Compound ID	CDAMM02233
Common name	14-Acetylbearline
IUPAC name	(4,6-diacetyloxy-11-ethyl-8,9-dihydroxy-16,18-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl)methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate
Molecular formula	C₃₉H₅₀N₂O₁₂

Experimental data

Retention time	6.12
Adduct	[M+H]+
Actual mz	739.343
Theoretical mz	739.343
Error	0.37
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.4286

Identifiers and class information

Inchi key	URQIVYYWPHFPBY-OXOLRFMINA-N
Smiles	O=C(OCC12CN(CC)C3C4(O)C(OC)C1C3(C(OC)CC2)C5CC6C(OC(=O)C)CC4(O)C5C6OC(=O)C)C=7C=CC=CC7N8C(=O)CC(C8=O)C
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Asparagus racemosus Willd.

External sources

HMDB ID
KNApSAcK ID	C00046559
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	73800232
PlantCyc ID
UNPD ID	UNPD11758
Coconut ID	CNP0403114
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	2
Number of non-conjugated amine groups (#amine)	1
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)	10
Number of reactive functional groups (#rtvFG)	3
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	738.83
Computed dipole moment(dipole)	5.96
Total solvent accessible surface area (SASA)	909.304
Hydrophobic component of SASA (FOSA)	577.367
Hydrophilic component of SASA (FISA)	216.848
Pie component of the SASA (PISA)	115.09
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1960.34
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	15.9
Free energy of solvation of dipole (dip^2/V)	0.01812
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0247288
Globularity descriptor (glob)	0.833061
Predicted polarizability in cubic angstroms (QPpolrz)	66.977
Predicted hexadecane/gas partition coefficient (QPlogPC16)	18.605
Predicted octanol/gas partition coefficient (QPlogPoct)	34.821
Predicted water/gas partition coefficient (QPlogPw)	20.55
Predicted octanol/water partition coefficient (QPlogPo/w)	2.945
Predicted aqueous solubility (QPlogS)	-3.944
Conformation-independent predicted aqueous solubility (CIQPlogS)	-7.177
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.508
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	21.699
Predicted brain/blood partition coefficient (QPlogBB)	-1.724
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	8.712
Predicted skin permeability, log Kp (QPlogKp)	-6.213
PM3 calculated ionization potential (IP(ev))	8.675
PM3 calculated electron affinity (EA(eV))	0.851
Number of likely metabolic reactions (#metab)	5
Prediction of binding to human serum albumin (QPlogKhsa)	0.334
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	42.193
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)	197.905
Number of nitrogen and oxygen atoms (#NandO)	14
Number of violations of Lipinski’s rule of five (RuleOfFive)	2
Number of violations of Jorgensen’s rule of three (RuleOfThree)	1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P43681	CHRNA4	Neuronal acetylcholine receptor; alpha4/beta2	T70967	SEA
P36544	CHRNA7	Neuronal acetylcholine receptor protein alpha-7 subunit	T34429	SwissTargetPrediction
P17787	CHRNB2	Nicotinic acetylcholine receptor alpha2/beta2	T82543	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T70967	DI0029	Aneurysm/dissection	[ICD-11: BD50]	P43681	CHRNA4
T70967	DI0191	Hypertensive crisis	[ICD-11: BA03]	P43681	CHRNA4
T70967	DI0196	Hypotension	[ICD-11: BA20-BA21]	P43681	CHRNA4
T34429	DI0101	Corneal disease	[ICD-11: 9A76-9A78]	P36544	CHRNA7
T34429	DI0370	Schizophrenia	[ICD-11: 6A20]	P36544	CHRNA7
T82543	DI0301	Nicotine use disorder	[ICD-11: 6C4A]	P17787	CHRNB2