Compound ID	CDAMM00595
Common name	8-Cinnamoyl-3,4-dihydro-5,7-dihydroxy-4-phenylcoumarin
IUPAC name	5,7-dihydroxy-4-phenyl-8-(3-phenylprop-2-enoyl)-3,4-dihydrochromen-2-one
Molecular formula	C₂₄H₁₈O₅

Experimental data

Retention time	7.35
Adduct	[M+Na]+
Actual mz	409.098
Theoretical mz	409.104
Error	14.22
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.9736

Identifiers and class information

Inchi key	XNMQCWKDPWDEMC-VAWYXSNFNA-N
Smiles	O=C(C=CC=1C=CC=CC1)C2=C(O)C=C(O)C3=C2OC(=O)CC3C=4C=CC=CC4
Superclass	Phenylpropanoids and polyketides
Class	Diarylheptanoids

Plant source

Piper longum L.

Cinnamomum verum J. Presl

External sources

HMDB ID
KNApSAcK ID	C00007162
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	74819232
PlantCyc ID
UNPD ID	UNPD190053
Coconut ID	CNP0141648
LipidMAPS ID	LMPK12120227
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)	-2
Molecular weight (mol_MW)	386.403
Computed dipole moment(dipole)	10.591
Total solvent accessible surface area (SASA)	676.231
Hydrophobic component of SASA (FOSA)	66.605
Hydrophilic component of SASA (FISA)	174.115
Pie component of the SASA (PISA)	435.511
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1195.95
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	5
Free energy of solvation of dipole (dip^2/V)	0.0937917
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0073939
Globularity descriptor (glob)	0.80577
Predicted polarizability in cubic angstroms (QPpolrz)	42.014
Predicted hexadecane/gas partition coefficient (QPlogPC16)	13.867
Predicted octanol/gas partition coefficient (QPlogPoct)	19.73
Predicted water/gas partition coefficient (QPlogPw)	10.559
Predicted octanol/water partition coefficient (QPlogPo/w)	3.995
Predicted aqueous solubility (QPlogS)	-5.774
Conformation-independent predicted aqueous solubility (CIQPlogS)	-6.26
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-6.752
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	221.192
Predicted brain/blood partition coefficient (QPlogBB)	-1.586
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	96.855
Predicted skin permeability, log Kp (QPlogKp)	-2.618
PM3 calculated ionization potential (IP(ev))	9.24
PM3 calculated electron affinity (EA(eV))	0.668
Number of likely metabolic reactions (#metab)	5
Prediction of binding to human serum albumin (QPlogKhsa)	0.633
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	92.307
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)	103.317
Number of nitrogen and oxygen atoms (#NandO)	5
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
Q8IXJ6	SIRT2	NAD-dependent deacetylase sirtuin 2	T83904	SEA
P23280	CA6	Carbonic anhydrase VI	T06569	SEA
P27338	MAOB	Monoamine oxidase B	T83011	SEA
Q9UNQ0	ABCG2	ATP-binding cassette sub-family G member 2	T56556	SEA
P19438	TNFRSF1A	Tumor necrosis factor receptor R1	T86552	SEA
O43826	SLC37A4	Glucose-6-phosphate translocase	T47306	SEA
O95622	ADCY5	Adenylate cyclase type 5	T19531	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T83904	DI0365	Retinopathy	[ICD-11: 9B71]	Q8IXJ6	SIRT2
T06569	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P23280	CA6
T06569	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P23280	CA6
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
T56556	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	Q9UNQ0	ABCG2
T56556	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q9UNQ0	ABCG2
T86552	DI0060	Brain cancer	[ICD-11: 2A00]	P19438	TNFRSF1A
T86552	DI0321	Ovarian cancer	[ICD-11: 2C73]	P19438	TNFRSF1A