Lancerin



Compound IDCDAMM02939
Common nameLancerin
IUPAC name1,3,7-trihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one
Molecular formulaC19H18O10

Experimental data

Retention time0.56
Adduct[M+H]+
Actual mz407.099
Theoretical mz407.097
Error5.46
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.4127

Identifiers and class information

Inchi keyJUZGXATTXYZBGK-ZHLGKREQNA-N
SmilesO=C1C2=CC(O)=CC=C2OC=3C1=C(O)C=C(O)C3C4OC(CO)C(O)C(O)C4O
SuperclassOrganoheterocyclic compounds
ClassBenzopyrans

Plant source

  • Clitoria ternatea L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)3
    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)8
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)406.345
    Computed dipole moment(dipole)3.525
    Total solvent accessible surface area (SASA)607.419
    Hydrophobic component of SASA (FOSA)97.426
    Hydrophilic component of SASA (FISA)332.083
    Pie component of the SASA (PISA)177.911
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1098.07
    Number of hydrogen bond donors (donorHB)6
    Number of hydrogen bond acceptors (accptHB)12.25
    Free energy of solvation of dipole (dip^2/V)0.0113159
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0493996
    Globularity descriptor (glob)0.847417
    Predicted polarizability in cubic angstroms (QPpolrz)34.353
    Predicted hexadecane/gas partition coefficient (QPlogPC16)13.388
    Predicted octanol/gas partition coefficient (QPlogPoct)27.53
    Predicted water/gas partition coefficient (QPlogPw)23.739
    Predicted octanol/water partition coefficient (QPlogPo/w)-1.205
    Predicted aqueous solubility (QPlogS)-2.54
    Conformation-independent predicted aqueous solubility (CIQPlogS)-3.471
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.849
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)7.027
    Predicted brain/blood partition coefficient (QPlogBB)-3.002
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)2.328
    Predicted skin permeability, log Kp (QPlogKp)-6.245
    PM3 calculated ionization potential (IP(ev))9.104
    PM3 calculated electron affinity (EA(eV))0.755
    Number of likely metabolic reactions (#metab)9
    Prediction of binding to human serum albumin (QPlogKhsa)-0.777
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)22.087
    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)185.19
    Number of nitrogen and oxygen atoms (#NandO)10
    Number of violations of Lipinski’s rule of five (RuleOfFive)1
    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
    P21397MAOAMonoamine oxidase AT83875SEA
    P43166CA7Carbonic anhydrase VIIT37541SEA
    P15121AKR1B1Aldose reductaseT26623SwissTargetPrediction and SEA
    Q92731ESR2Estrogen receptor betaT80896SEA
    P11387TOP1DNA topoisomerase IT09826SEA
    P32320CDACytidine deaminase (by homology)T79027SEA
    P52789HK2Hexokinase type IIT96685SEA
    P01112HRASTransforming protein p21/H-Ras-1T71081SEA
    P60568IL2Interleukin-2T61698SEA
    P17931LGALS3Galectin-3T72038SEA
    P14679TYRTyrosinaseT97035SEA
    Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
    P47989XDHXanthine dehydrogenaseT40954SEA
    P09382LGALS1Galectin-1T09544SEA
    Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    P05231IL6Interleukin-6T32578SEA
    P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
    Q96HK3CALMCalmodulinT39610SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T83875DI0117Depression[ICD-11: 6A70-6A7Z]P21397MAOA
    T83875DI0331Parkinsonism[ICD-11: 8A00]P21397MAOA
    T26623DI0298Neuropathy[ICD-11: 8C0Z]P15121AKR1B1
    T26623DI0366Rheumatoid arthritis[ICD-11: FA20]P15121AKR1B1
    T80896DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q92731ESR2
    T80896DI0108Cushing syndrome[ICD-11: 5A70]Q92731ESR2
    T80896DI0254Menopausal disorder[ICD-11: GA30]Q92731ESR2
    T80896DI0432Vasomotor/allergic rhinitis[ICD-11: CA08]Q92731ESR2
    T09826DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P11387TOP1
    T09826DI0095Colorectal cancer[ICD-11: 2B91]P11387TOP1
    T09826DI0238Lung cancer[ICD-11: 2C25]P11387TOP1
    T09826DI0321Ovarian cancer[ICD-11: 2C73]P11387TOP1
    T09826DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11387TOP1
    T79027DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P32320CDA
    T96685DI0133Epidermal dysplasias[ICD-11: EK90]P52789HK2
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    T72038DI0190Hypertension[ICD-11: BA00-BA04]P17931LGALS3
    T72038DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P17931LGALS3
    T72038DI0252Melanoma[ICD-11: 2C30]P17931LGALS3
    T72038DI0302Non-alcoholic fatty liver disease[ICD-11: DB92]P17931LGALS3
    T72038DI0351Psoriasis[ICD-11: EA90]P17931LGALS3
    T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
    T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
    T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
    T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
    T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
    T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6
    T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
    T39610DI0068Cardiac arrhythmia[ICD-11: BC9Z]Q96HK3CALM
    T39610DI0243Malaria[ICD-11: 1F40-1F45]Q96HK3CALM
    T39610DI0370Schizophrenia[ICD-11: 6A20]Q96HK3CALM

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