Kaempferol 3-(2\'\',3\'\'-diacetylrhamnoside)-7-rhamnoside



Compound IDCDAMM01596
Common nameKaempferol 3-(2\'\',3\'\'-diacetylrhamnoside)-7-rhamnoside
IUPAC name[3-acetyloxy-5-hydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxy-6-methyloxan-4-yl] acetate
Molecular formulaC31H34O16

Experimental data

Retention time4.41
Adduct[M+H]+
Actual mz663.201
Theoretical mz663.192
Error13.15
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.1189

Identifiers and class information

Inchi keyFRCCTBPYYAMKIB-XXFAVXRJNA-N
SmilesO=C(OC1C(OC=2C(=O)C3=C(O)C=C(OC4OC(C)C(O)C(O)C4O)C=C3OC2C=5C=CC(O)=CC5)OC(C)C(O)C1OC(=O)C)C
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Pharmacokinetic properties

Number of descriptor values(#stars)4
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)12
Number of reactive functional groups (#rtvFG)4
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)662.6
Computed dipole moment(dipole)7.924
Total solvent accessible surface area (SASA)906.305
Hydrophobic component of SASA (FOSA)401.84
Hydrophilic component of SASA (FISA)320.525
Pie component of the SASA (PISA)183.94
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1781.94
Number of hydrogen bond donors (donorHB)5
Number of hydrogen bond acceptors (accptHB)18.7
Free energy of solvation of dipole (dip^2/V)0.0352412
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0461373
Globularity descriptor (glob)0.784307
Predicted polarizability in cubic angstroms (QPpolrz)59.211
Predicted hexadecane/gas partition coefficient (QPlogPC16)19.448
Predicted octanol/gas partition coefficient (QPlogPoct)38.4
Predicted water/gas partition coefficient (QPlogPw)28.427
Predicted octanol/water partition coefficient (QPlogPo/w)0.358
Predicted aqueous solubility (QPlogS)-4.251
Conformation-independent predicted aqueous solubility (CIQPlogS)-6.019
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.899
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)9.044
Predicted brain/blood partition coefficient (QPlogBB)-3.634
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)3.058
Predicted skin permeability, log Kp (QPlogKp)-5.627
PM3 calculated ionization potential (IP(ev))9.212
PM3 calculated electron affinity (EA(eV))0.769
Number of likely metabolic reactions (#metab)6
Prediction of binding to human serum albumin (QPlogKhsa)-0.643
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)7.282
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)249.807
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)1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
O43570CA12Carbonic anhydrase XIIT16987SwissTargetPrediction
P16083NQO2Quinone reductase 2T75498SwissTargetPrediction
P43166CA7Carbonic anhydrase VIIT37541SwissTargetPrediction and SEA
P22748CA4Carbonic anhydrase IVT53378SwissTargetPrediction and SEA
P15121AKR1B1Aldose reductaseT26623SwissTargetPrediction and SEA
P33527ABCC1Multidrug resistance-associated protein 1T11288SEA
P08183ABCB1P-glycoprotein 1T25258SEA
P60568IL2Interleukin-2T61698SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
P14679TYRTyrosinaseT97035SEA
Q9NPH5NOX4NADPH oxidase 4T29741SwissTargetPrediction and SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
P47989XDHXanthine dehydrogenaseT40954SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
Q04760GLO1Glyoxalase IT88285SEA
Q9HC98NEK6Serine/threonine-protein kinase NEK6T78992SEA
Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
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
T75498DI0214Insomnia[ICD-11: 7A00-7A0Z]P16083NQO2
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
T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
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
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
T74500DI0004Acidosis[ICD-11: 5C73]Q9UK17KCND3

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