Compound ID	CDAMM02867
Common name	Febrifugin
IUPAC name	[6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-14-yl] 2-methylbut-2-enoate
Molecular formula	C₃₂H₄₀O₈

Experimental data

Retention time	11.77
Adduct	[M+H]+
Actual mz	553.282
Theoretical mz	553.279
Error	4.92
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.4635

Identifiers and class information

Inchi key	ZUPIHFVWSWCKSD-IZBBNMSDNA-N
Smiles	O=C(OC1C2C=C3C4CC(=O)OC(C5=COC=C5)C4(C)CCC3C(C2=O)(C)C(CC(=O)OC)C1(C)C)C(=CC)C
Superclass	Organoheterocyclic compounds
Class	Naphthopyrans

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID
KNApSAcK ID	C00037134
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	162888474
PlantCyc ID
UNPD ID	UNPD11606
Coconut ID	CNP0155182
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	1
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)	3
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	552.663
Computed dipole moment(dipole)	8.45
Total solvent accessible surface area (SASA)	813.628
Hydrophobic component of SASA (FOSA)	501.904
Hydrophilic component of SASA (FISA)	166.664
Pie component of the SASA (PISA)	145.06
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1622.2
Number of hydrogen bond donors (donorHB)	0
Number of hydrogen bond acceptors (accptHB)	9.5
Free energy of solvation of dipole (dip^2/V)	0.0440187
Index of cohesive interaction in solids (ACxDN^.5/SA)	0
Globularity descriptor (glob)	0.820622
Predicted polarizability in cubic angstroms (QPpolrz)	57.584
Predicted hexadecane/gas partition coefficient (QPlogPC16)	15.328
Predicted octanol/gas partition coefficient (QPlogPoct)	25.271
Predicted water/gas partition coefficient (QPlogPw)	12.273
Predicted octanol/water partition coefficient (QPlogPo/w)	4.268
Predicted aqueous solubility (QPlogS)	-6.01
Conformation-independent predicted aqueous solubility (CIQPlogS)	-6.944
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.126
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	260.273
Predicted brain/blood partition coefficient (QPlogBB)	-1.328
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	115.478
Predicted skin permeability, log Kp (QPlogKp)	-3.696
PM3 calculated ionization potential (IP(ev))	9.532
PM3 calculated electron affinity (EA(eV))	0.114
Number of likely metabolic reactions (#metab)	9
Prediction of binding to human serum albumin (QPlogKhsa)	0.616
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	82.21
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)	135.172
Number of nitrogen and oxygen atoms (#NandO)	8
Number of violations of Lipinski’s rule of five (RuleOfFive)	1
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
P35372	OPRM1	Mu opioid receptor	T47768	SEA
P41145	OPRK1	Kappa Opioid receptor	T60693	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T47768	DI0013	Acute pain	[ICD-11: MG31]	P35372	OPRM1
T47768	DI0059	Bowel habit change	[ICD-11: ME05]	P35372	OPRM1
T47768	DI0087	Chronic pain	[ICD-11: MG30]	P35372	OPRM1
T47768	DI0101	Corneal disease	[ICD-11: 9A76-9A78]	P35372	OPRM1
T47768	DI0105	Cough	[ICD-11: MD12]	P35372	OPRM1
T47768	DI0117	Depression	[ICD-11: 6A70-6A7Z]	P35372	OPRM1
T47768	DI0124	Digestive system disease	[ICD-11: DE2Z]	P35372	OPRM1
T47768	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P35372	OPRM1
T47768	DI0228	Large intestine motility disorder	[ICD-11: DB32]	P35372	OPRM1
T47768	DI0317	Opioid use disorder	[ICD-11: 6C43]	P35372	OPRM1
T47768	DI0324	Pain	[ICD-11: MG30-MG3Z]	P35372	OPRM1
T47768	DI0349	Pruritus	[ICD-11: EC90]	P35372	OPRM1
T47768	DI0374	Sensation disturbance	[ICD-11: MB40]	P35372	OPRM1
T60693	DI0304	Non-specific cutaneous vascular symptom	[ICD-11: ME64]	P41145	OPRK1
T60693	DI0324	Pain	[ICD-11: MG30-MG3Z]	P41145	OPRK1
T60693	DI0349	Pruritus	[ICD-11: EC90]	P41145	OPRK1