Compound ID	CDAMM02634
Common name	Scapaniapyrone A
IUPAC name	5-(3-carboxy-6,7-dihydroxynaphthalen-1-yl)-6-oxopyran-2-carboxylic acid
Molecular formula	C₁₇H₁₀O₈

Experimental data

Retention time	0.62
Adduct	[M+K]+
Actual mz	381.003
Theoretical mz	381.001
Error	4.83
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.4401

Identifiers and class information

Inchi key	IGGWJZYKGXVCQF-UHFFFAOYSA-N
Smiles	O=C(O)C=1OC(=O)C(=CC1)C=2C=C(C=C3C=C(O)C(O)=CC32)C(=O)O
Superclass	Benzenoids
Class	Naphthalenes

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID
KNApSAcK ID	C00000616
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	14215653
PlantCyc ID
UNPD ID	UNPD92648
Coconut ID	CNP0143002
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	2
Number of non-conjugated amine groups (#amine)	0
Number of amidine and guanidine groups (#amidine)	0
Number of carboxylic acid groups (#acid)	2
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)	-2
Molecular weight (mol_MW)	342.261
Computed dipole moment(dipole)	4.017
Total solvent accessible surface area (SASA)	563.72
Hydrophobic component of SASA (FOSA)	0
Hydrophilic component of SASA (FISA)	375.711
Pie component of the SASA (PISA)	188.009
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	964.454
Number of hydrogen bond donors (donorHB)	4
Number of hydrogen bond acceptors (accptHB)	8
Free energy of solvation of dipole (dip^2/V)	0.016735
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0283829
Globularity descriptor (glob)	0.837444
Predicted polarizability in cubic angstroms (QPpolrz)	31.028
Predicted hexadecane/gas partition coefficient (QPlogPC16)	12.002
Predicted octanol/gas partition coefficient (QPlogPoct)	21.501
Predicted water/gas partition coefficient (QPlogPw)	17.546
Predicted octanol/water partition coefficient (QPlogPo/w)	0.402
Predicted aqueous solubility (QPlogS)	-3.128
Conformation-independent predicted aqueous solubility (CIQPlogS)	-3.913
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-1.444
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	0.174
Predicted brain/blood partition coefficient (QPlogBB)	-3.309
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.069
Predicted skin permeability, log Kp (QPlogKp)	-7.302
PM3 calculated ionization potential (IP(ev))	9.184
PM3 calculated electron affinity (EA(eV))	1.688
Number of likely metabolic reactions (#metab)	2
Prediction of binding to human serum albumin (QPlogKhsa)	-0.765
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	15.7
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)	183.434
Number of nitrogen and oxygen atoms (#NandO)	8
Number of violations of Lipinski’s rule of five (RuleOfFive)	0
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
P17936	IGFBP3	Insulin-like growth factor binding protein 3	T33455	SEA
P27169	PON1	Serum paraoxonase/arylesterase 1	T34562	SEA
P24593	IGFBP5	Insulin-like growth factor binding protein 5	T17008	SEA
P24592	IGFBP6	Insulin-like growth factor binding protein 6	T61800	SEA
P18065	IGFBP2	Insulin-like growth factor binding protein 2	T64268	SEA
P08833	IGFBP1	Insulin-like growth factor binding protein 1	T15048	SEA
O15427	SLC16A3	Monocarboxylate transporter 4	T31788	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T33455	DI0115	Dementia	[ICD-11: 6D80-6D8Z]	P17936	IGFBP3