Artoindonesianin U



Compound IDCDAMM03002
Common nameArtoindonesianin U
IUPAC name10-(3,7-dimethylocta-2,6-dienyl)-5-hydroxy-2,2-dimethyl-7-(3-methylbut-2-enyl)-8-(2,4,5-trihydroxyphenyl)pyrano[3,2-g]chromen-6-one
Molecular formulaC35H40O7

Experimental data

Retention time16.74
Adduct[M+H]+
Actual mz573.287
Theoretical mz573.284
Error4.05
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.1386

Identifiers and class information

Inchi keyVNXJJFDQGUBMJQ-CIAFOILYSA-N
SmilesO=C1C2=C(O)C=3C=CC(OC3C(=C2OC(C=4C=C(O)C(O)=CC4O)=C1CC=C(C)C)CC=C(C)CCC=C(C)C)(C)C
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Plant source

  • Clitoria ternatea L.

    • 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)11
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)572.697
    Computed dipole moment(dipole)4.537
    Total solvent accessible surface area (SASA)910.196
    Hydrophobic component of SASA (FOSA)559.992
    Hydrophilic component of SASA (FISA)193.228
    Pie component of the SASA (PISA)156.977
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1775.87
    Number of hydrogen bond donors (donorHB)3
    Number of hydrogen bond acceptors (accptHB)5.25
    Free energy of solvation of dipole (dip^2/V)0.0115918
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0099904
    Globularity descriptor (glob)0.779179
    Predicted polarizability in cubic angstroms (QPpolrz)59.352
    Predicted hexadecane/gas partition coefficient (QPlogPC16)17.902
    Predicted octanol/gas partition coefficient (QPlogPoct)27.282
    Predicted water/gas partition coefficient (QPlogPw)11.43
    Predicted octanol/water partition coefficient (QPlogPo/w)6.714
    Predicted aqueous solubility (QPlogS)-8.72
    Conformation-independent predicted aqueous solubility (CIQPlogS)-9.705
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.854
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)145.721
    Predicted brain/blood partition coefficient (QPlogBB)-2.221
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)61.69
    Predicted skin permeability, log Kp (QPlogKp)-3.472
    PM3 calculated ionization potential (IP(ev))8.767
    PM3 calculated electron affinity (EA(eV))0.495
    Number of likely metabolic reactions (#metab)13
    Prediction of binding to human serum albumin (QPlogKhsa)1.781
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)79.064
    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)119.241
    Number of nitrogen and oxygen atoms (#NandO)7
    Number of violations of Lipinski’s rule of five (RuleOfFive)2
    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
    P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
    P35354PTGS2Cyclooxygenase-2T66665SwissTargetPrediction
    P11926ODC1Ornithine decarboxylaseT60366SEA
    P18031PTPN1Protein-tyrosine phosphatase 1BT16347SEA
    P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
    Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SwissTargetPrediction
    P10599TXNThioredoxinT85616SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
    T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
    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
    T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
    T16347DI0009Acute diabete complication[ICD-11: 5A2Y]P18031PTPN1
    T16347DI0062Breast cancer[ICD-11: 2C60-2C6Y]P18031PTPN1
    T16347DI0308Obesity[ICD-11: 5B80-5B81]P18031PTPN1
    T16347DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P18031PTPN1
    T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
    T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
    T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
    T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
    T85616DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P10599TXN

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