Aquilegioside C



Compound IDCDAMM01693
Common nameAquilegioside C
IUPAC name1-[17-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-methoxy-4,6,11,16,16-pentamethyl-8-oxahexacyclo[10.9.0.01,20.04,11.05,9.015,20]henicosan-7-yl]-3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutan-2-one
Molecular formulaC49H80O20

Experimental data

Retention time4.54
Adduct[M+2H]2+
Actual mz495.272
Theoretical mz495.269
Error4.49
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.8636

Identifiers and class information

Inchi keyYBGCHKJKBSHMQJ-FZDLASAMNA-N
SmilesO=C(CC1OC2(OC)CC3(C)C4CCC5C(C)(C)C(OC6OC(CO)C(O)C(O)C6OC7OC(CO)C(O)C(O)C7O)CCC85CC48CCC3(C)C2C1C)C(C)COC9OC(CO)C(O)C(O)C9O
SuperclassLipids and lipid-like molecules
ClassSteroids and steroid derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)17
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)25
Number of reactive functional groups (#rtvFG)5
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)989.159
Computed dipole moment(dipole)7.572
Total solvent accessible surface area (SASA)1322.11
Hydrophobic component of SASA (FOSA)907.889
Hydrophilic component of SASA (FISA)414.225
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)2749.28
Number of hydrogen bond donors (donorHB)11
Number of hydrogen bond acceptors (accptHB)32.4
Free energy of solvation of dipole (dip^2/V)0.020856
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0812779
Globularity descriptor (glob)0.717865
Predicted polarizability in cubic angstroms (QPpolrz)87.82
Predicted hexadecane/gas partition coefficient (QPlogPC16)29.404
Predicted octanol/gas partition coefficient (QPlogPoct)64.093
Predicted water/gas partition coefficient (QPlogPw)48.228
Predicted octanol/water partition coefficient (QPlogPo/w)-1.108
Predicted aqueous solubility (QPlogS)-3.944
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.34
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.097
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1.169
Predicted brain/blood partition coefficient (QPlogBB)-6.302
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.335
Predicted skin permeability, log Kp (QPlogKp)-6.753
PM3 calculated ionization potential (IP(ev))10.356
PM3 calculated electron affinity (EA(eV))-0.629
Number of likely metabolic reactions (#metab)13
Prediction of binding to human serum albumin (QPlogKhsa)-1.637
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)310.501
Number of nitrogen and oxygen atoms (#NandO)20
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
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
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

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