Compound ID	CDAMM00514
Common name	Villinol
IUPAC name	10-hydroxy-16,17,21-trimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),3(11),4(8),9,14,16,18-heptaen-12-one
Molecular formula	C₂₄H₂₂O₈

Experimental data

Retention time	9.64
Adduct	[M+H]+
Actual mz	439.141
Theoretical mz	439.138
Error	6.43
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.33

Identifiers and class information

Inchi key	GMVHFTVCPPCMGW-UHFFFAOYNA-N
Smiles	O=C1C2=C(O)C=C3OC(C(=C)C)CC3=C2OC4=C1C=5C=C(OC)C(OC)=CC5OC4OC
Superclass	Phenylpropanoids and polyketides
Class	Isoflavonoids

Plant source

Piper longum L.

External sources

HMDB ID
KNApSAcK ID	C00009609
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	14427377
PlantCyc ID
UNPD ID	UNPD105224
Coconut ID	CNP0203484
LipidMAPS ID	LMPK12060072
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)	5
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	0
Molecular weight (mol_MW)	438.433
Computed dipole moment(dipole)	5.788
Total solvent accessible surface area (SASA)	693.137
Hydrophobic component of SASA (FOSA)	458.378
Hydrophilic component of SASA (FISA)	75.429
Pie component of the SASA (PISA)	159.33
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1266.54
Number of hydrogen bond donors (donorHB)	0
Number of hydrogen bond acceptors (accptHB)	6.95
Free energy of solvation of dipole (dip^2/V)	0.026453
Index of cohesive interaction in solids (ACxDN^.5/SA)	0
Globularity descriptor (glob)	0.816754
Predicted polarizability in cubic angstroms (QPpolrz)	42.844
Predicted hexadecane/gas partition coefficient (QPlogPC16)	11.647
Predicted octanol/gas partition coefficient (QPlogPoct)	17.86
Predicted water/gas partition coefficient (QPlogPw)	8.727
Predicted octanol/water partition coefficient (QPlogPo/w)	3.838
Predicted aqueous solubility (QPlogS)	-4.899
Conformation-independent predicted aqueous solubility (CIQPlogS)	-6.224
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.257
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	1908.1
Predicted brain/blood partition coefficient (QPlogBB)	-0.492
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	994.598
Predicted skin permeability, log Kp (QPlogKp)	-1.868
PM3 calculated ionization potential (IP(ev))	8.39
PM3 calculated electron affinity (EA(eV))	0.691
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	0.223
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	100
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)	92.419
Number of nitrogen and oxygen atoms (#NandO)	8
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
P56817	BACE1	Beta-secretase 1	T79031	SwissTargetPrediction
P28482	MAPK1	MAP kinase ERK2	T58970	SwissTargetPrediction
P09619	PDGFRB	Platelet-derived growth factor receptor beta	T59102	SwissTargetPrediction
Q9UNQ0	ABCG2	ATP-binding cassette sub-family G member 2	T56556	SwissTargetPrediction

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T79031	DI0025	Alzheimer disease	[ICD-11: 8A20]	P56817	BACE1
T58970	DI0036	Arteries/arterioles disorder	[ICD-11: BD52]	P28482	MAPK1
T58970	DI0252	Melanoma	[ICD-11: 2C30]	P28482	MAPK1
T58970	DI0326	Pancreatic cancer	[ICD-11: 2C10]	P28482	MAPK1
T58970	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P28482	MAPK1
T59102	DI0009	Acute diabete complication	[ICD-11: 5A2Y]	P09619	PDGFRB
T59102	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P09619	PDGFRB
T59102	DI0403	Thrombocytopenia	[ICD-11: 3B64]	P09619	PDGFRB
T56556	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	Q9UNQ0	ABCG2
T56556	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q9UNQ0	ABCG2