Dihydrozeatin O-glucoside



Compound IDCDAMM00594
Common nameDihydrozeatin O-glucoside
IUPAC name2-(hydroxymethyl)-6-[4-(7H-purin-6-ylamino)butan-2-yloxymethyl]oxane-3,4,5-triol
Molecular formulaC16H25N5O6

Experimental data

Retention time11.59
Adduct[M+Na]+
Actual mz406.172
Theoretical mz406.169
Error6.6
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.9585

Identifiers and class information

Inchi keyIJOPWQAWCGNMBI-MZMFUTIRNA-N
SmilesOCC1OC(COC(C)CCNC=2N=CN=C3NC=NC32)C(O)C(O)C1O
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds

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)12
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)383.403
    Computed dipole moment(dipole)5.022
    Total solvent accessible surface area (SASA)657.923
    Hydrophobic component of SASA (FOSA)257.899
    Hydrophilic component of SASA (FISA)271.187
    Pie component of the SASA (PISA)128.836
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1171.79
    Number of hydrogen bond donors (donorHB)6
    Number of hydrogen bond acceptors (accptHB)14.2
    Free energy of solvation of dipole (dip^2/V)0.0215208
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0528675
    Globularity descriptor (glob)0.817001
    Predicted polarizability in cubic angstroms (QPpolrz)34.266
    Predicted hexadecane/gas partition coefficient (QPlogPC16)13.285
    Predicted octanol/gas partition coefficient (QPlogPoct)28.085
    Predicted water/gas partition coefficient (QPlogPw)24.151
    Predicted octanol/water partition coefficient (QPlogPo/w)-1.156
    Predicted aqueous solubility (QPlogS)-2.171
    Conformation-independent predicted aqueous solubility (CIQPlogS)-2.194
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.108
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)26.56
    Predicted brain/blood partition coefficient (QPlogBB)-2.868
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)9.798
    Predicted skin permeability, log Kp (QPlogKp)-4.912
    PM3 calculated ionization potential (IP(ev))8.435
    PM3 calculated electron affinity (EA(eV))0.323
    Number of likely metabolic reactions (#metab)7
    Prediction of binding to human serum albumin (QPlogKhsa)-1.104
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)19.752
    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)164.535
    Number of nitrogen and oxygen atoms (#NandO)11
    Number of violations of Lipinski’s rule of five (RuleOfFive)2
    Number of violations of Jorgensen’s rule of three (RuleOfThree)1

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    P00533EGFREpidermal growth factor receptor erbB1T59328SwissTargetPrediction
    P29274ADORA2AAdenosine A2a receptorT77365SwissTargetPrediction and SEA
    P30542ADORA1Adenosine A1 receptorT92072SwissTargetPrediction and SEA
    O43570CA12Carbonic anhydrase XIIT16987SwissTargetPrediction
    Q16790CA9Carbonic anhydrase IXT64567SwissTargetPrediction
    P0DMS8ADORA3Adenosine A3 receptorT36059SwissTargetPrediction and SEA
    P00915CA1Carbonic anhydrase IT13201SwissTargetPrediction
    P00918CA2Carbonic anhydrase IIT20401SwissTargetPrediction
    P10253GAALysosomal alpha-glucosidase (by homology)T31514SwissTargetPrediction
    P13866SLC5A1Sodium/glucose cotransporter 1T54771SwissTargetPrediction
    P08473MMENeprilysinT05409SwissTargetPrediction
    P34913EPHX2Epoxide hydrataseT35734SwissTargetPrediction
    P43166CA7Carbonic anhydrase VIIT37541SwissTargetPrediction
    Q9ULX7CA14Carbonic anhydrase XIVT31992SwissTargetPrediction
    P15121AKR1B1Aldose reductaseT26623SwissTargetPrediction
    P00491PNPPurine nucleoside phosphorylaseT78198SwissTargetPrediction
    P04183TK1Thymidine kinase, cytosolicT30081SwissTargetPrediction
    P08253MMP2Matrix metalloproteinase 2T68251SwissTargetPrediction
    P22894MMP8Matrix metalloproteinase 8T08856SwissTargetPrediction
    P14780MMP9Matrix metalloproteinase 9T54156SwissTargetPrediction
    P03956MMP1Matrix metalloproteinase 1T52450SwissTargetPrediction
    P45452MMP13Matrix metalloproteinase 13T34296SwissTargetPrediction
    P09237MMP7Matrix metalloproteinase 7T73475SwissTargetPrediction
    P31749AKT1Serine/threonine-protein kinase AKTT67619SwissTargetPrediction
    P04062GBABeta-glucocerebrosidaseT84173SwissTargetPrediction
    P55263ADKAdenosine kinaseT91661SEA
    O60502OGABifunctional protein NCOATT19567SwissTargetPrediction and SEA
    P04406GAPDHGlyceraldehyde-3-phosphate dehydrogenase liverT39321SEA
    Q99808SLC29A1Equilibrative nucleoside transporter 1T13491SwissTargetPrediction and SEA
    P52789HK2Hexokinase type IIT96685SwissTargetPrediction
    O43868SLC28A2Sodium/nucleoside cotransporter 2T94627SwissTargetPrediction and SEA
    P39900MMP12Matrix metalloproteinase 12T03500SwissTargetPrediction
    Q9NY91SLC5A4Low affinity sodium-glucose cotransporterT22583SwissTargetPrediction
    P31639SLC5A2Sodium/glucose cotransporter 2T30085SwissTargetPrediction
    P06737PYGLLiver glycogen phosphorylaseT19184SwissTargetPrediction
    P17936IGFBP3Insulin-like growth factor binding protein 3T33455SwissTargetPrediction
    P31751AKT2Serine/threonine-protein kinase AKT2T94621SwissTargetPrediction
    P16455MGMT6-O-methylguanine-DNA methyltransferaseT24587SwissTargetPrediction
    P17931LGALS3Galectin-3T72038SwissTargetPrediction
    P14679TYRTyrosinaseT97035SwissTargetPrediction and SEA
    O75582RPS6KA5Ribosomal protein S6 kinase alpha 5T50224SwissTargetPrediction
    P11166SLC2A1Glucose transporter (by homology)T89458SwissTargetPrediction
    Q8TEK3DOT1LHistone-lysine N-methyltransferase, H3 lysine-79 specificT87686SEA
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    Q9UBC3DNMT3BDNA (cytosine-5)-methyltransferase 3BT65501SEA
    P51843NR0B1Orphan nuclear receptor DAX-1T23191SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T59328DI0030Angina pectoris[ICD-11: BA40]P00533EGFR
    T59328DI0062Breast cancer[ICD-11: 2C60-2C6Y]P00533EGFR
    T59328DI0095Colorectal cancer[ICD-11: 2B91]P00533EGFR
    T59328DI0121Diabetic foot ulcer[ICD-11: BD54]P00533EGFR
    T59328DI0220Ischemia[ICD-11: 8B10-8B11]P00533EGFR
    T59328DI0238Lung cancer[ICD-11: 2C25]P00533EGFR
    T59328DI0303Non-small-cell lung cancer[ICD-11: 2C25]P00533EGFR
    T59328DI0361Renal cell carcinoma[ICD-11: 2C90]P00533EGFR
    T59328DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P00533EGFR
    T59328DI0420Unspecific body region injury[ICD-11: ND56]P00533EGFR
    T77365DI0319Orthostatic hypotension[ICD-11: BA21]P29274ADORA2A
    T77365DI0331Parkinsonism[ICD-11: 8A00]P29274ADORA2A
    T77365DI0359Radionuclide imaging[ICD-11: N.A.]P29274ADORA2A
    T92072DI0319Orthostatic hypotension[ICD-11: BA21]P30542ADORA1
    T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
    T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
    T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
    T36059DI0351Psoriasis[ICD-11: EA90]P0DMS8ADORA3
    T36059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P0DMS8ADORA3
    T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
    T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
    T20401DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P00918CA2
    T20401DI0137Essential hypertension[ICD-11: BA00]P00918CA2
    T20401DI0166Glaucoma[ICD-11: 9C61]P00918CA2
    T20401DI0175Heart failure[ICD-11: BD10-BD1Z]P00918CA2
    T20401DI0214Insomnia[ICD-11: 7A00-7A0Z]P00918CA2
    T20401DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00918CA2
    T31514DI0201Inborn carbohydrate metabolism error[ICD-11: 5C51]P10253GAA
    T54771DI0120Diabetes mellitus[ICD-11: 5A10]P13866SLC5A1
    T54771DI0175Heart failure[ICD-11: BD10-BD1Z]P13866SLC5A1
    T54771DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P13866SLC5A1
    T05409DI0175Heart failure[ICD-11: BD10-BD1Z]P08473MME
    T35734DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P34913EPHX2
    T35734DI0190Hypertension[ICD-11: BA00-BA04]P34913EPHX2
    T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
    T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
    T26623DI0298Neuropathy[ICD-11: 8C0Z]P15121AKR1B1
    T26623DI0366Rheumatoid arthritis[ICD-11: FA20]P15121AKR1B1
    T78198DI0120Diabetes mellitus[ICD-11: 5A10]P00491PNP
    T78198DI0167Gout[ICD-11: FA25]P00491PNP
    T78198DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P00491PNP
    T78198DI0283Mycosis fungoides[ICD-11: 2B01]P00491PNP
    T78198DI0351Psoriasis[ICD-11: EA90]P00491PNP
    T30081DI0012Acute myeloid leukaemia[ICD-11: 2A60]P04183TK1
    T30081DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]P04183TK1
    T68251DI0238Lung cancer[ICD-11: 2C25]P08253MMP2
    T08856DI0366Rheumatoid arthritis[ICD-11: FA20]P22894MMP8
    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
    T52450DI0238Lung cancer[ICD-11: 2C25]P03956MMP1
    T34296DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P45452MMP13
    T73475DI0238Lung cancer[ICD-11: 2C25]P09237MMP7
    T67619DI0062Breast cancer[ICD-11: 2C60-2C6Y]P31749AKT1
    T84173DI0257Metabolic disorder[ICD-11: 5C50-5D2Z]P04062GBA
    T91661DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P55263ADK
    T19567DI0025Alzheimer disease[ICD-11: 8A20]O60502OGA
    T19567DI0331Parkinsonism[ICD-11: 8A00]O60502OGA
    T39321DI0279Muscular atrophy[ICD-11: 8B61]P04406GAPDH
    T39321DI0280Muscular dystrophy[ICD-11: 8C70]P04406GAPDH
    T13491DI0030Angina pectoris[ICD-11: BA40]Q99808SLC29A1
    T96685DI0133Epidermal dysplasias[ICD-11: EK90]P52789HK2
    T03500DI0037Asthma[ICD-11: CA23]P39900MMP12
    T03500DI0238Lung cancer[ICD-11: 2C25]P39900MMP12
    T03500DI0361Renal cell carcinoma[ICD-11: 2C90]P39900MMP12
    T22583DI0009Acute diabete complication[ICD-11: 5A2Y]Q9NY91SLC5A4
    T22583DI0417Type 2 diabetes mellitus[ICD-11: 5A11]Q9NY91SLC5A4
    T30085DI0120Diabetes mellitus[ICD-11: 5A10]P31639SLC5A2
    T30085DI0175Heart failure[ICD-11: BD10-BD1Z]P31639SLC5A2
    T30085DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P31639SLC5A2
    T33455DI0115Dementia[ICD-11: 6D80-6D8Z]P17936IGFBP3
    T24587DI0369Sarcoma[ICD-11: 2A60-2C35]P16455MGMT
    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
    T89458DI0384Skin disease[ICD-11: EA00-EM0Z]P11166SLC2A1
    T87686DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q8TEK3DOT1L
    T87686DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]Q8TEK3DOT1L
    T87686DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q8TEK3DOT1L
    T65501DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9UBC3DNMT3B

    Copyright © 2025