Velloquercetin 3,3'-dimethyl ether



Compound IDCDAMM00363
Common nameVelloquercetin 3,3'-dimethyl ether
IUPAC name4-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-6-methoxy-2-prop-1-en-2-yl-2,3-dihydrofuro[3,2-g]chromen-5-one
Molecular formulaC22H20O7

Experimental data

Retention time25.71
Adduct[M+H]+
Actual mz397.117
Theoretical mz397.128
Error6.54
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.68

Identifiers and class information

Inchi keyXMVZPOKNSODJHY-UHFFFAOYNA-N
SmilesO=C1C(OC)=C(OC=2C=C3OC(C(=C)C)CC3=C(O)C12)C=4C=CC(O)=C(OC)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)396.396
Computed dipole moment(dipole)3.986
Total solvent accessible surface area (SASA)672.114
Hydrophobic component of SASA (FOSA)343.618
Hydrophilic component of SASA (FISA)128.487
Pie component of the SASA (PISA)200.008
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1195.75
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)5.25
Free energy of solvation of dipole (dip^2/V)0.0132861
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0078112
Globularity descriptor (glob)0.810618
Predicted polarizability in cubic angstroms (QPpolrz)40.4
Predicted hexadecane/gas partition coefficient (QPlogPC16)11.877
Predicted octanol/gas partition coefficient (QPlogPoct)17.641
Predicted water/gas partition coefficient (QPlogPw)9.104
Predicted octanol/water partition coefficient (QPlogPo/w)3.931
Predicted aqueous solubility (QPlogS)-5.77
Conformation-independent predicted aqueous solubility (CIQPlogS)-6.184
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.55
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)599.038
Predicted brain/blood partition coefficient (QPlogBB)-1.041
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)284.318
Predicted skin permeability, log Kp (QPlogKp)-2.703
PM3 calculated ionization potential (IP(ev))8.848
PM3 calculated electron affinity (EA(eV))0.667
Number of likely metabolic reactions (#metab)7
Prediction of binding to human serum albumin (QPlogKhsa)0.627
Predicted qualitative human oral absorption (HumanOralAbsorption)3
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)96.485
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)2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P21397MAOAMonoamine oxidase AT83875SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P22748CA4Carbonic anhydrase IVT53378SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
P09917ALOX5Arachidonate 5-lipoxygenaseT00140SEA
P33527ABCC1Multidrug resistance-associated protein 1T11288SEA
P08183ABCB1P-glycoprotein 1T25258SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P18054ALOX12Arachidonate 12-lipoxygenaseT35527SEA
O14746TERTTelomerase reverse transcriptaseT86052SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
Q9NPH5NOX4NADPH oxidase 4T29741SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
P47989XDHXanthine dehydrogenaseT40954SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
Q9HC98NEK6Serine/threonine-protein kinase NEK6T78992SEA
Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
P16220CREB1Cyclic AMP-responsive element-binding proteinT92098SEA
Q15717ELAVL1ELAV-like protein 1T78349SEA
Q96HK3CALMCalmodulinT39610SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T83875DI0117Depression[ICD-11: 6A70-6A7Z]P21397MAOA
T83875DI0331Parkinsonism[ICD-11: 8A00]P21397MAOA
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T00140DI0037Asthma[ICD-11: CA23]P09917ALOX5
T00140DI0147Filariasis[ICD-11: 1F66]P09917ALOX5
T00140DI0403Thrombocytopenia[ICD-11: 3B64]P09917ALOX5
T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T86052DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]O14746TERT
T86052DI0284Myelodysplastic syndrome[ICD-11: 2A37]O14746TERT
T86052DI0326Pancreatic cancer[ICD-11: 2C10]O14746TERT
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
T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
T39610DI0068Cardiac arrhythmia[ICD-11: BC9Z]Q96HK3CALM
T39610DI0243Malaria[ICD-11: 1F40-1F45]Q96HK3CALM
T39610DI0370Schizophrenia[ICD-11: 6A20]Q96HK3CALM

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