Lappaol F



Compound IDCDAMM02614
Common nameLappaol F
IUPAC name3,4-bis[[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl]oxolan-2-one
Molecular formulaC40H42O12

Experimental data

Retention time16.21
Adduct[M+K]+
Actual mz753.232
Theoretical mz753.231
Error1.78
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.0326

Identifiers and class information

Inchi keyYXNKOCZXAVTXTG-OXHLKWRSNA-N
SmilesO=C1OCC(CC2=CC(OC)=C3OC(C4=CC=C(O)C(OC)=C4)C(C3=C2)CO)C1CC5=CC(OC)=C6OC(C7=CC=C(O)C(OC)=C7)C(C6=C5)CO
SuperclassPhenylpropanoids and polyketides
Class2-arylbenzofuran flavonoids

Pharmacokinetic properties

Number of descriptor values(#stars)7
Number of non-conjugated amine groups (#amine)0
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)0
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)14
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)714.765
Computed dipole moment(dipole)3.659
Total solvent accessible surface area (SASA)1019.12
Hydrophobic component of SASA (FOSA)533.108
Hydrophilic component of SASA (FISA)254.536
Pie component of the SASA (PISA)231.479
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)2025.58
Number of hydrogen bond donors (donorHB)4
Number of hydrogen bond acceptors (accptHB)12.4
Free energy of solvation of dipole (dip^2/V)0.0066081
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0243346
Globularity descriptor (glob)0.759693
Predicted polarizability in cubic angstroms (QPpolrz)68.131
Predicted hexadecane/gas partition coefficient (QPlogPC16)21.462
Predicted octanol/gas partition coefficient (QPlogPoct)35.924
Predicted water/gas partition coefficient (QPlogPw)20.462
Predicted octanol/water partition coefficient (QPlogPo/w)4.861
Predicted aqueous solubility (QPlogS)-7.584
Conformation-independent predicted aqueous solubility (CIQPlogS)-10.172
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.524
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)38.207
Predicted brain/blood partition coefficient (QPlogBB)-3.221
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)14.515
Predicted skin permeability, log Kp (QPlogKp)-4.051
PM3 calculated ionization potential (IP(ev))8.88
PM3 calculated electron affinity (EA(eV))0.27
Number of likely metabolic reactions (#metab)15
Prediction of binding to human serum albumin (QPlogKhsa)0.903
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)57.805
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)0
Van der Waals surface area (PSA)174.906
Number of nitrogen and oxygen atoms (#NandO)12
Number of violations of Lipinski’s rule of five (RuleOfFive)2
Number of violations of Jorgensen’s rule of three (RuleOfThree)2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P11926ODC1Ornithine decarboxylaseT60366SEA
P51843NR0B1Orphan nuclear receptor DAX-1T23191SEA
Q8N183NDUFAF2HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2T01453SEA
Q9P0J0NDUFA13Mitochondrial complex IT82391SEA
Q9Y6M9NDUFB9HUMAN NADH:ubiquinone oxidoreductase subunit B9T01465SEA
Q8N183NDUFAF2HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2T01453SEA
P03897MT-ND3NADH dehydrogenaseT77195SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T82391DI0069Cardiomyopathy[ICD-11: BC43]Q9P0J0NDUFA13
T77195DI0331Parkinsonism[ICD-11: 8A00]P03897MT-ND3

Copyright © 2025