Leucodelphinidin 3-[galactosyl-(1->4)-glucoside]



Compound IDCDAMM01760
Common nameLeucodelphinidin 3-[galactosyl-(1->4)-glucoside]
IUPAC name4-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
Molecular formulaC27H34O18

Experimental data

Retention time15.8
Adduct[M+H]+
Actual mz647.177
Theoretical mz647.182
Error8.62
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.3572

Identifiers and class information

Inchi keyQDZRWBGIKIHOHH-UHFFFAOYNA-N
SmilesOC=1C=C(O)C2=C(OC(C3=CC(O)=C(O)C(O)=C3)C(O)C2OC4OC(CO)C(OC5OC(CO)C(O)C(O)C5O)C(O)C4O)C1
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

Pharmacokinetic properties

Number of descriptor values(#stars)10
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)19
Number of reactive functional groups (#rtvFG)2
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)646.555
Computed dipole moment(dipole)3.293
Total solvent accessible surface area (SASA)728.482
Hydrophobic component of SASA (FOSA)187.745
Hydrophilic component of SASA (FISA)426.858
Pie component of the SASA (PISA)113.88
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1552.28
Number of hydrogen bond donors (donorHB)13
Number of hydrogen bond acceptors (accptHB)24.9
Free energy of solvation of dipole (dip^2/V)0.0069869
Index of cohesive interaction in solids (ACxDN^.5/SA)0.12324
Globularity descriptor (glob)0.890006
Predicted polarizability in cubic angstroms (QPpolrz)44.856
Predicted hexadecane/gas partition coefficient (QPlogPC16)19.125
Predicted octanol/gas partition coefficient (QPlogPoct)48.532
Predicted water/gas partition coefficient (QPlogPw)44.525
Predicted octanol/water partition coefficient (QPlogPo/w)-3.957
Predicted aqueous solubility (QPlogS)-0.989
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.819
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.855
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.887
Predicted brain/blood partition coefficient (QPlogBB)-4.174
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.249
Predicted skin permeability, log Kp (QPlogKp)-7.161
PM3 calculated ionization potential (IP(ev))8.834
PM3 calculated electron affinity (EA(eV))-0.007
Number of likely metabolic reactions (#metab)15
Prediction of binding to human serum albumin (QPlogKhsa)-1.4
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)305.698
Number of nitrogen and oxygen atoms (#NandO)18
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
Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
Q9BZP6CHIAAcidic mammalian chitinase (by homology)T51597SEA
P11387TOP1DNA topoisomerase IT09826SEA
P15692VEGFAVascular endothelial growth factor AT20761SEA
P05230FGF1Acidic fibroblast growth factorT18639SEA
P09038FGF2Basic fibroblast growth factorT31621SEA
P01112HRASTransforming protein p21/H-Ras-1T71081SEA
P60568IL2Interleukin-2T61698SEA
P17931LGALS3Galectin-3T72038SEA
P04746AMY2APancreatic alpha-amylaseT86918SEA
P14679TYRTyrosinaseT97035SEA
P52209PGD6-phosphogluconate dehydrogenaseT76497SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
P05231IL6Interleukin-6T32578SEA
Q99417MYCBPMYCBP messenger RNAT37298SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA

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
T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
T09826DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P11387TOP1
T09826DI0095Colorectal cancer[ICD-11: 2B91]P11387TOP1
T09826DI0238Lung cancer[ICD-11: 2C25]P11387TOP1
T09826DI0321Ovarian cancer[ICD-11: 2C73]P11387TOP1
T09826DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11387TOP1
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
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
T86918DI0110Cystic fibrosis[ICD-11: CA25]P04746AMY2A
T86918DI0328Pancreatic malfunction[ICD-11: DC30-DC3Z]P04746AMY2A
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
T76497DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P52209PGD
T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6
T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1

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