Compound ID	CDAMM01010
Common name	Aurasperone D
IUPAC name	7-(5,6-dihydroxy-8-methoxy-2-methyl-4-oxobenzo[g]chromen-10-yl)-5-hydroxy-6,8-dimethoxy-2-methylbenzo[g]chromen-4-one
Molecular formula	C₃₁H₂₄O₁₀

Experimental data

Retention time	15.75
Adduct	[M+H]+
Actual mz	557.147
Theoretical mz	557.144
Error	5.25
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.9117

Identifiers and class information

Inchi key	DVSATZLPJVYIRI-UHFFFAOYSA-N
Smiles	O=C1C=C(OC2=CC3=CC(OC)=C(C(OC)=C3C(O)=C12)C4=C5OC(=CC(=O)C5=C(O)C=6C(O)=CC(OC)=CC64)C)C
Superclass	Organoheterocyclic compounds
Class	Naphthopyrans

Plant source

Cinnamomum verum J. Presl

External sources

HMDB ID	HMDB0033488
KNApSAcK ID	C00002416
FooDB ID	FDB011535
DrugBank ID
ChEBI ID	CHEBI:2925
Pubchem Compound ID	155008
PlantCyc ID
UNPD ID	UNPD14690
Coconut ID	CNP0214598
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	1
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)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	556.525
Computed dipole moment(dipole)	9.249
Total solvent accessible surface area (SASA)	805.041
Hydrophobic component of SASA (FOSA)	386.299
Hydrophilic component of SASA (FISA)	192.623
Pie component of the SASA (PISA)	226.119
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1533
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	7.5
Free energy of solvation of dipole (dip^2/V)	0.0557977
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0093163
Globularity descriptor (glob)	0.798685
Predicted polarizability in cubic angstroms (QPpolrz)	52.862
Predicted hexadecane/gas partition coefficient (QPlogPC16)	15.651
Predicted octanol/gas partition coefficient (QPlogPoct)	24.163
Predicted water/gas partition coefficient (QPlogPw)	11.813
Predicted octanol/water partition coefficient (QPlogPo/w)	4.689
Predicted aqueous solubility (QPlogS)	-6.936
Conformation-independent predicted aqueous solubility (CIQPlogS)	-9.216
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.868
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	147.659
Predicted brain/blood partition coefficient (QPlogBB)	-1.872
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	62.577
Predicted skin permeability, log Kp (QPlogKp)	-3.601
PM3 calculated ionization potential (IP(ev))	8.128
PM3 calculated electron affinity (EA(eV))	1.073
Number of likely metabolic reactions (#metab)	8
Prediction of binding to human serum albumin (QPlogKhsa)	0.984
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	80.267
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)	143.309
Number of nitrogen and oxygen atoms (#NandO)	10
Number of violations of Lipinski’s rule of five (RuleOfFive)	1
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
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
P08183	ABCB1	P-glycoprotein 1	T25258	SEA
Q9UNQ0	ABCG2	ATP-binding cassette sub-family G member 2	T56556	SEA
P47989	XDH	Xanthine dehydrogenase	T40954	SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
P16152	CBR1	Carbonyl reductase [NADPH] 1	T70518	SEA
Q13332	PTPRS	Receptor-type tyrosine-protein phosphatase S	T10147	SEA
P16220	CREB1	Cyclic AMP-responsive element-binding protein	T92098	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
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
T25258	DI0238	Lung cancer	[ICD-11: 2C25]	P08183	ABCB1
T56556	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	Q9UNQ0	ABCG2
T56556	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q9UNQ0	ABCG2
T40954	DI0206	Inborn purine/pyrimidine/nucleotide metabolism error	[ICD-11: 5C55]	P47989	XDH
T40954	DI0266	Mineral deficiency	[ICD-11: 5B5K]	P47989	XDH
T70518	DI0037	Asthma	[ICD-11: CA23]	P16152	CBR1
T10147	DI0057	Bone paget disease	[ICD-11: FB85]	Q13332	PTPRS
T74500	DI0004	Acidosis	[ICD-11: 5C73]	Q9UK17	KCND3