Rel-5-hydroxy-7,4\'-dimethoxy-2\'\'S-(2,4,5-trimethoxy-E-styryl)-tetrahydrofuro[4\'\'R,5\'\'R:2,3]flavanonol



Compound IDCDAMM01627
Common nameRel-5-hydroxy-7,4\'-dimethoxy-2\'\'S-(2,4,5-trimethoxy-E-styryl)-tetrahydrofuro[4\'\'R,5\'\'R:2,3]flavanonol
IUPAC name8,9a-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-2-[2-(2,4,5-trimethoxyphenyl)ethenyl]-2,3-dihydrofuro[3,2-b]chromen-9-one
Molecular formulaC30H30O10

Experimental data

Retention time9.07
Adduct[M+H]+
Actual mz551.19
Theoretical mz551.191
Error1.95
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.6955

Identifiers and class information

Inchi keyIZGFFJPOYHFVMH-KYEVJELHNA-N
SmilesO=C1C2=C(O)C=C(OC)C=C2OC3(C4=CC=C(OC)C=C4)CC(OC13O)C=CC5=CC(OC)=C(OC)C=C5OC
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Pharmacokinetic properties

Number of descriptor values(#stars)1
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)9
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)550.561
Computed dipole moment(dipole)4.676
Total solvent accessible surface area (SASA)864.561
Hydrophobic component of SASA (FOSA)524.039
Hydrophilic component of SASA (FISA)101.364
Pie component of the SASA (PISA)239.158
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1597.5
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)7.75
Free energy of solvation of dipole (dip^2/V)0.0136862
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0089641
Globularity descriptor (glob)0.764415
Predicted polarizability in cubic angstroms (QPpolrz)54.283
Predicted hexadecane/gas partition coefficient (QPlogPC16)15.924
Predicted octanol/gas partition coefficient (QPlogPoct)23.563
Predicted water/gas partition coefficient (QPlogPw)11.229
Predicted octanol/water partition coefficient (QPlogPo/w)5.619
Predicted aqueous solubility (QPlogS)-7.572
Conformation-independent predicted aqueous solubility (CIQPlogS)-8.549
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.485
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1083.1
Predicted brain/blood partition coefficient (QPlogBB)-1.135
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)539.292
Predicted skin permeability, log Kp (QPlogKp)-1.681
PM3 calculated ionization potential (IP(ev))8.367
PM3 calculated electron affinity (EA(eV))0.442
Number of likely metabolic reactions (#metab)7
Prediction of binding to human serum albumin (QPlogKhsa)1.004
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)88.245
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)116.745
Number of nitrogen and oxygen atoms (#NandO)10
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
P25101EDNRAEndothelin receptor ET-AT23499SEA
P24530EDNRBEndothelin receptor ET-BT92828SEA
P60842EIF4A1Eukaryotic initiation factor 4A-IT86805SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T23499DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P25101EDNRA
T23499DI0356Pulmonary hypertension[ICD-11: BB01]P25101EDNRA
T23499DI0425Urinary system clinical symptom[ICD-11: MF8Y]P25101EDNRA
T92828DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P24530EDNRB
T92828DI0356Pulmonary hypertension[ICD-11: BB01]P24530EDNRB
T86805DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P60842EIF4A1

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