Compound ID	CDAMM02874
Common name	Glabraoside A
IUPAC name	2,10-bis(3,4-dihydroxyphenyl)-5-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one
Molecular formula	C₃₀H₃₀O₁₃

Experimental data

Retention time	15.44
Adduct	[M+H]+
Actual mz	599.168
Theoretical mz	599.176
Error	13.81
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.7004

Identifiers and class information

Inchi key	OKKMHZTVGJIQAP-DWGIYUGRNA-N
Smiles	O=C1OC2=CC(O)=C3C(OC(C4=CC=C(O)C(O)=C4)C(OC5OC(C)C(O)C(O)C5O)C3)=C2C(C6=CC=C(O)C(O)=C6)C1
Superclass	Phenylpropanoids and polyketides
Class	Flavonoids

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID
KNApSAcK ID	C00048717
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	162922957
PlantCyc ID
UNPD ID	UNPD187713
Coconut ID	CNP0192543
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	6
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)	10
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	598.559
Computed dipole moment(dipole)	5.807
Total solvent accessible surface area (SASA)	764.264
Hydrophobic component of SASA (FOSA)	225.332
Hydrophilic component of SASA (FISA)	374.706
Pie component of the SASA (PISA)	164.227
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1527.27
Number of hydrogen bond donors (donorHB)	8
Number of hydrogen bond acceptors (accptHB)	15.5
Free energy of solvation of dipole (dip^2/V)	0.0220812
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0573632
Globularity descriptor (glob)	0.8392
Predicted polarizability in cubic angstroms (QPpolrz)	50.115
Predicted hexadecane/gas partition coefficient (QPlogPC16)	17.866
Predicted octanol/gas partition coefficient (QPlogPoct)	38.129
Predicted water/gas partition coefficient (QPlogPw)	30.003
Predicted octanol/water partition coefficient (QPlogPo/w)	-0.545
Predicted aqueous solubility (QPlogS)	-3.477
Conformation-independent predicted aqueous solubility (CIQPlogS)	-6.014
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.917
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	2.771
Predicted brain/blood partition coefficient (QPlogBB)	-3.586
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.851
Predicted skin permeability, log Kp (QPlogKp)	-6.887
PM3 calculated ionization potential (IP(ev))	8.98
PM3 calculated electron affinity (EA(eV))	0.363
Number of likely metabolic reactions (#metab)	12
Prediction of binding to human serum albumin (QPlogKhsa)	-0.509
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)	228.019
Number of nitrogen and oxygen atoms (#NandO)	13
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
Q8IXJ6	SIRT2	NAD-dependent deacetylase sirtuin 2	T83904	SEA
P20151	KLK2	Kallikrein 2	T01908	SEA
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SEA
P49763	PGF	Placenta growth factor	T70792	SEA
Q9GZQ4	NMUR2	Neuromedin-U receptor 2	T04210	SEA
P52209	PGD	6-phosphogluconate dehydrogenase	T76497	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T83904	DI0365	Retinopathy	[ICD-11: 9B71]	Q8IXJ6	SIRT2
T01908	DI0213	Innate/adaptive immunodeficiency	[ICD-11: 4A00]	P20151	KLK2
T20761	DI0095	Colorectal cancer	[ICD-11: 2B91]	P15692	VEGFA
T20761	DI0365	Retinopathy	[ICD-11: 9B71]	P15692	VEGFA
T20761	DI0430	Vascular system developmental anomaly	[ICD-11: LA90]	P15692	VEGFA
T70792	DI0095	Colorectal cancer	[ICD-11: 2B91]	P49763	PGF
T76497	DI0337	Pituitary gland disorder	[ICD-11: 5A60-5A61]	P52209	PGD