Dielsine



Compound IDCDAMM02643
Common nameDielsine
IUPAC name27-hydroxy-16,26-dimethoxy-4,21-dimethyl-12,29,37-trioxa-4,21-diazaoctacyclo[28.2.2.17,11.110,14.114,18.124,28.03,8.022,36]octatriaconta-1(32),7(38),8,10,16,18(36),24(35),25,27,30,33-undecaen-15-one
Molecular formulaC37H38N2O7

Experimental data

Retention time5.16
Adduct[M+H]+
Actual mz623.278
Theoretical mz623.275
Error4.53
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.9488

Identifiers and class information

Inchi keyUVAQBWNRDSCARL-MXUKMVGWNA-N
SmilesO=C1C(OC)=CC2=C3C(N(C)CC2)CC4=CC(OC5=CC=C(C=C5)CC6C7=CC=8OC13COC8C=C7CCN6C)=C(O)C(OC)=C4
SuperclassLignans, neolignans and related compounds
Class

Pharmacokinetic properties

Number of descriptor values(#stars)1
Number of non-conjugated amine groups (#amine)2
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)9
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)1
Molecular weight (mol_MW)622.716
Computed dipole moment(dipole)6.097
Total solvent accessible surface area (SASA)835.199
Hydrophobic component of SASA (FOSA)523.181
Hydrophilic component of SASA (FISA)86.342
Pie component of the SASA (PISA)225.676
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1723.7
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)10.25
Free energy of solvation of dipole (dip^2/V)0.0215652
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0122725
Globularity descriptor (glob)0.832434
Predicted polarizability in cubic angstroms (QPpolrz)59.205
Predicted hexadecane/gas partition coefficient (QPlogPC16)16.342
Predicted octanol/gas partition coefficient (QPlogPoct)27.066
Predicted water/gas partition coefficient (QPlogPw)13.427
Predicted octanol/water partition coefficient (QPlogPo/w)4.406
Predicted aqueous solubility (QPlogS)-3.598
Conformation-independent predicted aqueous solubility (CIQPlogS)-7.224
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.772
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)93.523
Predicted brain/blood partition coefficient (QPlogBB)-0.013
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)46.751
Predicted skin permeability, log Kp (QPlogKp)-5.577
PM3 calculated ionization potential (IP(ev))8.641
PM3 calculated electron affinity (EA(eV))1.174
Number of likely metabolic reactions (#metab)11
Prediction of binding to human serum albumin (QPlogKhsa)0.845
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)75.061
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)91.511
Number of nitrogen and oxygen atoms (#NandO)9
Number of violations of Lipinski’s rule of five (RuleOfFive)1
Number of violations of Jorgensen’s rule of three (RuleOfThree)1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
Q15822CHRNA2Neuronal acetylcholine receptor; alpha2/beta2T55815SEA
P54750PDE1APhosphodiesterase 1AT81637SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T55815DI0101Corneal disease[ICD-11: 9A76-9A78]Q15822CHRNA2
T55815DI0117Depression[ICD-11: 6A70-6A7Z]Q15822CHRNA2
T55815DI0166Glaucoma[ICD-11: 9C61]Q15822CHRNA2
T55815DI0301Nicotine use disorder[ICD-11: 6C4A]Q15822CHRNA2
T55815DI0411Tonus and reflex abnormality[ICD-11: MB47]Q15822CHRNA2

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