Compound ID	CDAMM01742
Common name	Liliflone
IUPAC name	2-(4-hydroxy-3-methoxyphenyl)-3a,7a-dimethoxy-3-methyl-5-prop-2-enyl-3,7-dihydro-2H-1-benzofuran-6-one
Molecular formula	C₂₁H₂₆O₆

Experimental data

Retention time	10.69
Adduct	[M+H]+
Actual mz	375.183
Theoretical mz	375.18
Error	6.46
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.0993

Identifiers and class information

Inchi key	ZJCOLWRTVHBIBE-GXPHDMAONA-N
Smiles	O=C1C(=CC2(OC)C(C)C(OC2(OC)C1)C3=CC=C(O)C(OC)=C3)CC=C
Superclass	Benzenoids
Class	Phenols

Plant source

Cinnamomum tamala (Buch.-Ham.) T.Nees & C.H.Eberm.

External sources

HMDB ID
KNApSAcK ID	C00041633
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	85503177
PlantCyc ID
UNPD ID	UNPD119816
Coconut ID	CNP0214221
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)	0
Molecular weight (mol_MW)	374.433
Computed dipole moment(dipole)	3.08
Total solvent accessible surface area (SASA)	630.042
Hydrophobic component of SASA (FOSA)	409.634
Hydrophilic component of SASA (FISA)	85.074
Pie component of the SASA (PISA)	135.334
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1175.92
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	5.75
Free energy of solvation of dipole (dip^2/V)	0.0080674
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0091264
Globularity descriptor (glob)	0.855159
Predicted polarizability in cubic angstroms (QPpolrz)	38.346
Predicted hexadecane/gas partition coefficient (QPlogPC16)	10.941
Predicted octanol/gas partition coefficient (QPlogPoct)	16.932
Predicted water/gas partition coefficient (QPlogPw)	8.539
Predicted octanol/water partition coefficient (QPlogPo/w)	3.841
Predicted aqueous solubility (QPlogS)	-4.68
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.104
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.521
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	1545.77
Predicted brain/blood partition coefficient (QPlogBB)	-0.574
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	792.122
Predicted skin permeability, log Kp (QPlogKp)	-2.035
PM3 calculated ionization potential (IP(ev))	8.819
PM3 calculated electron affinity (EA(eV))	0.449
Number of likely metabolic reactions (#metab)	5
Prediction of binding to human serum albumin (QPlogKhsa)	0.45
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)	72.967
Number of nitrogen and oxygen atoms (#NandO)	6
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	0
Number of violations of Jorgensenâ€™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
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
Q7Z2W7	TRPM8	Transient receptor potential cation channel subfamily M member 8	T41955	SEA
P19838	NFKB1	Nuclear factor NF-kappa-B p105 subunit	T83145	SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
P10636	MAPT	Microtubule-associated protein tau	T45593	SEA
Q9NR20	DYRK4	Dual-specificity tyrosine-phosphorylation regulated kinase 4	T20542	SEA
Q8N183	NDUFAF2	HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2	T01453	SEA
Q9P0J0	NDUFA13	Mitochondrial complex I	T82391	SEA
Q9Y6M9	NDUFB9	HUMAN NADH:ubiquinone oxidoreductase subunit B9	T01465	SEA
Q8N183	NDUFAF2	HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2	T01453	SEA
P03897	MT-ND3	NADH dehydrogenase	T77195	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
T41955	DI0422	Upper respiratory tract disorder	[ICD-11: CA0Z]	Q7Z2W7	TRPM8
T83145	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P19838	NFKB1
T83145	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P19838	NFKB1
T45593	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P10636	MAPT
T45593	DI0025	Alzheimer disease	[ICD-11: 8A20]	P10636	MAPT
T45593	DI0265	Mild neurocognitive disorder	[ICD-11: 6D71]	P10636	MAPT
T82391	DI0069	Cardiomyopathy	[ICD-11: BC43]	Q9P0J0	NDUFA13
T77195	DI0331	Parkinsonism	[ICD-11: 8A00]	P03897	MT-ND3