Kaempferol 3-(2''-p-coumaryl-rhamnoside)-7-rhamnoside



Compound IDCDAMM00448
Common nameKaempferol 3-(2''-p-coumaryl-rhamnoside)-7-rhamnoside
IUPAC name[4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxy-6-methyloxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
Molecular formulaC36H36O16

Experimental data

Retention time15.31
Adduct[M+H]+
Actual mz725.212
Theoretical mz725.207
Error6.93
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.1577

Identifiers and class information

Inchi keyFEEQRZQQJIFQAL-NYCFGYFANA-N
SmilesO=C(OC1C(O)C(O)C(OC1OC=2C(=O)C3=C(O)C=C(OC4OC(C)C(O)C(O)C4O)C=C3OC2C=5C=CC(O)=CC5)C)C=CC6=CC=C(O)C=C6
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)16
Number of reactive functional groups (#rtvFG)3
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)724.671
Computed dipole moment(dipole)6.285
Total solvent accessible surface area (SASA)968.988
Hydrophobic component of SASA (FOSA)292.148
Hydrophilic component of SASA (FISA)363.071
Pie component of the SASA (PISA)313.769
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1919.47
Number of hydrogen bond donors (donorHB)7
Number of hydrogen bond acceptors (accptHB)19.15
Free energy of solvation of dipole (dip^2/V)0.0205796
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0522877
Globularity descriptor (glob)0.770845
Predicted polarizability in cubic angstroms (QPpolrz)63.386
Predicted hexadecane/gas partition coefficient (QPlogPC16)22.439
Predicted octanol/gas partition coefficient (QPlogPoct)43.085
Predicted water/gas partition coefficient (QPlogPw)32.24
Predicted octanol/water partition coefficient (QPlogPo/w)0.566
Predicted aqueous solubility (QPlogS)-4.363
Conformation-independent predicted aqueous solubility (CIQPlogS)-7.243
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.736
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)3.572
Predicted brain/blood partition coefficient (QPlogBB)-4.474
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1.12
Predicted skin permeability, log Kp (QPlogKp)-5.569
PM3 calculated ionization potential (IP(ev))8.914
PM3 calculated electron affinity (EA(eV))0.709
Number of likely metabolic reactions (#metab)8
Prediction of binding to human serum albumin (QPlogKhsa)-0.637
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)1.282
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)253.955
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 XIIT16987SwissTargetPrediction and SEA
P00918CA2Carbonic anhydrase IIT20401SwissTargetPrediction
P43166CA7Carbonic anhydrase VIIT37541SwissTargetPrediction and SEA
P22748CA4Carbonic anhydrase IVT53378SwissTargetPrediction and SEA
P15121AKR1B1Aldose reductaseT26623SwissTargetPrediction and SEA
P60568IL2Interleukin-2T61698SEA
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
O43826SLC37A4Glucose-6-phosphate translocaseT47306SEA
Q15717ELAVL1ELAV-like protein 1T78349SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
Q9UK17KCND3Voltage-gated potassium channel Kv4.3T74500SEA

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
T20401DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P00918CA2
T20401DI0137Essential hypertension[ICD-11: BA00]P00918CA2
T20401DI0166Glaucoma[ICD-11: 9C61]P00918CA2
T20401DI0175Heart failure[ICD-11: BD10-BD1Z]P00918CA2
T20401DI0214Insomnia[ICD-11: 7A00-7A0Z]P00918CA2
T20401DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00918CA2
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
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
T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
T74500DI0004Acidosis[ICD-11: 5C73]Q9UK17KCND3

Copyright © 2025