4'-Hydroxychalcone 4'-glucoside



Compound IDCDAMM00511
Common name4'-Hydroxychalcone 4'-glucoside
IUPAC name3-phenyl-1-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
Molecular formulaC21H22O7

Experimental data

Retention time10.01
Adduct[M+K]+
Actual mz425.106
Theoretical mz425.1
Error12.8
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.5083

Identifiers and class information

Inchi keyOWEQIVOUCFSICJ-OLINMDOINA-N
SmilesO=C(C=CC=1C=CC=CC1)C2=CC=C(OC3OC(CO)C(O)C(O)C3O)C=C2
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)0
    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)2
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)386.401
    Computed dipole moment(dipole)6.286
    Total solvent accessible surface area (SASA)668.47
    Hydrophobic component of SASA (FOSA)135.688
    Hydrophilic component of SASA (FISA)206.207
    Pie component of the SASA (PISA)326.575
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1195.71
    Number of hydrogen bond donors (donorHB)4
    Number of hydrogen bond acceptors (accptHB)11.25
    Free energy of solvation of dipole (dip^2/V)0.0330504
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.033659
    Globularity descriptor (glob)0.815018
    Predicted polarizability in cubic angstroms (QPpolrz)37.754
    Predicted hexadecane/gas partition coefficient (QPlogPC16)13.995
    Predicted octanol/gas partition coefficient (QPlogPoct)24.994
    Predicted water/gas partition coefficient (QPlogPw)19.465
    Predicted octanol/water partition coefficient (QPlogPo/w)0.866
    Predicted aqueous solubility (QPlogS)-2.962
    Conformation-independent predicted aqueous solubility (CIQPlogS)-3.42
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.083
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)109.759
    Predicted brain/blood partition coefficient (QPlogBB)-2.169
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)45.413
    Predicted skin permeability, log Kp (QPlogKp)-3.113
    PM3 calculated ionization potential (IP(ev))9.197
    PM3 calculated electron affinity (EA(eV))0.704
    Number of likely metabolic reactions (#metab)4
    Prediction of binding to human serum albumin (QPlogKhsa)-0.666
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)68.536
    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)126.909
    Number of nitrogen and oxygen atoms (#NandO)7
    Number of violations of Lipinski’s rule of five (RuleOfFive)0
    Number of violations of Jorgensen’s rule of three (RuleOfThree)0

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    O43570CA12Carbonic anhydrase XIIT16987SEA
    Q16790CA9Carbonic anhydrase IXT64567SEA
    P00915CA1Carbonic anhydrase IT13201SEA
    Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
    P27338MAOBMonoamine oxidase BT83011SEA
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P05230FGF1Acidic fibroblast growth factorT18639SEA
    P09038FGF2Basic fibroblast growth factorT31621SEA
    P52789HK2Hexokinase type IIT96685SEA
    P16109SELPP-selectinT10965SEA
    P14151SELLLeukocyte adhesion molecule-1T60526SEA
    P01112HRASTransforming protein p21/H-Ras-1T71081SEA
    P60568IL2Interleukin-2T61698SEA
    Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
    P17931LGALS3Galectin-3T72038SEA
    P14679TYRTyrosinaseT97035SEA
    Q16678CYP1B1Cytochrome P450 1B1T92521SEA
    P63316TNNC1Troponin, cardiac muscleT12966SEA
    P19438TNFRSF1ATumor necrosis factor receptor R1T86552SEA
    P09382LGALS1Galectin-1T09544SEA
    Q9Y271CYSLTR1Cysteinyl leukotriene receptor 1T71192SEA
    P01111NRASGTPase NRasT35486SEA
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    Q15391P2RY14Purinergic receptor P2Y14T16555SEA
    P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
    P19429TNNI3Cardiac troponin IT20186SEA
    P45379TNNT2Cardiac muscle troponin TT05887SEA

    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
    T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
    T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
    T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
    T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
    T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
    T83011DI0115Dementia[ICD-11: 6D80-6D8Z]P27338MAOB
    T83011DI0117Depression[ICD-11: 6A70-6A7Z]P27338MAOB
    T83011DI0190Hypertension[ICD-11: BA00-BA04]P27338MAOB
    T83011DI0243Malaria[ICD-11: 1F40-1F45]P27338MAOB
    T83011DI0264Migraine[ICD-11: 8A80]P27338MAOB
    T83011DI0331Parkinsonism[ICD-11: 8A00]P27338MAOB
    T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
    T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
    T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
    T18639DI0081Chronic arterial occlusive disease[ICD-11: BD4Z]P05230FGF1
    T18639DI0102Coronary atherosclerosis[ICD-11: BA52]P05230FGF1
    T31621DI0005Acne vulgaris[ICD-11: ED80]P09038FGF2
    T96685DI0133Epidermal dysplasias[ICD-11: EK90]P52789HK2
    T10965DI0088Circulatory system disease[ICD-11: BE2Z]P16109SELP
    T10965DI0381Sickle-cell disorder[ICD-11: 3A51]P16109SELP
    T60526DI0037Asthma[ICD-11: CA23]P14151SELL
    T60526DI0088Circulatory system disease[ICD-11: BE2Z]P14151SELL
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
    T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
    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
    T12966DI0006Acquired cutaneous blood vessel malformation[ICD-11: EF20]P63316TNNC1
    T12966DI0175Heart failure[ICD-11: BD10-BD1Z]P63316TNNC1
    T86552DI0060Brain cancer[ICD-11: 2A00]P19438TNFRSF1A
    T86552DI0321Ovarian cancer[ICD-11: 2C73]P19438TNFRSF1A
    T71192DI0037Asthma[ICD-11: CA23]Q9Y271CYSLTR1
    T35486DI0095Colorectal cancer[ICD-11: 2B91]P01111NRAS
    T35486DI0172Head and neck cancer[ICD-11: 2D42]P01111NRAS
    T35486DI0238Lung cancer[ICD-11: 2C25]P01111NRAS
    T35486DI0326Pancreatic cancer[ICD-11: 2C10]P01111NRAS
    T35486DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P01111NRAS
    T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1

    Copyright © 2025