Compound ID	CDAMM02726
Common name	Piperphilippinin IV
IUPAC name	4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dihydroxyphenyl)methylidene]oxolan-2-one
Molecular formula	C₁₉H₁₆O₆

Experimental data

Retention time	10.15
Adduct	[M+H]+
Actual mz	341.105
Theoretical mz	341.102
Error	6.81
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.929

Identifiers and class information

Inchi key	GWOSVBIYCRFNFK-USSUKOEXNA-N
Smiles	O=C1OCC(C1=CC2=CC=C(O)C(O)=C2)CC3=CC=C4OCOC4=C3
Superclass	Lignans, neolignans and related compounds
Class	Furanoid lignans

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID
KNApSAcK ID	C00034635
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	73408880
PlantCyc ID
UNPD ID	UNPD194602
Coconut ID	CNP0241868
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	0
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)	6
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	340.332
Computed dipole moment(dipole)	5.694
Total solvent accessible surface area (SASA)	524.705
Hydrophobic component of SASA (FOSA)	181.013
Hydrophilic component of SASA (FISA)	145.755
Pie component of the SASA (PISA)	197.937
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	963.564
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	6
Free energy of solvation of dipole (dip^2/V)	0.033642
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0161715
Globularity descriptor (glob)	0.899159
Predicted polarizability in cubic angstroms (QPpolrz)	30.446
Predicted hexadecane/gas partition coefficient (QPlogPC16)	10.244
Predicted octanol/gas partition coefficient (QPlogPoct)	16.573
Predicted water/gas partition coefficient (QPlogPw)	10.835
Predicted octanol/water partition coefficient (QPlogPo/w)	2
Predicted aqueous solubility (QPlogS)	-2.855
Conformation-independent predicted aqueous solubility (CIQPlogS)	-4.722
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.108
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	410.869
Predicted brain/blood partition coefficient (QPlogBB)	-1
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	189.151
Predicted skin permeability, log Kp (QPlogKp)	-2.932
PM3 calculated ionization potential (IP(ev))	8.775
PM3 calculated electron affinity (EA(eV))	0.61
Number of likely metabolic reactions (#metab)	4
Prediction of binding to human serum albumin (QPlogKhsa)	-0.113
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	85.436
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)	100.213
Number of nitrogen and oxygen atoms (#NandO)	6
Number of violations of Lipinski’s rule of five (RuleOfFive)	0
Number of violations of Jorgensen’s rule of three (RuleOfThree)	0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P27338	MAOB	Monoamine oxidase B	T83011	SEA
Q15078	CDK5R1	Cyclin-dependent kinase 5/CDK5 activator 1	T09513	SEA
Q00535	CDK5	Cyclin-dependent kinase 5/CDK5 activator 1	T20973	SEA
P17936	IGFBP3	Insulin-like growth factor binding protein 3	T33455	SEA
P01130	LDLR	LDL receptor	T94692	SEA
Q92630	DYRK2	Dual-specificity tyrosine-phosphorylation regulated kinase 2	T39486	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T83011	DI0115	Dementia	[ICD-11: 6D80-6D8Z]	P27338	MAOB
T83011	DI0117	Depression	[ICD-11: 6A70-6A7Z]	P27338	MAOB
T83011	DI0190	Hypertension	[ICD-11: BA00-BA04]	P27338	MAOB
T83011	DI0243	Malaria	[ICD-11: 1F40-1F45]	P27338	MAOB
T83011	DI0264	Migraine	[ICD-11: 8A80]	P27338	MAOB
T83011	DI0331	Parkinsonism	[ICD-11: 8A00]	P27338	MAOB
T20973	DI0308	Obesity	[ICD-11: 5B80-5B81]	Q00535	CDK5
T33455	DI0115	Dementia	[ICD-11: 6D80-6D8Z]	P17936	IGFBP3
T94692	DI0238	Lung cancer	[ICD-11: 2C25]	P01130	LDLR