Prunin 6\'\'-O-gallate



Compound IDCDAMM00909
Common namePrunin 6\'\'-O-gallate
IUPAC name[3,4,5-trihydroxy-6-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
Molecular formulaC28H26O14

Experimental data

Retention time0.27
Adduct[M+H]+
Actual mz587.138
Theoretical mz587.139
Error1.32
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.5654

Identifiers and class information

Inchi keyUNTKZTADYPALEE-UHFFFAOYNA-N
SmilesO=C(OCC1OC(OC2=CC(O)=C3C(=O)CC(OC3=C2)C4=CC=C(O)C=C4)C(O)C(O)C1O)C5=CC(O)=C(O)C(O)=C5
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Pharmacokinetic properties

Number of descriptor values(#stars)7
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)13
Number of reactive functional groups (#rtvFG)2
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)586.505
Computed dipole moment(dipole)2.317
Total solvent accessible surface area (SASA)749.577
Hydrophobic component of SASA (FOSA)143.283
Hydrophilic component of SASA (FISA)394.851
Pie component of the SASA (PISA)211.442
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1531.36
Number of hydrogen bond donors (donorHB)7
Number of hydrogen bond acceptors (accptHB)15.05
Free energy of solvation of dipole (dip^2/V)0.0035046
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0531214
Globularity descriptor (glob)0.857168
Predicted polarizability in cubic angstroms (QPpolrz)48.803
Predicted hexadecane/gas partition coefficient (QPlogPC16)18.101
Predicted octanol/gas partition coefficient (QPlogPoct)35.876
Predicted water/gas partition coefficient (QPlogPw)27.856
Predicted octanol/water partition coefficient (QPlogPo/w)-0.272
Predicted aqueous solubility (QPlogS)-2.924
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.996
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.852
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1.785
Predicted brain/blood partition coefficient (QPlogBB)-3.803
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.529
Predicted skin permeability, log Kp (QPlogKp)-6.804
PM3 calculated ionization potential (IP(ev))9.351
PM3 calculated electron affinity (EA(eV))0.63
Number of likely metabolic reactions (#metab)10
Prediction of binding to human serum albumin (QPlogKhsa)-0.504
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)250.773
Number of nitrogen and oxygen atoms (#NandO)14
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
P43166CA7Carbonic anhydrase VIIT37541SEA
P22748CA4Carbonic anhydrase IVT53378SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
P11511CYP19A1Cytochrome P450 19A1T13260SwissTargetPrediction and SEA
P05121SERPINE1Plasminogen activator inhibitor-1T15556SEA
P20151KLK2Kallikrein 2T01908SEA
P60568IL2Interleukin-2T61698SEA
Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
P14679TYRTyrosinaseT97035SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
P47989XDHXanthine dehydrogenaseT40954SEA
P52209PGD6-phosphogluconate dehydrogenaseT76497SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P63316TNNC1Troponin, cardiac muscleT12966SEA
P16152CBR1Carbonyl reductase [NADPH] 1T70518SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
Q99417MYCBPMYCBP messenger RNAT37298SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
P19429TNNI3Cardiac troponin IT20186SEA
P45379TNNT2Cardiac muscle troponin TT05887SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T13260DI0062Breast cancer[ICD-11: 2C60-2C6Y]P11511CYP19A1
T13260DI0108Cushing syndrome[ICD-11: 5A70]P11511CYP19A1
T15556DI0037Asthma[ICD-11: CA23]P05121SERPINE1
T15556DI0405Thrombosis[ICD-11: DB61-GB90]P05121SERPINE1
T01908DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]P20151KLK2
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
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
T76497DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P52209PGD
T12966DI0006Acquired cutaneous blood vessel malformation[ICD-11: EF20]P63316TNNC1
T12966DI0175Heart failure[ICD-11: BD10-BD1Z]P63316TNNC1
T70518DI0037Asthma[ICD-11: CA23]P16152CBR1
T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1

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