Flavumone B



Compound IDCDAMM01891
Common nameFlavumone B
IUPAC name3-(2,4-dihydroxybenzoyl)-4-hydroxy-2,7-bis(4-hydroxyphenyl)-7,8-dihydrofuro[2,3-f]chromen-9-one
Molecular formulaC30H20O9

Experimental data

Retention time28.22
Adduct[M+H]+
Actual mz525.117
Theoretical mz525.118
Error3.38
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.2346

Identifiers and class information

Inchi keyVYUVLJWXZLJZFE-UHFFFAOYNA-N
SmilesO=C(C1=CC=C(O)C=C1O)C2=C(OC3=C4C(=O)CC(OC4=CC(O)=C32)C5=CC=C(O)C=C5)C=6C=CC(O)=CC6
SuperclassPhenylpropanoids and polyketides
Class2-arylbenzofuran flavonoids

Plant source

  • Curcuma longa L.

    • 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)7
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)524.483
    Computed dipole moment(dipole)6.493
    Total solvent accessible surface area (SASA)781.442
    Hydrophobic component of SASA (FOSA)49.041
    Hydrophilic component of SASA (FISA)309.358
    Pie component of the SASA (PISA)423.043
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1453.89
    Number of hydrogen bond donors (donorHB)4
    Number of hydrogen bond acceptors (accptHB)8
    Free energy of solvation of dipole (dip^2/V)0.0289982
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.020475
    Globularity descriptor (glob)0.794248
    Predicted polarizability in cubic angstroms (QPpolrz)51.576
    Predicted hexadecane/gas partition coefficient (QPlogPC16)17.855
    Predicted octanol/gas partition coefficient (QPlogPoct)28.823
    Predicted water/gas partition coefficient (QPlogPw)18.776
    Predicted octanol/water partition coefficient (QPlogPo/w)2.947
    Predicted aqueous solubility (QPlogS)-6.137
    Conformation-independent predicted aqueous solubility (CIQPlogS)-8.153
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.879
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)11.541
    Predicted brain/blood partition coefficient (QPlogBB)-3.128
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)3.98
    Predicted skin permeability, log Kp (QPlogKp)-5.059
    PM3 calculated ionization potential (IP(ev))8.462
    PM3 calculated electron affinity (EA(eV))0.741
    Number of likely metabolic reactions (#metab)8
    Prediction of binding to human serum albumin (QPlogKhsa)0.55
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)50.256
    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)173.664
    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)3

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    P11511CYP19A1Cytochrome P450 19A1T13260SEA
    P20151KLK2Kallikrein 2T01908SEA
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P49763PGFPlacenta growth factorT70792SEA
    P47989XDHXanthine dehydrogenaseT40954SEA
    Q16678CYP1B1Cytochrome P450 1B1T92521SEA
    P16152CBR1Carbonyl reductase [NADPH] 1T70518SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T13260DI0062Breast cancer[ICD-11: 2C60-2C6Y]P11511CYP19A1
    T13260DI0108Cushing syndrome[ICD-11: 5A70]P11511CYP19A1
    T01908DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]P20151KLK2
    T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
    T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
    T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
    T70792DI0095Colorectal cancer[ICD-11: 2B91]P49763PGF
    T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
    T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
    T70518DI0037Asthma[ICD-11: CA23]P16152CBR1

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