8,8\'-Methylenebiscatechin



Compound IDCDAMM01670
Common name8,8\'-Methylenebiscatechin
IUPAC name2-(3,4-dihydroxyphenyl)-8-[[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]methyl]-3,4-dihydro-2H-chromene-3,5,7-triol
Molecular formulaC31H28O12

Experimental data

Retention time19.55
Adduct[M+K]+
Actual mz631.122
Theoretical mz631.121
Error1.02
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.1933

Identifiers and class information

Inchi keyKATSZCAOGZFWJD-FYUJBATPNA-N
SmilesOC1=CC=C(C=C1O)C2OC=3C(=C(O)C=C(O)C3CC2O)CC4=C(O)C=C(O)C5=C4OC(C6=CC=C(O)C(O)=C6)C(O)C5
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Pharmacokinetic properties

Number of descriptor values(#stars)7
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)592.555
Computed dipole moment(dipole)2.512
Total solvent accessible surface area (SASA)738.403
Hydrophobic component of SASA (FOSA)126.654
Hydrophilic component of SASA (FISA)398.472
Pie component of the SASA (PISA)213.277
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1546.29
Number of hydrogen bond donors (donorHB)10
Number of hydrogen bond acceptors (accptHB)10.9
Free energy of solvation of dipole (dip^2/V)0.004082
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0466802
Globularity descriptor (glob)0.875786
Predicted polarizability in cubic angstroms (QPpolrz)50.06
Predicted hexadecane/gas partition coefficient (QPlogPC16)18.911
Predicted octanol/gas partition coefficient (QPlogPoct)38.588
Predicted water/gas partition coefficient (QPlogPw)28.393
Predicted octanol/water partition coefficient (QPlogPo/w)0.638
Predicted aqueous solubility (QPlogS)-3.199
Conformation-independent predicted aqueous solubility (CIQPlogS)-7.497
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.559
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1.649
Predicted brain/blood partition coefficient (QPlogBB)-3.623
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.486
Predicted skin permeability, log Kp (QPlogKp)-6.96
PM3 calculated ionization potential (IP(ev))8.525
PM3 calculated electron affinity (EA(eV))0.031
Number of likely metabolic reactions (#metab)15
Prediction of binding to human serum albumin (QPlogKhsa)-0.142
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)219.748
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)2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
O43570CA12Carbonic anhydrase XIIT16987SwissTargetPrediction
P00915CA1Carbonic anhydrase IT13201SwissTargetPrediction
P00918CA2Carbonic anhydrase IIT20401SwissTargetPrediction
P43166CA7Carbonic anhydrase VIIT37541SwissTargetPrediction
P23280CA6Carbonic anhydrase VIT06569SwissTargetPrediction
P22748CA4Carbonic anhydrase IVT53378SwissTargetPrediction
Q5T7T8COX1Prostaglandin G/H synthase 1T60529SwissTargetPrediction
P08253MMP2Matrix metalloproteinase 2T68251SwissTargetPrediction
P14780MMP9Matrix metalloproteinase 9T54156SwissTargetPrediction
P56817BACE1Beta-secretase 1T79031SwissTargetPrediction
P20151KLK2Kallikrein 2T01908SEA
P15692VEGFAVascular endothelial growth factor AT20761SwissTargetPrediction and SEA
P49763PGFPlacenta growth factorT70792SwissTargetPrediction and SEA
P52209PGD6-phosphogluconate dehydrogenaseT76497SEA

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
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
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
T60529DI0141Eye anterior segment structural developmental anomaly[ICD-11: LA11]Q5T7T8COX1
T60529DI0145Female pelvic pain[ICD-11: GA34]Q5T7T8COX1
T60529DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q5T7T8COX1
T60529DI0207Indeterminate colitis[ICD-11: DD72]Q5T7T8COX1
T60529DI0306Nutritional deficiency[ICD-11: 5B50-5B71]Q5T7T8COX1
T60529DI0320Osteoarthritis[ICD-11: FA00-FA05]Q5T7T8COX1
T60529DI0324Pain[ICD-11: MG30-MG3Z]Q5T7T8COX1
T60529DI0339Postoperative inflammation[ICD-11: 1A00-CA43]Q5T7T8COX1
T60529DI0366Rheumatoid arthritis[ICD-11: FA20]Q5T7T8COX1
T60529DI0372Seborrhoeic dermatitis[ICD-11: EA81]Q5T7T8COX1
T60529DI0416Tuberculosis[ICD-11: 1B10-1B12]Q5T7T8COX1
T60529DI0419Ulcerative colitis[ICD-11: DD71]Q5T7T8COX1
T68251DI0238Lung cancer[ICD-11: 2C25]P08253MMP2
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
T79031DI0025Alzheimer disease[ICD-11: 8A20]P56817BACE1
T01908DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]P20151KLK2
T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
T70792DI0095Colorectal cancer[ICD-11: 2B91]P49763PGF
T76497DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P52209PGD

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