(E)-4\'-Methylresveratrol 3-glucoside



Compound IDCDAMM00843
Common name(E)-4\'-Methylresveratrol 3-glucoside
IUPAC name2-[3-hydroxy-5-[2-(4-methoxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular formulaC21H24O8

Experimental data

Retention time0.47
Adduct[2M+K]+
Actual mz847.247
Theoretical mz847.257
Error11.4
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.0075

Identifiers and class information

Inchi keyMFMQRDLLSRLUJY-IHWYPQMZNA-N
SmilesOC=1C=C(OC2OC(CO)C(O)C(O)C2O)C=C(C=CC3=CC=C(OC)C=C3)C1
SuperclassPhenylpropanoids and polyketides
ClassStilbenes

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)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)404.416
Computed dipole moment(dipole)2.202
Total solvent accessible surface area (SASA)700.205
Hydrophobic component of SASA (FOSA)226.436
Hydrophilic component of SASA (FISA)221.583
Pie component of the SASA (PISA)252.186
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1235.57
Number of hydrogen bond donors (donorHB)5
Number of hydrogen bond acceptors (accptHB)10.75
Free energy of solvation of dipole (dip^2/V)0.0039256
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0343296
Globularity descriptor (glob)0.795278
Predicted polarizability in cubic angstroms (QPpolrz)37.997
Predicted hexadecane/gas partition coefficient (QPlogPC16)14.216
Predicted octanol/gas partition coefficient (QPlogPoct)25.715
Predicted water/gas partition coefficient (QPlogPw)19.891
Predicted octanol/water partition coefficient (QPlogPo/w)0.906
Predicted aqueous solubility (QPlogS)-3.327
Conformation-independent predicted aqueous solubility (CIQPlogS)-3.858
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.047
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)78.457
Predicted brain/blood partition coefficient (QPlogBB)-2.495
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)31.592
Predicted skin permeability, log Kp (QPlogKp)-3.563
PM3 calculated ionization potential (IP(ev))8.55
PM3 calculated electron affinity (EA(eV))0.565
Number of likely metabolic reactions (#metab)6
Prediction of binding to human serum albumin (QPlogKhsa)-0.615
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)66.159
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)129.64
Number of nitrogen and oxygen atoms (#NandO)8
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
P05067APPBeta amyloid A4 proteinT87024SEA
P16083NQO2Quinone reductase 2T75498SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
P15692VEGFAVascular endothelial growth factor AT20761SEA
P05230FGF1Acidic fibroblast growth factorT18639SEA
P09038FGF2Basic fibroblast growth factorT31621SEA
Q9Y251HPSEHeparanaseT47623SEA
P04406GAPDHGlyceraldehyde-3-phosphate dehydrogenase liverT39321SEA
P01112HRASTransforming protein p21/H-Ras-1T71081SEA
P60568IL2Interleukin-2T61698SEA
P16455MGMT6-O-methylguanine-DNA methyltransferaseT24587SEA
Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
P17931LGALS3Galectin-3T72038SEA
P04746AMY2APancreatic alpha-amylaseT86918SEA
P14679TYRTyrosinaseT97035SEA
Q07973CYP24A1Cytochrome P450 24A1T92458SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P10636MAPTMicrotubule-associated protein tauT45593SEA
Q16236NFE2L2Nuclear factor erythroid 2-related factor 2T88505SEA
P09382LGALS1Galectin-1T09544SEA
P01111NRASGTPase NRasT35486SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
P05231IL6Interleukin-6T32578SEA
Q9H4B7TUBB1Tubulin beta-1 chainT84397SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
Q96HK3CALMCalmodulinT39610SEA

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
T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
T75498DI0214Insomnia[ICD-11: 7A00-7A0Z]P16083NQO2
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
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
T47623DI0020African trypanosomiasis[ICD-11: 1F51]Q9Y251HPSE
T47623DI0310Ocular disease[ICD-11: N.A.]Q9Y251HPSE
T39321DI0279Muscular atrophy[ICD-11: 8B61]P04406GAPDH
T39321DI0280Muscular dystrophy[ICD-11: 8C70]P04406GAPDH
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T24587DI0369Sarcoma[ICD-11: 2A60-2C35]P16455MGMT
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
T86918DI0110Cystic fibrosis[ICD-11: CA25]P04746AMY2A
T86918DI0328Pancreatic malfunction[ICD-11: DC30-DC3Z]P04746AMY2A
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
T92458DI0351Psoriasis[ICD-11: EA90]Q07973CYP24A1
T45593DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10636MAPT
T45593DI0025Alzheimer disease[ICD-11: 8A20]P10636MAPT
T45593DI0265Mild neurocognitive disorder[ICD-11: 6D71]P10636MAPT
T88505DI0038Ataxic disorder[ICD-11: 8A03]Q16236NFE2L2
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
T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6
T84397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H4B7TUBB1
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
T39610DI0068Cardiac arrhythmia[ICD-11: BC9Z]Q96HK3CALM
T39610DI0243Malaria[ICD-11: 1F40-1F45]Q96HK3CALM
T39610DI0370Schizophrenia[ICD-11: 6A20]Q96HK3CALM

Copyright © 2025