Compound ID	CDAMM02666
Common name	Eriocauline
IUPAC name	9-hydroxy-10-(9-hydroxy-7-methoxy-3-methyl-1-oxobenzo[g]isochromen-10-yl)oxy-7-methoxy-3-methylbenzo[g]isochromen-1-one
Molecular formula	C₃₀H₂₂O₉

Experimental data

Retention time	13.15
Adduct	[2M+NH4]2+
Actual mz	535.139
Theoretical mz	535.143
Error	8.06
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.1169

Identifiers and class information

Inchi key	AQBJYRSSNIUYNG-UHFFFAOYSA-N
Smiles	O=C1OC(=CC=2C=C3C=C(OC)C=C(O)C3=C(OC=4C=5C(=O)OC(=CC5C=C6C=C(OC)C=C(O)C46)C)C12)C
Superclass	Organoheterocyclic compounds
Class	Naphthopyrans

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID
KNApSAcK ID	C00030202
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	24750277
PlantCyc ID
UNPD ID	UNPD198323
Coconut ID	CNP0280129
LipidMAPS ID
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)	0
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	6
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	-1
Molecular weight (mol_MW)	526.498
Computed dipole moment(dipole)	1.059
Total solvent accessible surface area (SASA)	767.217
Hydrophobic component of SASA (FOSA)	377.099
Hydrophilic component of SASA (FISA)	115.57
Pie component of the SASA (PISA)	274.547
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1444.91
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	8.5
Free energy of solvation of dipole (dip^2/V)	0.0007756
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0156681
Globularity descriptor (glob)	0.805639
Predicted polarizability in cubic angstroms (QPpolrz)	50.441
Predicted hexadecane/gas partition coefficient (QPlogPC16)	14.855
Predicted octanol/gas partition coefficient (QPlogPoct)	24.282
Predicted water/gas partition coefficient (QPlogPw)	14.197
Predicted octanol/water partition coefficient (QPlogPo/w)	4.199
Predicted aqueous solubility (QPlogS)	-6.092
Conformation-independent predicted aqueous solubility (CIQPlogS)	-8.138
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.986
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	794.238
Predicted brain/blood partition coefficient (QPlogBB)	-0.985
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	385.664
Predicted skin permeability, log Kp (QPlogKp)	-2.106
PM3 calculated ionization potential (IP(ev))	8.064
PM3 calculated electron affinity (EA(eV))	0.924
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	0.594
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	90.477
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)	125.761
Number of nitrogen and oxygen atoms (#NandO)	9
Number of violations of Lipinski’s rule of five (RuleOfFive)	1
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
P21397	MAOA	Monoamine oxidase A	T83875	SEA
P43166	CA7	Carbonic anhydrase VII	T37541	SEA
P27338	MAOB	Monoamine oxidase B	T83011	SEA
Q92731	ESR2	Estrogen receptor beta	T80896	SEA
P03372	ESR1	Estrogen receptor alpha	T02506	SEA
P09917	ALOX5	Arachidonate 5-lipoxygenase	T00140	SEA
P60568	IL2	Interleukin-2	T61698	SEA
Q9UNQ0	ABCG2	ATP-binding cassette sub-family G member 2	T56556	SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
P16152	CBR1	Carbonyl reductase [NADPH] 1	T70518	SEA
Q15120	PDK3	Pyruvate dehydrogenase kinase isoform 3	T99029	SEA
O15427	SLC16A3	Monocarboxylate transporter 4	T31788	SEA
Q7RTX1	TAS1R1	Taste receptor	T41263	SEA
O35273	SMAD3	Mothers against decapentaplegic homolog 3	T35445	SEA
Q96HK3	CALM	Calmodulin	T39610	SEA
Q9UK17	KCND3	Voltage-gated potassium channel Kv4.3	T74500	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T83875	DI0117	Depression	[ICD-11: 6A70-6A7Z]	P21397	MAOA
T83875	DI0331	Parkinsonism	[ICD-11: 8A00]	P21397	MAOA
T83011	DI0115	Dementia	[ICD-11: 6D80-6D8Z]	P27338	MAOB
T83011	DI0117	Depression	[ICD-11: 6A70-6A7Z]	P27338	MAOB
T83011	DI0190	Hypertension	[ICD-11: BA00-BA04]	P27338	MAOB
T83011	DI0243	Malaria	[ICD-11: 1F40-1F45]	P27338	MAOB
T83011	DI0264	Migraine	[ICD-11: 8A80]	P27338	MAOB
T83011	DI0331	Parkinsonism	[ICD-11: 8A00]	P27338	MAOB
T80896	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q92731	ESR2
T80896	DI0108	Cushing syndrome	[ICD-11: 5A70]	Q92731	ESR2
T80896	DI0254	Menopausal disorder	[ICD-11: GA30]	Q92731	ESR2
T80896	DI0432	Vasomotor/allergic rhinitis	[ICD-11: CA08]	Q92731	ESR2
T02506	DI0106	COVID-19	[ICD-11: 1D6Y]	P03372	ESR1
T00140	DI0037	Asthma	[ICD-11: CA23]	P09917	ALOX5
T00140	DI0147	Filariasis	[ICD-11: 1F66]	P09917	ALOX5
T00140	DI0403	Thrombocytopenia	[ICD-11: 3B64]	P09917	ALOX5
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
T56556	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	Q9UNQ0	ABCG2
T56556	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q9UNQ0	ABCG2
T70518	DI0037	Asthma	[ICD-11: CA23]	P16152	CBR1
T41263	DI0078	Cholera	[ICD-11: 1A00]	Q7RTX1	TAS1R1
T35445	DI0226	Kidney fibrosis	[ICD-11: GC01]	O35273	SMAD3
T39610	DI0068	Cardiac arrhythmia	[ICD-11: BC9Z]	Q96HK3	CALM
T39610	DI0243	Malaria	[ICD-11: 1F40-1F45]	Q96HK3	CALM
T39610	DI0370	Schizophrenia	[ICD-11: 6A20]	Q96HK3	CALM
T74500	DI0004	Acidosis	[ICD-11: 5C73]	Q9UK17	KCND3