Torosaflavone D



Compound IDCDAMM01285
Common nameTorosaflavone D
IUPAC namemethyl 3-(3,4-dihydroxyphenyl)-2,7-dihydroxy-1-oxo-8bH-cyclopenta[b][1]benzofuran-3a-carboxylate
Molecular formulaC19H14O8

Experimental data

Retention time21.57
Adduct[M+H]+
Actual mz371.076
Theoretical mz371.076
Error0.06
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.6911

Identifiers and class information

Inchi keyYGQFRAJVEBXHHA-HWKANZROSA-N
SmilesO=C(OC)C12OC3=CC=C(O)C=C3C2C(=O)C(O)=C1C=4C=CC(O)=C(O)C4
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Pharmacokinetic properties

Number of descriptor values(#stars)0
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)-2
Molecular weight (mol_MW)370.315
Computed dipole moment(dipole)5.011
Total solvent accessible surface area (SASA)606.324
Hydrophobic component of SASA (FOSA)102.623
Hydrophilic component of SASA (FISA)282.543
Pie component of the SASA (PISA)221.158
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1059.22
Number of hydrogen bond donors (donorHB)4
Number of hydrogen bond acceptors (accptHB)7.75
Free energy of solvation of dipole (dip^2/V)0.0237083
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0255639
Globularity descriptor (glob)0.828802
Predicted polarizability in cubic angstroms (QPpolrz)35.138
Predicted hexadecane/gas partition coefficient (QPlogPC16)12.488
Predicted octanol/gas partition coefficient (QPlogPoct)22.484
Predicted water/gas partition coefficient (QPlogPw)16.994
Predicted octanol/water partition coefficient (QPlogPo/w)0.669
Predicted aqueous solubility (QPlogS)-3.784
Conformation-independent predicted aqueous solubility (CIQPlogS)-4.495
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.357
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)20.727
Predicted brain/blood partition coefficient (QPlogBB)-2.48
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)7.494
Predicted skin permeability, log Kp (QPlogKp)-5.468
PM3 calculated ionization potential (IP(ev))8.715
PM3 calculated electron affinity (EA(eV))1.024
Number of likely metabolic reactions (#metab)5
Prediction of binding to human serum albumin (QPlogKhsa)-0.223
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)54.427
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)155.853
Number of nitrogen and oxygen atoms (#NandO)8
Number of violations of Lipinski’s rule of five (RuleOfFive)0
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
P36544CHRNA7Neuronal acetylcholine receptor protein alpha-7 subunitT34429SwissTargetPrediction
P11511CYP19A1Cytochrome P450 19A1T13260SwissTargetPrediction
P05121SERPINE1Plasminogen activator inhibitor-1T15556SwissTargetPrediction
O14757CHEK1Serine/threonine-protein kinase Chk1T62449SwissTargetPrediction
P14061HSD17B1Estradiol 17-beta-dehydrogenase 1T44011SwissTargetPrediction
P30291WEE1Serine/threonine-protein kinase WEE1T69991SwissTargetPrediction
P11802CDK4Cyclin-dependent kinase 4T85799SwissTargetPrediction
P56817BACE1Beta-secretase 1T79031SwissTargetPrediction
Q9HBH9MKNK2MAP kinase signal-integrating kinase 2T99160SwissTargetPrediction
Q9NPH5NOX4NADPH oxidase 4T29741SEA
Q04760GLO1Glyoxalase IT88285SEA
Q9HC98NEK6Serine/threonine-protein kinase NEK6T78992SEA
Q15717ELAVL1ELAV-like protein 1T78349SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T34429DI0101Corneal disease[ICD-11: 9A76-9A78]P36544CHRNA7
T34429DI0370Schizophrenia[ICD-11: 6A20]P36544CHRNA7
T13260DI0062Breast cancer[ICD-11: 2C60-2C6Y]P11511CYP19A1
T13260DI0108Cushing syndrome[ICD-11: 5A70]P11511CYP19A1
T15556DI0037Asthma[ICD-11: CA23]P05121SERPINE1
T15556DI0405Thrombosis[ICD-11: DB61-GB90]P05121SERPINE1
T62449DI0027Anal cancer[ICD-11: 2C00]O14757CHEK1
T62449DI0172Head and neck cancer[ICD-11: 2D42]O14757CHEK1
T62449DI0183Hodgkin lymphoma[ICD-11: 2B30]O14757CHEK1
T62449DI0238Lung cancer[ICD-11: 2C25]O14757CHEK1
T62449DI0241Lymphoma[ICD-11: 2A80-2A86]O14757CHEK1
T62449DI0321Ovarian cancer[ICD-11: 2C73]O14757CHEK1
T62449DI0326Pancreatic cancer[ICD-11: 2C10]O14757CHEK1
T62449DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O14757CHEK1
T69991DI0321Ovarian cancer[ICD-11: 2C73]P30291WEE1
T69991DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P30291WEE1
T69991DI0429Uterine ligament/parametrium/uterine adnexa neoplasm[ICD-11: 2C72]P30291WEE1
T85799DI0062Breast cancer[ICD-11: 2C60-2C6Y]P11802CDK4
T85799DI0238Lung cancer[ICD-11: 2C25]P11802CDK4
T85799DI0351Psoriasis[ICD-11: EA90]P11802CDK4
T79031DI0025Alzheimer disease[ICD-11: 8A20]P56817BACE1
T99160DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q9HBH9MKNK2
T99160DI0095Colorectal cancer[ICD-11: 2B91]Q9HBH9MKNK2
T99160DI0235Liver cancer[ICD-11: 2C12]Q9HBH9MKNK2
T99160DI0241Lymphoma[ICD-11: 2A80-2A86]Q9HBH9MKNK2
T99160DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9HBH9MKNK2
T29741DI0146Fibrosis[ICD-11: GA14-GC01]Q9NPH5NOX4
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1

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