Compound details

Cardiopetalidine

Compound ID	CDAMM00699
Common name	Cardiopetalidine
IUPAC name	11-ethyl-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,9,16-tetrol
Molecular formula	C₂₁H₃₃NO₄

Experimental data

Retention time	15.41
Adduct	[M+H]+
Actual mz	364.244
Theoretical mz	364.248
Error	11.46
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.0128

Identifiers and class information

Inchi key	AIQHURFKXYCRCF-AQVVWQCINA-N
Smiles	OC1CCC2(C)CN(CC)C3C4(O)CC2C13C5CC6CCC4(O)C5C6O
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Piper retrofractum Vahl

External sources

HMDB ID
KNApSAcK ID	C00001623
FooDB ID
DrugBank ID
ChEBI ID	CHEBI:3412
Pubchem Compound ID	4481631
PlantCyc ID
UNPD ID
Coconut ID	CNP0085449
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	1
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)	5
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	0
Molecular weight (mol_MW)	363.496
Computed dipole moment(dipole)	2.978
Total solvent accessible surface area (SASA)	542.923
Hydrophobic component of SASA (FOSA)	413.78
Hydrophilic component of SASA (FISA)	129.143
Pie component of the SASA (PISA)	0
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1060.96
Number of hydrogen bond donors (donorHB)	4
Number of hydrogen bond acceptors (accptHB)	6.9
Free energy of solvation of dipole (dip^2/V)	0.0083613
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.025418
Globularity descriptor (glob)	0.926601
Predicted polarizability in cubic angstroms (QPpolrz)	33.095
Predicted hexadecane/gas partition coefficient (QPlogPC16)	10.2
Predicted octanol/gas partition coefficient (QPlogPoct)	20.298
Predicted water/gas partition coefficient (QPlogPw)	13.456
Predicted octanol/water partition coefficient (QPlogPo/w)	1.364
Predicted aqueous solubility (QPlogS)	-1.794
Conformation-independent predicted aqueous solubility (CIQPlogS)	-2.624
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.446
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	147.277
Predicted brain/blood partition coefficient (QPlogBB)	-0.342
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	69.037
Predicted skin permeability, log Kp (QPlogKp)	-5.482
PM3 calculated ionization potential (IP(ev))	8.589
PM3 calculated electron affinity (EA(eV))	-2.014
Number of likely metabolic reactions (#metab)	5
Prediction of binding to human serum albumin (QPlogKhsa)	0.003
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	73.735
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)	81.767
Number of nitrogen and oxygen atoms (#NandO)	5
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
P29475	NOS1	Nitric-oxide synthase, brain	T16117	SwissTargetPrediction
P29474	NOS3	Nitric-oxide synthase, endothelial	T06046	SwissTargetPrediction
Q99720	SIGMAR1	Sigma opioid receptor	T46360	SwissTargetPrediction
P11940	PABPC1	Polyadenylate-binding protein 1	T58679	SwissTargetPrediction
O00754	MAN2B1	Lysosomal alpha-mannosidase	T63156	SwissTargetPrediction
P06280	GLA	Alpha-galactosidase A	T61339	SwissTargetPrediction
P14555	PLA2G2A	Phospholipase A2 group IIA	T19160	SwissTargetPrediction
P04054	PLA2G1B	Phospholipase A2 group 1B	T31479	SwissTargetPrediction
P48449	LSS	Lanosterol synthase	T56175	SwissTargetPrediction
P16278	GLB1	Beta-galactosidase (by homology)	T73134	SwissTargetPrediction
Q16739	UGCG	Ceramide glucosyltransferase	T14908	SwissTargetPrediction
O43451	MGAM	Maltase-glucoamylase	T92777	SwissTargetPrediction
P10253	GAA	Lysosomal alpha-glucosidase (by homology)	T31514	SwissTargetPrediction
P06280	GLA	Alpha-galactosidase A	T61339	SwissTargetPrediction
P06280	GLA	Alpha-galactosidase A	T61339	SwissTargetPrediction
P08588	ADRB1	Beta-1 adrenergic receptor	T44068	SwissTargetPrediction
P00491	PNP	Purine nucleoside phosphorylase	T78198	SwissTargetPrediction
P21728	DRD1	Dopamine D1 receptor	T22118	SwissTargetPrediction
P07550	ADRB2	Adrenergic receptor beta	T52522	SwissTargetPrediction
P13945	ADRB3	Beta-3 adrenergic receptor	T51408	SwissTargetPrediction
P56817	BACE1	Beta-secretase 1	T79031	SwissTargetPrediction
P04062	GBA	Beta-glucocerebrosidase	T84173	SwissTargetPrediction
P06737	PYGL	Liver glycogen phosphorylase	T19184	SwissTargetPrediction
Q13126	MTAP	S-methyl-5-thioadenosine phosphorylase	T40787	SwissTargetPrediction
Q8NET8	TRPV3	Transient receptor potential cation channel subfamily V member 3	T58496	SwissTargetPrediction

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T16117	DI0173	Headache	[ICD-11: 8A80-8A84]	P29475	NOS1
T16117	DI0264	Migraine	[ICD-11: 8A80]	P29475	NOS1
T06046	DI0287	Myocardial infarction	[ICD-11: BA41-BA43]	P29474	NOS3
T46360	DI0105	Cough	[ICD-11: MD12]	Q99720	SIGMAR1
T58679	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P11940	PABPC1
T63156	DI0242	Lysosomal disease	[ICD-11: 5C56]	O00754	MAN2B1
T61339	DI0201	Inborn carbohydrate metabolism error	[ICD-11: 5C51]	P06280	GLA
T19160	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P14555	PLA2G2A
T31479	DI0230	Leishmaniasis	[ICD-11: 1F54]	P04054	PLA2G1B
T31479	DI0335	Peroxisomal disease	[ICD-11: 5C57]	P04054	PLA2G1B
T31479	DI0367	Rosacea	[ICD-11: ED90]	P04054	PLA2G1B
T31479	DI0398	Synthesis disorder	[ICD-11: 5C52-5C59]	P04054	PLA2G1B
T56175	DI0035	Arterial occlusive disease	[ICD-11: BD40]	P48449	LSS
T73134	DI0242	Lysosomal disease	[ICD-11: 5C56]	P16278	GLB1
T14908	DI0242	Lysosomal disease	[ICD-11: 5C56]	Q16739	UGCG
T14908	DI0257	Metabolic disorder	[ICD-11: 5C50-5D2Z]	Q16739	UGCG
T92777	DI0009	Acute diabete complication	[ICD-11: 5A2Y]	O43451	MGAM
T92777	DI0201	Inborn carbohydrate metabolism error	[ICD-11: 5C51]	O43451	MGAM
T31514	DI0201	Inborn carbohydrate metabolism error	[ICD-11: 5C51]	P10253	GAA
T61339	DI0201	Inborn carbohydrate metabolism error	[ICD-11: 5C51]	P06280	GLA
T61339	DI0201	Inborn carbohydrate metabolism error	[ICD-11: 5C51]	P06280	GLA
T44068	DI0022	Allergic/hypersensitivity disorder	[ICD-11: 4A80-4A8Z]	P08588	ADRB1
T44068	DI0037	Asthma	[ICD-11: CA23]	P08588	ADRB1
T44068	DI0068	Cardiac arrhythmia	[ICD-11: BC9Z]	P08588	ADRB1
T44068	DI0071	Central and peripheral nervous disease	[ICD-11: 8A04-8E7Z]	P08588	ADRB1
T44068	DI0088	Circulatory system disease	[ICD-11: BE2Z]	P08588	ADRB1
T44068	DI0097	Conduction disorder	[ICD-11: BC63]	P08588	ADRB1
T44068	DI0102	Coronary atherosclerosis	[ICD-11: BA52]	P08588	ADRB1
T44068	DI0137	Essential hypertension	[ICD-11: BA00]	P08588	ADRB1
T44068	DI0166	Glaucoma	[ICD-11: 9C61]	P08588	ADRB1
T44068	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P08588	ADRB1
T44068	DI0190	Hypertension	[ICD-11: BA00-BA04]	P08588	ADRB1
T44068	DI0264	Migraine	[ICD-11: 8A80]	P08588	ADRB1
T44068	DI0375	Sepsis	[ICD-11: 1G40-1G41]	P08588	ADRB1
T44068	DI0397	Supraventricular tachyarrhythmia	[ICD-11: BC81]	P08588	ADRB1
T44068	DI0434	Ventricular tachyarrhythmia	[ICD-11: BC71]	P08588	ADRB1
T78198	DI0120	Diabetes mellitus	[ICD-11: 5A10]	P00491	PNP
T78198	DI0167	Gout	[ICD-11: FA25]	P00491	PNP
T78198	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	P00491	PNP
T78198	DI0283	Mycosis fungoides	[ICD-11: 2B01]	P00491	PNP
T78198	DI0351	Psoriasis	[ICD-11: EA90]	P00491	PNP
T22118	DI0003	Abortion	[ICD-11: JA00]	P21728	DRD1
T22118	DI0022	Allergic/hypersensitivity disorder	[ICD-11: 4A80-4A8Z]	P21728	DRD1
T22118	DI0190	Hypertension	[ICD-11: BA00-BA04]	P21728	DRD1
T22118	DI0331	Parkinsonism	[ICD-11: 8A00]	P21728	DRD1
T52522	DI0037	Asthma	[ICD-11: CA23]	P07550	ADRB2
T52522	DI0086	Chronic obstructive pulmonary disease	[ICD-11: CA22]	P07550	ADRB2
T52522	DI0097	Conduction disorder	[ICD-11: BC63]	P07550	ADRB2
T52522	DI0344	Preterm labour/delivery	[ICD-11: JB00]	P07550	ADRB2
T52522	DI0387	Sleep-related breathing disorder	[ICD-11: 7A4Z]	P07550	ADRB2
T51408	DI0030	Angina pectoris	[ICD-11: BA40]	P13945	ADRB3
T51408	DI0037	Asthma	[ICD-11: CA23]	P13945	ADRB3
T51408	DI0086	Chronic obstructive pulmonary disease	[ICD-11: CA22]	P13945	ADRB3
T51408	DI0129	Dystonic disorder	[ICD-11: 8A02]	P13945	ADRB3
T51408	DI0154	Functional bladder disorder	[ICD-11: GC50]	P13945	ADRB3
T51408	DI0190	Hypertension	[ICD-11: BA00-BA04]	P13945	ADRB3
T51408	DI0331	Parkinsonism	[ICD-11: 8A00]	P13945	ADRB3
T79031	DI0025	Alzheimer disease	[ICD-11: 8A20]	P56817	BACE1
T84173	DI0257	Metabolic disorder	[ICD-11: 5C50-5D2Z]	P04062	GBA
T40787	DI0275	Multiple sclerosis	[ICD-11: 8A40]	Q13126	MTAP
T58496	DI0324	Pain	[ICD-11: MG30-MG3Z]	Q8NET8	TRPV3