Kaempferol 3-rutinoside-7-glucuronide



Compound IDCDAMM00291
Common nameKaempferol 3-rutinoside-7-glucuronide
IUPAC name(3S,4S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2S,5S)-3,4,5-trihydroxy-6-[[(2R,4S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxyoxane-2-carboxylic acid
Molecular formulaC33H38O21

Experimental data

Retention time56.296
Adduct[M+H]+
Actual mz771.192
Theoretical mz771.198
Error8.21
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.02

Identifiers and class information

Inchi keyAVISVHAJGJXBKQ-NXSGDBFFSA-N
SmilesCC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C6=CC=C(C=C6)O)O)O)O)O)O)O
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Plant source

  • Tribulus terrestris L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)13
    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)19
    Number of reactive functional groups (#rtvFG)3
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)770.651
    Computed dipole moment(dipole)8.646
    Total solvent accessible surface area (SASA)1012.8
    Hydrophobic component of SASA (FOSA)250.198
    Hydrophilic component of SASA (FISA)518.485
    Pie component of the SASA (PISA)244.119
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1973.65
    Number of hydrogen bond donors (donorHB)10
    Number of hydrogen bond acceptors (accptHB)27.6
    Free energy of solvation of dipole (dip^2/V)0.0378718
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0861757
    Globularity descriptor (glob)0.751312
    Predicted polarizability in cubic angstroms (QPpolrz)62.963
    Predicted hexadecane/gas partition coefficient (QPlogPC16)24.446
    Predicted octanol/gas partition coefficient (QPlogPoct)52.555
    Predicted water/gas partition coefficient (QPlogPw)44.984
    Predicted octanol/water partition coefficient (QPlogPo/w)-3.233
    Predicted aqueous solubility (QPlogS)-2.463
    Conformation-independent predicted aqueous solubility (CIQPlogS)-4.422
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.913
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.03
    Predicted brain/blood partition coefficient (QPlogBB)-6.705
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.008
    Predicted skin permeability, log Kp (QPlogKp)-8.391
    PM3 calculated ionization potential (IP(ev))8.794
    PM3 calculated electron affinity (EA(eV))0.528
    Number of likely metabolic reactions (#metab)12
    Prediction of binding to human serum albumin (QPlogKhsa)-2.113
    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)347.896
    Number of nitrogen and oxygen atoms (#NandO)21
    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
    P15121AKR1B1Aldose reductaseT26623SEA
    P35354PTGS2Cyclooxygenase-2T66665SwissTargetPrediction
    Q9UHC9NPC1L1Niemann-Pick C1-like protein 1T33901SEA
    P60568IL2Interleukin-2T61698SEA
    P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
    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
    Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    Q15391P2RY14Purinergic receptor P2Y14T16555SEA
    Q15717ELAVL1ELAV-like protein 1T78349SEA
    P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA

    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
    T26623DI0298Neuropathy[ICD-11: 8C0Z]P15121AKR1B1
    T26623DI0366Rheumatoid arthritis[ICD-11: FA20]P15121AKR1B1
    T66665DI0087Chronic pain[ICD-11: MG30]P35354PTGS2
    T66665DI0145Female pelvic pain[ICD-11: GA34]P35354PTGS2
    T66665DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P35354PTGS2
    T66665DI0207Indeterminate colitis[ICD-11: DD72]P35354PTGS2
    T66665DI0227Knee osteoarthritis[ICD-11: FA01]P35354PTGS2
    T66665DI0320Osteoarthritis[ICD-11: FA00-FA05]P35354PTGS2
    T66665DI0324Pain[ICD-11: MG30-MG3Z]P35354PTGS2
    T66665DI0366Rheumatoid arthritis[ICD-11: FA20]P35354PTGS2
    T66665DI0416Tuberculosis[ICD-11: 1B10-1B12]P35354PTGS2
    T33901DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q9UHC9NPC1L1
    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
    T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
    T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1

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