Compound ID	CDAMM02788
Common name	Itoside B
IUPAC name	[5-benzoyloxy-3,4-dihydroxy-6-[4-hydroxy-2-[(1-hydroxy-6-oxocyclohex-2-ene-1-carbonyl)oxymethyl]phenoxy]oxan-2-yl]methyl benzoate
Molecular formula	C₃₄H₃₂O₁₃

Experimental data

Retention time	18.08
Adduct	[M+H]+
Actual mz	649.189
Theoretical mz	649.191
Error	4.12
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.189

Identifiers and class information

Inchi key	QGZFGXHSODHGAW-HSEURISLNA-N
Smiles	O=C(OCC1OC(OC2=CC=C(O)C=C2COC(=O)C3(O)C=CCCC3=O)C(OC(=O)C=4C=CC=CC4)C(O)C1O)C=5C=CC=CC5
Superclass	Organic oxygen compounds
Class	Organooxygen compounds

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID
KNApSAcK ID	C00039461
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	75049572
PlantCyc ID
UNPD ID	UNPD38614
Coconut ID	CNP0249716
LipidMAPS ID
NANPDB ID

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)	14
Number of reactive functional groups (#rtvFG)	3
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	648.619
Computed dipole moment(dipole)	6.401
Total solvent accessible surface area (SASA)	907.301
Hydrophobic component of SASA (FOSA)	197.286
Hydrophilic component of SASA (FISA)	242.327
Pie component of the SASA (PISA)	467.689
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1794.31
Number of hydrogen bond donors (donorHB)	4
Number of hydrogen bond acceptors (accptHB)	15.35
Free energy of solvation of dipole (dip^2/V)	0.0228353
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0338366
Globularity descriptor (glob)	0.787069
Predicted polarizability in cubic angstroms (QPpolrz)	61.132
Predicted hexadecane/gas partition coefficient (QPlogPC16)	20.75
Predicted octanol/gas partition coefficient (QPlogPoct)	35.666
Predicted water/gas partition coefficient (QPlogPw)	24.622
Predicted octanol/water partition coefficient (QPlogPo/w)	2.698
Predicted aqueous solubility (QPlogS)	-4.87
Conformation-independent predicted aqueous solubility (CIQPlogS)	-7.345
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-7.208
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	49.879
Predicted brain/blood partition coefficient (QPlogBB)	-2.888
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	19.362
Predicted skin permeability, log Kp (QPlogKp)	-2.994
PM3 calculated ionization potential (IP(ev))	9.101
PM3 calculated electron affinity (EA(eV))	0.717
Number of likely metabolic reactions (#metab)	7
Prediction of binding to human serum albumin (QPlogKhsa)	-0.145
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	47.213
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)	218.635
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
P05121	SERPINE1	Plasminogen activator inhibitor-1	T15556	SEA
Q9NUW8	TDP1	Tyrosyl-DNA phosphodiesterase 1	T33492	SEA
P09382	LGALS1	Galectin-1	T09544	SEA
Q99417	MYCBP	MYCBP messenger RNA	T37298	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T15556	DI0037	Asthma	[ICD-11: CA23]	P05121	SERPINE1
T15556	DI0405	Thrombosis	[ICD-11: DB61-GB90]	P05121	SERPINE1
T37298	DI0235	Liver cancer	[ICD-11: 2C12]	Q99417	MYCBP