Compound ID	CDAMM02702
Common name	Isoesculeogenin A
IUPAC name	5\'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2\'-piperidine]-3\',16-diol
Molecular formula	C₂₇H₄₅NO₄

Experimental data

Retention time	13.15
Adduct	[M+H]+
Actual mz	448.34
Theoretical mz	448.342
Error	5.97
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.1661

Identifiers and class information

Inchi key	FBKQAVWTYDQPAB-NUXUQDNGNA-N
Smiles	OCC1CNC2(OC3CC4C5CCC6CC(O)CCC6(C)C5CCC4(C)C3C2C)C(O)C1
Superclass	Lipids and lipid-like molecules
Class	Steroids and steroid derivatives

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID
KNApSAcK ID	C00031901
FooDB ID
DrugBank ID
ChEBI ID	CHEBI:71676
Pubchem Compound ID	72812536
PlantCyc ID
UNPD ID	UNPD27249
Coconut ID	CNP0387349
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)	4
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	0
Molecular weight (mol_MW)	447.657
Computed dipole moment(dipole)	2.586
Total solvent accessible surface area (SASA)	695.852
Hydrophobic component of SASA (FOSA)	556.415
Hydrophilic component of SASA (FISA)	139.438
Pie component of the SASA (PISA)	0
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1381.09
Number of hydrogen bond donors (donorHB)	4
Number of hydrogen bond acceptors (accptHB)	6.85
Free energy of solvation of dipole (dip^2/V)	0.0048408
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0196881
Globularity descriptor (glob)	0.861913
Predicted polarizability in cubic angstroms (QPpolrz)	46.549
Predicted hexadecane/gas partition coefficient (QPlogPC16)	12.859
Predicted octanol/gas partition coefficient (QPlogPoct)	24.949
Predicted water/gas partition coefficient (QPlogPw)	14.066
Predicted octanol/water partition coefficient (QPlogPo/w)	3.151
Predicted aqueous solubility (QPlogS)	-4.308
Conformation-independent predicted aqueous solubility (CIQPlogS)	-4.289
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.493
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	117.629
Predicted brain/blood partition coefficient (QPlogBB)	-0.53
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	54.146
Predicted skin permeability, log Kp (QPlogKp)	-5.768
PM3 calculated ionization potential (IP(ev))	9.215
PM3 calculated electron affinity (EA(eV))	-2.28
Number of likely metabolic reactions (#metab)	4
Prediction of binding to human serum albumin (QPlogKhsa)	0.74
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	82.454
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)	84.32
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
Q99720	SIGMAR1	Sigma opioid receptor	T46360	SwissTargetPrediction
Q15125	EBP	Anti-estrogen binding site (AEBS)	T25317	SwissTargetPrediction and SEA
O43451	MGAM	Maltase-glucoamylase	T92777	SwissTargetPrediction
P10253	GAA	Lysosomal alpha-glucosidase (by homology)	T31514	SwissTargetPrediction
Q05586	GRIN1	Glutamate NMDA receptor; GRIN1/GRIN2B	T62276	SEA
P53985	SLC16A1	Monocarboxylate transporter 1 (by homology)	T95842	SwissTargetPrediction
P08185	SERPINA6	Corticosteroid binding globulin	T88452	SEA
Q8TDU6	GPBAR1	G-protein coupled bile acid receptor 1	T86273	SEA
P03372	ESR1	Estrogen receptor alpha	T02506	SwissTargetPrediction
P08183	ABCB1	P-glycoprotein 1	T25258	SwissTargetPrediction
P11413	G6PD	Glucose-6-phosphate 1-dehydrogenase	T63484	SEA
O75116	ROCK2	Rho-associated protein kinase 2	T06093	SwissTargetPrediction
P31749	AKT1	Serine/threonine-protein kinase AKT	T67619	SwissTargetPrediction
Q9NWZ3	IRAK4	Interleukin-1 receptor-associated kinase 4	T55398	SwissTargetPrediction
P31751	AKT2	Serine/threonine-protein kinase AKT2	T94621	SwissTargetPrediction
Q9Y243	AKT3	Serine/threonine-protein kinase AKT	T71266	SwissTargetPrediction
P60568	IL2	Interleukin-2	T61698	SEA
P60842	EIF4A1	Eukaryotic initiation factor 4A-I	T86805	SEA
Q9NZ70	TAK1	TGF-beta-activated kinase 1	T04361	SwissTargetPrediction
P51617	IRAK1	Interleukin-1 receptor-associated kinase 1	T63846	SwissTargetPrediction
P62508	ESRRG	Estrogen-related receptor gamma	T59875	SwissTargetPrediction
Q13224	GRIN2B	Glutamate [NMDA] receptor subunit epsilon 2	T76414	SEA
O15399	GRIN2D	Glutamate [NMDA] receptor subunit epsilon 4	T56588	SEA
Q14973	SLC10A1	Bile acid transporter	T99189	SEA
P38571	LIPA	Lysosomal acid lipase/cholesteryl ester hydrolase	T24373	SEA
Q14957	GRIN2C	Glutamate receptor ionotropic NMDA 2C	T72595	SEA
O14764	GABRD	GABA(A) receptor delta	T27376	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T46360	DI0105	Cough	[ICD-11: MD12]	Q99720	SIGMAR1
T25317	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q15125	EBP
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
T62276	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	Q05586	GRIN1
T62276	DI0182	HIV-infected patients with tuberculosis	[ICD-11: 1B10-1B14]	Q05586	GRIN1
T88452	DI0037	Asthma	[ICD-11: CA23]	P08185	SERPINA6
T88452	DI0339	Postoperative inflammation	[ICD-11: 1A00-CA43]	P08185	SERPINA6
T88452	DI0362	Respiratory system disease	[ICD-11: CB40-CB7Z]	P08185	SERPINA6
T86273	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	Q8TDU6	GPBAR1
T02506	DI0106	COVID-19	[ICD-11: 1D6Y]	P03372	ESR1
T25258	DI0238	Lung cancer	[ICD-11: 2C25]	P08183	ABCB1
T63484	DI0086	Chronic obstructive pulmonary disease	[ICD-11: CA22]	P11413	G6PD
T06093	DI0168	Graft-versus-host disease	[ICD-11: 4B24]	O75116	ROCK2
T67619	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P31749	AKT1
T55398	DI0039	Atopic eczema	[ICD-11: EA80]	Q9NWZ3	IRAK4
T55398	DI0109	Cutaneous lupus erythematosus	[ICD-11: EB50-EB5Z]	Q9NWZ3	IRAK4
T55398	DI0241	Lymphoma	[ICD-11: 2A80-2A86]	Q9NWZ3	IRAK4
T55398	DI0339	Postoperative inflammation	[ICD-11: 1A00-CA43]	Q9NWZ3	IRAK4
T55398	DI0351	Psoriasis	[ICD-11: EA90]	Q9NWZ3	IRAK4
T55398	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q9NWZ3	IRAK4
T71266	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q9Y243	AKT3
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
T86805	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P60842	EIF4A1
T04361	DI0250	Mature B-cell lymphoma	[ICD-11: 2A85]	Q9NZ70	TAK1
T76414	DI0024	Alpha-1-antitrypsin deficiency	[ICD-11: 5C5A]	Q13224	GRIN2B
T56588	DI0296	Neurodegenerative disorder	[ICD-11: 8A20-8A23]	O15399	GRIN2D
T99189	DI0179	Hepatitis virus infection	[ICD-11: 1E50-1E51]	Q14973	SLC10A1
T24373	DI0132	Enzyme deficiency	[ICD-11: 5C51-5C57]	P38571	LIPA
T72595	DI0296	Neurodegenerative disorder	[ICD-11: 8A20-8A23]	Q14957	GRIN2C
T27376	DI0117	Depression	[ICD-11: 6A70-6A7Z]	O14764	GABRD
T27376	DI0214	Insomnia	[ICD-11: 7A00-7A0Z]	O14764	GABRD
T27376	DI0256	Mental/behavioural/neurodevelopmental disorder	[ICD-11: 6E20-6E8Z]	O14764	GABRD