Compound ID	CDAMM01049
Common name	Didymocalyxin B
IUPAC name	1-[2,6-dihydroxy-4,5-dimethoxy-7-(3-phenylprop-2-enoyl)-1-benzofuran-3-yl]-3-phenylprop-2-en-1-one
Molecular formula	C₂₈H₂₂O₇

Experimental data

Retention time	0.29
Adduct	[M+H]+
Actual mz	471.146
Theoretical mz	471.144
Error	3.02
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.957

Identifiers and class information

Inchi key	SYJASFPLLHXQRX-VZZMMMTHSA-N
Smiles	O=C1OC=2C(C(=O)C=CC=3C=CC=CC3)=C(O)C(OC)=C(OC)C2C1=C(O)C=CC=4C=CC=CC4
Superclass	Phenylpropanoids and polyketides
Class	Linear 1,3-diarylpropanoids

Plant source

Cinnamomum verum J. Presl

External sources

HMDB ID
KNApSAcK ID	C00014583
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	5254871
PlantCyc ID
UNPD ID	UNPD140456
Coconut ID	CNP0225463
LipidMAPS ID	LMPK12120331
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)	0
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	12
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	470.478
Computed dipole moment(dipole)	7.197
Total solvent accessible surface area (SASA)	800.126
Hydrophobic component of SASA (FOSA)	189.548
Hydrophilic component of SASA (FISA)	140.676
Pie component of the SASA (PISA)	469.901
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1439.41
Number of hydrogen bond donors (donorHB)	0
Number of hydrogen bond acceptors (accptHB)	4.75
Free energy of solvation of dipole (dip^2/V)	0.0359863
Index of cohesive interaction in solids (ACxDN^.5/SA)	0
Globularity descriptor (glob)	0.770542
Predicted polarizability in cubic angstroms (QPpolrz)	48.233
Predicted hexadecane/gas partition coefficient (QPlogPC16)	16.086
Predicted octanol/gas partition coefficient (QPlogPoct)	19.125
Predicted water/gas partition coefficient (QPlogPw)	7.829
Predicted octanol/water partition coefficient (QPlogPo/w)	5.949
Predicted aqueous solubility (QPlogS)	-6.939
Conformation-independent predicted aqueous solubility (CIQPlogS)	-8.12
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-7.486
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	459.056
Predicted brain/blood partition coefficient (QPlogBB)	-1.739
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	213.239
Predicted skin permeability, log Kp (QPlogKp)	-1.305
PM3 calculated ionization potential (IP(ev))	8.483
PM3 calculated electron affinity (EA(eV))	0.98
Number of likely metabolic reactions (#metab)	5
Prediction of binding to human serum albumin (QPlogKhsa)	1.016
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	96.463
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)	109.516
Number of nitrogen and oxygen atoms (#NandO)	7
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
P27338	MAOB	Monoamine oxidase B	T83011	SEA
P08183	ABCB1	P-glycoprotein 1	T25258	SEA
P20839	IMPDH1	Inosine-5'-monophosphate dehydrogenase 1	T40111	SEA
P12268	IMPDH2	Inosine-5'-monophosphate dehydrogenase 2	T89360	SEA
Q9UNQ0	ABCG2	ATP-binding cassette sub-family G member 2	T56556	SEA
P22001	KCNA3	Voltage-gated potassium channel subunit Kv1.3	T76914	SwissTargetPrediction and SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
P19438	TNFRSF1A	Tumor necrosis factor receptor R1	T86552	SEA
Q13332	PTPRS	Receptor-type tyrosine-protein phosphatase S	T10147	SEA
O75884	RBBP9	Putative hydrolase RBBP9	T12084	SEA
Q9H4B7	TUBB1	Tubulin beta-1 chain	T84397	SEA
O43826	SLC37A4	Glucose-6-phosphate translocase	T47306	SEA
P16220	CREB1	Cyclic AMP-responsive element-binding protein	T92098	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
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
T25258	DI0238	Lung cancer	[ICD-11: 2C25]	P08183	ABCB1
T40111	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P20839	IMPDH1
T40111	DI0179	Hepatitis virus infection	[ICD-11: 1E50-1E51]	P20839	IMPDH1
T40111	DI0250	Mature B-cell lymphoma	[ICD-11: 2A85]	P20839	IMPDH1
T40111	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P20839	IMPDH1
T40111	DI0413	Transplant rejection	[ICD-11: NE84]	P20839	IMPDH1
T89360	DI0413	Transplant rejection	[ICD-11: NE84]	P12268	IMPDH2
T56556	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	Q9UNQ0	ABCG2
T56556	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q9UNQ0	ABCG2
T76914	DI0198	Idiopathic inflammatory myopathy	[ICD-11: 4A41]	P22001	KCNA3
T76914	DI0351	Psoriasis	[ICD-11: EA90]	P22001	KCNA3
T76914	DI0352	Psoriatic arthritis	[ICD-11: FA21]	P22001	KCNA3
T86552	DI0060	Brain cancer	[ICD-11: 2A00]	P19438	TNFRSF1A
T86552	DI0321	Ovarian cancer	[ICD-11: 2C73]	P19438	TNFRSF1A
T10147	DI0057	Bone paget disease	[ICD-11: FB85]	Q13332	PTPRS
T84397	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q9H4B7	TUBB1