Kushenol C



Compound IDCDAMM00852
Common nameKushenol C
IUPAC name2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)chromen-4-one
Molecular formulaC25H26O7

Experimental data

Retention time20.27
Adduct[M+H]+
Actual mz439.177
Theoretical mz439.175
Error4.84
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.6408

Identifiers and class information

Inchi keyWAAPHYJTKSTXSX-YQTOOIBONA-N
SmilesO=C1C(O)=C(OC=2C1=C(O)C=C(O)C2CC(C(=C)C)CC=C(C)C)C=3C=CC(O)=CC3O
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)10
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)438.476
Computed dipole moment(dipole)4.42
Total solvent accessible surface area (SASA)721.138
Hydrophobic component of SASA (FOSA)273.977
Hydrophilic component of SASA (FISA)239.951
Pie component of the SASA (PISA)207.21
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1338.79
Number of hydrogen bond donors (donorHB)4
Number of hydrogen bond acceptors (accptHB)5.25
Free energy of solvation of dipole (dip^2/V)0.0145924
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0145603
Globularity descriptor (glob)0.814619
Predicted polarizability in cubic angstroms (QPpolrz)42.982
Predicted hexadecane/gas partition coefficient (QPlogPC16)14.721
Predicted octanol/gas partition coefficient (QPlogPoct)23.388
Predicted water/gas partition coefficient (QPlogPw)13.32
Predicted octanol/water partition coefficient (QPlogPo/w)3.501
Predicted aqueous solubility (QPlogS)-5.355
Conformation-independent predicted aqueous solubility (CIQPlogS)-6.672
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.52
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)52.535
Predicted brain/blood partition coefficient (QPlogBB)-2.45
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)20.479
Predicted skin permeability, log Kp (QPlogKp)-4.252
PM3 calculated ionization potential (IP(ev))8.724
PM3 calculated electron affinity (EA(eV))0.526
Number of likely metabolic reactions (#metab)11
Prediction of binding to human serum albumin (QPlogKhsa)0.568
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)78.236
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)134.185
Number of nitrogen and oxygen atoms (#NandO)7
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
P22303ACHEAcetylcholinesteraseT30082SwissTargetPrediction
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SwissTargetPrediction and SEA
P11511CYP19A1Cytochrome P450 19A1T13260SwissTargetPrediction
P51681CCR5C-C chemokine receptor type 5T09960SwissTargetPrediction
P18031PTPN1Protein-tyrosine phosphatase 1BT16347SwissTargetPrediction
P35869AHRAryl hydrocarbon receptorT23666SwissTargetPrediction
Q9HC97GPR35G-protein coupled receptor 35T56143SwissTargetPrediction and SEA
P33527ABCC1Multidrug resistance-associated protein 1T11288SwissTargetPrediction
P08183ABCB1P-glycoprotein 1T25258SwissTargetPrediction and SEA
P11474ESRRAEstrogen-related receptor alphaT72841SwissTargetPrediction
Q15118PDK1Pyruvate dehydrogenase kinase isoform 1T20891SwissTargetPrediction
P06276BCHEButyrylcholinesteraseT99799SwissTargetPrediction
P56817BACE1Beta-secretase 1T79031SwissTargetPrediction
O75874IDH1Isocitrate dehydrogenase [NADP] cytoplasmicT69563SwissTargetPrediction
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P16050ALOX15Arachidonate 15-lipoxygenaseT16042SwissTargetPrediction
Q96S37SLC22A12Solute carrier family 22 member 12T86057SwissTargetPrediction
P31749AKT1Serine/threonine-protein kinase AKTT67619SwissTargetPrediction
P35222CTNNB1Axin1/beta-cateninT82795SwissTargetPrediction
P07900HSP90AA1Heat shock protein HSP 90-alphaT18477SwissTargetPrediction
P05771PRKCBProtein kinase C betaT40276SwissTargetPrediction
P49759CLK1Dual specificty protein kinase CLK1T46685SwissTargetPrediction
P06870KLK1Kallikrein 1T40000SwissTargetPrediction
P20151KLK2Kallikrein 2T01908SwissTargetPrediction
P34972CNR2Cannabinoid receptor 2T37693SwissTargetPrediction
O76074PDE5APhosphodiesterase 5AT07663SwissTargetPrediction
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SwissTargetPrediction
P14679TYRTyrosinaseT97035SwissTargetPrediction
Q9NPH5NOX4NADPH oxidase 4T29741SwissTargetPrediction
P47989XDHXanthine dehydrogenaseT40954SEA
Q14680MELKMaternal embryonic leucine zipper kinaseT96892SwissTargetPrediction
Q16678CYP1B1Cytochrome P450 1B1T92521SwissTargetPrediction and SEA
Q04760GLO1Glyoxalase IT88285SEA
P05129PRKCGProtein kinase C gammaT47107SwissTargetPrediction
P63316TNNC1Troponin, cardiac muscleT12966SwissTargetPrediction
P14625HSP90B1EndoplasminT81311SwissTargetPrediction
Q9HC98NEK6Serine/threonine-protein kinase NEK6T78992SEA
Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SwissTargetPrediction and SEA
Q15717ELAVL1ELAV-like protein 1T78349SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T30082DI0025Alzheimer disease[ICD-11: 8A20]P22303ACHE
T30082DI0166Glaucoma[ICD-11: 9C61]P22303ACHE
T30082DI0282Myasthenia gravis[ICD-11: 8C6Y]P22303ACHE
T30082DI0313Oesophageal/gastroduodenal disorder[ICD-11: DD90]P22303ACHE
T30082DI0332Pediculosis[ICD-11: 1G00]P22303ACHE
T30082DI0421Unspecific substance harmful effect[ICD-11: NE6Z]P22303ACHE
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T13260DI0062Breast cancer[ICD-11: 2C60-2C6Y]P11511CYP19A1
T13260DI0108Cushing syndrome[ICD-11: 5A70]P11511CYP19A1
T09960DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]P51681CCR5
T16347DI0009Acute diabete complication[ICD-11: 5A2Y]P18031PTPN1
T16347DI0062Breast cancer[ICD-11: 2C60-2C6Y]P18031PTPN1
T16347DI0308Obesity[ICD-11: 5B80-5B81]P18031PTPN1
T16347DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P18031PTPN1
T23666DI0351Psoriasis[ICD-11: EA90]P35869AHR
T23666DI0403Thrombocytopenia[ICD-11: 3B64]P35869AHR
T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T72841DI0366Rheumatoid arthritis[ICD-11: FA20]P11474ESRRA
T20891DI0241Lymphoma[ICD-11: 2A80-2A86]Q15118PDK1
T99799DI0324Pain[ICD-11: MG30-MG3Z]P06276BCHE
T99799DI0411Tonus and reflex abnormality[ICD-11: MB47]P06276BCHE
T79031DI0025Alzheimer disease[ICD-11: 8A20]P56817BACE1
T69563DI0012Acute myeloid leukaemia[ICD-11: 2A60]O75874IDH1
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T86057DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q96S37SLC22A12
T67619DI0062Breast cancer[ICD-11: 2C60-2C6Y]P31749AKT1
T82795DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P35222CTNNB1
T18477DI0015Acute upper respiratory infection[ICD-11: CA07]P07900HSP90AA1
T18477DI0037Asthma[ICD-11: CA23]P07900HSP90AA1
T40276DI0123Diffuse large B-cell lymphoma[ICD-11: 2A81]P05771PRKCB
T40276DI0241Lymphoma[ICD-11: 2A80-2A86]P05771PRKCB
T40276DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P05771PRKCB
T01908DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]P20151KLK2
T37693DI0040Attention deficit hyperactivity disorder[ICD-11: 6A05]P34972CNR2
T37693DI0214Insomnia[ICD-11: 7A00-7A0Z]P34972CNR2
T07663DI0190Hypertension[ICD-11: BA00-BA04]O76074PDE5A
T07663DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]O76074PDE5A
T07663DI0378Sexual dysfunction[ICD-11: HA00-HA01]O76074PDE5A
T07663DI0411Tonus and reflex abnormality[ICD-11: MB47]O76074PDE5A
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
T29741DI0146Fibrosis[ICD-11: GA14-GC01]Q9NPH5NOX4
T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
T96892DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q14680MELK
T96892DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q14680MELK
T96892DI0249Mature B-cell leukaemia[ICD-11: 2A82]Q14680MELK
T96892DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q14680MELK
T96892DI0284Myelodysplastic syndrome[ICD-11: 2A37]Q14680MELK
T96892DI0286Myeloproliferative neoplasm[ICD-11: 2A20]Q14680MELK
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T47107DI0012Acute myeloid leukaemia[ICD-11: 2A60]P05129PRKCG
T47107DI0248Mastocytosis[ICD-11: 2A21]P05129PRKCG
T12966DI0006Acquired cutaneous blood vessel malformation[ICD-11: EF20]P63316TNNC1
T12966DI0175Heart failure[ICD-11: BD10-BD1Z]P63316TNNC1
T81311DI0238Lung cancer[ICD-11: 2C25]P14625HSP90B1
T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS

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