Compound ID	CDAMM00726
Common name	12-oxo-PDA
IUPAC name	8-(4-oxo-5-pent-2-enylcyclopent-2-en-1-yl)octanoic acid
Molecular formula	C₁₈H₂₈O₃

Experimental data

Retention time	12.54
Adduct	[M+H]+
Actual mz	293.21
Theoretical mz	293.211
Error	2.99
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.2415

Identifiers and class information

Inchi key	PMTMAFAPLCGXGK-HQYJUFBQNA-N
Smiles	O=C(O)CCCCCCCC1C=CC(=O)C1CC=CCC
Superclass	Lipids and lipid-like molecules
Class	Fatty Acyls

Plant source

Piper retrofractum Vahl

External sources

HMDB ID
KNApSAcK ID	C00000365
FooDB ID	FDB001432
DrugBank ID	DB03007
ChEBI ID	CHEBI:15560
Pubchem Compound ID	188366
PlantCyc ID	CPD-729
UNPD ID	UNPD17522
Coconut ID	CNP0173799
LipidMAPS ID	LMFA02010001
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)	1
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	11
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	292.417
Computed dipole moment(dipole)	3.51
Total solvent accessible surface area (SASA)	669.46
Hydrophobic component of SASA (FOSA)	508.502
Hydrophilic component of SASA (FISA)	142.233
Pie component of the SASA (PISA)	18.724
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1154.06
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	4
Free energy of solvation of dipole (dip^2/V)	0.0106762
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.005975
Globularity descriptor (glob)	0.794804
Predicted polarizability in cubic angstroms (QPpolrz)	33.147
Predicted hexadecane/gas partition coefficient (QPlogPC16)	10.311
Predicted octanol/gas partition coefficient (QPlogPoct)	13.888
Predicted water/gas partition coefficient (QPlogPw)	5.403
Predicted octanol/water partition coefficient (QPlogPo/w)	4.395
Predicted aqueous solubility (QPlogS)	-5.214
Conformation-independent predicted aqueous solubility (CIQPlogS)	-3.727
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.134
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	112.384
Predicted brain/blood partition coefficient (QPlogBB)	-1.601
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	59.253
Predicted skin permeability, log Kp (QPlogKp)	-3.019
PM3 calculated ionization potential (IP(ev))	9.757
PM3 calculated electron affinity (EA(eV))	0.317
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	0.344
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	89.38
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)	79.525
Number of nitrogen and oxygen atoms (#NandO)	3
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
P35228	NOS2	Nitric oxide synthase, inducible	T02703	SwissTargetPrediction
O00519	FAAH	Anandamide amidohydrolase	T11754	SwissTargetPrediction
P18031	PTPN1	Protein-tyrosine phosphatase 1B	T16347	SwissTargetPrediction
P15090	FABP4	Fatty acid binding protein adipocyte	T07217	SwissTargetPrediction
Q07869	PPARA	Peroxisome proliferator-activated receptor alpha	T86591	SwissTargetPrediction
Q01469	FABP5	Fatty acid binding protein epidermal	T21507	SwissTargetPrediction
Q03181	PPARD	Peroxisome proliferator-activated receptor delta	T36557	SwissTargetPrediction
O14842	FFAR1	Free fatty acid receptor 1	T25608	SwissTargetPrediction
P28845	HSD11B1	11-beta-hydroxysteroid dehydrogenase 1	T65200	SwissTargetPrediction
P09917	ALOX5	Arachidonate 5-lipoxygenase	T00140	SwissTargetPrediction
P37231	PPARG	Peroxisome proliferator-activated receptor gamma	T58921	SwissTargetPrediction
P43116	PTGER2	Prostanoid EP2 receptor	T38529	SEA
P24723	PRKCH	Protein kinase C eta	T40149	SwissTargetPrediction
Q06124	PTPN11	Protein-tyrosine phosphatase 2C	T13057	SwissTargetPrediction
Q8TDS5	OXER1	Oxoeicosanoid receptor 1	T68834	SEA
Q4U2R8	SLC22A6	Solute carrier family 22 member 6 (by homology)	T70680	SEA
O60603	TLR2	Toll-like receptor 2	T82078	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T02703	DI0083	Chronic kidney disease	[ICD-11: GB61]	P35228	NOS2
T02703	DI0320	Osteoarthritis	[ICD-11: FA00-FA05]	P35228	NOS2
T02703	DI0375	Sepsis	[ICD-11: 1G40-1G41]	P35228	NOS2
T02703	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P35228	NOS2
T11754	DI0101	Corneal disease	[ICD-11: 9A76-9A78]	O00519	FAAH
T16347	DI0009	Acute diabete complication	[ICD-11: 5A2Y]	P18031	PTPN1
T16347	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P18031	PTPN1
T16347	DI0308	Obesity	[ICD-11: 5B80-5B81]	P18031	PTPN1
T16347	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	P18031	PTPN1
T86591	DI0187	Hyperlipidemia	[ICD-11: 5C80]	Q07869	PPARA
T86591	DI0188	Hyper-lipoproteinaemia	[ICD-11: 5C80]	Q07869	PPARA
T86591	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	Q07869	PPARA
T36557	DI0302	Non-alcoholic fatty liver disease	[ICD-11: DB92]	Q03181	PPARD
T36557	DI0308	Obesity	[ICD-11: 5B80-5B81]	Q03181	PPARD
T25608	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	O14842	FFAR1
T65200	DI0210	Influenza	[ICD-11: 1E30-1E32]	P28845	HSD11B1
T65200	DI0239	Lupus erythematosus	[ICD-11: 4A40]	P28845	HSD11B1
T65200	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	P28845	HSD11B1
T00140	DI0037	Asthma	[ICD-11: CA23]	P09917	ALOX5
T00140	DI0147	Filariasis	[ICD-11: 1F66]	P09917	ALOX5
T00140	DI0403	Thrombocytopenia	[ICD-11: 3B64]	P09917	ALOX5
T58921	DI0009	Acute diabete complication	[ICD-11: 5A2Y]	P37231	PPARG
T58921	DI0025	Alzheimer disease	[ICD-11: 8A20]	P37231	PPARG
T58921	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	P37231	PPARG
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
T40149	DI0184	Human immunodeficiency virus disease	[ICD-11: 1C60-1C62]	P24723	PRKCH
T13057	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q06124	PTPN11
T70680	DI0167	Gout	[ICD-11: FA25]	Q4U2R8	SLC22A6
T70680	DI0206	Inborn purine/pyrimidine/nucleotide metabolism error	[ICD-11: 5C55]	Q4U2R8	SLC22A6
T70680	DI0310	Ocular disease	[ICD-11: N.A.]	Q4U2R8	SLC22A6
T82078	DI0346	Prostate cancer	[ICD-11: 2C82]	O60603	TLR2