Breynin D



Compound IDCDAMM02724
Common nameBreynin D
IUPAC name[6-[3-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-3a,4-dihydroxy-5\'-methyl-3,8-dioxospiro[5,5a,6,7,8a,8b-hexahydro-4H-thieno[3,2-g][1]benzofuran-2,2\'-oxane]-4\'-yl] 4-hydroxybenzoate
Molecular formulaC40H56O23S

Experimental data

Retention time23.93
Adduct[M+H]+
Actual mz937.305
Theoretical mz937.3
Error5.47
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.4311

Identifiers and class information

Inchi keyAXXVIFVEPZSWNX-BNSPPBRINA-N
SmilesO=C(OC1CC2(OCC1C)OC3C4S(=O)CC(OC5OC(C)C(O)C(O)C5OC6OC(CO)C(O)C(OC7OC(C)C(O)C(O)C7O)C6O)C4CC(O)C3(O)C2=O)C8=CC=C(O)C=C8
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds

Pharmacokinetic properties

Number of descriptor values(#stars)16
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)20
Number of reactive functional groups (#rtvFG)5
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)936.929
Computed dipole moment(dipole)3.306
Total solvent accessible surface area (SASA)1127.9
Hydrophobic component of SASA (FOSA)521.387
Hydrophilic component of SASA (FISA)436.418
Pie component of the SASA (PISA)150.692
Weakly polar component of the SASA (WPSA)19.406
Total solvent accesible volume (volume)2359.61
Number of hydrogen bond donors (donorHB)10
Number of hydrogen bond acceptors (accptHB)35.5
Free energy of solvation of dipole (dip^2/V)0.0046325
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0995306
Globularity descriptor (glob)0.759952
Predicted polarizability in cubic angstroms (QPpolrz)76.875
Predicted hexadecane/gas partition coefficient (QPlogPC16)26.443
Predicted octanol/gas partition coefficient (QPlogPoct)61
Predicted water/gas partition coefficient (QPlogPw)54.135
Predicted octanol/water partition coefficient (QPlogPo/w)-3.953
Predicted aqueous solubility (QPlogS)-0.465
Conformation-independent predicted aqueous solubility (CIQPlogS)-4.027
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.135
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.029
Predicted brain/blood partition coefficient (QPlogBB)-5.632
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.253
Predicted skin permeability, log Kp (QPlogKp)-7.112
PM3 calculated ionization potential (IP(ev))9.382
PM3 calculated electron affinity (EA(eV))0.395
Number of likely metabolic reactions (#metab)12
Prediction of binding to human serum albumin (QPlogKhsa)-2.408
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)353.593
Number of nitrogen and oxygen atoms (#NandO)23
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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