Picroroside C



Compound IDCDAMM01787
Common namePicroroside C
IUPAC name[6-[[4,6-dihydroxy-5-(3-phenylprop-2-enoyloxy)-2,10-dioxatricyclo[5.3.1.04,8]undecan-9-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-phenylprop-2-enoate
Molecular formulaC33H36O13

Experimental data

Retention time3.94
Adduct[M+H]+
Actual mz641.228
Theoretical mz641.223
Error6.9
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.7166

Identifiers and class information

Inchi keyFXGWLZASDVOBQB-HAJHBETANA-N
SmilesO=C(OCC1OC(OC2OC3OCC4(O)C(OC(=O)C=CC=5C=CC=CC5)C(O)C(C3)C24)C(O)C(O)C1O)C=CC=6C=CC=CC6
SuperclassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)4
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)16
Number of reactive functional groups (#rtvFG)5
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)640.64
Computed dipole moment(dipole)8.59
Total solvent accessible surface area (SASA)937.031
Hydrophobic component of SASA (FOSA)253.413
Hydrophilic component of SASA (FISA)289.743
Pie component of the SASA (PISA)393.875
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1798.18
Number of hydrogen bond donors (donorHB)5
Number of hydrogen bond acceptors (accptHB)18.35
Free energy of solvation of dipole (dip^2/V)0.0410345
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0437892
Globularity descriptor (glob)0.763189
Predicted polarizability in cubic angstroms (QPpolrz)59.297
Predicted hexadecane/gas partition coefficient (QPlogPC16)21.067
Predicted octanol/gas partition coefficient (QPlogPoct)38.256
Predicted water/gas partition coefficient (QPlogPw)28.492
Predicted octanol/water partition coefficient (QPlogPo/w)0.989
Predicted aqueous solubility (QPlogS)-4.13
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.419
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-7.242
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)17.712
Predicted brain/blood partition coefficient (QPlogBB)-3.717
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)6.323
Predicted skin permeability, log Kp (QPlogKp)-3.936
PM3 calculated ionization potential (IP(ev))9.087
PM3 calculated electron affinity (EA(eV))1.307
Number of likely metabolic reactions (#metab)5
Prediction of binding to human serum albumin (QPlogKhsa)-0.774
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)29.16
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)197.782
Number of nitrogen and oxygen atoms (#NandO)13
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
P08183ABCB1P-glycoprotein 1T25258SEA
P15692VEGFAVascular endothelial growth factor AT20761SEA
P05230FGF1Acidic fibroblast growth factorT18639SEA
P09038FGF2Basic fibroblast growth factorT31621SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
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
T18639DI0081Chronic arterial occlusive disease[ICD-11: BD4Z]P05230FGF1
T18639DI0102Coronary atherosclerosis[ICD-11: BA52]P05230FGF1
T31621DI0005Acne vulgaris[ICD-11: ED80]P09038FGF2

Copyright © 2025