Compound ID	CDAMM00811
Common name	Isoannonacin A
IUPAC name	5-[6,11-dihydroxy-11-[5-(1-hydroxytridecyl)oxolan-2-yl]undecyl]-3-(2-oxopropyl)oxolan-2-one
Molecular formula	C₃₅H₆₄O₇

Experimental data

Retention time	11.78
Adduct	[M+K]+
Actual mz	635.428
Theoretical mz	635.428
Error	0.88
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.7737

Identifiers and class information

Inchi key	DGQPZGGOYKKJLX-UHFFFAOYNA-N
Smiles	O=C(C)CC1C(=O)OC(CCCCCC(O)CCCCC(O)C2OC(CC2)C(O)CCCCCCCCCCCC)C1
Superclass	Lipids and lipid-like molecules
Class	Fatty Acyls

Plant source

Cinnamomum verum J. Presl

External sources

HMDB ID	HMDB0041035
KNApSAcK ID	C00044196
FooDB ID	FDB020905
DrugBank ID
ChEBI ID
Pubchem Compound ID	128014
PlantCyc ID
UNPD ID	UNPD60621
Coconut ID	CNP0303987
LipidMAPS ID	LMFA05000669
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	8
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)	29
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	596.886
Computed dipole moment(dipole)	4.293
Total solvent accessible surface area (SASA)	1258.22
Hydrophobic component of SASA (FOSA)	1025.24
Hydrophilic component of SASA (FISA)	232.977
Pie component of the SASA (PISA)	0
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	2253.67
Number of hydrogen bond donors (donorHB)	3
Number of hydrogen bond acceptors (accptHB)	11.8
Free energy of solvation of dipole (dip^2/V)	0.0081793
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0162437
Globularity descriptor (glob)	0.660696
Predicted polarizability in cubic angstroms (QPpolrz)	65.417
Predicted hexadecane/gas partition coefficient (QPlogPC16)	23.538
Predicted octanol/gas partition coefficient (QPlogPoct)	31.538
Predicted water/gas partition coefficient (QPlogPw)	13.951
Predicted octanol/water partition coefficient (QPlogPo/w)	6.46
Predicted aqueous solubility (QPlogS)	-9.58
Conformation-independent predicted aqueous solubility (CIQPlogS)	-6.644
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-7.022
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	61.175
Predicted brain/blood partition coefficient (QPlogBB)	-4.742
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	24.142
Predicted skin permeability, log Kp (QPlogKp)	-3.029
PM3 calculated ionization potential (IP(ev))	10.475
PM3 calculated electron affinity (EA(eV))	-0.361
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	0.923
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	70.829
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)	138.504
Number of nitrogen and oxygen atoms (#NandO)	7
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
Q8IXJ6	SIRT2	NAD-dependent deacetylase sirtuin 2	T83904	SwissTargetPrediction
Q14416	GRM2	Metabotropic glutamate receptor 2	T62820	SEA
P43116	PTGER2	Prostanoid EP2 receptor	T38529	SEA
Q9Y4D2	DAGLA	Sn1-specific diacylglycerol lipase alpha	T03150	SEA
Q9BV23	ABHD6	Monoacylglycerol lipase ABHD6	T81452	SEA
Q8NCG7	DAGLB	Sn1-specific diacylglycerol lipase beta	T15509	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T83904	DI0365	Retinopathy	[ICD-11: 9B71]	Q8IXJ6	SIRT2
T62820	DI0025	Alzheimer disease	[ICD-11: 8A20]	Q14416	GRM2
T62820	DI0051	Bipolar disorder	[ICD-11: 6A60]	Q14416	GRM2
T62820	DI0116	Dengue fever	[ICD-11: 1D2Z]	Q14416	GRM2
T62820	DI0117	Depression	[ICD-11: 6A70-6A7Z]	Q14416	GRM2
T62820	DI0134	Epilepsy/seizure	[ICD-11: 8A61-8A6Z]	Q14416	GRM2
T62820	DI0256	Mental/behavioural/neurodevelopmental disorder	[ICD-11: 6E20-6E8Z]	Q14416	GRM2
T62820	DI0308	Obesity	[ICD-11: 5B80-5B81]	Q14416	GRM2
T62820	DI0354	Psychotic disorder	[ICD-11: 6A20-6A25]	Q14416	GRM2
T62820	DI0370	Schizophrenia	[ICD-11: 6A20]	Q14416	GRM2
T38529	DI0003	Abortion	[ICD-11: JA00]	P43116	PTGER2
T38529	DI0102	Coronary atherosclerosis	[ICD-11: BA52]	P43116	PTGER2
T38529	DI0121	Diabetic foot ulcer	[ICD-11: BD54]	P43116	PTGER2
T38529	DI0166	Glaucoma	[ICD-11: 9C61]	P43116	PTGER2
T38529	DI0356	Pulmonary hypertension	[ICD-11: BB01]	P43116	PTGER2
T38529	DI0378	Sexual dysfunction	[ICD-11: HA00-HA01]	P43116	PTGER2
T38529	DI0413	Transplant rejection	[ICD-11: NE84]	P43116	PTGER2