Kaempferide 3-rhamnoside-7-(6\'\'-succinylglucoside)



Compound IDCDAMM01899
Common nameKaempferide 3-rhamnoside-7-(6\'\'-succinylglucoside)
IUPAC name4-oxo-4-[[3,4,5-trihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxo-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-7-yl]oxyoxan-2-yl]methoxy]butanoic acid
Molecular formulaC32H36O18

Experimental data

Retention time15.31
Adduct[M+H]+
Actual mz709.203
Theoretical mz709.197
Error7.51
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.1572

Identifiers and class information

Inchi keyUSWCJNJGZZXFFW-CBLMKZBXNA-N
SmilesO=C(O)CCC(=O)OCC1OC(OC2=CC(O)=C3C(=O)C(OC4OC(C)C(O)C(O)C4O)=C(OC3=C2)C=5C=CC(OC)=CC5)C(O)C(O)C1O
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Plant source

  • Curcuma longa L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)10
    Number of non-conjugated amine groups (#amine)0
    Number of amidine and guanidine groups (#amidine)0
    Number of carboxylic acid groups (#acid)1
    Number of non-conjugated amide groups (#amide)0
    Number of rotatable bonds (#rotor)17
    Number of reactive functional groups (#rtvFG)3
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)708.626
    Computed dipole moment(dipole)14.059
    Total solvent accessible surface area (SASA)923.742
    Hydrophobic component of SASA (FOSA)382.23
    Hydrophilic component of SASA (FISA)377.956
    Pie component of the SASA (PISA)163.555
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1830.54
    Number of hydrogen bond donors (donorHB)7
    Number of hydrogen bond acceptors (accptHB)22.1
    Free energy of solvation of dipole (dip^2/V)0.107977
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0632981
    Globularity descriptor (glob)0.783432
    Predicted polarizability in cubic angstroms (QPpolrz)57.751
    Predicted hexadecane/gas partition coefficient (QPlogPC16)20.589
    Predicted octanol/gas partition coefficient (QPlogPoct)43.732
    Predicted water/gas partition coefficient (QPlogPw)33.896
    Predicted octanol/water partition coefficient (QPlogPo/w)-0.725
    Predicted aqueous solubility (QPlogS)-2.899
    Conformation-independent predicted aqueous solubility (CIQPlogS)-5.484
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.009
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.654
    Predicted brain/blood partition coefficient (QPlogBB)-4.567
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.227
    Predicted skin permeability, log Kp (QPlogKp)-6.277
    PM3 calculated ionization potential (IP(ev))9.147
    PM3 calculated electron affinity (EA(eV))0.786
    Number of likely metabolic reactions (#metab)10
    Prediction of binding to human serum albumin (QPlogKhsa)-1.41
    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)293.188
    Number of nitrogen and oxygen atoms (#NandO)18
    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
    P43166CA7Carbonic anhydrase VIIT37541SEA
    P22748CA4Carbonic anhydrase IVT53378SEA
    P15121AKR1B1Aldose reductaseT26623SEA
    P08183ABCB1P-glycoprotein 1T25258SEA
    P60568IL2Interleukin-2T61698SEA
    P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
    Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
    Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
    P14679TYRTyrosinaseT97035SEA
    P51812RPS6KA3Ribosomal protein S6 kinase alpha 3T03279SwissTargetPrediction
    Q9NPH5NOX4NADPH oxidase 4T29741SEA
    Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
    P47989XDHXanthine dehydrogenaseT40954SEA
    Q16678CYP1B1Cytochrome P450 1B1T92521SEA
    Q9HC98NEK6Serine/threonine-protein kinase NEK6T78992SEA
    P16152CBR1Carbonyl reductase [NADPH] 1T70518SEA
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    O75581LRP6Low-density lipoprotein receptor-related protein 6T49755SEA
    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
    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
    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
    T03279DI0249Mature B-cell leukaemia[ICD-11: 2A82]P51812RPS6KA3
    T29741DI0146Fibrosis[ICD-11: GA14-GC01]Q9NPH5NOX4
    T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
    T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
    T70518DI0037Asthma[ICD-11: CA23]P16152CBR1
    T49755DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O75581LRP6
    T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
    T74500DI0004Acidosis[ICD-11: 5C73]Q9UK17KCND3

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