Formononetin 7-(2-p-hydroxybenzoylglucoside)



Compound IDCDAMM02285
Common nameFormononetin 7-(2-p-hydroxybenzoylglucoside)
IUPAC name[4,5-dihydroxy-6-(hydroxymethyl)-2-[3-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-3-yl] 4-hydroxybenzoate
Molecular formulaC29H26O11

Experimental data

Retention time15.1
Adduct[M+H]+
Actual mz551.156
Theoretical mz551.155
Error0.41
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.8813

Identifiers and class information

Inchi keyPDHVVKASGTXJHE-UHFFFAOYNA-N
SmilesO=C(OC1C(OC2=CC=C3C(=O)C(=COC3=C2)C=4C=CC(OC)=CC4)OC(CO)C(O)C1O)C5=CC=C(O)C=C5
SuperclassPhenylpropanoids and polyketides
ClassIsoflavonoids

Pharmacokinetic properties

Number of descriptor values(#stars)1
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)550.518
Computed dipole moment(dipole)2.495
Total solvent accessible surface area (SASA)857.739
Hydrophobic component of SASA (FOSA)193.484
Hydrophilic component of SASA (FISA)248.643
Pie component of the SASA (PISA)415.612
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1571.27
Number of hydrogen bond donors (donorHB)4
Number of hydrogen bond acceptors (accptHB)13.55
Free energy of solvation of dipole (dip^2/V)0.0039618
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0315947
Globularity descriptor (glob)0.76204
Predicted polarizability in cubic angstroms (QPpolrz)53.634
Predicted hexadecane/gas partition coefficient (QPlogPC16)18.666
Predicted octanol/gas partition coefficient (QPlogPoct)31.623
Predicted water/gas partition coefficient (QPlogPw)23.08
Predicted octanol/water partition coefficient (QPlogPo/w)1.915
Predicted aqueous solubility (QPlogS)-5.138
Conformation-independent predicted aqueous solubility (CIQPlogS)-6.217
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-7.364
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)43.453
Predicted brain/blood partition coefficient (QPlogBB)-2.954
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)16.681
Predicted skin permeability, log Kp (QPlogKp)-3.582
PM3 calculated ionization potential (IP(ev))8.802
PM3 calculated electron affinity (EA(eV))0.616
Number of likely metabolic reactions (#metab)5
Prediction of binding to human serum albumin (QPlogKhsa)-0.281
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)41.559
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)174.607
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)0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
O43570CA12Carbonic anhydrase XIIT16987SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P22748CA4Carbonic anhydrase IVT53378SEA
O95718ESRRBEstrogen-related receptor betaT42025SEA
P18054ALOX12Arachidonate 12-lipoxygenaseT35527SEA
P15692VEGFAVascular endothelial growth factor AT20761SEA
P05230FGF1Acidic fibroblast growth factorT18639SEA
P09038FGF2Basic fibroblast growth factorT31621SEA
P60568IL2Interleukin-2T61698SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
P17931LGALS3Galectin-3T72038SEA
P14679TYRTyrosinaseT97035SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P16152CBR1Carbonyl reductase [NADPH] 1T70518SEA
P09382LGALS1Galectin-1T09544SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
P05231IL6Interleukin-6T32578SEA
P49862KLK7Kallikrein-7T79155SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
Q9UK17KCND3Voltage-gated potassium channel Kv4.3T74500SEA

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
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
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
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
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
T70518DI0037Asthma[ICD-11: CA23]P16152CBR1
T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
T74500DI0004Acidosis[ICD-11: 5C73]Q9UK17KCND3

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