinese MedicineYan-jun Sun2024-05-04View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
sinensis
      Not Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as flavonolignans. These are non-conventional lignans that derived from flavonoids. They are characterized by a p-dioxin ring substituted at one carbon atom by a C3C6 (phenylpropan) group and fused to the B-ring of the 2-phenylchromene moiety.
KingdomOrganic compounds
Super ClassLignans, neolignans and related compounds
ClassFlavonolignans
Sub ClassNot Available
Direct ParentFlavonolignans
Alternative Parents
Substituents
  • Flavonolignan
  • 3-hydroxyflavone
  • Hydroxyflavonoid
  • Flavanone
  • 7-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 3-hydroxyflavonoid
  • Flavan
  • Chromone
  • 1-benzopyran
  • Benzopyran
  • Chromane
  • Aryl alkyl ketone
  • Aryl ketone
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Ketal
  • Pyranone
  • Phenol
  • Alpha-branched alpha,beta-unsaturated-ketone
  • Benzenoid
  • Pyran
  • Para-dioxin
  • Oxane
  • Hemiketal
  • Beta-hydroxy ketone
  • Monocyclic benzene moiety
  • Acyloin
  • Heteroaromatic compound
  • Vinylogous acid
  • Alpha,beta-unsaturated ketone
  • Enone
  • Alpha-hydroxy ketone
  • Acryloyl-group
  • Ketone
  • Oxacycle
  • Organoheterocyclic compound
  • 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
logP5.38ChemAxon
pKa (Strongest Acidic)6.35ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area212.67 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity144.94 m³·mol⁻¹ChemAxon
Polarizability56.36 ųChemAxon
Number of Rings7ChemAxon
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
  1. Sun YJ, Zhao C, Wang HJ, Li M, Chen H, Feng WS: Five new biflavonoids with acetylcholinesterase inhibitory activity from Diphylleia sinensis. Fitoterapia. 2024 Jan;172:105721. doi: 10.1016/j.fitote.2023.105721. Epub 2023 Nov 4. [PubMed:37931718 ]