Compound ID	CDAMM00679
Common name	Lactucin
IUPAC name	4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione
Molecular formula	C₁₅H₁₆O₅

Experimental data

Retention time	7.11
Adduct	[M+H]+
Actual mz	277.108
Theoretical mz	277.107
Error	2.97
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.8875

Identifiers and class information

Inchi key	VJQAFLAZRVKAKM-UHFFFAOYNA-N
Smiles	O=C1OC2C3C(C(=O)C=C3CO)=C(C)CC(O)C2C1=C
Superclass	Organoheterocyclic compounds
Class	Lactones

Plant source

Piper retrofractum Vahl

External sources

HMDB ID	HMDB0035814
KNApSAcK ID	C00003311
FooDB ID	FDB014575
DrugBank ID
ChEBI ID	CHEBI:6358
Pubchem Compound ID	3756497
PlantCyc ID
UNPD ID	UNPD119382
Coconut ID	CNP0176657
LipidMAPS ID
NANPDB ID	NANPDB_5881

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)	4
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	276.288
Computed dipole moment(dipole)	5.217
Total solvent accessible surface area (SASA)	487.64
Hydrophobic component of SASA (FOSA)	228.326
Hydrophilic component of SASA (FISA)	191.345
Pie component of the SASA (PISA)	67.969
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	856.799
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	8.4
Free energy of solvation of dipole (dip^2/V)	0.0317632
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.024361
Globularity descriptor (glob)	0.894647
Predicted polarizability in cubic angstroms (QPpolrz)	26.216
Predicted hexadecane/gas partition coefficient (QPlogPC16)	8.617
Predicted octanol/gas partition coefficient (QPlogPoct)	16.398
Predicted water/gas partition coefficient (QPlogPw)	12.977
Predicted octanol/water partition coefficient (QPlogPo/w)	0.03
Predicted aqueous solubility (QPlogS)	-2.04
Conformation-independent predicted aqueous solubility (CIQPlogS)	-1.963
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.561
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	151.836
Predicted brain/blood partition coefficient (QPlogBB)	-1.271
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	64.493
Predicted skin permeability, log Kp (QPlogKp)	-4.423
PM3 calculated ionization potential (IP(ev))	10.074
PM3 calculated electron affinity (EA(eV))	0.718
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	-0.624
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	66.165
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)	107.773
Number of nitrogen and oxygen atoms (#NandO)	5
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
P19838	NFKB1	Nuclear factor NF-kappa-B p105 subunit	T83145	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T83145	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P19838	NFKB1
T83145	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P19838	NFKB1