3,4,7-Trihydroxy-5-methoxy-8-prenylflavan 4-O-(beta-D-xylopyranosyl-(1->6)-beta-D-glucopyranoside)



Compound IDCDAMM02413
Common name3,4,7-Trihydroxy-5-methoxy-8-prenylflavan 4-O-(beta-D-xylopyranosyl-(1->6)-beta-D-glucopyranoside)
IUPAC name2-[[3,7-dihydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-4-yl]oxy]-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol
Molecular formulaC32H42O15

Experimental data

Retention time0.42
Adduct[M+H]+
Actual mz667.26
Theoretical mz667.259
Error0.34
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.0893

Identifiers and class information

Inchi keySGQQCSHVXAXBTJ-PYPWMTMTNA-N
SmilesOC1=CC=C(C=C1)C2OC=3C(=C(O)C=C(OC)C3C(OC4OC(COC5OCC(O)C(O)C5O)C(O)C(O)C4O)C2O)CC=C(C)C
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Pharmacokinetic properties

Number of descriptor values(#stars)8
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)17
Number of reactive functional groups (#rtvFG)2
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)666.675
Computed dipole moment(dipole)6.853
Total solvent accessible surface area (SASA)929.024
Hydrophobic component of SASA (FOSA)464.443
Hydrophilic component of SASA (FISA)303.791
Pie component of the SASA (PISA)160.789
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1854.85
Number of hydrogen bond donors (donorHB)9
Number of hydrogen bond acceptors (accptHB)21.7
Free energy of solvation of dipole (dip^2/V)0.0253203
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0700736
Globularity descriptor (glob)0.785859
Predicted polarizability in cubic angstroms (QPpolrz)58.697
Predicted hexadecane/gas partition coefficient (QPlogPC16)20.683
Predicted octanol/gas partition coefficient (QPlogPoct)45.276
Predicted water/gas partition coefficient (QPlogPw)35.921
Predicted octanol/water partition coefficient (QPlogPo/w)-0.677
Predicted aqueous solubility (QPlogS)-3.083
Conformation-independent predicted aqueous solubility (CIQPlogS)-4.543
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.764
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)13.033
Predicted brain/blood partition coefficient (QPlogBB)-3.741
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)4.539
Predicted skin permeability, log Kp (QPlogKp)-4.92
PM3 calculated ionization potential (IP(ev))8.916
PM3 calculated electron affinity (EA(eV))-0.079
Number of likely metabolic reactions (#metab)15
Prediction of binding to human serum albumin (QPlogKhsa)-1.148
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)4.065
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)228.391
Number of nitrogen and oxygen atoms (#NandO)15
Number of violations of Lipinski’s rule of five (RuleOfFive)3
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
P60568IL2Interleukin-2T61698SEA
P14679TYRTyrosinaseT97035SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR

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