Schizotenuin F



Compound IDCDAMM03005
Common nameSchizotenuin F
IUPAC name3-(3,4-dihydroxyphenyl)-2-[3-[4-[1-(3,4-dihydroxyphenyl)-3-methoxy-3-oxoprop-1-en-2-yl]oxy-3-hydroxyphenyl]prop-2-enoyloxy]propanoic acid
Molecular formulaC28H24O12

Experimental data

Retention time3.64
Adduct[M+H]+
Actual mz553.141
Theoretical mz553.134
Error11.98
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.6171

Identifiers and class information

Inchi keyJRSJLGASDWZQGF-ILWOKKNDNA-N
SmilesO=C(OC(C(=O)O)CC1=CC=C(O)C(O)=C1)C=CC2=CC=C(OC(=CC3=CC=C(O)C(O)=C3)C(=O)OC)C(O)=C2
SuperclassBenzenoids
ClassBenzene and substituted derivatives

Plant source

  • Clitoria ternatea L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)6
    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)2
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)552.49
    Computed dipole moment(dipole)7.278
    Total solvent accessible surface area (SASA)933.336
    Hydrophobic component of SASA (FOSA)163.242
    Hydrophilic component of SASA (FISA)423.948
    Pie component of the SASA (PISA)346.147
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1655.12
    Number of hydrogen bond donors (donorHB)6
    Number of hydrogen bond acceptors (accptHB)10.25
    Free energy of solvation of dipole (dip^2/V)0.0320008
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0269006
    Globularity descriptor (glob)0.725013
    Predicted polarizability in cubic angstroms (QPpolrz)52.474
    Predicted hexadecane/gas partition coefficient (QPlogPC16)21.044
    Predicted octanol/gas partition coefficient (QPlogPoct)33.09
    Predicted water/gas partition coefficient (QPlogPw)22.337
    Predicted octanol/water partition coefficient (QPlogPo/w)2.482
    Predicted aqueous solubility (QPlogS)-6.049
    Conformation-independent predicted aqueous solubility (CIQPlogS)-7.009
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.825
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.239
    Predicted brain/blood partition coefficient (QPlogBB)-5.838
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.077
    Predicted skin permeability, log Kp (QPlogKp)-6.481
    PM3 calculated ionization potential (IP(ev))8.839
    PM3 calculated electron affinity (EA(eV))1.422
    Number of likely metabolic reactions (#metab)7
    Prediction of binding to human serum albumin (QPlogKhsa)-0.144
    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)232.608
    Number of nitrogen and oxygen atoms (#NandO)12
    Number of violations of Lipinski’s rule of five (RuleOfFive)3
    Number of violations of Jorgensen’s rule of three (RuleOfThree)3

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    P02766TTRTransthyretinT86462SEA
    P05067APPBeta amyloid A4 proteinT87024SEA
    Q96RI1NR1H4Bile acid receptor FXRT51426SEA
    P43166CA7Carbonic anhydrase VIIT37541SEA
    P23280CA6Carbonic anhydrase VIT06569SEA
    Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
    P22748CA4Carbonic anhydrase IVT53378SEA
    P15121AKR1B1Aldose reductaseT26623SEA
    P42330AKR1C3Aldo-keto-reductase family 1 member C3T60857SEA
    P11926ODC1Ornithine decarboxylaseT60366SEA
    P07101THTyrosine 3-hydroxylaseT62390SEA
    P14780MMP9Matrix metalloproteinase 9T54156SEA
    P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
    P16050ALOX15Arachidonate 15-lipoxygenaseT16042SEA
    P11388TOP2ADNA topoisomerase II alphaT17048SEA
    Q09472EP300Histone acetyltransferase p300T25956SEA
    P08581METHepatocyte growth factor receptorT40474SEA
    P47989XDHXanthine dehydrogenaseT40954SEA
    P10636MAPTMicrotubule-associated protein tauT45593SEA
    Q04760GLO1Glyoxalase IT88285SEA
    Q16236NFE2L2Nuclear factor erythroid 2-related factor 2T88505SEA
    Q9H4B7TUBB1Tubulin beta-1 chainT84397SEA
    P01100FOSProto-oncogene c-FosT28025SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
    T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
    T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
    T51426DI0043Autoimmune liver disease[ICD-11: DB96]Q96RI1NR1H4
    T51426DI0077Cholelithiasis[ICD-11: DC11]Q96RI1NR1H4
    T51426DI0320Osteoarthritis[ICD-11: FA00-FA05]Q96RI1NR1H4
    T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
    T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
    T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
    T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
    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
    T60857DI0145Female pelvic pain[ICD-11: GA34]P42330AKR1C3
    T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
    T62390DI0019Adrenomedullary hyperfunction[ICD-11: 5A75]P07101TH
    T62390DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P07101TH
    T54156DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P14780MMP9
    T54156DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P14780MMP9
    T54156DI0395Stomach cancer[ICD-11: 2B72]P14780MMP9
    T54156DI0419Ulcerative colitis[ICD-11: DD71]P14780MMP9
    T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
    T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
    T17048DI0012Acute myeloid leukaemia[ICD-11: 2A60]P11388TOP2A
    T17048DI0225Kaposi sarcoma[ICD-11: 2B57]P11388TOP2A
    T17048DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11388TOP2A
    T25956DI0346Prostate cancer[ICD-11: 2C82]Q09472EP300
    T25956DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q09472EP300
    T40474DI0238Lung cancer[ICD-11: 2C25]P08581MET
    T40474DI0303Non-small-cell lung cancer[ICD-11: 2C25]P08581MET
    T40474DI0407Thyroid cancer[ICD-11: 2D10]P08581MET
    T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
    T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
    T45593DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10636MAPT
    T45593DI0025Alzheimer disease[ICD-11: 8A20]P10636MAPT
    T45593DI0265Mild neurocognitive disorder[ICD-11: 6D71]P10636MAPT
    T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
    T88505DI0038Ataxic disorder[ICD-11: 8A03]Q16236NFE2L2
    T84397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H4B7TUBB1

    Copyright © 2025