Compound ID	CDAMM02742
Common name	Ephedrannin A
IUPAC name	6,9,17,19,21-pentahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),5,9,15,17,19-heptaen-7-one
Molecular formula	C₃₀H₂₀O₁₁

Experimental data

Retention time	11.75
Adduct	[M+Na]+
Actual mz	579.089
Theoretical mz	579.09
Error	1.41
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.6014

Identifiers and class information

Inchi key	GPBSBBVDERLESN-KWRBWDCJNA-N
Smiles	O=C1C(O)=C(OC=2C1=C(O)C=C3OC4(OC=5C=C(O)C=C(O)C5C(C32)C4O)C6=CC=C(O)C=C6)C=7C=CC(O)=CC7
Superclass	Phenylpropanoids and polyketides
Class	Flavonoids

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID	HMDB0037654
KNApSAcK ID	C00009274
FooDB ID	FDB016776
DrugBank ID
ChEBI ID
Pubchem Compound ID	73822574
PlantCyc ID
UNPD ID	UNPD171706
Coconut ID	CNP0160733
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	3
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)	7
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	556.481
Computed dipole moment(dipole)	9.455
Total solvent accessible surface area (SASA)	774.799
Hydrophobic component of SASA (FOSA)	15.729
Hydrophilic component of SASA (FISA)	341.692
Pie component of the SASA (PISA)	417.378
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1448.31
Number of hydrogen bond donors (donorHB)	6
Number of hydrogen bond acceptors (accptHB)	9.2
Free energy of solvation of dipole (dip^2/V)	0.0617204
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0290854
Globularity descriptor (glob)	0.799007
Predicted polarizability in cubic angstroms (QPpolrz)	51.299
Predicted hexadecane/gas partition coefficient (QPlogPC16)	18.424
Predicted octanol/gas partition coefficient (QPlogPoct)	32.902
Predicted water/gas partition coefficient (QPlogPw)	23.053
Predicted octanol/water partition coefficient (QPlogPo/w)	1.878
Predicted aqueous solubility (QPlogS)	-5.441
Conformation-independent predicted aqueous solubility (CIQPlogS)	-8.164
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-6.775
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	5.697
Predicted brain/blood partition coefficient (QPlogBB)	-3.427
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	1.855
Predicted skin permeability, log Kp (QPlogKp)	-5.675
PM3 calculated ionization potential (IP(ev))	8.59
PM3 calculated electron affinity (EA(eV))	0.509
Number of likely metabolic reactions (#metab)	8
Prediction of binding to human serum albumin (QPlogKhsa)	0.217
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	12.592
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)	191.125
Number of nitrogen and oxygen atoms (#NandO)	11
Number of violations of Lipinski’s rule of five (RuleOfFive)	3
Number of violations of Jorgensen’s rule of three (RuleOfThree)	2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P43166	CA7	Carbonic anhydrase VII	T37541	SEA
P22748	CA4	Carbonic anhydrase IV	T53378	SEA
P05164	MPO	Myeloperoxidase	T23471	SEA
P33527	ABCC1	Multidrug resistance-associated protein 1	T11288	SEA
P08183	ABCB1	P-glycoprotein 1	T25258	SEA
P11474	ESRRA	Estrogen-related receptor alpha	T72841	SEA
P20151	KLK2	Kallikrein 2	T01908	SEA
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SEA
P49763	PGF	Placenta growth factor	T70792	SEA
Q9UNQ0	ABCG2	ATP-binding cassette sub-family G member 2	T56556	SEA
Q9NPH5	NOX4	NADPH oxidase 4	T29741	SEA
P47989	XDH	Xanthine dehydrogenase	T40954	SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
Q04760	GLO1	Glyoxalase I	T88285	SEA
Q9HC98	NEK6	Serine/threonine-protein kinase NEK6	T78992	SEA
P16152	CBR1	Carbonyl reductase [NADPH] 1	T70518	SEA
Q13332	PTPRS	Receptor-type tyrosine-protein phosphatase S	T10147	SEA
Q15717	ELAVL1	ELAV-like protein 1	T78349	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T53378	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P22748	CA4
T53378	DI0166	Glaucoma	[ICD-11: 9C61]	P22748	CA4
T53378	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P22748	CA4
T23471	DI0229	Left ventricular failure	[ICD-11: BD11]	P05164	MPO
T23471	DI0339	Postoperative inflammation	[ICD-11: 1A00-CA43]	P05164	MPO
T11288	DI0167	Gout	[ICD-11: FA25]	P33527	ABCC1
T25258	DI0238	Lung cancer	[ICD-11: 2C25]	P08183	ABCB1
T72841	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P11474	ESRRA
T01908	DI0213	Innate/adaptive immunodeficiency	[ICD-11: 4A00]	P20151	KLK2
T20761	DI0095	Colorectal cancer	[ICD-11: 2B91]	P15692	VEGFA
T20761	DI0365	Retinopathy	[ICD-11: 9B71]	P15692	VEGFA
T20761	DI0430	Vascular system developmental anomaly	[ICD-11: LA90]	P15692	VEGFA
T70792	DI0095	Colorectal cancer	[ICD-11: 2B91]	P49763	PGF
T56556	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	Q9UNQ0	ABCG2
T56556	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q9UNQ0	ABCG2
T29741	DI0146	Fibrosis	[ICD-11: GA14-GC01]	Q9NPH5	NOX4
T40954	DI0206	Inborn purine/pyrimidine/nucleotide metabolism error	[ICD-11: 5C55]	P47989	XDH
T40954	DI0266	Mineral deficiency	[ICD-11: 5B5K]	P47989	XDH
T88285	DI0210	Influenza	[ICD-11: 1E30-1E32]	Q04760	GLO1
T70518	DI0037	Asthma	[ICD-11: CA23]	P16152	CBR1
T10147	DI0057	Bone paget disease	[ICD-11: FB85]	Q13332	PTPRS