Quercetagetin 4\'-methyl ether 7-(6-(E)-caffeylglucoside)



Compound IDCDAMM01663
Common nameQuercetagetin 4\'-methyl ether 7-(6-(E)-caffeylglucoside)
IUPAC name[3,4,5-trihydroxy-6-[3,5,6-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
Molecular formulaC31H28O16

Experimental data

Retention time6.46
Adduct[M+H]+
Actual mz657.148
Theoretical mz657.145
Error4.91
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.204

Identifiers and class information

Inchi keyVOLQPULSOMKKEF-HAQJWQEJNA-N
SmilesO=C(OCC1OC(OC=2C=C3OC(=C(O)C(=O)C3=C(O)C2O)C=4C=CC(OC)=C(O)C4)C(O)C(O)C1O)C=CC5=CC=C(O)C(O)=C5
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Pharmacokinetic properties

Number of descriptor values(#stars)9
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)656.553
Computed dipole moment(dipole)7.225
Total solvent accessible surface area (SASA)991.98
Hydrophobic component of SASA (FOSA)204.262
Hydrophilic component of SASA (FISA)488.064
Pie component of the SASA (PISA)299.654
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1804.34
Number of hydrogen bond donors (donorHB)8
Number of hydrogen bond acceptors (accptHB)16.3
Free energy of solvation of dipole (dip^2/V)0.0289281
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0464761
Globularity descriptor (glob)0.722562
Predicted polarizability in cubic angstroms (QPpolrz)58.002
Predicted hexadecane/gas partition coefficient (QPlogPC16)23.063
Predicted octanol/gas partition coefficient (QPlogPoct)41.431
Predicted water/gas partition coefficient (QPlogPw)31.487
Predicted octanol/water partition coefficient (QPlogPo/w)-0.236
Predicted aqueous solubility (QPlogS)-5.146
Conformation-independent predicted aqueous solubility (CIQPlogS)-6.884
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-7.45
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.233
Predicted brain/blood partition coefficient (QPlogBB)-6.693
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.059
Predicted skin permeability, log Kp (QPlogKp)-7.827
PM3 calculated ionization potential (IP(ev))8.579
PM3 calculated electron affinity (EA(eV))1.043
Number of likely metabolic reactions (#metab)10
Prediction of binding to human serum albumin (QPlogKhsa)-0.689
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)0
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)280.622
Number of nitrogen and oxygen atoms (#NandO)16
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
O43570CA12Carbonic anhydrase XIIT16987SEA
Q16790CA9Carbonic anhydrase IXT64567SEA
P02766TTRTransthyretinT86462SEA
P05067APPBeta amyloid A4 proteinT87024SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P23280CA6Carbonic anhydrase VIT06569SEA
P22748CA4Carbonic anhydrase IVT53378SEA
P15121AKR1B1Aldose reductaseT26623SEA
P09917ALOX5Arachidonate 5-lipoxygenaseT00140SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P08581METHepatocyte growth factor receptorT40474SEA
P60568IL2Interleukin-2T61698SEA
Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
Q9NPH5NOX4NADPH oxidase 4T29741SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
P47989XDHXanthine dehydrogenaseT40954SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P10636MAPTMicrotubule-associated protein tauT45593SEA
Q04760GLO1Glyoxalase IT88285SEA
Q16236NFE2L2Nuclear factor erythroid 2-related factor 2T88505SEA
Q9HC98NEK6Serine/threonine-protein kinase NEK6T78992SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
Q9H4B7TUBB1Tubulin beta-1 chainT84397SEA
Q15717ELAVL1ELAV-like protein 1T78349SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
T26623DI0298Neuropathy[ICD-11: 8C0Z]P15121AKR1B1
T26623DI0366Rheumatoid arthritis[ICD-11: FA20]P15121AKR1B1
T00140DI0037Asthma[ICD-11: CA23]P09917ALOX5
T00140DI0147Filariasis[ICD-11: 1F66]P09917ALOX5
T00140DI0403Thrombocytopenia[ICD-11: 3B64]P09917ALOX5
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T40474DI0238Lung cancer[ICD-11: 2C25]P08581MET
T40474DI0303Non-small-cell lung cancer[ICD-11: 2C25]P08581MET
T40474DI0407Thyroid cancer[ICD-11: 2D10]P08581MET
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T29741DI0146Fibrosis[ICD-11: GA14-GC01]Q9NPH5NOX4
T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
T45593DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10636MAPT
T45593DI0025Alzheimer disease[ICD-11: 8A20]P10636MAPT
T45593DI0265Mild neurocognitive disorder[ICD-11: 6D71]P10636MAPT
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T88505DI0038Ataxic disorder[ICD-11: 8A03]Q16236NFE2L2
T84397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H4B7TUBB1
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1

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