Compound ID	CDAMM01494
Common name	Amaroswerin
IUPAC name	[2-[(4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,4-dihydroxy-6-(3-hydroxyphenyl)benzoate
Molecular formula	C₂₉H₃₀O₁₄

Experimental data

Retention time	3.94
Adduct	[M+H]+
Actual mz	603.172
Theoretical mz	603.171
Error	0.54
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.332

Identifiers and class information

Inchi key	UZYZCCWBBBCDAD-CZALVGPRNA-N
Smiles	O=C1OCCC2(O)C1=COC(OC3OC(CO)C(O)C(O)C3OC(=O)C4=C(O)C=C(O)C=C4C5=CC=CC(O)=C5)C2C=C
Superclass	Benzenoids
Class	Benzene and substituted derivatives

Plant source

Cinnamomum tamala (Buch.-Ham.) T.Nees & C.H.Eberm.

External sources

HMDB ID
KNApSAcK ID	C00010798
FooDB ID
DrugBank ID
ChEBI ID	CHEBI:81152
Pubchem Compound ID	12305846
PlantCyc ID
UNPD ID	UNPD101641
Coconut ID	CNP0216917
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	4
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)	14
Number of reactive functional groups (#rtvFG)	4
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	602.548
Computed dipole moment(dipole)	6.417
Total solvent accessible surface area (SASA)	812.659
Hydrophobic component of SASA (FOSA)	248.55
Hydrophilic component of SASA (FISA)	320.05
Pie component of the SASA (PISA)	244.06
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1590.26
Number of hydrogen bond donors (donorHB)	6
Number of hydrogen bond acceptors (accptHB)	17.2
Free energy of solvation of dipole (dip^2/V)	0.0258977
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0518436
Globularity descriptor (glob)	0.810779
Predicted polarizability in cubic angstroms (QPpolrz)	50.83
Predicted hexadecane/gas partition coefficient (QPlogPC16)	18.248
Predicted octanol/gas partition coefficient (QPlogPoct)	36.061
Predicted water/gas partition coefficient (QPlogPw)	28.153
Predicted octanol/water partition coefficient (QPlogPo/w)	-0.135
Predicted aqueous solubility (QPlogS)	-3.105
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.401
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.758
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	9.138
Predicted brain/blood partition coefficient (QPlogBB)	-3.526
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	3.092
Predicted skin permeability, log Kp (QPlogKp)	-5.214
PM3 calculated ionization potential (IP(ev))	9.081
PM3 calculated electron affinity (EA(eV))	0.341
Number of likely metabolic reactions (#metab)	8
Prediction of binding to human serum albumin (QPlogKhsa)	-0.821
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	4.475
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)	231.794
Number of nitrogen and oxygen atoms (#NandO)	14
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	3
Number of violations of Jorgensenâ€™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
P14679	TYR	Tyrosinase	T97035	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR