Apigenin 7-rhamnosyl-(1->6)-(4\'\'-E-p-methoxycinnamoylglucoside)



Compound IDCDAMM01918
Common nameApigenin 7-rhamnosyl-(1->6)-(4\'\'-E-p-methoxycinnamoylglucoside)
IUPAC name[4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-3-yl] 3-(4-methoxyphenyl)prop-2-enoate
Molecular formulaC37H38O16

Experimental data

Retention time24.99
Adduct[M+Na]+
Actual mz761.201
Theoretical mz761.205
Error5.28
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.3368

Identifiers and class information

Inchi keyJOQVXRRIIZHPMR-SUSANOHCNA-N
SmilesO=C(OC1C(O)C(O)C(OC2=CC(O)=C3C(=O)C=C(OC3=C2)C=4C=CC(O)=CC4)OC1COC5OC(C)C(O)C(O)C5O)C=CC6=CC=C(OC)C=C6
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Pharmacokinetic properties

Number of descriptor values(#stars)12
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)17
Number of reactive functional groups (#rtvFG)3
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)738.698
Computed dipole moment(dipole)15.679
Total solvent accessible surface area (SASA)1065.94
Hydrophobic component of SASA (FOSA)337.254
Hydrophilic component of SASA (FISA)340.237
Pie component of the SASA (PISA)388.444
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)2040.54
Number of hydrogen bond donors (donorHB)6
Number of hydrogen bond acceptors (accptHB)20.1
Free energy of solvation of dipole (dip^2/V)0.120467
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0461893
Globularity descriptor (glob)0.729902
Predicted polarizability in cubic angstroms (QPpolrz)68.302
Predicted hexadecane/gas partition coefficient (QPlogPC16)24.219
Predicted octanol/gas partition coefficient (QPlogPoct)44.989
Predicted water/gas partition coefficient (QPlogPw)32.077
Predicted octanol/water partition coefficient (QPlogPo/w)1.169
Predicted aqueous solubility (QPlogS)-5.332
Conformation-independent predicted aqueous solubility (CIQPlogS)-7.227
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-7.755
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)5.881
Predicted brain/blood partition coefficient (QPlogBB)-4.719
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1.92
Predicted skin permeability, log Kp (QPlogKp)-4.79
PM3 calculated ionization potential (IP(ev))8.814
PM3 calculated electron affinity (EA(eV))1.003
Number of likely metabolic reactions (#metab)8
Prediction of binding to human serum albumin (QPlogKhsa)-0.662
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)8.683
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)253.156
Number of nitrogen and oxygen atoms (#NandO)16
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 XIIT16987SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P22748CA4Carbonic anhydrase IVT53378SEA
P15121AKR1B1Aldose reductaseT26623SEA
P33527ABCC1Multidrug resistance-associated protein 1T11288SEA
P08183ABCB1P-glycoprotein 1T25258SEA
P15692VEGFAVascular endothelial growth factor AT20761SEA
P60568IL2Interleukin-2T61698SEA
P49763PGFPlacenta growth factorT70792SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
P14679TYRTyrosinaseT97035SEA
Q9NPH5NOX4NADPH oxidase 4T29741SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
P47989XDHXanthine dehydrogenaseT40954SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P16152CBR1Carbonyl reductase [NADPH] 1T70518SEA
Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
O43826SLC37A4Glucose-6-phosphate translocaseT47306SEA
Q99417MYCBPMYCBP messenger RNAT37298SEA
P16220CREB1Cyclic AMP-responsive element-binding proteinT92098SEA
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
T26623DI0298Neuropathy[ICD-11: 8C0Z]P15121AKR1B1
T26623DI0366Rheumatoid arthritis[ICD-11: FA20]P15121AKR1B1
T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T70792DI0095Colorectal cancer[ICD-11: 2B91]P49763PGF
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
T29741DI0146Fibrosis[ICD-11: GA14-GC01]Q9NPH5NOX4
T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
T70518DI0037Asthma[ICD-11: CA23]P16152CBR1
T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
T74500DI0004Acidosis[ICD-11: 5C73]Q9UK17KCND3

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