5-Methoxy-7,8-diprenylflavone



Compound IDCDAMM02202
Common name5-Methoxy-7,8-diprenylflavone
IUPAC name5-methoxy-7,8-bis(3-methylbut-2-enyl)-2-phenylchromen-4-one
Molecular formulaC26H28O3

Experimental data

Retention time7.77
Adduct[M+K]+
Actual mz427.168
Theoretical mz427.167
Error1.03
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.0511

Identifiers and class information

Inchi keyMIFWJGYYWFGFJT-UHFFFAOYSA-N
SmilesO=C1C=C(OC=2C1=C(OC)C=C(C2CC=C(C)C)CC=C(C)C)C=3C=CC=CC3
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)5
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)388.505
Computed dipole moment(dipole)5.757
Total solvent accessible surface area (SASA)725.084
Hydrophobic component of SASA (FOSA)415.727
Hydrophilic component of SASA (FISA)51.602
Pie component of the SASA (PISA)257.755
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1323.33
Number of hydrogen bond donors (donorHB)0
Number of hydrogen bond acceptors (accptHB)3.25
Free energy of solvation of dipole (dip^2/V)0.0250486
Index of cohesive interaction in solids (ACxDN^.5/SA)0
Globularity descriptor (glob)0.803936
Predicted polarizability in cubic angstroms (QPpolrz)46.057
Predicted hexadecane/gas partition coefficient (QPlogPC16)12.727
Predicted octanol/gas partition coefficient (QPlogPoct)16.973
Predicted water/gas partition coefficient (QPlogPw)5.667
Predicted octanol/water partition coefficient (QPlogPo/w)6.29
Predicted aqueous solubility (QPlogS)-7.442
Conformation-independent predicted aqueous solubility (CIQPlogS)-6.775
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.934
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)3210.41
Predicted brain/blood partition coefficient (QPlogBB)-0.27
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1745.35
Predicted skin permeability, log Kp (QPlogKp)-1.082
PM3 calculated ionization potential (IP(ev))8.978
PM3 calculated electron affinity (EA(eV))0.703
Number of likely metabolic reactions (#metab)7
Prediction of binding to human serum albumin (QPlogKhsa)1.378
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)100
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)38.912
Number of nitrogen and oxygen atoms (#NandO)3
Number of violations of Lipinski’s rule of five (RuleOfFive)1
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
Q99720SIGMAR1Sigma opioid receptorT46360SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
P11511CYP19A1Cytochrome P450 19A1T13260SEA
P33527ABCC1Multidrug resistance-associated protein 1T11288SEA
P08183ABCB1P-glycoprotein 1T25258SEA
O95271TNKSTankyrase-1T83059SEA
O14980XPO1Exportin-1T51407SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
P14679TYRTyrosinaseT97035SEA
P47989XDHXanthine dehydrogenaseT40954SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P20248CCNA2CDK2/Cyclin AT58470SEA
O60911CTSVCathepsin (V and K)T93653SEA
P16152CBR1Carbonyl reductase [NADPH] 1T70518SEA
Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
Q99417MYCBPMYCBP messenger RNAT37298SEA
P16220CREB1Cyclic AMP-responsive element-binding proteinT92098SEA
Q15717ELAVL1ELAV-like protein 1T78349SEA
Q96HK3CALMCalmodulinT39610SEA
Q9UK17KCND3Voltage-gated potassium channel Kv4.3T74500SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T46360DI0105Cough[ICD-11: MD12]Q99720SIGMAR1
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T13260DI0062Breast cancer[ICD-11: 2C60-2C6Y]P11511CYP19A1
T13260DI0108Cushing syndrome[ICD-11: 5A70]P11511CYP19A1
T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T83059DI0060Brain cancer[ICD-11: 2A00]O95271TNKS
T83059DI0062Breast cancer[ICD-11: 2C60-2C6Y]O95271TNKS
T83059DI0321Ovarian cancer[ICD-11: 2C73]O95271TNKS
T83059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O95271TNKS
T51407DI0234Liposarcoma[ICD-11: 2B59]O14980XPO1
T51407DI0274Multiple myeloma[ICD-11: 2A83]O14980XPO1
T51407DI0395Stomach cancer[ICD-11: 2B72]O14980XPO1
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
T58470DI0363Retina cancer[ICD-11: 2D02]P20248CCNA2
T93653DI0055Bone cancer[ICD-11: 2B5Z]O60911CTSV
T93653DI0087Chronic pain[ICD-11: MG30]O60911CTSV
T70518DI0037Asthma[ICD-11: CA23]P16152CBR1
T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP
T39610DI0068Cardiac arrhythmia[ICD-11: BC9Z]Q96HK3CALM
T39610DI0243Malaria[ICD-11: 1F40-1F45]Q96HK3CALM
T39610DI0370Schizophrenia[ICD-11: 6A20]Q96HK3CALM
T74500DI0004Acidosis[ICD-11: 5C73]Q9UK17KCND3

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